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1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid(CAS#479553-01-0)
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36 - Irritating to the eyes |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| HS Code | 29339900 |
| Hazard Class | IRRITANT |
Introduction
1H-Pyrrolo [2,3-b]pyridine-4-carboxylic acid is an organic compound with the chemical formula C8H6N2O2. It is a white or yellowish solid with structural characteristics of indole and pyrrole. The following is a description of the nature, use, preparation and safety information of 1H-Pyrrolo [2,3-b]pyridine-4-carboxylic acid:
Nature:
-Appearance: White or yellowish solid
-Molecular weight: 162.15g/mol
-melting point: about 220-224 ℃
-Solubility: Slightly soluble in water, soluble in organic solvents such as ethanol and chloroform
-Stability: relatively stable under normal storage conditions
- pH: This compound has a neutral pH in water
Use:
-Pharmaceutical research: 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acids are often used to prepare biologically active compounds, such as drugs or biomarkers.
-Organic Synthesis: It can be used as an intermediate in organic synthesis for the construction of various organic molecules and diverse compounds.
Preparation Method:
- 1H-pyrrolo[2,3-b] The synthesis method of pyridine-4-carboxylic acid is relatively complicated, but the following is a possible preparation method:
1. First, 2-aminopyridine was synthesized by chemical reaction.
2. The 2-aminopyridine is subjected to an amidation reaction with acetone nitrile and boric acid to give 2-pyridyl propionamide.
3. 2-pyridyl propionamide reacts with phosphorus trichloride and acetic acid to generate a chloro derivative of 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid.
4. Finally, the chloro derivative reacts with hydroxylamine to form 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid.
Safety Information:
- 1H-pyrrolo[2,3-b]pyridine-4-carboxylic acid is relatively safe under proper operation, the following matters still need to be noted:
-Avoid inhalation and contact with skin or eyes, avoid ingestion.
-Wear appropriate personal protective equipment during operation, such as laboratory gloves, protective glasses and laboratory coats.
-Operate in a closed and ventilated laboratory to avoid dust.
-Observe all safe operating guidelines for the use and handling of the substance, such as waste disposal and fire protection.
Application
1H-Pyrrolo[2,3-b]pyridine-4-carboxylic acid (7-Azaindole-4-carboxylic acid, CAS 479553-01-0) is a privileged purine bioisostere widely used in medicinal chemistry. Its rigid, hydrogen-bond-capable 7-azaindole core enhances target binding affinity for kinase ATP pockets. The carboxylic acid at the 4-position enables facile amide, ester, and hydroxamate formation for rapid structure-activity relationship studies. This scaffold is a key pharmaceutical intermediate for synthesizing potent inhibitors of FGFR, PI3K, CDK, and EGFR families for targeted cancer therapy. It is also employed in the development of antiviral, antibacterial, and anti-inflammatory agents. The compound's high metabolic stability and binding selectivity make it valuable for fragment-based drug discovery and GMP synthesis. High purity ensures reproducible results in high-throughput screening. Xinchem offers reliable custom synthesis, custom chemical synthesis, and contract manufacturing of this essential building block with flexible scaling from R&D to commercial tons. Contact us today for a competitive quote and reliable global supply.
