- Visible-Light-Mediated Strategies to Assemble Alkyl 2-Carboxylate-2,3,3-Trisubstituted β-Lactams and 5-Alkoxy-2,2,4-Trisubstituted Furan-3(2H)-ones Using Aryldiazoacetates and Aryldiazoketones
-
Two new visible-light-mediated strategies are described starting from aryldiazoacetates. The first approach describes their reaction with azides to afford the corresponding imines, and then reaction with aryldiazoketones produces alkyl 2-carboxylate-2,3,3
- Deflon, Victor M.,Dos Santos, Caio Y.,Gallo, Rafael D. C.,Jurberg, Igor D.,Munaretto, Laiéli S.,Okada, Celso Y.
-
p. 9292 - 9296
(2021/12/06)
-
- Dihalide impurity in ziprasidone hydrochloride intermediate and preparation method of dihalide impurity
-
The invention provides a dihalide impurity in a ziprasidone hydrochloride intermediate. The dihalide impurity has a structure shown as a formula 1. On the basis that the ziprasidone hydrochloride intermediate can bring in the dechlorination impurity or the preparation process contains the dechlorination step, the dechlorination impurity with a specific structure is obtained, and the preparation steps of the corresponding impurity are provided, so a corresponding technical support is provided for preparation of ziprasidone hydrochloride. The synthesis method provided by the invention has the advantages of simple process, strong controllability and mild conditions, can be used for quality standard establishment and quality control links of ziprasidone hydrochloride process research and development, production and the like, and provides technical support for ziprasidone hydrochloride medication safety. The method can be used for quality research such as qualitative and quantitative analysis of impurities in ziprasidone hydrochloride synthesis, so that the quality of ziprasidone hydrochloride can be improved, and important guiding significance is provided for reducing the medication risk of ziprasidone hydrochloride.
- -
-
Paragraph 0122; 0137; 0140-0145
(2021/05/01)
-
- A Unified Catalytic Asymmetric (4+1) and (5+1) Annulation Strategy to Access Chiral Spirooxindole-Fused Oxacycles
-
A unified catalytic asymmetric (N+1) (N=4, 5) annulation reaction of oxindoles with bifunctional peroxides has been achieved in the presence of a chiral phase-transfer catalyst (PTC). This general strategy utilizes peroxides as unique bielectrophilic four- or five-atom synthons to participate in the C?C and the subsequent umpolung C?O bond-forming reactions with one-carbon unit nucleophiles, thus providing a distinct method to access the valuable chiral spirooxindole-tetrahydrofurans and -tetrahydropyrans with good yields and high enantioselectivities under mild conditions. DFT calculations were performed to rationalize the origin of high enantioselectivity. The gram-scale syntheses and synthetic utility of the resultant products were also demonstrated.
- Gao, Min,Gong, Xiangnan,Hu, Lin,Luo, Yanshu,Xia, Yuanzhi,Xu, Qianlan,Zhao, Yukun
-
supporting information
p. 19813 - 19820
(2021/08/03)
-
- Synthesis process of diclofenac sodium
-
The invention provides a synthesis process of diclofenac sodium, which is obtained by acylation reaction of o-aminobenzene acetate with 2 and 6 - dichlorophenoxy acetic acid respectively and acylation with chlorobenzoyl chloride followed by nucleophilic substitution with 2, 6 - dichlorophenol or 2 and 6 -dichlorophenol. Is hydrolyzed to give sodium diclofenac sodium. The synthesis process is simplified, the reaction condition is mild, and the yield and industrial popularization and application are facilitated.
- -
-
Paragraph 0074-0075
(2021/09/26)
-
- SUBSTITUTED IMIDAZOLECARBOXAMIDE AS BRUTON'S TYROSINE KINASE INHIBITORS
-
The disclosure relates to a series of substituted imidazolecarboxamide compounds of formula I as BTK (Bruton's Tyrosine Kinase) inhibitors, and the methods of using the same for the treatment of autoimmune disease, inflammatory disease, cancer and potenti
- -
-
Page/Page column 60-61
(2021/06/11)
-
- Synthesis of Indoles by Reductive Cyclization of Nitro Compounds Using Formate Esters as CO Surrogates
-
Alkyl and aryl formate esters were evaluated as CO sources in the Pd- and Pd/Ru-catalyzed reductive cyclization of 2-nitrostyrenes to give indoles. Whereas the use of alkyl formates requires the presence of a ruthenium catalyst such as Ru3(CO)12, the reaction with phenyl formate can be performed by using a Pd/phenanthroline complex alone. Phenyl formate was found to be the most effective CO source and the desired products were obtained in excellent yields, often higher than those previously reported using pressurized CO. The reaction tolerates many functional groups, including sensitive ones like a free aldehydic group or a pendant pyrrole. Detailed experiments and kinetic studies allow to conclude that the activation of phenyl formate is base-catalyzed and that the metal doesn't play a role in the decarbonylation step. The reactions can be performed in a single thick-walled glass tube with as little as 0.2 mol-% palladium catalyst and even on a 2 g scale. The same protocol can be extended to other nitro compounds, affording different heterocycles.
