6703-44-2

Basic information

• Product Name: 1H-Imidazo[4,5-b]pyridin-7-amine
• Synonyms: 1-Deazaadenine;1H-Imidazo[4,5-b]pyridin-7-amine;7-Aminoimidazo[4,5-b]pyridine;3H-IMidazo[4,5-b]pyridin-7-aMine
• CAS NO: 6703-44-2
• Molecular Formula: C6H6N4
• Molecular Weight: 134.14
• Mol File: 6703-44-2.mol
• Article Data: 5

Chemical Properties

• Melting Point: 257-259 °C(Solv: methanol (67-56-1); acetonitrile (75-05-8))
• Boiling Point: 199.5±50.0 °C(Predicted)
• Appearance: /
• Density: 1.61±0.1 g/cm3(Predicted)
• PKA: 9.05±0.20(Predicted)
• CAS DataBase Reference: 1H-Imidazo[4,5-b]pyridin-7-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Imidazo[4,5-b]pyridin-7-amine(6703-44-2)
• EPA Substance Registry System: 1H-Imidazo[4,5-b]pyridin-7-amine(6703-44-2)

Safety Data

• Hazardous Substances Data: 6703-44-2(Hazardous Substances Data)

Usage

General Description

1H-Imidazo[4,5-b]pyridin-7-amine, also known as IPA-3, is a chemical compound with a molecular formula C9H7N3. It is a potent and selective inhibitor of the protein kinases PAK1, PAK2, and PAK3. PAKs are involved in various cellular processes, such as cell migration, invasion, and survival, and are also implicated in cancer progression and metastasis. Therefore, IPA-3 has been studied for its potential therapeutic applications in cancer treatment. Its inhibitory effects on PAKs make it a valuable tool for understanding the roles of PAKs in cellular signaling and for developing novel targeted therapies for cancer. Additionally, IPA-3 has been investigated for its potential use in other pathophysiological conditions, such as neurodegenerative disorders and inflammatory diseases.

Upstream product

• 110-86-1 pyridine 
• 50-00-0 formaldehyd 
• 142-71-2 copper diacetate 
• 14432-14-5 pyridine-2,3,4-triyltriamine; dihydrochloride 
• 69316-68-3 Natrium-dithioformiat 
• 165126-88-5 [(2S,5R)-5-(7-Amino-imidazo[4,5-b]pyridin-3-yl)-tetrahydro-furan-2-yl]-methanol 
• 77712-93-7 7-Amino-3H-imidazo<4,5-b>pyridine 4-N-Oxide 
• 14432-11-2 7-nitro-1H-imidazo[4,5-b]pyridine 4-oxide 
• 85687-20-3 7-amino-3-(2'-deoxy-β-D-ribofuranosyl)imidazo[4,5-b]pyridine 
• 109151-82-8 7-nitro-3H-imidazo<4,5-b>pyridine 

Relevant articles and documents

Gas-phase studies of substrates for the DNA mismatch repair enzyme MutY

The gas-phase thermochemical properties (tautomeric energies, acidity, and proton affinity) have been measured and calculated for adenine and six adenine analogues that were designed to test features of the catalytic mechanism used by the adenine glycosyl

Synthesis of 6-substituted 1-deazapurine 2'-deoxyribonucleosides

The synthesis of 6-substituted 1-deazapurine 2'-deoxyribonucleosides is described. Glycosylation of the 1-deazapurine (imidazo[4,5-b]pyridine) anions with the α-D-halogenose 5 gives stereoselectively N7- and N9-regioisomers. 1H-NMR NOE and 13C-NMR spectroscopy are used for unambiguous assignment of isomers, and 15N-NMR chemical shifts are correlated with σ(para) Hammett constants and point charges.

Synthesis of imidazo[4,5 b]- and [4,5 c]pyridines

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