90158-62-6

Basic information

• Product Name: 2-CYANO-N-THIAZOL-2-YL-ACETAMIDE
• Synonyms: 2-cyano-N-(1,3-thiazol-2-yl)ethanamide;2-cyano-N-(2-thiazolyl)acetamide
• CAS NO: 90158-62-6
• Molecular Formula: C₆H₅N₃OS
• Molecular Weight: 167.19
• Mol File: 90158-62-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: /
• Density: 1.452g/cm³
• Refractive Index: 1.641
• CAS DataBase Reference: 2-CYANO-N-THIAZOL-2-YL-ACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CYANO-N-THIAZOL-2-YL-ACETAMIDE(90158-62-6)
• EPA Substance Registry System: 2-CYANO-N-THIAZOL-2-YL-ACETAMIDE(90158-62-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 90158-62-6(Hazardous Substances Data)

Usage

General Description

2-CYANO-N-THIAZOL-2-YL-ACETAMIDE is a chemical compound with the molecular formula C6H6N4OS. It is a thiazole derivative that contains a cyano group and an acetamide moiety. 2-CYANO-N-THIAZOL-2-YL-ACETAMIDE is often used in chemical research and pharmaceutical development due to its potential medicinal properties. It has been studied for its potential use in the treatment of various diseases and disorders. 2-CYANO-N-THIAZOL-2-YL-ACETAMIDE may also be used as an intermediate in the synthesis of other organic compounds. Its precise properties and uses depend on the specific application and the context in which it is being utilized.

InChI:InChI=1/C6H5N3OS/c7-2-1-5(10)9-6-8-3-4-11-6/h3-4H,1H2,(H,8,9,10)

Upstream product

• 96-50-4 2-thiazolylamine 
• 105-56-6 ethyl 2-cyanoacetate 
• 372-09-8 cyanoacetic acid 
• 36140-83-7 1-cyanoacetyl-3,5-dimethylpyrazole 

Downstream Products

• 725717-42-0 5-(2-hydroxy-benzoyl)-2-oxo-1-thiazol-2-yl-1,2-dihydro-pyridine-3-carbonitrile 
• 1006694-45-6 (2E)-2-cyano-3-phenyl-N-(1,3-thiazol-2-yl)prop-2-enamide 
• 953390-01-7 (phenylhydrazono)-N-(thiazol-2-yl)-2-cyanoacetamide 
• 1259321-80-6 6-amino-2-oxo-4-phenyl-1-(thiazol-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile 
• 1259321-79-3 4-amino-5-benzoyl-2-(phenylamino)-N-(thiazol-2-yl)thiophene-3-carboxamide 
• 1259321-78-2 5-(1-cyano-2-oxo-2-(thiazol-2-ylamino)ethylidene)-N,4-diphenyl-4,5-dihydro-1,3,4-thiadiazole-2-carboxamide 
• 1259321-81-7 6-hydroxy-2-oxo-4-phenyl-1-(thiazol-2-yl)-1,2-dihydropyridine-3,5-dicarbonitrile 
• 1259321-75-9 3-acetyl-5-amino-1-phenyl-N-(thiazol-2-yl)-1H-pyrazole-4-carboxamide 
• 1259321-76-0 5-amino-N₃-phenyl-N₄-(thiazol-2-yl)-1-(p-tolyl)-1H-pyrazole-3,4-dicarboxamide 
• 1326904-69-1 3-oxo-2-(thiazol-2-yl)-1-phenyl-2,3,5,6,7,8-hexahydroisoquinoline-4-carbonitrile 

Relevant articles and documents

Synthesis, cytotoxic characterization, and SAR study of imidazo[1,2-b]pyrazole-7-carboxamides

The synthesis and in vitro cytotoxic characteristics of new imidazo[1,2-b]pyrazole-7-carboxamides were investigated. Following a hit-to-lead optimization exploiting 2D and 3D cultures of MCF-7 human breast, 4T1 mammary gland, and HL-60 human promyelocytic leukemia cancer cell lines, a 67-membered library was constructed and the structure–activity relationship (SAR) was determined. Seven synthesized analogues exhibited sub-micromolar activities, from which compound 63 exerted the most significant potency with a remarkable HL-60 sensitivity (IC50 = 0.183 μM).

Utility of cyanoacetamides as precursors to pyrazolo-[3,4-d]pyrimidin-4-ones, 2-aryl-6-substituted 1,2,3-triazolo-[4,5-d]pyrimidines and pyrazolo[1,5-a]pyrimidine-3-carboxamides

Cyanoacetamides (7a-c) were prepared via reacting cyanoacetic acid (5) with amines in the presence of acetic anhydride. Compounds (7a-c) coupled with benzenediazonium chloride to yield the phenylhydrazones (8a-c). These reacted with chloroacetonitrile to yield aminopyrazolecarboxamides (11a-c). Reaction of (8a,b) with hydroxylamine hydrochloride in DMF in presence of anhydrous sodium acetate afforded the amino-1,2,3-triazolecarboxamides (36a,b). Also compounds (7a-c) reacted with dimethylformamide dimethylacetal (DMFDMA) to yield the enamines (9a-c) which react with hydrazine hydrate to afford the aminopyrazoles (16a-c). Compounds (16) and (36) reacted with DMFDMA to yield the title heterocyclic derivatives.

Identification of a selective inverse agonist for the orphan nuclear receptor estrogen-related receptor α

The estrogen-related receptor α (ERRα) is an orphan receptor belonging to the nuclear receptor superfamily. The physiological role of ERRα has yet to be established primarily because of lack of a natural ligand. Herein, we describe the discovery of the fi