- Ahmed Fouad, Manar,Ferretti, Francesco,Formenti, Dario,Milani, Fabio,Ragaini, Fabio
-
supporting information
p. 4876 - 4894
(2021/09/20)
-
- TiCl3-Mediated Synthesis of 2,3,3-Trisubstituted Indolenines: Total Synthesis of (+)-1,2-Dehydroaspidospermidine, (+)-Condyfoline, and (?)-Tubifoline
-
2,3,3-Trisubstituted indolenine constitutes an integral part of many biologically important monoterpene indole alkaloids. We report herein an unprecedented access to this skeleton by a TiCl3-mediated reductive cyclization of tetrasubstituted alkenes bearing a 2-nitrophenyl substituent. The proof of concept is demonstrated firstly by accomplishing a concise total synthesis of (+)-1,2-dehydroaspidospermidine featuring a late-stage application of this key transformation. A sequence of reduction of nitroarene to nitrosoarene followed by 6π-electron-5-atom electrocyclization and a 1,2-alkyl shift of the resulting nitrone intermediate was proposed to account for the reaction outcome. A subsequent total synthesis of (+)-condyfoline not only illustrates the generality of the reaction, but also provides a mechanistic insight into the nature of the 1,2-alkyl shift. The exclusive formation of (+)-condyfoline indicates that the 1,2-alkyl migration follows a concerted Wagner–Meerwein pathway, rather than a stepwise retro-Mannich/Mannich reaction sequence. Conditions for almost quantitative conversion of (+)-condyfoline to (?)-tubifoline by way of a retro-Mannich/1,3-prototropy/transannular cyclization cascade are also documented.
- Delayre, Bastien,Piemontesi, Cyril,Wang, Qian,Zhu, Jieping
-
supporting information
p. 13990 - 13997
(2020/06/10)
-
- Desymmetrization of Prochiral Cyclopentenes Enabled by Enantioselective Palladium-Catalyzed Oxidative Heck Reaction
-
In the presence of a catalytic amount of Pd(TFA)2 and a chiral Pyox ligand under oxygen atmosphere, oxidative Heck reaction between arylboronic acids and 4-substituted or 4,4-disubstituted cyclopent-1-enes afforded the chiral arylated products with concurrent creation of two stereocenters in good yields with excellent diastereo- and enantioselectivities.
- Chen, Guihua,Cao, Jian,Wang, Qian,Zhu, Jieping
-
supporting information
p. 322 - 325
(2020/01/02)
-
- Metal-Free Tandem Rearrangement/Lactonization: Access to 3,3-Disubstituted Benzofuran-2-(3H)-ones
-
A novel metal-free synthesis of 3,3-disubstituted benzofuran-2-(3H)-ones through reacting α-aryl-α-diazoacetates with triarylboranes is presented. Initially, triarylboranes were successfully investigated in α-arylations of α-diazoacetates, however in the presence of a heteroatom in the ortho position, the boron enolate intermediate undergoes an intramolecular rearrangement to form a quaternary center. The intermediate cyclizes to afford valuable 3,3-disubstituted benzofuranones in good yields.
- Santi, Micol,Ould, Darren M. C.,Wenz, Jan,Soltani, Yashar,Melen, Rebecca L.,Wirth, Thomas
-
supporting information
p. 7861 - 7865
(2019/04/25)
-
- Design, synthesis and biological evaluation of novel human monoamine oxidase B inhibitors based on a fragment in an X-ray crystal structure
-
Herein we report our efforts of developing reversible selective hMAO-B inhibitors based on isatin, a fragment in an X-ray crystal structure. Five different scaffolds were designed and many compounds were synthesized. Among them, compound A3 demonstrated very high potency and isoform selectivity against hMAO-B, 11 and 13 times more potent (IC50 = 3 nM) and 23.64 and 6.8 times more selective than the marked drugs, selegiline and safinamide. However, the endeavors to modify the polar 3-one group of isatin, that is in a hydrophobic environment in the binding site of hMAO-B, to small nonpolar hydrophobic groups did not bring about improved hMAO-B inhibitors, which may challenge our understanding of molecular interactions and molecular recognition in biological systems.
