1710-66-3

Basic information

• Product Name: Isothiazole-5-methanol
• Synonyms: 5-Isothiazolemethanol;Isothiazole-5-methanol;(isothiazol-5-yl)methanol;5-(Hydroxymethyl)isothiazole
• CAS NO: 1710-66-3
• Molecular Formula: C4H5NOS
• Molecular Weight: 115.15
• Mol File: 1710-66-3.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 135.8°C at 760 mmHg
• Flash Point: 35.9°C
• Appearance: /
• Density: 1.339g/cm³
• Vapor Pressure: 5.66mmHg at 25°C
• Refractive Index: 1.594
• PKA: 13.61±0.10(Predicted)
• CAS DataBase Reference: Isothiazole-5-methanol(CAS DataBase Reference)
• NIST Chemistry Reference: Isothiazole-5-methanol(1710-66-3)
• EPA Substance Registry System: Isothiazole-5-methanol(1710-66-3)

Safety Data

• Hazardous Substances Data: 1710-66-3(Hazardous Substances Data)

Usage

Description

Isothiazole-5-methanol, also known as 5-Isothiazolemethanol, is an organic compound with the molecular formula C4H5NO2S. It is a key intermediate in the synthesis of various pharmaceuticals and exhibits unique chemical properties that make it valuable in the development of new drugs and materials.

Uses

Used in Pharmaceutical Industry:
Isothiazole-5-methanol is used as a key intermediate in the synthesis of 1β-methylcarbapenems, a class of antibiotics with isothiazoloethenyl side chains. These antibiotics exhibit potent antibacterial activities, making them effective against a wide range of bacterial infections. The incorporation of Isothiazole-5-methanol into the structure of these antibiotics enhances their efficacy and broadens their spectrum of activity, providing a valuable tool in the fight against antibiotic-resistant bacteria.

InChI:InChI=1/C4H5NOS/c6-3-4-1-2-5-7-4/h1-2,6H,3H2

Upstream product

• 5242-57-9 isothiazole-5-carboxaldehyde 

Downstream Products

• 1710-68-5 5-Chlormethyl-isothiazol 
• 208837-85-8 5-bromomethyl-isothiazole 

Relevant articles and documents

Synthesis and biological evaluation of novel 1β-methylcarbapenems with isothiazoloethenyl side chains

The synthesis of novel 1β-methylcarbapenems 1a,b bearing isothiazoloethenyl moieties at C-5 position of pyrrolidine ring and their biological evaluation are described. Both compounds showed potent and well-balanced antibacterial activity as well as high stability to DHP-I. Especially, 5-isothiazole derivative 1a exhibited excellent DHP-I stability and advanced pharmacokinetics profiles, compared to 5-isoxazole derivative 2, imipenem, and meropenem.