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A3940

Sigma-Aldrich

1-Aminobenzotriazole

greener alternative

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

Synonym(s):

1-Benzotriazolamine, ABT

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About This Item

Empirical Formula (Hill Notation):
C6H6N4
CAS Number:
1614-12-6
Molecular Weight:
134.14
Beilstein:
607843
MDL number:
MFCD00132902
UNSPSC Code:
12352200
PubChem Substance ID:
24278226
NACRES:
NA.77

product name

1-Aminobenzotriazole,

Assay

≥98% (TLC)

Quality Level

200

form

powder

greener alternative product score

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

greener alternative product characteristics

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

sustainability

Greener Alternative Product

mp

81-84 °C (lit.)

solubility

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

greener alternative category

, Re-engineered

SMILES string

Nn1nnc2ccccc12

InChI

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

InChI key

JCXKHYLLVKZPKE-UHFFFAOYSA-N

Gene Information

human ... CYP1A2(1544)

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Related Categories

General description

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.

Biochem/physiol Actions

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.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
Felix Clemens Richter et al.
The EMBO journal, 42(6), e112202-e112202 (2023-02-17)
Lipids play a major role in inflammatory diseases by altering inflammatory cell functions, either through their function as energy substrates or as lipid mediators such as oxylipins. Autophagy, a lysosomal degradation pathway that limits inflammation, is known to impact on
Congli Zhu et al.
Atherosclerosis, 215(2), 294-300 (2011-02-09)
To investigate the effects of estrogen on stress-induced premature senescence of vascular smooth muscle cells (VSMCs) and the underlying mechanisms. VSMCs of passage 2-3 cultured from young (2 months) and old (18 months) female SD rats were induced into premature
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