- Cheng, Kai,Li, Shiyu,Lv, Xiao,Tian, Yongbin,Kong, Haiyan,Huang, Xufeng,Duan, Yajun,Han, Jihong,Xie, Zhouling,Liao, Chenzhong
-
supporting information
p. 1012 - 1018
(2019/02/24)
-
- The 2,2-Dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) Group: A Novel Protecting Group in Carbohydrate Chemistry
-
The 2,2-dimethyl-2-(ortho-nitrophenyl)acetyl (DMNPA) group was introduced to synthetic carbohydrate chemistry as a protecting group (PG) for the first time. Benefiting from a unique chemical structure and novel deprotection conditions, the DMNPA group can be cleaved rapidly and mutually orthogonal to other PGs. Orchestrated application of the DMNPA group with other PGs led to the highly efficient synthesis of the glycan of thornasterside A.
- Liu, Hui,Zhou, Si-Yu,Wen, Guo-En,Liu, Xu-Xue,Liu, De-Yong,Zhang, Qing-Ju,Schmidt, Richard R.,Sun, Jian-Song
-
supporting information
p. 8049 - 8052
(2019/10/11)
-
- Synthetic method of diclofenac sodium (by machine translation)
-
The invention belongs to the technical field of pharmaceutical chemical synthesis, specific non-steroidal anti-inflammatory analgesic synthetic method of diclofenac sodium. Synthetic method of this invention the reaction steps are as follows: by the phenylacetic acid nitration reaction layer which O-nitrophenyl acetate (2); by the compound (2) by hydrogenation reduction reaction O-amino acetate (3); by the compound (3) amino through amidation, to obtain 2 - (2 - benzamido-phenyl) acetate (4); by the compound (4) with thionyl chloride produce chlorinated imine intermediate, then under the action of the inorganic base with 2, 6 - dichlorophenol condensation preparation (E) - Methyl - 2 - (2 - ((2, 6 - dichloro phenoxy) (phenyl) methylene amino) phenyl) ester (5); by the compound (5) by the Chapman rearrangement reaction for preparing methyl 2 - (2 - (N- (2, 6 - Dichlorophenyl) benzoyl amino) phenyl) ester (6); by the compound (6) by hydrolysis to prepare diclofenac sodium. Benzene acetic acid methyl ester calculation, the overall yield is 67%. The method of the invention raw materials are easy, economic cost, simple operation, mild reaction conditions, the industrial production is easy. (by machine translation)
- -
-
Paragraph 0023-0024
(2019/01/08)
-
- Discovery of 3,3′-Spiro[Azetidine]-2-oxo-indoline Derivatives as Fusion Inhibitors for Treatment of RSV Infection
-
A new series of 3,3′-spirocyclic-2-oxo-indoline derivatives was synthesized and evaluated against respiratory syncytial virus (RSV) in a cell-based assay and animal model. Extensive structure-activity relationship study led to a lead compound 14h, which e
- Shi, Weihua,Jiang, Zhigan,He, Haiying,Xiao, Fubiao,Lin, Fusen,Sun, Ya,Hou, Lijuan,Shen, Liang,Han, Lixia,Zeng, Minggao,Lai, Kunmin,Gu, Zhengxian,Chen, Xinsheng,Zhao, Tao,Guo, Li,Yang, Chun,Li, Jian,Chen, Shuhui
-
supporting information
p. 94 - 97
(2018/02/19)
-
- Hypervalent Iodine(III)-Catalyzed Balz–Schiemann Fluorination under Mild Conditions
-
An unprecedented hypervalent iodine(III) catalyzed Balz–Schiemann reaction is described. In the presence of a hypervalent iodine compound, the fluorination reaction proceeds under mild conditions (25–60 °C), and features a wide substrate scope and good functional-group compatibility.
- Xing, Bo,Ni, Chuanfa,Hu, Jinbo
-
supporting information
p. 9896 - 9900
(2018/07/31)
-
- Method for preparing and removing saccharide hydroxyl protecting group dimethyl phenylacetyl DMNA
-
The invention relates to a method for preparing and removing saccharide hydroxyl protecting group dimethyl phenylacetyl DMNA. The method comprises the following steps: (1) efficiently introducing saccharide hydroxyl protecting group dimethyl phenylacetyl into saccharide hydroxyl; and (2) efficiently removing a hydroxyl protecting group shown in the description. The method is environmentally friendly and has the advantages that the advantages that the preparation is simple, the introduction is efficient, the operation is easy, the removal is efficient, and the application range is wide; and furthermore, a protecting group has very good stereoselectivity when being used for protecting 2-hydroxyl of a glycosyl donor, so that the development and application of the protecting group are promoted.
