- Evaluation of the inhibitory effects of pyridylpyrazole derivatives on lps-induced pge2 productions and nitric oxide in murine raw 264.7 macrophages
-
A series of thirteen triarylpyrazole analogs were investigated as inhibitors of lipopolysaccharide (LPS)-induced prostaglandin E2 (PGE2 ) and nitric oxide (NO) production in RAW 264.7 macrophages. The target compounds 1a–m have first
- El-Din, Mahmoud M. Gamal,El-Gamal, Mohammed I.,Kwon, Young-Do,Kim, Su-Yeon,Han, Hee-Soo,Park, Sang-Eun,Oh, Chang-Hyun,Lee, Kyung-Tae,Kim, Hee-Kwon
-
-
- Design, synthesis, in vitro potent antiproliferative activity, and kinase inhibitory effects of new triarylpyrazole derivatives possessing different heterocycle terminal moieties
-
A new series of triarylpyrazole derivatives having different heterocycle terminal groups have been designed and synthesised. Compounds 1h–j and 1l exhibited the highest mean percentage inhibition against the 58 cancer cell lines at a concentration of 10 μ
- Gamal El-Din, Mahmoud M.,El-Gamal, Mohammed I.,Abdel-Maksoud, Mohammed S.,Yoo, Kyung Ho,Oh, Chang-Hyun
-
p. 1534 - 1543
(2019/09/04)
-
- Design, synthesis, and in vitro antiproliferative and kinase inhibitory effects of pyrimidinylpyrazole derivatives terminating with arylsulfonamido or cyclic sulfamide substituents
-
A novel series of substituted pyrimidine compounds bearing N-phenylpyrazole and terminating with aryl and cyclic sulfonamido moiety were designed, synthesized, and evaluated in vitro as antiproliferative agents against a panel of 53 cell lines of differen
- Gamal El-Din, Mahmoud M.,El-Gamal, Mohammed I.,Abdel-Maksoud, Mohammed S.,Yoo, Kyung Ho,Baek, Daejin,Choi, Jungseung,Lee, Huiseong,Oh, Chang-Hyun
-
p. 111 - 122
(2016/12/14)
-
- 3-methoxy-4-chlorobenzoic acid and preparation method thereof
-
The invention discloses 3-methoxy-4-chlorobenzoic acid and a preparation method thereof. The preparation method comprises the following steps: by taking 3-hydroxybenzoic acid as a raw material, firstly halogenating with Cl2, and then directly reacting with monochloromethane for carrying out hydrocarbylation on phenolic hydroxyl group, so that the 3-methoxy-4-chlorobenzoic acid is obtained. The preparation method has the advantages of cheap and available raw materials, simple operation steps, good substituent group location capacity, high product purity and high yield, can be applicable to large-scale industrial production and can produce relatively high economic benefit.
- -
-
Paragraph 0024; 0025
(2017/04/03)
-
- Antiproliferative diarylpyrazole derivatives as dual inhibitors of the ERK pathway and COX-2
-
A series of 3,4-diarylpyrazole-1-carboxamide derivatives was designed and synthesized. A selected group of the target compounds was tested for in vitro antiproliferative activities over a panel of 60 cancer cell lines at the National Cancer Institute (NCI, Bethesda, MD, USA) at a single-dose concentration of 10 μm, and the four most active compounds 9a, 9l, 9n, and 10o were further tested in a five-dose testing mode to determine their IC50 values over the 60 cell lines. In addition, a selected group of target compounds were tested for inhibitory effect over cyclooxygenase isozymes. Compounds 9a, 9l, 9n, and 10o were also tested for MEK and ERK kinase inhibitory activity using Western blot assay. Compound 10o was selective toward melanoma cell line subpanel, and its antiproliferative activity may be attributed to selective cyclooxygenase-2 inhibition and ERK pathway inhibition.
- El-Gamal, Mohammed I.,Choi, Hong Seok,Yoo, Kyung Ho,Baek, Daejin,Oh, Chang-Hyun
-
p. 336 - 347
(2013/09/12)
-
- New triarylpyrazoles as broad-spectrum anticancer agents: Design, synthesis, and biological evaluation
-
A new series of diarylureas and diarylamides possessing 1,3,4-triarylpyrazole scaffold was designed and synthesized. Their in vitro antiproliferative activities against NCI-60 cell line panel were tested. Most of the compounds showed strong and broad-spec
- El-Gamal, Mohammed I.,Park, Yi Seul,Chi, Dae Yoon,Yoo, Kyung Ho,Oh, Chang-Hyun
-
p. 315 - 322
(2013/10/01)
-
- Preparation of (2E,4E)-2-(2-benzyloxyethyl)-5-(3-methoxy-4-chlorophenyl) penta-2,4-dienal as a key intermediate in the synthesis of strobilurin B
-
(2E,4E)-2-(2-Benzyloxyethyl)-5-(4-chloro-3-methoxyphenyl)penta-2,4-dienal was obtained by the condensation of 4-benzyloxybutanal N-tert-butylimine with 4-chloro-3-methoxycinnamic aldehyde with ≥98% configurational purity and 40% yield. When 4-benzyloxy-2-triethylsilylbutanal imine was used, a 7: 3 mixture of the target (2E,4E)-dienal with its (2Z,4E)-isomer was obtained in 60% yield; the latter quantitatively isomerized to the thermodynamically preferable target (2E,4E)-dienal.
