125117-96-6

Basic information

• Product Name: 2-CHLORO-5-ISOCYANATOPYRIDINE
• Synonyms: 2-CHLORO-5-ISOCYANATOPYRIDINE;2-(Chloropyridin-5-yl) isocyanate
• CAS NO: 125117-96-6
• Molecular Formula: C₆H₃ClN₂O
• Molecular Weight: 154.55
• Product Categories: Heterocyclic Compounds;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks;Pyridines
• Mol File: 125117-96-6.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 76 °C
• Flash Point: 96.3°C
• Appearance: /
• Density: 1.32g/cm³
• Vapor Pressure: 0.0497mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 2-CHLORO-5-ISOCYANATOPYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-5-ISOCYANATOPYRIDINE(125117-96-6)
• EPA Substance Registry System: 2-CHLORO-5-ISOCYANATOPYRIDINE(125117-96-6)

Safety Data

• Hazard Codes: Xn
• Statements: 22-36/37/38-42/43
• Safety Statements: 22-26-36/37
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• Hazardous Substances Data: 125117-96-6(Hazardous Substances Data)

Usage

General Description

2-Chloro-5-isocyanatopyridine is a chemical compound with the molecular formula C6H3ClN2O. It is a specialized reagent used in the synthesis of various pharmaceuticals and agrochemicals, notably in the creation of compounds used in pesticides. This colorless to light yellow liquid holds a hazard symbol denoting it as harmful if swallowed, inhaled, or if it comes into contact with skin. The chemical also poses serious eye irritation upon exposure. Due to these properties, safety precautions are necessary during its handling and storage. Furthermore, this organic compound is highly reactive, particularly with water and alcohols, forming carbon dioxide and other potentially hazardous byproducts.

InChI:InChI=1/C6H3ClN2O/c7-6-2-1-5(3-8-6)9-4-10/h1-3H

Upstream product

• 5326-23-8 6-Chloro-3-pyridinecarboxylic acid 

Downstream Products

• 1374006-39-9 C₁₅H₁₅ClN₄O₂ 
• 1374006-51-5 C₂₀H₁₇ClN₄O₂ 
• 1467739-18-9 1-(3-(2-amino-6-oxo-1,6-dihydropyrimidin-4-ylamino)-4-methylphenyl)-3-(6-chloropyridin-3-yl)urea 
• 1602923-70-5 (6-chloropyridin-3-yl)-carbamic acid (S)-2,2,2-trifluoro-1-[3-(3-trifluoromethylphenyl)-piperidin-1-ylmethyl]-ethyl ester 

Relevant articles and documents

(+)-(2R,5S)-4-[4-cyano-3-(trifluoromethyl)phenyl]-2,5-dimethyl-N-[6- (trifluoromethyl)pyridin-3-yl]piperazine-1-carboxamide (YM580) as an orally potent and peripherally selective nonsteroidal androgen receptor antagonist

A novel series of trans-N-aryl-2,5-dimethylpiperazine-1-carboxamide derivatives was synthesized and their androgen receptor (AR) antagonist activities and in vivo antiandrogenic effects were evaluated. Pharmacological assays indicated that compound 33 was a potent AR antagonist, and subsequent optical resolution provided (+)-(2R,5S)4-[4-cyano-3-(trifluoromethyl)phenyl]-2, 5-dimethyl-N-[6(triflouromethyl)pyridin-3-yl]piperazine-1-carboxamide (33a, YM580) which exhibited the most potent antiandrogenic activity. Unlike bicalutamide, compound 33a decreased the weight of rat ventral prostate in a dose-dependent manner (ED50 = 2.2 mg/kg/day), and induced the maximum antiandrogenic effect, comparable to that of surgical castration, without significantly affecting serum testosterone levels. Compound 33a is a promising clinical candidate for prostate cancer monotherapy.