- -
-
Paragraph 0016; 0017; 0019
(2017/08/29)
-
- Enantioselective Synthesis of trans-2,3-Dihydro-1H-indoles Through C–H Insertion of α-Diazocarbonyl Compounds
-
A stereoselective synthesis of 2,3-dihydro-1H-indoles with a RhII-catalyzed C–H insertion is reported. The α-diazo carbonyl intermediates can be obtained by a diazo-transfer reaction of 2-aminophenylacetic acids. Optimization and kinetic studie
- Santi, Micol,Müller, Simon T. R.,Folgueiras-Amador, Ana A.,Uttry, Alexander,Hellier, Paul,Wirth, Thomas
-
supporting information
p. 1889 - 1893
(2017/04/21)
-
- Antiproliferative activity and SARs of caffeic acid esters with mono-substituted phenylethanols moiety
-
A series of CAPE derivatives with mono-substituted phenylethanols moiety were synthesized and evaluated by MTT assay on growth of 4 human cancer cell lines (Hela, DU-145, MCF-7 and ECA-109). The substituent effects on the antiproliferative activity were systematically investigated for the first time. It was found that electron-donating and hydrophobic substituents at 2′-position of phenylethanol moiety could significantly enhance CAPE's antiproliferative activity. 2′-Propoxyl derivative, as a novel caffeic acid ester, exhibited exquisite potency (IC50?=?0.4?±?0.02 & 0.6?±?0.03?μM against Hela and DU-145 respectively).
- Xie, Jin,Yang, Fengzhi,Zhang, Man,Lam, Celine,Qiao, Yixue,Xiao, Jia,Zhang, Dongdong,Ge, Yuxuan,Fu, Lei,Xie, Dongsheng
-
supporting information
p. 131 - 134
(2016/12/27)
-
- Cu-Catalyzed Intramolecular Amidation of Unactivated C(sp3)-H Bonds to Synthesize N-Substituted Indolines
-
A copper-catalyzed intramolecular amidation of unactivated C(sp3)-H bonds to construct indoline derivatives has been developed. Such an amidation proceeded well at primary C-H bonds preferred to secondary C-H bonds. The transformation owned a b
- Pan, Fei,Wu, Bin,Shi, Zhang-Jie
-
supporting information
p. 6487 - 6490
(2016/05/02)
-
- Palladium(II)-catalyzed intramolecular tandem aminoalkylation via divergent C(sp3)-H functionalization
-
(Chemical Equation Presented) We have developed a Pd(II)-catalyzed oxidative tandem aminoalkylation via divergent C(sp3)-H functionalization, a ffording three- and five-membered-ring fused indolines in good yields under two optimized conditions, respectively. The mechanism studies have indicated that the benzylic C - H cleavage involved in the former transformation is the rate-determining step, while the cleavage of amide α-C - H in the latter is not. This is the first example of a Pd-catalyzed tandem reaction involving C(sp3)-H activation without the employment of prefunctionalized reagents (e.g., halogenated and boron reagents) and directing groups, representing a green and economic protocol for the construction of N-containing heterocycles.
- Du, Wei,Gu, Qiangshuai,Li, Zhongliang,Yang, Dan
-
p. 1130 - 1135
(2015/02/05)
-
- Visible-Light-Induced Meerwein Cascade Reactions for the Preparation of α-Aryl Esters
-
A practical strategy has been developed for preparation of α-aryl ester derivatives by using a visible-light-induced Meerwein cascade reaction. This method uses molecular oxygen as an oxidant at room temperature without the need of hazardous reagents or harsh reaction conditions and provides a straightforward approach to pharmaceutically and synthetically useful α-aryl esters in moderate to good yields from simple and readily available starting materials. Oxindoles were also prepared by this protocol. A new strategy for the synthesis of α-aryl esters has been reported. This protocol utilizes acrylonitrile as a "bridge molecule" to combine a visible-light-induced Meerwein reaction and a hydrolysis reaction to generate α-aryl esters. This method was also employed for the preparation of oxindoles.
- Niu, Teng-Fei,Li, Liang,Ni, Bang-Qing,Bu, Mei-Jie,Cai, Chun,Jiang, Hui-Liang
-
p. 5775 - 5780
(2015/09/15)
-
- CYCLOPROPANECARBOXAMIDO-SUBSTITUTE AROMATIC COMPOUNDS AS ANTI-TUMOR AGENTS
-
Provided are cyclopropanecarboxamido-substituted aromatic compounds that inhibit protein kinases and their use in anti-tumor area. In particular, tyrosine-kinase inhibitors and Raf-kinase inhibitors as anti-tumor agents, their preparation, pharmaceutical composition, and their use in the treatment of cancer are also provided.