- Popovsky,Stepanov,Grigorieva
-
p. 1616 - 1621
(2013/11/19)
-
- New diarylureas and diarylamides containing 1,3,4-triarylpyrazole scaffold: Synthesis, antiproliferative evaluation against melanoma cell lines, ERK kinase inhibition, and molecular docking studies
-
Synthesis of a new series of diarylureas and diarylamides possessing 1,3,4-triarylpyrazole scaffold is described. Their in vitro antiproliferative activities against 9 human melanoma cell lines were tested. Compounds 12, 13, 15, and 21-23 showed the highe
- Choi, Won-Kyoung,El-Gamal, Mohammed I.,Choi, Hong Seok,Baek, Daejin,Oh, Chang-Hyun
-
experimental part
p. 5754 - 5762
(2012/01/03)
-
- Design, synthesis, and antiproliferative activity of 3,4-diarylpyrazole-1- carboxamide derivatives against melanoma cell line
-
Synthesis of a new series of 3,4-diarylpyrazole-1-carboxamide derivatives is described. Their antiproliferative activity against A375P human melanoma cell line was tested and the effect of substituents on the diarylpyrazole scaffold was investigated. The
- El-Gamal, Mohammed I.,Choi, Hong Seok,Cho, Hae-Guk,Hong, Jun Hee,Yoo, Kyung Ho,Oh, Chang-Hyun
-
experimental part
p. 745 - 754
(2012/06/30)
-
- Piperidine derivatives and methods of use
-
Compounds are provided that act as potent antagonists of the CCR1 receptor, and have in vivo anti-inflammatory activity. The compounds are generally monocyclic and bicyclic compounds and are useful in pharmaceutical compositions, methods for the treatment
- -
-
Page/Page column 25
(2008/06/13)
-
- First general, direct, and regioselective synthesis of substituted methoxybenzoic acids by ortho metalation
-
(Chemical Equation Presented) New general methodology of value in aromatic chemistry based on ortho-metalation sites in o-, m-, and p-anisic acids (1-3) (Scheme 1) is described. The metalation can be selectively directed to either of the ortho positions by varying the base, metalation temperature, and exposure times. Metalation of o-anisic acid (1) with s-BuLi/TMEDA in THF at -78°C occurs exclusively in the position adjacente to the carboxylate. On the other hand, a reversal of regioselectivity is observed with n-BuLi/t-BuOK. With LTMP at 0°C, the two directors of m-anisic acid (2) function in concert to direct introduction of the metal between them while n-BuLi/t-BuOK removes preferentially the proton located ortho to the methoxy and para to the carboxylate (H-4). s-BuLi/TMEDA reacts with p-anisic acid (3) exclusively in the vicinity of the carboxylate. According to these methodologies, routes to very simple methoxybenzoic acids with a variety of functionalities that are not easily accessible by other means have been developed (Table 1).
- Nguyen, Thi-Huu,Chau, Nguyet Trang Thanh,Castanet, Anne-Sophie,Nguyen, Kim Phi Phung,Mortier, Jacques
-
p. 3419 - 3429
(2008/02/03)
-
- Platelet ADP receptor inhibitors
-
Novel compounds of formulae (I) to (VIII), which more particularly include sulfonylurea derivatives, sulfonylthiourea derivatives, sulfonylguanidine derivatives, sulfonylcyanoguanidine derivatives, thioacylsulfonamide derivatives, and acylsulfonamide derivatives which are effective platelet ADP receptor inhibitors. These derivatives may be used in various pharmaceutical compositions, and are particularly effective for the prevention and/or treatment of cardiovascular diseases, particularly those diseases related to thrombosis. The invention also relates to a method for preventing or treating thrombosis in a mammal comprising the step of administering a therapeutically effective amount of a compound of formulae (I) to (VIII), or a pharmaceutically acceptable salt thereof.
