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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. These PAKs are involved in various cellular processes, such as cell migration, invasion, and survival, and are implicated in cancer progression and metastasis. IPA-3's 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. It has also been investigated for potential use in other pathophysiological conditions, such as neurodegenerative disorders and inflammatory diseases.

6703-44-2

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6703-44-2 Usage

Uses

Used in Pharmaceutical Industry:
1H-Imidazo[4,5-b]pyridin-7-amine is used as a therapeutic agent for cancer treatment due to its inhibitory effects on PAKs, which are involved in cancer progression and metastasis. Its selective inhibition of PAK1, PAK2, and PAK3 makes it a promising candidate for targeted cancer therapies.
Used in Research Applications:
1H-Imidazo[4,5-b]pyridin-7-amine is used as a research tool for understanding the roles of PAKs in cellular signaling. Its potent and selective inhibition of PAK1, PAK2, and PAK3 allows researchers to study the specific functions of these protein kinases in various cellular processes.
Used in Drug Development:
1H-Imidazo[4,5-b]pyridin-7-amine is used as a lead compound in the development of novel targeted therapies for cancer. Its inhibitory effects on PAKs provide a basis for designing new drugs that can specifically target these protein kinases, potentially leading to more effective cancer treatments.
Used in Neurodegenerative and Inflammatory Disease Research:
1H-Imidazo[4,5-b]pyridin-7-amine is used as a potential therapeutic agent in the study of neurodegenerative disorders and inflammatory diseases. Its effects on PAKs, which have been implicated in these conditions, make it a candidate for further investigation into its potential benefits in treating these diseases.

Check Digit Verification of cas no

The CAS Registry Mumber 6703-44-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 6,7,0 and 3 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 6703-44:
(6*6)+(5*7)+(4*0)+(3*3)+(2*4)+(1*4)=92
92 % 10 = 2
So 6703-44-2 is a valid CAS Registry Number.

6703-44-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 19, 2017

Revision Date: Aug 19, 2017

1.Identification

1.1 GHS Product identifier

Product name 1H-imidazo[4,5-b]pyridin-7-amine

1.2 Other means of identification

Product number -
Other names 7-Aminoimidazo[4,5-b]pyridine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:6703-44-2 SDS

6703-44-2Downstream Products

6703-44-2Relevant academic research and scientific papers

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

Michelson, Anna Zhachkina,Rozenberg, Aleksandr,Tian, Yuan,Sun, Xuejun,Davis, Julianne,Francis, Anthony W.,O'Shea, Valerie L.,Halasyam, Mohan,Manlove, Amelia H.,David, Sheila S.,Lee, Jeehiun K.

supporting information, p. 19839 - 19850 (2013/02/22)

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

Structure-activity relationships of adenine and deazaadenine derivatives as ligands for adenine receptors, a new purinergic receptor family

Borrmann, Thomas,Abdelrahman, Aliaa,Volpini, Rosaria,Lambertucci, Catia,Alksnis, Edgars,Gorzalka, Simone,Knospe, Melanie,Schiedel, Anke C.,Cristalli, Gloria,Müller, Christa E.

supporting information; experimental part, p. 5974 - 5989 (2010/03/24)

Adenine derivatives bearing substituents in the 2-, N6-, 7-, 8-, and/or 9-position and a series of deazapurines were synthesized and investigated in [3H]adenine binding studies at the adenine receptor in rat brain cortical membrane preparations (rAde1R). Steep structure-activity relationships were observed. Substitution in the 8-position (amino, dimethylamino, piperidinyl, piperazinyl) or in the 9-position (2-morpholinoethyl) with basic residues or introduction of polar substituents at the 6-amino function (hydroxy, amino, acetyl) represented the best modifications. Functional evaluation of selected adenine derivatives in adenylate cyclase assays at 1321N1 astrocytoma cells stably expressing the rAde1R showed that all compounds investigated were agonists or partial agonists. A subset of compounds was additionally investigated in binding studies at human embryonic kidney (HEK293) cells, which also express a high-affinity adenine binding site. Structure-affinity relationships at the human cell line were similar to those at the rAde1R, but not identical. In particular, N 6-acetyladenine (25, Ki rat: 2.85 μM; Ki human: 0.515 μM) and 8-aminoadenine (33, Ki rat: 6.51 μM; Ki human: 0.0341 μM) were much more potent at the human as compared to the rat binding site. The new AdeR ligands may serve as lead structures and contribute to the elucidation of the functions of the adenine receptor family. 2009 American Chemical Society.

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

Wenzel,Seela

, p. 169 - 178 (2007/10/03)

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.

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