- -
-
Paragraph 0292; 0293
(2015/07/22)
-
- HETEROCYCLIC COMPOUNDS AND METHODS OF USE THEREOF
-
Provided herein are heterocyclyl compounds, methods of their synthesis, pharmaceutical compositions comprising the compounds, and methods of their use. The compounds provided herein are useful for the treatment, prevention, and/or management of various neurological disorders, including but not limited to, psychosis and schizophrenia.
- -
-
Paragraph 00213; 00312; 00339; 00363; 00396; 00462; 00497
(2014/07/21)
-
- CYCLOPROPANECARBOXAMIDO-SUBSTITUTE AROMATIC COMPOUNDS AS ANTI-TUMOR AGENTS
-
Provided are cyclopropanecarboxamido-substituted aromatic compounds that inhibit protein kinases and their use in anti-tumor area. In particular, tyrosine-kinase inhibitors and Raf-kinase inhibitors as anti-tumor agents, their preparation, pharmaceutical composition, and their use in the treatment of cancer are also provided.
- -
-
Page/Page column 59; 60
(2014/01/17)
-
- Intramolecular C-O/C-S bond insertion of α-diazoesters for the synthesis of 2-aryl-4H-benzo[d][1,3]oxazine and 2-aryl-4H-benzo[d][1,3]thiazine derivatives
-
An intramolecular C-O insertion of 2-(2-arylamidophenyl)-2-diazoacetate has been achieved using a catalytic amount of copper triflate under mild conditions to produce 2-aryl-4H-benzo[d][1,3]oxazine-4-carboxylate in good yields. In addition, 2-diazo-2-(2-a
- Reddy, B. V. Subba,Babu, R. Anji,Ramana Reddy,Reddy, B. Jagan Mohan,Sridhar
-
p. 44629 - 44633
(2014/12/10)
-
- First iodine-catalyzed deallylation of reactive allyl methylene esters
-
C-Allyl cleavage has been developed using the inexpensive and mild reagent iodine in dimethylsulfoxide. A variety of compounds with active methylene groups were C-deallylated using this reagent. This method is efficient and operationally simple in comparison to the methods using transition-metal complexes. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications to view the free supplemental file.
- Nawghare, Beena R.,Lokhande, Pradeep D.
-
p. 1955 - 1963
(2013/06/05)
-
- Synthesis, structural characterisation, and preliminary evaluation of non-indolin-2-one-based angiogenesis inhibitors related to sunitinib (Sutent)
-
The indolin-2-one fused-ring system and the 2,4-dimethylpyrrole unit represent key structural motifs in the anticancer drug sunitinib (Sutent) and predecessor angiogenesis inhibitors that have undergone anticancer clinical trials (e.g. semaxanib, SU5416). In pursuit of novel anti-angiogenic scaffolds, we were interested in identifying whether the indolin-2-one group in these structures could be modified without losing activity. This paper describes novel condensation chemistry used to prepare a test series of (E)-and (Z)-alkenes related to SU5416 that retain the 2,4-dimethylpyrrole unit while incorporating ring-opened indolin-2-ones. Unique structural characteristics were identified in the compounds, such as intramolecular hydrogen bonds in the (Z)-alkenes, and several examples were shown to possess significant anti-angiogenic activity in a rat aorta in vitro model of angiogenesis. The work demonstrates that the indolin-2-one moiety is not an absolute requirement for angiogenesis inhibition in the sunitinib/SU5416 class.
- Sudta, Pichit,Kirk, Nicholas,Bezos, Anna,Gurlica, Anthony,Mitchell, Rhys,Weber, Thomas,Willis, Anthony C.,Prabpai, Samran,Kongsaeree, Palangpon,Parish, Christopher R.,Suksamrarn, Sunit,Kelso, Michael J.
-
p. 864 - 873
(2013/09/12)
-
- Switching pathways: Room-temperature neutral solvolysis and substitution of amides
-
Stick or twist: By introducing steric hindrance at the nitrogen atom, stable linear amides bearing an electron-withdrawing α-substituent (Z=Ar, PhSO2, P(O)(OR)2, CN, or CO2R) can be induced to undergo solvolysis and substitution reactions through an elimination-addition mechanism (see picture). Key to this process is a low barrier to rotation around the amide bond and the α-substituentZ. Copyright
- Hutchby, Marc,Houlden, Chris E.,Haddow, Mairi F.,Tyler, Simon N. G.,Lloyd-Jones, Guy C.,Booker-Milburn, Kevin I.
