- Development of Novel VEGFR2 Inhibitors Originating from Natural Product Analogues with Antiangiogenic Impact
-
A novel natural small molecule, voacangine (Voa), has been discovered as a potent antiangiogenic compound. Notably, Voa directly binds the kinase domain of the vascular endothelial growth factor receptor 2 (VEGFR2) and thereby inhibits downstream signalin
- Cho, Sung Min,Kim, Yonghyo,Jung, Yooju,Ko, Minjeong,Marko-Varga, Gyorgy,Kwon, Ho Jeong
-
supporting information
p. 15858 - 15867
(2021/11/18)
-
- A catalyst free synthesis of 8, 9, 11-trihalo-5H-benzofuro[3,2-c]carbazol-10-ols
-
8, 9, 11-Trichloro-5H-benzofuro[3,2-c]carbazol-10-ol analogues have been synthesized by treating 2,3-dihydro-1H-carbazol-4(9H)-one with chloranil/fluoranil without any catalyst and is found to be applicable across a range of carbazolone substrates. A possible mechanism has been proposed.
- Ravi Shankar,Vijayakumar,Sivaramakrishnan,Nagarajan
-
supporting information
p. 3979 - 3983
(2017/09/26)
-
- Palladium-catalyzed synthesis of natural and unnatural 2-, 5-, and 7-oxygenated carbazole alkaloids from N-arylcyclohexane enaminones
-
A palladium-catalyzed synthesis of the carbazole framework is described, including the preparation of 2-, 5-, and 7-oxygenated natural and unnatural carbazole alkaloids. A series of N-arylcyclohexane enaminones, generated by condensation of cyclohexane-1,3-dione with diverse anilines, were aromatized by a Pd(0)-catalyzed thermal treatment to afford the corresponding diarylamines. The latter were submitted to a Pd(II)-catalyzed cyclization and methylation processes to provide the desired carbazoles, including clausine V. Following an inverse strategy, a new and short total synthesis of glycoborine is also reported.
- Bautista, Rafael,Montoya, Pablo A.,Rebollar, Araceli,Burgueno, Eleuterio,Tamariz, Joaquin
-
p. 10334 - 10351
(2013/10/22)
-
- An improved method for the synthesis of carbazolones by palladium/copper-catalyzed intramolecular annulation of n -arylenaminones
-
An improved method for the synthesis of carbazolones via the condensation of arylamines with 1,3-cyclodiketones followed by intramolecular oxidative cyclization catalyzed by palladium acetate and copper acetate in ethanol under an oxygen atmosphere was established. The improved method has the advantage of easily available starting materials and affords good yields.
- Weng, Bojie,Liu, Rui,Li, Jing-Hua
-
experimental part
p. 2926 - 2930
(2010/10/18)
-
- AMINOALKOXY CARBAZOLES FOR THE TREATMENT OF CNS DISEASES
-
The present invention provides aminoalkoxy carbazole derivatives, and more specifically, provides compounds of formula (I) wherein R 1, R 2, R 3, R 4, R 8 and R 9 are described herein. These compounds are 5-HT ligands, and are useful for treating diseases wherein modulation of 5-HT activity is desired.
- -
-
-
- Tetracyclic Compounds from Tetrahydrocarbazolones. Part 2. Synthesis from 1,2,3,9-Tetrahydrocarbazol-4-ones
-
Thieno, selenolo, furo, selenadiazolo and pyrazolo annelated carbazoles heve been prepared from 1,2,3,9-tetrahydrocarbazol-4-ones
- Joseph, D.,Martarello, L.,Kirsch, G.
-
p. 2557 - 2568
(2007/10/03)
-
- Aggregative activation and heterocyclic chemistry I complex bases promoted arynic cyclisation of imines or enaminoketones; regiochemical synthesis of indoles
-
The complex base NaNH2-t-BuONa allowed expeditious syntheses of indoles by arynic cyclisation of imines or enaminoketones prepared from halogeno anilines and carbonyl derivatives. Unstable imines may be used without purification, complex bases being unsensitive to impurities. It is showed that this kind of reaction may be applied to mixture of substrates suitably halogenated on the benzene ring. Formation of three components aggregates is proposed to explain a number of observations.
