219793-45-0

Basic information

• Product Name: AHAS inhibitor
• Synonyms: AHAS inhibitor;4-Chlorobenzoic acid 2-nitro-5-(phenylsulfonyl)phenyl ester;4-Chlorobenzoic acid 2-nitro-5-(phenylsulfonyl)phenyl ester AHAS inhibitor BTB06584;AHAS inhibitor 4-Chlorobenzoic acid 2-nitro-5-(phenylsulfonyl)phenyl ester;AHAS inhibitor BTB06584;AHAS inhibitor LM-3254 03-11 cq
• CAS NO: 219793-45-0
• Molecular Formula: C19H12ClNO6S
• Molecular Weight: 417.81968
• Product Categories: Inhibitors
• Mol File: 219793-45-0.mol
• Article Data: 0

Chemical Properties

• Boiling Point: 664.8±55.0 °C(Predicted)
• Appearance: /
• Density: 1.466±0.06 g/cm3(Predicted)
• Solubility: <2.47 mg/mL in EtOH insoluble in; ≥17.05 mg/mL in DMSO; insoluble in H2O
• CAS DataBase Reference: AHAS inhibitor(CAS DataBase Reference)
• NIST Chemistry Reference: AHAS inhibitor(219793-45-0)
• EPA Substance Registry System: AHAS inhibitor(219793-45-0)

Safety Data

• Hazardous Substances Data: 219793-45-0(Hazardous Substances Data)

Usage

Description

AHAS inhibitor, also known as acetohydroxyacid synthase inhibitor, is a type of enzyme inhibitor that targets the acetohydroxyacid synthase enzyme. This enzyme plays a crucial role in the biosynthesis of branched-chain amino acids, such as isoleucine, leucine, and valine. AHAS inhibitors are used to disrupt the growth of certain bacteria and plants by inhibiting this enzyme, thus affecting the production of essential amino acids.

Uses

Used in Pharmaceutical Industry:
AHAS inhibitor is used as an active agent for the biological study of novel acetohydroxyacid synthase inhibitors. It is particularly effective against Mycobacterium tuberculosis, a bacterium responsible for tuberculosis. By inhibiting the F1 Fo-ATPase enzyme, AHAS inhibitors can help in the development of new treatments for tuberculosis and other related diseases.
Used in Agricultural Industry:
AHAS inhibitors are also used as herbicides to control the growth of certain weeds. By targeting the acetohydroxyacid synthase enzyme in plants, these inhibitors can effectively suppress the biosynthesis of branched-chain amino acids, leading to the inhibition of weed growth. This application helps in the management of weed populations in agricultural fields, ensuring better crop yield and reduced competition for resources.

Biological Activity

ischaemia compromises mitochondrial respiration. consequently, the mitochondrial 1fo-atp synthase reverses and plays as a proton-pumping atpase, so maintaining the mitochondrial membrane potential (δψm), while accelerating atp depletion and cell death. btb06584 is an if1-dependent selective inhibitor of the mitochondrial f1fo-atpase.

in vitro

btb inhibited f1fo-atpase activity with no effect on the mitochondrial membrane potential (δψm) or o2 consumption. atp consumption decreased via inhibition of respiration, and ischaemic cell death was reduced. btb efficiency increased by if1 overexpression and reduced by silencing this protein. in addition, btb rescued defective haemoglobin synthesis in zebrafish pinotage (pnt) mutants in which expression of the atpif1a gene is lost [1].

in vivo

the btb-mediated protection was further tested in neurons. primary cultured cortical neurons of mice were exposed to ogd, treated or not with btb, followed by rx. the resulting cell death was significantly reduced by btb, as scored by pi staining, compared with cells left untreated during ogd [1].

references

[1] ivanes f, faccenda d, gatliff j, ahmed aa, cocco s, cheng ch, allan e, russell c, duchen mr, campanella m. the compound btb06584 is an if1-dependent selective inhibitor of the mitochondrial f1 fo-atpase. br j pharmacol. 2014;171(18):4193-206.