-
p. 548 - 551
(2012/02/04)
-
- Ethylammonium nitrate (EAN)/Tf2O and EAN/TFAA: Ionic liquid based systems for aromatic nitration
-
Acting as in situ sources of triflyl nitrate (TfONO2) and trifluoroacetyl nitrate (CF3COONO2), the EAN/Tf 2O and EAN/TFAA systems, generated via metathesis in the readily available ethylammonium nitrate (EAN) ionic liquid as solvent, are powerful electrophilic nitrating reagents for a wide variety of aromatic and heteroaromatic compounds. Comparative nitration experiments indicate that EAN/Tf2O is superior to EAN/TFAA for nitration of strongly deactivated systems. Both systems exhibit low substrate selectivity (K T/KB = 5-10) in (Figure presented) between values reported for covalent nitrates and preformed nitronium salts.
- Aridoss, Gopalakrishnan,Laali, Kenneth K.
-
experimental part
p. 8088 - 8094
(2011/11/13)
-
- Palladium-catalyzed decarboxylative coupling of potassium nitrophenyl acetates with aryl halides
-
A palladium-catalyzed decarboxylative cross-coupling of potassium 2- and 4-nitrophenyl acetates with aryl chlorides and bromides has been developed. Because the nitro group can be readily converted to many other functional groups, the new reaction provides a useful method for the preparation of diverse 1,1-diaryl methanes and their derivatives.
- Shang, Rui,Huang, Zheng,Chu, Ling,Fu, Yao,Liu, Lei
-
supporting information; experimental part
p. 4240 - 4243
(2011/10/09)
-
- Synthesis of 3,3-disubstituted oxindoles through Pd-catalyzed intramolecular cyanoamidation
-
The cyanoamidation of olefins was achieved. When N-(2-vinylphenyl)cyanoformamides were treated with palladium catalyst, intramolecular cyanoamidation took place to give corresponding 3,3-disubstituted oxindoles. P(t-Bu)3 showed a remarkable eff
- Yasui, Yoshizumi,Kamisaki, Haruhi,Ishida, Takayuki,Takemoto, Yoshiji
-
supporting information; experimental part
p. 1980 - 1989
(2010/04/24)
-
- Catalysis in polysiloxane gels: Platinum-catalyzed hydrosilylation of polymethylhydrosiloxane leading to reusable catalysts for reduction of nitroarenes
-
Novel polysiloxane gels, to which platinum species are encapsulated, are prepared by treatment of polymethylhydrosiloxane with alkenes in the presence of Karstedt's catalyst. These gels act as reusable catalysts in the reduction of functionalized nitroarenes with H2 to the corresponding substituted anilines without leaking the catalyst species.
- Motoyama, Yukihiro,Kamo, Kazuyuki,Nagashima, Hideo
-
supporting information; experimental part
p. 1345 - 1348
(2009/09/29)
-
- TARGETING DIAZO PRODRUGS FOR THE TREATMENT OF GASTROINTESTINAL DISEASES
-
Provided herein are compounds, compositions and methods for decreasing NFkB DNA-binding activity in a patient comprising administering of a therapeutically effective amount of a compound or composition of the application to the patient to reduce, alleviate or treat various gastrointestinal diseases, such as inflammatory bowel disease (IBD).
- -
-
Page/Page column 42-43
(2009/03/07)
-
- PYRROLO[2,3-D]PYRIMIDINE DERIVATIVES AS CGRP RECEPTOR ANTAGONISTS
-
The present invention relates to novel compounds that are CGRP receptor antagonists, processes for their preparation, to compositions containing them and to their use in the treatment of migraine, headache, and cluster headache.
- -
-
Page/Page column 51
(2009/07/25)
-
- Lewis acid catalyzed indole synthesis via intramolecular nucleophilic attack of phenyldiazoacetates to iminium ions
-
(Chemical Equation Presented) Lewis acids catalyze the cyclization of methyl phenyldiazoacetates with an ortho-imino group, prepared from o-aminophenylacetic acid, to give 2,3-substituted indoles in quantitative yields.
- Zhou, Lei,Doyle, Michael P.
-
scheme or table
p. 9222 - 9224
(2010/03/01)
-
- PALLADACYLES, THEIR PREPARATION AND CATALYTIC PROCESSES INVOLVING THEIR USE AS CATALYST, ESPECIALLY CATALYTIC CARBONYLATION PROCESSES
-
The present invention relates to palladium compounds and their use as catalysts for improved catalytic processes. Specifically there is disclosed an improved catalytic carbonylation process and improved carbonylation catalysts. Catalysts in dimer form are also disclosed, as is their catalytic activity and methods of making the compounds.
- -
-
Page/Page column 32
(2008/06/13)
-
- PGD2 RECEPTOR ANTAGONISTS FOR THE TREATMENT OF INFLAMMATORY DISEASES
-
Disclosed are CRTH2 inhibitors represented by Structural Formula (I). The values for the variables of Structural Formula (I) are provided herein.