- -
-
-
- Toward a better understanding on the mechanism of ortholithiation. Tuning of selectivities in the metalation of meta-anisic acid by an appropriate choice of base
-
(Chemical Equation Presented) If employed in THF at 0°C, LTMP metalates meta-anisic acid at the doubly activated position. In contrast, n-BuLi/t-BuOK deprotonates position C-4 preferentially at low temperature. Functionalization at C-6 requires protection of the C-2 site beforehand. As a result of these findings, a new mechanism is proposed for the heteroatom-directed ortholithiation of aromatic compounds.
- Nguyen, Thi-Huu,Chau, Nguyet Trang Thanh,Castanet, Anne-Sophie,Nguyen, Kim Phi Phung,Mortier, Jacques
-
p. 2445 - 2448
(2007/10/03)
-
- Platelet ADP receptor inhibitors
-
Novel compounds of formulae (I) to (VIII), which more particularly include sulfonylurea derivatives, sulfonylthiourea derivatives, sulfonylguanidine derivatives, sulfonylcyanoguanidine derivatives, thioacylsulfonamide derivatives, and acylsulfonamide derivatives which are effective platelet ADP receptor inhibitors. These derivatives may be used in various pharmaceutical compositions, and are particularly effective for the prevention and/or treatment of cardiovascular diseases, particularly those diseases related to thrombosis. The invention also relates to a method for preventing or treating thrombosis in a mammal comprising the step of administering a therapeutically effective amount of a compound of formulae (I) to (VIII), or a pharmaceutically acceptable salt thereof.
- -
-
-
- Substituted 6,11-ethano-6,11-dihydrobenzo[b] quinolizinium salts and compositions and methods of use thereof
-
Substituted 6,11-ethano-6,11-dihydrobenzo[b]quinolizinium salts, pharmaceutical compositions containing them, and methods for the treatment of neurodegenerative disorders or neurotoxic injuries utilizing them, wherein the substituted 6,11-ethano-6,11-dihydrobenzo[b]quinolizinium salts have the formula: STR1 wherein: R1, R2, R3, R4, R5, R6, R7, X and p are as defined in the specification.
- -
-
-
- Synthesis and Pharmacological Characteization of 2-(4-Chloro-3-hydroxyphenyl)ethylamine and N,N-Dialkyl Derivatives as Dopamine Receptor Ligands
-
2-(4-chloro-3-hydroxyphenyl)ethylamine (4) and some derivatives were synthesized as dopamine (DA) receptor ligands.Amine 4 retains the dopaminergic pharmacophore 2-(3-hydroxyphenyl)ethylamine, and the chlorine atom replaces the "para" hydroxyl group of DA
- Claudi, Francesco,Giorgioni, Gianfabio,Stefano, Antonio Di,Abbracchio, Maria Pia,Paoletti, Anna Maria,et al.
-
p. 4408 - 4414
(2007/10/02)
-
- Regioselective synthesis of 4-chloro-3-hydroxyanthranilic acid, a potent in vitro inhibitor of 3-hydroxyanthranilic acid oxygenase activity from rat brain
-
In the kynurenine metabolic pathways of tryptophan in kidney, liver and brain, 3-hydroxyanthranilic oxygenase (3-HAO, EC 1.13.11.6) catalyses the conversion of 3-hydroxyanthranilic acid to quinolinic acid, an excitatory amino acid putatively involved in brain neurodegenerative disorders. The compound 4-chloro-3-hydroxyanthranilic acid is an irreversible inhibitor of 3-HAO in the liver and the kidney. We describe here a new, unambiguous regioselective synthesis of this inhibitor and verify its activity on 3-HAO at the brain level.
- Melikian,Boigegrain,Kan,Soubrie
-
p. 267 - 270
(2007/10/02)
-
- Evaluation of isomeric 4-(chlorohydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines as dopamine D-1 antagonists
-
The isomeric 4-(3-chloro-4-hydroxyphenyl)- and 4-(4-chloro-3-hydroxyphenyl)-1,2,3,4-tetrahydroisoquinolines, the N-methyl derivative of the 4-(4-chloro-3-hydroxyphenyl)isomer, and 4-(3-hydroxyphenyl)-1,2,3,4-tetrahydroisoquinoline were synthesized and evaluated for dopamine D-1 antagonist activity. The 4-(3-chloro-4-hydroxyphenyl) and the 4-(3-hydroxyphenyl) isomer possessed similar potencies as D-1 antagonists. Introduction of the N-methyl group enhanced potency about twofold. The 'pharmacophore' for selective dopamine D-1 antagonist activity appears to be a tertiary 2-(3-hydroxyphenyl)-2-phenethylamine.
- Riggs,Nichols,Foreman,Truex
-
p. 1887 - 1891
(2007/10/02)
-
