17288-35-6

Basic information

• Product Name: 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID
• Synonyms: 1H-Pyrrolo[3,2-b]pyridine-2-carboxylic acid, 2-Carboxy-1H-pyrrolo[3,2b]pyridine;1H-pyrrolo[3,2-b]pyridine-2-carbo×ylic acid;1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID;4-Azaindole-2-carboxylic acid
• CAS NO: 17288-35-6
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.15
• Mol File: 17288-35-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 446.8 °C at 760 mmHg
• Flash Point: 224 °C
• Appearance: /
• Density: 1.506 g/cm³
• Vapor Pressure: 9.1E-09mmHg at 25°C
• Refractive Index: 1.743
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID(17288-35-6)
• EPA Substance Registry System: 1H-PYRROLO[3,2-B]PYRIDINE-2-CARBOXYLIC ACID(17288-35-6)

Safety Data

• Hazardous Substances Data: 17288-35-6(Hazardous Substances Data)

Usage

Uses

1H-?Pyrrolo[3,?2-?b]?pyridine-?2-?carboxylic Acid is a useful organic reagent for synthesis of substituted 4- and 6-azaindoles and indolecarboxamides as H4 receptor ligands.

InChI:InChI=1/C8H6N2O2/c11-8(12)7-4-6-5(10-7)2-1-3-9-6/h1-4,10H,(H,11,12)

Upstream product

• 39856-58-1 3-amino-2-bromopyridine 
• 127-17-3 2-oxo-propionic acid 
• 23596-34-1 2-hydroxy-3-(3-nitropyridin-2-yl)acrylic acid ethyl ester 
• 6298-19-7 2-chloro-3-aminopyridine 
• 17288-32-3 1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester 
• 64362-41-0 diethyl 2-(3-nitropyridin-2-yl)malonate 
• 5470-18-8 2-Chloro-3-nitropyridine 
• 18699-87-1 2-methyl-3-nitropyridine 
• 67-56-1 methanol 

Downstream Products

• 17288-32-3 1H-pyrrolo[3,2-b]pyridine-2-carboxylic acid ethyl ester 
• 394223-19-9 methyl 1H-pyrrolo[3,2-b]pyridine-2-carboxylate 

Relevant articles and documents

Detailed structure-activity relationship of indolecarboxamides as H 4 receptor ligands

A series of 76 derivatives of the indolecarboxamide 1 were synthesized, which allows a detailed SAR investigation of this well known scaffold. The data enable the definition of a predictive QSAR model which identifies several compounds with an activity comparable to 1. A selection of these new H 4R antagonists was synthesized and a comparison of predicted and measured values demonstrates the robustness of the model (47-55). In addition to the H4-receptor activity general CMC and DMPK properties were investigated. Some of the new analogs are not only excellently soluble, but display a significantly increased half-life in mouse liver microsomes as well. These properties qualify these compounds as a possible new standard for future in vivo studies (e.g 51, 52 and 55). Moreover, the current studies also provide valuable information on the potential receptor ligand interactions between the indolcarboxamides and the H4R protein.

PYRROLOPYRIDINE-2-CARBOXYLIC ACID AMIDE INHIBITORS OF GLYCOGEN PHOSHORYLASE

Compounds represented by Formula (I): or pharmaceutically acceptable salts thereof, are inhibitors of glycogen phosphorylase and are useful in the prophylactic or therapeutic treatment of diabetes, hyperglycemia, hypercholesterolemia, hyperinsulinemia, hyperlipidemia, hypertension, atherosclerosis or tissue ischemia e.g. myocardial ischemia, and as cardioprotectants.