22930-56-9

Upstream product

• 4792-58-9 ethyl 5-methoxy-1H-indole-2-carboxylate 
• 3471-32-7 4-Methoxyphenylhydrazine 
• 104-94-9 4-methoxy-aniline 
• 67929-86-6 methyl 5-methoxyindole-2-carboxylate 
• 4382-54-1 5-methoxy-1H-indole-2-carboxylic acid 
• 62099-65-4 5-methoxyindole-2-carbonyl chloride 

Downstream Products

• 1374454-62-2 3-methoxy-isoxazole-5-carboxylic acid (1-{4-[3-chloro-5-methoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylcarbamoyl}-cyclopropyl)-amide 
• 1374454-61-1 1-(2,2,2-trifluoro-acetylamino)-cyclopropanecarboxylic acid 4-[3-chloro-5-methoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamide 
• 1374452-51-3 4-[3-chloro-5-methoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzylamine 
• 1374452-57-9 {4-[3-chloro-5-methoxy-2-(5-methyl-[1,2,4]oxadiazol-3-yl)-indol-1-yl]-benzyl}-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

Synthesis of new highly functionalized 1h-indole-2-carbonitriles via cross-coupling reactions

An approach for the preparation of polysubstituted indole-2-carbonitriles through a cross-coupling reaction of compounds 1-(but-2-ynyl)-1H-indole-2-carbonitriles and 1-benzyl-3-iodo-1H-indole-2-carbonitriles is described. The reactivity of indole derivatives with iodine at position 3 was studied using cross-coupling reactions. The Sonogashira, Suzuki–Miyaura, Stille and Heck cross-couplings afforded a variety of di-, tri-and tetra-substituted indole-2-carbonitriles.

Structure-based design and biological evaluation of novel 2-(indol-2-yl) thiazole derivatives as xanthine oxidase inhibitors

Inhibition of xanthine oxidase (XO) has obviously been a central concept for controlling hyperuricemia, which causes serious and painful inflammatory arthritis disease such as gout. We discovered a series of novel 2-(indol-2-yl)thiazole derivatives as XO inhibitors at the level of nanomolar activity. Structure-guided design using molecular modeling program (Accelrys Software program) provided an excellent basis for optimization of 2-(indol-2-yl)thiazole compounds. Structure-activity relationship indicated that hydrophobic alkoxy group (isopropoxy, cyclopentoxy) at 5-position and hydrogen binding acceptor (NO2, CN) at 7-position of indole ring appear as critical functional groups. Among the compounds, 2-(7-nitro-5-isopropoxy-indol-2-yl)-4-methylthiazole-5-carboxylic acid (9m) exhibits the most potent XO inhibitory activity (IC50value: 5.1 nM) and the excellent uric acid lowering activity in potassium oxonate induced hyperuricemic rat model.

INDOLE DERIVATIVES

The present invention relates to the indole derivatives of formula (I), wherein R1-R6 and X are defined in the claims and optical antipodes or racemates and/or salts thereof which are selective antagonists of bradykinin B1 to process for producing these compounds, pharmacological compositions containing them and to their use in therapy or prevention of painful and inflammatory conditions.

INDOLE DERIVATIVES

The present invention relates to the indole derivatives of formula (I), wherein R1- R6 and X are defined in the claims and optical antipodes or racemates and/or salts thereof which are selective antagonists of bradykinin B1 to process for producing these compounds, pharmacological compositions containing them and to their use in therapy or prevention of painful and inflammatory conditions.

Indole-2-carboxamidines as novel NR2B selective NMDA receptor antagonists

A novel series of indole-2-carboxamidine derivatives was prepared and identified as NR2B selective NMDA receptor antagonists. The influence of the substituents on the indole skeleton as well as the substitution of the benzyl moiety on the biological activ

Acetylenic and allenic derivatives of 2-(5-methoxyindolyl)methylamine: synthesis and evaluation as selective inhibitors of the monoamine oxidases A and B

A series of acetylenic and allenic derivatives of 2-(5-methoxyindolyl)methylamine has been synthesized.The new compounds were studied as inhibitors of the A and B forms of the mitochondrial monoamine oxidase (MAO) from bovine brain, using (14)C-tyramine as the substrate and clorgyline and l-deprenyl as references.All the studied compounds were MAO inhibitors.However, these compounds either did not show selectivity (compounds 3a-3d, 4c, 4e, 4m and 4o) or they were selective for MAO-A (compounds 4a, 4b, 4d, 4f-4l, 4n and 4p).Some of the compounds showed a similar inhibitory potency for MAO-A and lower for MAO-B than clorgyline and the higher selectivity for MAO-A was about 2.5 times that of clorgyline.Selectivity was shown only by acetylenic and allenic potent inhibitors, but no simple relationship between inhibitory potency and selectivity was found.