603281-60-3

Basic information

• Product Name: 3-IMidazo[1,2-a]pyridin-3-yl-4-[1,2,3,4-tetrahydro-2-(1-piperidinylcarbonyl)pyrrolo[3,2,1-jk][1,4]benzodiazepin-7-yl]-1H-pyrrole-2,5-dione
• Synonyms: 3-IMidazo[1,2-a]pyridin-3-yl-4-[1,2,3,4-tetrahydro-2-(1-piperidinylcarbonyl)pyrrolo[3,2,1-jk][1,4]benzodiazepin-7-yl]-1H-pyrrole-2,5-dione;HHSIUHRARDLCPM-UHFFFAOYSA-N
• CAS NO: 603281-60-3
• Molecular Formula: C28H26N6O3
• Molecular Weight: 494.54444
• Product Categories: Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 603281-60-3.mol
• Article Data: 2

Chemical Properties

• Appearance: /
• Density: 1.50±0.1 g/cm3(Predicted)
• PKA: 7.58±0.60(Predicted)
• CAS DataBase Reference: 3-IMidazo[1,2-a]pyridin-3-yl-4-[1,2,3,4-tetrahydro-2-(1-piperidinylcarbonyl)pyrrolo[3,2,1-jk][1,4]benzodiazepin-7-yl]-1H-pyrrole-2,5-dione(CAS DataBase Reference)
• NIST Chemistry Reference: 3-IMidazo[1,2-a]pyridin-3-yl-4-[1,2,3,4-tetrahydro-2-(1-piperidinylcarbonyl)pyrrolo[3,2,1-jk][1,4]benzodiazepin-7-yl]-1H-pyrrole-2,5-dione(603281-60-3)
• EPA Substance Registry System: 3-IMidazo[1,2-a]pyridin-3-yl-4-[1,2,3,4-tetrahydro-2-(1-piperidinylcarbonyl)pyrrolo[3,2,1-jk][1,4]benzodiazepin-7-yl]-1H-pyrrole-2,5-dione(603281-60-3)

Safety Data

• Hazardous Substances Data: 603281-60-3(Hazardous Substances Data)

Usage

Uses

3-Imidazo[1,2-a]pyridin-3-yl-4-[1,2,3,4-tetrahydro-2-(1-piperidinylcarbonyl)pyrrolo[3,2,1-jk][1,4]benzodiazepin-7-yl]-1H-pyrrole-2,5-dione is a newly developed potent and selective biarylmaleimide GSK3 inhibitor which may be effective in lowering plasma glucose in type 2 diabetes.

Upstream product

• 748811-03-2 2-[(tert-butoxycarbonyl)(1H-indol-7-ylmethyl)amino]ethyl methanesulfonate 
• 748811-02-1 tert-butyl (2-hydroxyethyl)(1Hindol-7-ylmethyl)carbamate 
• 345264-15-5 S-6-(tert-butoxycarbonyl)-5,6-dihydro-6H-[1,4]diazepino[6,7,1-hi]indole 
• 408356-56-9 2-[(1H-indol-7-ylmethyl)-amino]-ethanol 
• 1074-88-0 1H-indole-7-carbaldehyde 
• 848483-50-1 7-(4-imidazo[1,2-a]pyridin-3-yl-2,5-dioxo-2,5-dihydro-1H-pyrrol-3-yl)-3,4-dihydro-1H-[1,4]diazepino[6,7,1-hi]indole-2-carboxylic acid tert-butyl ester 
• 345264-16-6 (6-(tert-butoxycarbonyl)-5,6-dihydro-6H-[1,4]diazepino[6,7,1-hi]indol-1-yl)oxoacetic acid methyl ester 
• 101820-69-3 imidazo[1,2-α]pyridin-3-yl-acetic acid ethyl ester 
• 21801-86-5 2-(imidazo-[1,2-a]pyridin-3-yl)acetamide 
• 504-29-0 2-aminopyridine 
• 13939-69-0 piperidine carbamoyl chloride 
• 603310-08-3 3-imidazo[1,2-a]pyridin-3-yl-4-(1,2,3,4-tetrahydro-[1,4]diazepino[6,7,1-hi]indol-7-yl)-pyrrole-2,5-dione 

Relevant articles and documents

The development of potent and selective bisarylmaleimide GSK3 inhibitors

Many 3-aryl-4-(1,2,3,4-tetrahydro[1,4]diazepino[6,7,1-hi]indol-7-yl) maleimides exhibit potent GSK3 inhibitory activity (50), although few show significant selectivity (>100 ×) versus CDK2, CDK4, or PKCβII. However, combining 3-(imidazo[1,2-a]pyridin-3-yl), 3-(pyrazolo[1,5-a]pyridin-3-yl) or aza-analogs with a 4-(2-acyl-(1,2,3,4- tetrahydro[1,4]diazepino[6,7,1-hi]indol -7-yl)) group on the maleimide resulted in very potent inhibitors of GSK3 (≤5 nM) with >160 to >10,000-fold selectivity versus CDK2/4 and PKCβII. These compounds also inhibited tau phosphorylation in cells and were effective in lowering plasma glucose in a rat model of type 2 diabetes (ZDF rat).