- Caubere, Catherine,Caubere, Paul,Ianelli, Sandra,Nardelli, Mario,Jamart-Gregoire, Brigitte
-
p. 11903 - 11920
(2007/10/02)
-
- Complex bases promoted arynic cyclisations of halogenated imines or enamines: A regiochemical synthesis of indole derivatives
-
The complex base NaNH2-tBuONa allows expeditious synthesis of indole derivatives by arynic cyclization of imines or enamines of chloroanilines. Unstable imines may be used without purification, complex bases being unsensitive to impurities.
- Caubere,Caubere,Renard,Bizot-Espiart,Jamart-Gregoire
-
p. 6889 - 6892
(2007/10/02)
-
- Carbazole derivatives and their use as 5HT-induced antagonists
-
The invention relates to compounds of the general formula (I): STR1 wherein R 1 represents a hydrogen atom or a C 1-10 alkyl, C 3-7 cycloalkyl, C 3-7 cycloalkyl-(C 1-4)-alkyl, C 3-6 alkenyl, C 3-10 alkynyl, phenyl or phenyl-(C 1-3)alkyl group;one of the groups represented by R 2, R 3 and R 4 is a hydrogen atom or a C 1-6 alkyl, C 3-7 cycloalkyl, C 2-6 alkenyl or phenyl-(C 1-3)alkyl group and each of the other two groups, which may be the same or different, represents a hydrogen atom or a C 1-6 alkyl group; and X represents a halogen atom or a hydroxy, C 1-4 alkoxy, phenyl-(C 1-3)-alkoxy or C 1-6 alkyl group or a group NR 5 R 6 or CONR 5 R 6 wherein R 5 and R 6, which may be the same or different, each represents a hydrogen atom or a C 1-4 alkyl or C 3-4 alkenyl group, or together with the nitrogen atom to which they are attached form a saturated 5 to 7 membered ring; and physiologically acceptable salts and solvates thereof.The compounds are potent and selective antagonists of ""neuronal"" 5-hydroxytryptamine receptors and are useful in the treatment of psychotic disorders (e.g. schizophrenia and mania;); anxiety, pain; gastric stasis; symptoms of gastrointestinal dysfunction such as occur with dyspepsia, peptic ulcer, reflux oesophagitis and flatulence; migraine; and nausea and vomiting.
- -
-
-
- Synthese de Dihydro-6,7 5H-pyrimidinocarbazoles et de 7H-Pyrimidinocarbazoles
-
The synthesis of 6,7-dihydro-5H-pyrimidinocarbazoles (3) was achived by cyclisation of 1,2,3,4-tetrahydrocarbazol-4-ones with triformamidomethane.The oxydation with potassium permanganate of 6,7-dihydro-5H-pyrimidinocarbazoles gave the 7H-pyrimidinocarbazoles (4).The reactions of the pyrimidinocarbazoles (4a) and (4e) with lithium organic compounds afforded 4-substituted derivatives (6).The structure of the derivatives was determined by (1)H-NMR and Overhauser effect.Keywords - 1,2,3,4-tetrahydrocarbazol-4-one; 6,7-dihydro-5H-pyrimidinocarbazole; 7H-pyrimidinocarbazole; (1)H-NMR; Overhauser effect
- Lancelot, Jean-Charles,Gazengel, Jean-Marie,Robba, Max
-
p. 2652 - 2661
(2007/10/02)
-
- Intramolecular Cyclization of Enaminones Involving Arylpalladium Complexes. Synthesis of Carbazoles
-
On treatment of the 3-((2-bromoaryl)amino)cyclohex-2-en-1-ones with a catalytic amount of Pd(0) species, intramolecular cyclization via arylpalladium complexes occurred to yield the 1,2-dihydrocarbazol-4(3H)-ones.Analogous products were also obtained by a
- Iida, Hideo,Yuasa, Yoshifumi,Kibayashi, Chihiro
-
p. 2938 - 2942
(2007/10/02)
-