- -
-
Page/Page column 70
(2008/06/13)
-
- Method for treating allergies using substituted pyrazoles
-
A method for treating an allergic condition, including an atopic allergic condition, using substituted pyrazoles.
- -
-
-
- Nitric acid in the presence of P2O5 supported on silica gel - A useful reagent for nitration of aromatic compounds under solvent-free conditions
-
A variety of aromatic compounds are nitrated to parent nitro aromatic compounds under solvent-free conditions using 65% nitric acid in the presence of P2O5 supported on silica gel is described. This methodology is useful for nitration of activated and deactivated aromatic rings.
- Hajipour, Abdol Reza,Ruoho, Arnold E.
-
p. 8307 - 8310
(2007/10/03)
-
- The diazo route to diazonamide A: Studies on the tyrosine-derived fragment
-
Various approaches to the tyrosine-derived fragment of the marine secondary metabolite diazonamide A are described. Initial efforts were focused on the originally proposed structure of the natural product, and a feasibility study established that a model
- Palmer, Francine N.,Lach, Franck,Poriel, Cyril,Pepper, Adrian G.,Bagley, Mark C.,Slawin, Alexandra M. Z.,Moody, Christopher J.
-
p. 3805 - 3811
(2007/10/03)
-
- Cancer preventive agents, Part 2: Synthesis and evaluation of 2-phenyl-4-quinolone and 9-oxo-9,10-dihydroacridine derivatives as novel antitumor promoters
-
2-Phenyl-4-quinolone and 9-oxo-9,10-dihydroacridine derivatives were synthesized and screened as potential antitumor promoters by examining the ability of the compounds to inhibit Epstein-Barr virus early antigen (EBV-EA) activation induced by the tumor p
- Nakamura, Seikou,Kozuka, Mutsuo,Bastow, Kenneth F.,Tokuda, Harukuni,Nishino, Hoyoku,Suzuki, Madoka,Tatsuzaki, Jin,Morris Natschke, Susan L.,Kuo, Sheng-Chu,Lee, Kuo-Hsiung
-
p. 4396 - 4401
(2007/10/03)
-
- A fast and mild method for nitration of aromatic rings
-
The use of benzyltriphenylphosphonium nitrate (PhCH2Ph 3P+NO3-) (BTPPN) as a useful reagent for nitration aromatic compounds in the presence of methanesulfonic anhydride under solvent-free conditions is described. This methodology is useful for nitration of activated aromatic rings.
- Hajipour, Abdol R.,Ruoho, Arnold E.
-
p. 221 - 226
(2007/10/03)
-
- VLA-4 INHIBITORS
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The present invention relates to a compound represented by the following formula (I): (wherein, W represents WA-A1 -WB - (in which, WA is substituted or unsubstituted aryl, etc., A1 is -NR1-, single bond, -C(O)-, etc., and WB is substituted or unsubstituted arylene, etc.), R is single bond, -NH-, -OCH2-, alkenylene, etc., X is -C(O) -CH2-, etc., and M is, for example, the following formula: (in which, R11, R12 and R13 each independently represents hydrogen, hydroxyl, amino, halogen, etc., R14 is hydrogen or lower alkyl, Y represents -CH2-O-, etc., Z is substituted or unsubstituted arylene, etc., A2 is single bond, etc, and R10 is hydroxyl or lower alkoxy)), or salt thereof; and a medicament containing the same. This compound or salt thereof selectively inhibits binding of cell adhesion molecules to VAL-4 and exhibits high bioavailability so that it is useful as a preventive and/or remedy for inflammatory diseases, autoimmune diseases, metastasis, bronchial asthma, rhinostenosis, diabetes, and the like.
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- 5′-(2-Nitrophenylalkanoyl)-2′-deoxy-5-fluorouridines as potential prodrugs of FUDR for reductive activation
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Four 5′-(2-nitrophenylalkanoyl)-2′-deoxy-5-fluorouridines (1a-d) were designed and synthesized as potential prodrugs of FUDR for reductive activation. Two methyl groups were introduced α to the ester carbonyl to increase both the rate of cyclization activation and the stability of the conjugates towards serum esterases. Chemical reduction of the nitro group into an amino leads to cyclization and release of the active FUDR. Kinetic analysis of the cyclization activation process indicates that the two methyl groups α to the ester carbonyl restrict the rotational freedom of ground state molecule and promote the cyclization reaction. However, the two methyl groups also were found to render the conjugates as poor substrates of E. coli B nitroreductase. Conjugate 1c, without the two methyl groups, was reduced by E. coli B nitroreductase (t1/2=8 h) to give two products, a N-hydroxyl lactam and the drug FUDR, suggesting that the enzymatic reduction and subsequent cyclization activation proceeded through the hydroxylamine intermediate. These results indicate that cyclization activation will occur once the nitro group is reduced either to an amino or to a hydroxylamino group. The fact that the amino intermediates cyclized easily to release the incorporated drug FUDR suggests the feasibility of using peptide-linked acyl 2-aminophenylalkanoic acid esters as potential prodrugs for proteolytic activation.
