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A3940

Sigma-Aldrich

1-Aminobenzotriazole

greener alternative

≥98% (TLC), powder, cytochrome P450 inhibitor

Synonyme(s) :

1-Benzotriazolamine, ABT

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About This Item

Formule empirique (notation de Hill):
C6H6N4
Numéro CAS:
1614-12-6
Poids moléculaire :
134.14
Numéro Beilstein :
607843
Numéro MDL:
MFCD00132902
Code UNSPSC :
12352200
ID de substance PubChem :
24278226
Nomenclature NACRES :
NA.77

product name

1-Aminobenzotriazole,

Pureté

≥98% (TLC)

Niveau de qualité

200

Forme

powder

Score du produit alternatif plus écologique

old score: 93
new score: 46
Find out more about DOZN™ Scoring

Caractéristiques du produit alternatif plus écologique

Waste Prevention
Safer Solvents and Auxiliaries
Inherently Safer Chemistry for Accident Prevention
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

Pf

81-84 °C (lit.)

Solubilité

ethanol: 49-51 mg/mL, clear, pale yellow to yellow

Autre catégorie plus écologique

, Re-engineered

Chaîne SMILES 

Nn1nnc2ccccc12

InChI

1S/C6H6N4/c7-10-6-4-2-1-3-5(6)8-9-10/h1-4H,7H2

Clé InChI

JCXKHYLLVKZPKE-UHFFFAOYSA-N

Informations sur le gène

human ... CYP1A2(1544)

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Catégories apparentées

Description générale

We are committed to bringing you Greener Alternative Products, which adhere to one of the four categories of Greener Alternatives. This product belongs to category of Re-engineered products, showing key improvements in Green Chemistry Principles “Waste Prevention”, “Safer Solvents and Auxiliaries” and “Inherently Safer Chemistry for Accident Prevention”. Click here to view its DOZN scorecard.

Application

1-Aminobenzotriazole has been used as a cytochrome P450 inhibitor to study the effects of estrogen on H2O2-induced premature senescence of vascular smooth muscle cells from old rats It has also been used to study the estrogen receptor-mediated effects of 17β-estradiol.

Actions biochimiques/physiologiques

1-Aminobenzotriazole (1-ABT) is used as an in vitro tool in drug discovery. It can differentiate the P450 from non-P450 enzyme systems. 1-ABT exhibits inhibitory action by covalent alteration of the heme prosthetic group in the P450 enzyme.
Suicide inhibitor of cytochrome P450 and chloroperoxidase.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H315,H319,H335

Classification des risques

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

Certificats d'analyse (COA)

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Consulter la Bibliothèque de documents

J M Mathews et al.
The Journal of pharmacology and experimental therapeutics, 235(1), 186-190 (1985-10-01)
The autocatalytic destruction of pulmonary cytochrome P-450 (P-450) by 1-aminobenzotriazole (ABT) was investigated in microsomes and in isolated perfused lungs from untreated and beta-naphthoflavone-induced rabbits. Microsomal benzphetamine N-demethylase (BND) and 7-ethoxyresorufin O-deethylation (ERF) activities, catalyzed by P-450 isozymes 2 and
Is 1-aminobenzotriazole an appropriate in vitro tool as a nonspecific cytochrome P450 inactivator?
Linder CD, et al.
Drug Metabolism and Disposition, 37(1), 10-13 (2009)
Effects of estrogen on stress-induced premature senescence of vascular smooth muscle cells: a novel mechanism for the ?time window theory? of menopausal hormone therapy
Zhu C, et al.
Atherosclerosis, 215(2), 294-300 (2011)
M Lizeth Orozco Morales et al.
iScience, 25(1), 103571-103571 (2022-01-06)
Mesothelioma is a cancer that typically originates in the pleura of the lungs. It rapidly invades the surrounding tissues, causing pain and shortness of breath. We compared cell lines injected either subcutaneously or intrapleurally and found that only the latter
Johan Bylund et al.
Journal of pharmaceutical sciences, 102(3), 1106-1115 (2013-01-15)
AZ'0908 is a novel microsomal prostaglandin E synthase-1 inhibitor intended for oral administration. Pharmacokinetic experiments in rats showed that bioavailability was much lower than anticipated and increased following pretreatment with the nonspecific cytochrome P450 (CYP) inhibitor 1-aminobenzotriazole, presumably by inhibition
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