209-11-0

Basic information

• Product Name: 2H-naphtho[1,8-bc]thiophene
• Synonyms: 2H-Naphtho[1,8-bc]thiophene
• CAS NO: 209-11-0
• Molecular Formula: C₁₁H₈S
• Molecular Weight: 172.2462
• Mol File: 209-11-0.mol
• Article Data: 1

Chemical Properties

• Melting Point: 82-84 °C
• Boiling Point: 337.6°C at 760 mmHg
• Flash Point: 160°C
• Density: 1.281g/cm³
• Vapor Pressure: 0.000203mmHg at 25°C
• Refractive Index: 1.758
• CAS DataBase Reference: 2H-naphtho[1,8-bc]thiophene(CAS DataBase Reference)
• NIST Chemistry Reference: 2H-naphtho[1,8-bc]thiophene(209-11-0)
• EPA Substance Registry System: 2H-naphtho[1,8-bc]thiophene(209-11-0)

Safety Data

• Hazardous Substances Data: 209-11-0(Hazardous Substances Data)

Upstream product

• 118715-01-8 8-(acetoxymethyl)-1-naphthyl methyl disulfide 
• 118715-00-7 8-(hydroxymethyl)-1-naphthyl methyl disulfide 
• 61209-66-3 8-chloro-1-naphthalenethiol 

Relevant articles and documents

A Novel Prodrug of an Impermeant Inhibitor of 3-Deoxy-D-manno-2-octulosonate Cytidylyltransferase Has Antibacterial Activity

Although 8-amino-2,6-anhydro-3,8-dideoxy-D-glycero-D-talo-octonic acid (2) is a potent inhibitor of 3-deoxy-D-manno-octulosonate cytidylyltransferase (CMP-KDO synthetase), it is unable to reach its cytoplasmic target and is therefore inactive as an antibacterial agent.However, esterification of 2 with 8-(hydroxymethyl)-1-naphthyl methyl disulfide (8) generates a prodrug (12), which gains entry into bacterial cells.Intracellular reduction of the disulfide leads to a rapid, intramolecular, displacement of the acid 2, which then inhibits the growth of Gram-negative bacteria by interfering with the biosynthesis of lipopolysaccharide.