872726-34-6

Basic information

• Product Name: 5-FLUORO-2-(4-METHOXYPHENYL)BENZO[D]THIAZOLE
• Synonyms: 5-FLUORO-2-(4-METHOXYPHENYL)BENZO[D]THIAZOLE
• CAS NO: 872726-34-6
• Molecular Formula: C14H10FNOS
• Molecular Weight: 259.3
• Mol File: 872726-34-6.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 5-FLUORO-2-(4-METHOXYPHENYL)BENZO[D]THIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-FLUORO-2-(4-METHOXYPHENYL)BENZO[D]THIAZOLE(872726-34-6)
• EPA Substance Registry System: 5-FLUORO-2-(4-METHOXYPHENYL)BENZO[D]THIAZOLE(872726-34-6)

Safety Data

• Hazardous Substances Data: 872726-34-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of Medicinal Chemistry, 49, p. 179, 2006 DOI: 10.1021/jm050942k

Upstream product

• 364-77-2 4-fluoro-1-iodo-2-nitrobenzene 
• 123-11-5 4-methoxy-benzaldehyde 
• 20358-07-0 2-amino-5-fluorobenzothiazole 
• 224791-45-1 4,4'-difluoro-2,2'-diaminodiphenyl disulfide 

Relevant articles and documents

Synthesis of 2-substituted benzothiazoles from 1-iodo-2-nitrobenzenes by a copper-catalyzed one-pot three-component reaction

A novel method was developed for synthesizing 2-substituted 1,3-benzothiazoles through a copper-catalyzed, one-pot, three-component reaction of a 1-iodo-2-nitrobenzene with sodium sulfide and an aldehyde. Georg Thieme Verlag Stuttgart - New York.

2-Arylbenzothiazole derivatives

A compound of general structure I, wherein the compound is optionally in the form of an N-oxide or S-oxide or prodrug form and/or pharmaceutically acceptable salt thereof wherein: each of R1 to R9 is independently selected from hydro

Antitumor benzothiazoles. 26.1 2-(3,4-dimethoxyphenyl)-5- fluorobenzothiazole (GW 610, NSC 721648), a simple fluorinated 2-arylbenzothiazole, shows potent and selective inhibitory activity against lung, colon, and breast cancer cell lines

A series of new 2-phenylbenzothiazoles has been synthesized on the basis of the discovery of the potent and selective in vitro antitumor properties of 2-(3,4-dimethoxyphenyl)-5-fluorobenzothiazole (8n; GW 610, NSC 721648). Synthesis of analogues substituted in the benzothiazole ring was achieved via the reaction of o-aminothiophenol disulfides with substituted benzaldehydes under reducing conditions. Compounds were evaluated in vitro in four human cancer cell lines, and compound 8n was found to possess exquisitely potent antiproliferative activity (GI50 0.1 nM for MCF-7 and MDA 468). Potent and selective activity was also observed in the NCI 60 human cancer cell line panel. Structure-activity relationships established that the compound 8n stands on a pinnacle of potent activity, with most structural variations having a deactivating in vitro effect. Mechanistically, this new series of agents contrasts with the previously reported 2-(4-aminophenyl)benzothiazoles; compound 8n is not reliant on induction of CYP1A1 expression for antitumor activity.