76537-13-8

Basic information

• Product Name: 5-Chloro-2-thienyl isocyanate
• Synonyms: 2-Chloro-5-isocyanatothiophene;5-Chloro-2-thienyl isocyanate;Thiophene, 2-chloro-5-isocyanato-;2-Chloro-thiophene-5-isocyanate
• CAS NO: 76537-13-8
• Molecular Formula: C₅H₂ClNOS
• Molecular Weight: 160
• Mol File: 76537-13-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 215℃
• Flash Point: 84℃
• Appearance: /
• Density: 1.44
• CAS DataBase Reference: 5-Chloro-2-thienyl isocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Chloro-2-thienyl isocyanate(76537-13-8)
• EPA Substance Registry System: 5-Chloro-2-thienyl isocyanate(76537-13-8)

Safety Data

• Hazardous Substances Data: 76537-13-8(Hazardous Substances Data)

Usage

Description

5-Chloro-2-thienyl isocyanate is an organic compound characterized by the presence of a thienyl ring with a chloro substituent at the 5-position and an isocyanate functional group at the 2-position. This molecule is known for its reactivity and potential applications in the synthesis of various pharmaceuticals and agrochemicals.

Uses

Used in Pharmaceutical Industry:
5-Chloro-2-thienyl isocyanate is used as a key intermediate in the synthesis of P2Y12 inhibitors, which are important for the treatment of platelet aggression illnesses. These inhibitors play a crucial role in managing conditions such as thrombosis and atherosclerosis by modulating platelet activation and aggregation.
Additionally, due to its reactivity and structural features, 5-Chloro-2-thienyl isocyanate may also find applications in the development of other therapeutic agents and active pharmaceutical ingredients, particularly in the fields of cardiovascular, inflammatory, and central nervous system disorders. Its versatility in chemical reactions allows for the creation of diverse molecular structures with potential therapeutic benefits.

Upstream product

• 24065-33-6 5-Chlorothiophene-2-carboxylic acid 
• 63806-69-9 5-Chlor-thiophen-2-carbonsaeureazid 

Downstream Products

• 76537-14-9 1-(5-Chloro-2-thienyl)-3-(tetrahydro-1-methyl-4-oxo-1H-imidazol-2-ylidene) urea 

Relevant articles and documents

Discovery of BMS-986235/LAR-1219: A Potent Formyl Peptide Receptor 2 (FPR2) Selective Agonist for the Prevention of Heart Failure

Formyl peptide receptor 2 (FPR2) agonists can stimulate resolution of inflammation and may have utility for treatment of diseases caused by chronic inflammation, including heart failure. We report the discovery of a potent and selective FPR2 agonist and its evaluation in a mouse heart failure model. A simple linear urea with moderate agonist activity served as the starting point for optimization. Introduction of a pyrrolidinone core accessed a rigid conformation that produced potent FPR2 and FPR1 agonists. Optimization of lactam substituents led to the discovery of the FPR2 selective agonist 13c, BMS-986235/LAR-1219. In cellular assays 13c inhibited neutrophil chemotaxis and stimulated macrophage phagocytosis, key end points to promote resolution of inflammation. Cardiac structure and functional improvements were observed in a mouse heart failure model following treatment with BMS-986235/LAR-1219.

UREAS AS FACTOR XA INHIBITORS

The present invention is directed to compounds represented by Formula (I) and pharmaceutically acceptable salts, solvates, hydrates, and prodrugs thereof which are inhibitors of Factor Xa. The present invention is also directed to and intermediates used in making such compounds, pharmaceutical compositions containing such compounds, methods to prevent or treat a number of conditions characterized by undesired thrombosis and methods of inhibiting the coagulation of a blood sample.