39588-26-6

Basic information

• Product Name: IMIDAZO[1,2-A]PYRIDIN-2-AMINE
• Synonyms: IMIDAZO[1,2-A]PYRIDIN-2-AMINE;IMidazo[1,2-a]pyridin-2-aMine (HCl salt);Imidazo[1,2-a]pyridin-2-amine hydrochloride;Imidazo[1,2-a]pyridin-2-ylamine;2-Aminoimidazo[1,2-a]pyridinehydrochloride
• CAS NO: 39588-26-6
• Molecular Formula: C₇H₇N₃
• Molecular Weight: 133.15
• Product Categories: Building Blocks;Imidazo[x,x-y]pyridine
• Mol File: 39588-26-6.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: IMIDAZO[1,2-A]PYRIDIN-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: IMIDAZO[1,2-A]PYRIDIN-2-AMINE(39588-26-6)
• EPA Substance Registry System: IMIDAZO[1,2-A]PYRIDIN-2-AMINE(39588-26-6)

Safety Data

• Hazardous Substances Data: 39588-26-6(Hazardous Substances Data)

Usage

General Description

Imidazo[1,2-a]pyridin-2-amine is a chemical compound with the molecular formula C8H7N3. It is a heterocyclic compound containing both imidazole and pyridine rings. It is also known as IP2A and is used as a building block in the synthesis of various pharmaceuticals and agrochemicals. This chemical has potential use in the development of anti-cancer, anti-inflammatory, and anti-infective drugs due to its ability to interact with specific biological targets. It can also be used in the field of material science for the creation of specialized polymers and coatings. However, Imidazo[1,2-a]pyridin-2-amine should be handled with caution as it may have hazardous properties and should be used in accordance with proper safety protocols.

Upstream product

• 38922-76-8 N-imidazo[1,2-a]pyridin-2-yl-acetamide 
• 421595-80-4 imidazo[1,2-a]pyridine-2-carbonyl azide 
• 52776-76-8 N-(2-pyridyl)-p-toluenesulfonamide 
• 144-83-2 sulphapyridine 
• 504-29-0 2-aminopyridine 
• 856856-72-9 2-[2-{(p-toluenesulfonyl)imino}pyridin-1-yl]acetamide 

Downstream Products

• 421596-02-3 4-ethyl-3-methyl-dipyrido[1,2-a;2',3'-d]imidazole 
• 1369586-30-0 C₁₆H₁₆N₄O 
• 1369586-34-4 C₁₆H₁₆N₄O 
• 1369586-42-4 C₁₈H₂₀N₄O₂ 
• 1369586-22-0 (2S,4S)-4-benzyl-2-(4-nitrophenyl)-1,2,3,4-tetrahydro-5H-pyrido-[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 
• 1369586-26-4 (2R,4S)-4-benzyl-2-(4-nitrophenyl)-1,2,3,4-tetrahydro-5H-pyrido-[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 
• 1369585-03-4 (4S)-4-benzyl-2-(4-nitrophenyl)-3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 
• 1369585-11-4 (4S)-4-benzyl-2-phenyl-3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 
• 1369585-14-7 (4S)-4-benzyl-2-(4-methylphenyl)-3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 
• 1369585-17-0 (4S)-4-benzyl-2-(3-methylphenyl)-3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 
• 1369585-21-6 (4S)-4-benzyl-2-(2-methylphenyl)-3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 
• 1369585-26-1 (4S)-4-benzyl-2-(4-methoxyphenyl)-3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 
• 1369585-30-7 (4S)-4-benzyl-2-isobutyl-3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 
• 1369585-34-1 (4S)-4-benzyl-2-(3-pyridinyl)-3,4-dihydro-5H-pyrido[1',2':1,2]imidazo[4,5-d][1,3]diazepin-5-one 

Relevant articles and documents

Imidazopyridine-fused [1,3]diazepinones: modulations of positions 2 to 4 and their impacts on the anti-melanoma activity

A series of 19 novel pyrido-imidazodiazepinones, with modulations of positions 2, 3 and 4 of the diazepine ring were synthesised and screened for their in vitro cytotoxic activities against two melanoma cell lines (A375 and MDA-MB-435) and for their poten

Pyrido-imidazodiazepinones as a new class of reversible inhibitors of human kallikrein 7

The human tissue kallikrein-7 (KLK7) is a chymotryptic serine protease member of tissue kallikrein family. KLK7 is involved in skin homeostasis and inflammation. Excess of KLK7 activity is also associated with tumor metastasis processes, especially in ovarian carcinomas, prostatic and pancreatic cancers. Development of Kallikrein 7 inhibitors is thus of great interest in oncology but also for treating skin diseases. Most of the developed synthetic inhibitors present several drawbacks such as poor selectivity and unsuitable physico-chemical properties for in vivo use. Recently, we described a practical sequence for the synthesis of imidazopyridine-fused [1,3]-diazepines. Here, we report the identification of pyrido-imidazodiazepinone core as a new potential scaffold to develop selective and competitive inhibitors of kallikrein-related peptidase 7. Structure-activity relationships (SAR), inhibition mechanisms and selectivity as well as cytotoxicity against selected cancer cell lines were investigated.

An efficient synthesis of pyrido-imidazodiazepinediones

We herein report the synthesis of a series of 12 optically pure 3,4-dihydro-1H-pyrido-[1′,2′:1,2]-imidazo[ 4,5-d][1,3]diazepine-2,5- diones, which form a new family of azaheterocycle-fused [1,3]diazepines. The key step of the synthesis consists in a selec