- Liu, Bin,Hu, Longqin
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p. 3889 - 3899
(2007/10/03)
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- New and efficient method for esterification of carboxylic acids with simple primary and secondary alcohols using cerium(IV) ammonium nitrate (CAN)
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The esterification of phenylacetic acids and cis-oleic acid with primary and secondary simple alcohols, which also act as solvents using cerium(IV) ammonium nitrate (CAN) at room temperature gave phenylacetates and methyl (9Z)-octadec-9-enoate. The reactions, which occur under relatively mild conditions, afforded the desired products in good to excellent yields.
- Pan, Wen-Bin,Chang, Fang-Rong,Wei, Li-Mei,Wu, Ming-Jung,Wu, Yang-Chang
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p. 331 - 334
(2007/10/03)
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- Antitumor agents. Part 226: Synthesis and cytotoxicity of 2-phenyl-4-quinolone acetic acids and their esters
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2-Phenyl-4-quinolone acetic acids and their esters were synthesized and evaluated for interaction with tubulin and for cytotoxicity against a panel of human tumor cell lines. 2-Phenyl- and 2-(2′-fluorophenyl)-4-quinolone-8- acetic acids (11 and 12) displa
- Xia, Yi,Yang, Zheng-Yu,Xia, Peng,Bastow, Kenneth F.,Nakanishi, Yuka,Nampoothiri, Priya,Hamel, Ernest,Brossi, Arnold,Lee, Kuo-Hsiung
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p. 2891 - 2893
(2007/10/03)
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- 5-SUBSTITUTED 1,1-DIOXO-`1,2,5!THIAZOLIDINE-3-ONE DERIVATIVES AS PTPASE 1B INHIBITORS
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Compounds of the formula (I) provide pharmacological agents which are inhibitors of PTPases, in particular, the compounds of formula (I) inhibit PTP-1 B and TC PTP, and thus may be employed for the treatment of conditions associated with PTPase activity.
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Page/Page column 90
(2010/02/07)
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- DRUG DISCHARGE PUMP INHIBITORS
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A medicament for preventive and/or therapeutic treatment of a microbial infection having an activity of eliminating resistance of a microorganism with acquired resistance to an antimicrobial agent, which comprises as an active ingredient a compound represented by the following general formula (I), a physiologically acceptable salt thereof, or a hydrate thereof: wherein R1 and R2 independently represent hydrogen atom, a halogen atom, carboxyl group and the like; J1 represents a 5- or 6-membered heteroaromatic ring; W1 represents -CH=CH-, -C≡C-, -CH2CH2- and the like; A1 represents phenylene group, pyridinediyl group, furandiyl group and the like; G1 represents oxygen atom, carbonyl group, ethynyl group and the like; p represents an integer of from 0 to 3; G2 represents phenylene group, furandiyl group, tetrahydrofurandiyl group and the like; G3 represents -CH2- or single bond; m and n represent an integer of 0 or 1; and Q1 represents an acidic group.
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- A direct synthesis of 2-arylpropenoic acid esters having nitro groups in the aromatic ring: A short synthesis of (±)-coerulescine and (±)-horsfiline
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A short synthesis of 2-arylpropenoic acid esters that possess nitro groups in their phenyl ring using common and less expensive reagents is described. The usefulness of this methodology is substantiated by the efficient total syntheses of (±)-coerulescine and (±)-horsfiline from the 2-arylpropenoic acid esters obtained.
- Selvakumar,Azhagan, A.Malar,Srinivas,Krishna, G.Gopi
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p. 9175 - 9178
(2007/10/03)
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- Nitric acid in dichloromethane solution. Facile preparation from potassium nitrate and sulfuric acid
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Pure dry HNO3 can be liberated from KNO3 with 96% H2SO4 directly into CH2Cl2 to yield solutions of variable concentration for use in a number of organic reactions. The present method efficiently replaces the employment of 100% HNO3 in some synthetic applications, avoiding the problems associated in storage and handling the acid.
- Strazzolini, Paolo,Giumanini, Angelo G.,Runcio, Antonio
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p. 1387 - 1389
(2007/10/03)
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