403-44-1

Basic information

• Product Name: 4-fluorobenzenecarbothioic S-acid
• Synonyms: 4-fluorobenzenecarbothioic S-acid
• CAS NO: 403-44-1
• Molecular Weight: 156.181
• Mol File: 403-44-1.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-fluorobenzenecarbothioic S-acid(CAS DataBase Reference)
• NIST Chemistry Reference: 4-fluorobenzenecarbothioic S-acid(403-44-1)
• EPA Substance Registry System: 4-fluorobenzenecarbothioic S-acid(403-44-1)

Safety Data

• Hazardous Substances Data: 403-44-1(Hazardous Substances Data)

Upstream product

• 403-43-0 4-fluorobenzoyl chloride 
• 456-22-4 4-Fluorobenzoic acid 

Downstream Products

• 3826-55-9 N-[(4-methylphenylsulfonyl)]-4-fluorobenzamide 
• 366-63-2 4-fluoro-N-phenylbenzamide 
• 1571113-48-8 S-(4-fluorobenzoyl)thiohydroxylamine 
• 1259992-51-2 C₆H₄FCOSNHCOC₆H₅ 
• 2367-46-6 4-fluoro-thiobenzoic acid S-(3-dipropylamino-propyl ester) 
• 347-99-9 4-fluoro-thiobenzoic acid S-(2-chloro-ethyl ester) 

Relevant articles and documents

Identification of new anti-inflammatory agents based on nitrosporeusine natural products of marine origin

Nitrosporeusines A and B are two recently isolated marine natural products with novel skeleton and exceptional biological profile. Interesting antiviral activity of nitrosporeusines and promising potential in curing various diseases, evident from positive data from various animal models, led us to investigate their anti-inflammatory potential. Accordingly, we planned and synthesized nitrosporeusines A and B in racemic as well as enantiopure forms. The natural product synthesis was followed by preparation of several analogues, and all the synthesized compounds were evaluated for in vitro and in vivo anti-inflammatory potential. Among them, compounds 25, 29 and 40 significantly reduced levels of nitric oxide (NO), reactive oxygen species (ROS) and pro-inflammatory cytokines. In addition, these compounds suppressed several pro-inflammatory mediators including inducible nitric oxide synthase (iNOS), cyclooxygenase-2 (COX-2), nuclear factor-κB (NF-κB), and thereby can be emerged as potent anti-inflammatory compounds. Furthermore, all possible isomers of lead compound 25 were synthesized, characterized and profiled in same set of assays and found that one of the enantiomer (?)-25a was superior among them.

Controllable thioester-based hydrogen sulfide slow-releasing donors as cardioprotective agents

Hydrogen sulfide (H2S) is an important signaling molecule with promising protective effects in many physiological and pathological processes. However, the study of H2S has been impeded by the lack of appropriate H2S donors that could mimic its slow-releasing process in vivo. Herein, we report the rational design, synthesis, and biological evaluation of a series of thioester-based H2S donors. These cysteine-activated H2S donors release H2S in a slow and controllable manner. Most of the donors comprising an allyl moiety showed significant cytoprotective effects in H9c2 cellular models of oxidative damage. The most potent donor 5e decreased the mitochondrial membrane potential (MMP) loss and lactate dehydrogenase (LDH) release in H2O2-stimulated H9c2 cells. More importantly, donor 5e exhibited a potent cardioprotective effect in an in vivo myocardial infarction (MI) mouse model by reducing myocardial infarct size and cardiomyocyte apoptosis. Taken together, our studies demonstrated that these new allyl thioesters are potential cardioprotective agents by releasing H2S.