1449698-48-9

Basic information

• Product Name: 2-chloro-3-nitro-5-(trifluoromethyl)benzoyl isothiocyanate
• Synonyms: 2-chloro-3-nitro-5-(trifluoromethyl)benzoyl isothiocyanate
• CAS NO: 1449698-48-9
• Molecular Weight: 310.641
• Mol File: 1449698-48-9.mol

Chemical Properties

• CAS DataBase Reference: 2-chloro-3-nitro-5-(trifluoromethyl)benzoyl isothiocyanate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-chloro-3-nitro-5-(trifluoromethyl)benzoyl isothiocyanate(1449698-48-9)
• EPA Substance Registry System: 2-chloro-3-nitro-5-(trifluoromethyl)benzoyl isothiocyanate(1449698-48-9)

Safety Data

• Hazardous Substances Data: 1449698-48-9(Hazardous Substances Data)

Upstream product

• 87033-30-5 2-chloro-3-nitro-5-(trifluoromethyl)benzoyl chloride 
• 1147550-11-5 ammonium thiocyanate 
• 657-06-7 2-chloro-5-trifluoromethylbenzoic acid 
• 22227-59-4 2-chloro-3-nitro-5-(trifluoromethyl)benzoic acid 

Downstream Products

• 957217-65-1 BTZ043 

Relevant articles and documents

Benzothiazinone derivative with 6-position substituted with trifluoromethyl as well as preparation method and application thereof

The invention discloses a benzothiazinone derivative with the 6-position substituted with trifluoromethyl as well as a preparation method and application of the benzothiazinone derivative. According to the invention, benzene ring of a benzothiazinone framework is creatively changed, particularly a substituent group is creatively changed, a series of compounds are obtained, and unexpected technical effects are achieved; and specifically, compared with other benzothiazinone derivatives, the benzothiazinone derivative with the 6-position substituted with trifluoromethyl is more stable to liver microsomal enzyme, the metabolic half-life period T1/2 is longer, and the water solubility is better.

Identification of a new series of benzothiazinone derivatives with excellent antitubercular activity and improved pharmacokinetic profiles

Nitrobenzothiazinone (BTZ) is a promising scaffold with potent activity against M. tuberculosis by inhibiting decaprenylphosphoryl-beta-d-ribose 2′-oxidase (DprE1). But unfavorable durability poses a challenge to further development of this class of agents. Herein, a series of BTZs bearing a variety of different substituents at the C-2 position were designed and synthesized. Compounds were screened for their antimycobacterial activity against Mycobacterium tuberculosis H37Ra and were profiled for metabolic stability, plasma protein-binding capacity and pharmacokinetics in vivo. In general, these new BTZs containing N-piperazine, N-piperidine or N-piperidone moiety have excellent antitubercular activity and low cytotoxicity. Several of the compounds showed improved microsomal stability and lower plasma protein-binding, opening a new direction for further lead optimization. And we obtained compound 3o, which maintained good anti-tuberculosis activity (MIC = 8 nM) and presented better in vitro ADME/T and in vivo pharmacokinetic profiles than reported BTZ compound PBTZ169, which may serve as a candidate for the treatment of tuberculosis.

BENZOTHIAZINETHIONE DERIVATIVES AND THEIR PREPARATIVE METHODS AND USES

The invention belongs to the medicine field, and particularly relates to benzothiazinethione derivatives and preparation methods and uses thereof. In the aspect of the present invention, novel benzothiazinethione derivatives of formula I are provided, the benzothiazinethione derivatives of the invention are new compounds obtained based on extensive screening. Experimental results show that the benzothiazinethione derivatives of formula I have obvious inhibitory effects on mycobacterium tuberculosis, with effects equivalent to or even better than that of isoniazide (MIC90=0.8μM). The benzothiazinethione derivatives of formula I have anti-mycobacterium tuberculosis activities, and provide new choices for the development and application of antitubercular agents.

BENZOTHIAZINETHIONE DERIVATIVES AND PREPARATION METHODS AND USES THEREOF

Benzothiazinethione derivatives of formula (I), their preparative methods and uses are provided. Benzothiazinethione derivatives of the invention have significant effect of inhibiting Mycobacterium tuberculosis.

Synthesis and structure-activity relationships evaluation of benzothiazinone derivatives as potential anti-tubercular agents

N-Alkyl and heterocycle substituted 1,3-benzothiazin-4-one (BTZ) derivatives were synthesized. The anti-mycobacterial activities of these compounds were evaluated by determination of minimal inhibitory concentration (MIC) for Mycobacterium tuberculosis H3