24334-20-1

Basic information

• Product Name: 1H-PYRROLO[2,3-C]PYRIDINE-2-CARBOXYLIC ACID
• Synonyms: 1H-PYRROLO[2,3-C]PYRIDINE-2-CARBOXYLIC ACID;6-Azaindole-2-carboxylic acid;1H-Pyrrolo[2,3-c]pyridine-2-carboxylic acid, 2-Carboxy-1H-pyrrolo[2,3-c]pyridine;1H-pyrrolo[2,3-c]pyridine-2-carbo×ylic acid
• CAS NO: 24334-20-1
• Molecular Formula: C₈H₆N₂O₂
• Molecular Weight: 162.15
• Mol File: 24334-20-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 471.131 °C at 760 mmHg
• Flash Point: 238.731 °C
• Appearance: /
• Density: 1.507 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.743
• Storage Temp.: 2-8°C
• PKA: 3.27±0.30(Predicted)
• CAS DataBase Reference: 1H-PYRROLO[2,3-C]PYRIDINE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-PYRROLO[2,3-C]PYRIDINE-2-CARBOXYLIC ACID(24334-20-1)
• EPA Substance Registry System: 1H-PYRROLO[2,3-C]PYRIDINE-2-CARBOXYLIC ACID(24334-20-1)

Safety Data

• Hazardous Substances Data: 24334-20-1(Hazardous Substances Data)

Usage

General Description

1H-Pyrrolo[2,3-c]pyridine-2-carboxylic acid, also known as norharmane, is a heterocyclic compound with a fused pyrrole and pyridine ring structure. It is an important intermediate in the synthesis of various pharmaceuticals and agrochemicals. Norharmane has been found in tobacco smoke and grilled foods, and has been shown to have potential mutagenic and carcinogenic properties. It is also known to act as a neurotransmitter and has been implicated in various neurological disorders. Furthermore, norharmane has been studied for its potential therapeutic effects in the treatment of neurological diseases such as Alzheimer's and Parkinson's.

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

Upstream product

• 24334-18-7 3-(3-nitropyridin-4-yl)-2-oxopropionic acid ethyl ester 
• 5832-44-0 3-nitro-4-methylpyridine 
• 42166-50-7 3-hydrazinopyridine 
• 24334-19-8 ethyl 1H-pyrrolo[2,3-c]pyridine-2-carboxylate 

Downstream Products

• 867140-61-2 (1H-pyrrolo[2,3-c]pyridin-2-yl)methanamine 
• 40068-76-6 1H-pyrrolo[2,3-c]pyridine-2-carboxamide 
• 1362132-13-5 N-{[4-(piperidine-1-sulfonyl)phenyl]methyl }-1H-pyrrolo[2,3-c]pyridine-2-carboxamide 

Relevant articles and documents

LYSYL OXIDASE-LIKE 2 INHIBITORS AND USES THEREOF

Described herein are compounds that are LOXL2 inhibitors, methods of making such compounds, pharmaceutical compositions and medicaments comprising such compounds, and methods of using such compounds in the treatment of conditions, diseases, or disorders associated with LOXL2 activity.

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.