1-Aminobenzotriazole - CAS 1614-12-6
Category: Inhibitor
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Molecular Formula:
C6H6N4
Molecular Weight:
134.14
COA:
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Description:
1-Aminobenzotriazole is a cytochrome P450 inhibitor that acts as a suicide substrate of CYP. It exhibits an inhibitory effect on oxidative drug metabolism and suppresses ω-oxidation of arachidonic acid devoid of epoxidation.
Brife Description:
CYP450 inhibitor
Purity:
≥98% by HPLC
Synonyms:
1H-Benzotriazol-1-amine; Benzotriazol-1-amine; ABT
MSDS:
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InChIKey:
JCXKHYLLVKZPKE-UHFFFAOYSA-N
InChI:
InChI=1S/C6H6N4/c7-10-6-4-2-1-3-5(6)8-9-10/h1-4H,7H2
Canonical SMILES:
C1=CC=C2C(=C1)N=NN2N
1.Effect of hydrogen peroxide on Microcystic aeruginosa: Role of cytochromes P450.
Wang J;Chen Z;Chen H;Wen Y Sci Total Environ. 2018 Jun 1;626:211-218. doi: 10.1016/j.scitotenv.2018.01.067. Epub 2018 Jan 16.
Cyanobacterial bloom has been rising as a worldwide issue owing to its adverse effects to water quality and ecological health. To solve this problem, hydrogen peroxide (H;2;O;2;) has been considered as a potential algaecide because no by-products are generated after treatment and because it kills cyanobacteria selectively. In addition, cytochromes P450 (CYPs) was reported to be related with H;2;O;2;, but the roles of CYPs in the regulation of H;2;O;2; in cyanobacteria have yet to be investigated. In this study, the CYPs suicide inhibitor 1-aminobenzotriazole (ABT) was added to the representative cyanobacteria Microcystis aeruginosa (M. aeruginosa) exposed to H;2;O;2;. The results showed that CYPs mediates the effects of H;2;O;2; on M. aeruginosa. To be exact, the addition of ABT induced greater inhibitory effects on the growth and higher reactive oxygen species levels in M. aeruginosa comparing to those treated with H;2;O;2; alone. At the same time, photosynthetic parameters significantly decreased, and the content of extracellular microcystins (MCs) increased but the total MCs decreased due to the combined effect of H;2;O;2; and ABT. ABT also intensified the aggregation of Fe, which might explain the effects on photosynthesis and synthesis of MCs.
2.Role of cytochrome P-450 in schisandrin B-induced antioxidant and heat shock responses in mouse liver.
Chiu PY;Mak DH;Poon MK;Ko KM Life Sci. 2005 Oct 21;77(23):2887-95. Epub 2005 Jun 14.
In order to explore the role of cytochrome P-450 (P-450) in schisandrin B (Sch B)-induced antioxidant and heat shock responses, the effect of 1-aminobenzotriazole (ABT, a broad spectrum inhibitor of P-450) on hepatic mitochondrial glutathione antioxidant status (mtGAS) and heat shock protein (Hsp)25/70 expression was examined in Sch B-treated mice. The non-specific and partial inhibition of cytochrome P-450 (P-450) by ABT pretreatment significantly caused a protraction in the time-course of Sch B-induced enhancement in hepatic mitGAS and Hsp25/70 expression in mice. Using mouse liver microsomes as a source of P-450, Sch B, but not dimethyl diphenyl bicarboxylate (a non-hepatoprotective analog of Sch B), was found to serve as a co-substrate for the P-450-catalyzed NADPH oxidation reaction, with a concomitant production of oxidant species. Taken together, the results suggest that oxidant species generated from P-450-catalyzed reaction with Sch B may trigger the antioxidant and heat shock responses in mouse liver.
3.A long-standing mystery solved: the formation of 3-hydroxydesloratadine is catalyzed by CYP2C8 but prior glucuronidation of desloratadine by UDP-glucuronosyltransferase 2B10 is an obligatory requirement.
Kazmi F;Barbara JE;Yerino P;Parkinson A Drug Metab Dispos. 2015 Apr;43(4):523-33. doi: 10.1124/dmd.114.062620. Epub 2015 Jan 16.
Desloratadine (Clarinex), the major active metabolite of loratadine (Claritin), is a nonsedating long-lasting antihistamine that is widely used for the treatment of allergic rhinitis and chronic idiopathic urticaria. For over 20 years, it has remained a mystery as to which enzymes are responsible for the formation of 3-hydroxydesloratadine, the major active human metabolite, largely due to the inability of any in vitro system tested thus far to generate this metabolite. In this study, we demonstrated that cryopreserved human hepatocytes (CHHs) form 3-hydroxydesloratadine and its corresponding O-glucuronide. CHHs catalyzed the formation of 3-hydroxydesloratadine with a Km of 1.6 μM and a Vmax of 1.3 pmol/min per million cells. Chemical inhibition of cytochrome P450 (P450) enzymes in CHHs demonstrated that gemfibrozil glucuronide (CYP2C8 inhibitor) and 1-aminobenzotriazole (general P450 inhibitor) inhibited 3-hydroxydesloratadine formation by 91% and 98%, respectively. Other inhibitors of CYP2C8 (gemfibrozil, montelukast, clopidogrel glucuronide, repaglinide, and cerivastatin) also caused extensive inhibition of 3-hydroxydesloratadine formation (73%-100%). Assessment of desloratadine, amodiaquine, and paclitaxel metabolism by a panel of individual CHHs demonstrated that CYP2C8 marker activity robustly correlated with 3-hydroxydesloratadine formation (r(2) of 0.
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CAS 1614-12-6 1-Aminobenzotriazole

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