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Chemical Structure| 1614-12-6 Chemical Structure| 1614-12-6

Structure of 1-Aminobenzotriazole
CAS No.: 1614-12-6

Chemical Structure| 1614-12-6

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ABT is a non-specific cytochrome P450 (CYP) inhibitor.

Synonyms: ABT; 3-Aminobenzotriazole; NSC 656987

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Product Citations

Product Citations

Boyao Zhang ; George-Eugen Maftei ; Bartosz Bartmanski ; Michael Zimmermann ;

Abstract: Organic carcinogens, in particular DNA-reactive compounds, contribute to the irreversible initiation step of tumorigenesis through introduction of genomic instability. Although carcinogen bioactivation and detoxification by human enzymes has been extensively studied, carcinogen biotransformation by human-associated bacteria, the microbiota, has not yet been systematically investigated. We tested the biotransformation of 68 mutagenic carcinogens by 34 bacterial species representative for the upper and lower human gastrointestinal tract and found that the majority (41) of the tested carcinogens undergo bacterial biotransformation. To assess the functional consequences of microbial carcinogen metabolism, we developed a pipeline to couple gut bacterial carcinogen biotransformation assays with Ames mutagenicity testing and liver biotransformation experiments. This revealed a bidirectional crosstalk between gut microbiota and host carcinogen metabolism, which we validated in gnotobiotic mouse models. Overall, the systematic assessment of gut microbiota carcinogen biotransformation and its interplay with host metabolism highlights the gut microbiome as an important modulator of exposome-induced tumorigenesis.

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Product Details of 1-Aminobenzotriazole

CAS No. :1614-12-6
Formula : C6H6N4
M.W : 134.14
SMILES Code : NN1N=NC2=CC=CC=C21
Synonyms :
ABT; 3-Aminobenzotriazole; NSC 656987
MDL No. :MFCD00132902
InChI Key :JCXKHYLLVKZPKE-UHFFFAOYSA-N
Pubchem ID :1367

Safety of 1-Aminobenzotriazole

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
HepG2 cells 100 µM 48 or 72 h Assessed metabolism-mediated cytotoxic effects, showing minimal impact of ABT on cytotoxicity parameters Arch Toxicol. 2021 Nov;95(11):3539-3557
Human liver microsomes 1 mM To evaluate the effect of ABT on D and DA metabolism. ABT almost completely blocked the metabolic conversion of DA, while having a lesser effect on D metabolism, mainly reducing the generation of metabolite M6. Am J Chin Med. 2015;43(6):1211-30
Rat mesenteric artery smooth muscle cells 2 mM at least 10 min To investigate the effect of 1-ABT on acetylcholine-induced hyperpolarization in rat mesenteric artery smooth muscle cells. Results showed that 1-ABT did not significantly influence the ACh-induced hyperpolarization. J Physiol. 1997 Jun 1;501 ( Pt 2)(Pt 2):331-41
CHO cells 50μM 30 min Assess the inhibitory activity of ABT against aromatase Br J Pharmacol. 1996 Apr;117(7):1586-92
lymphoblastoid cells 50μM 30 min Assess the inhibitory activity of ABT against CYP1A1 Br J Pharmacol. 1996 Apr;117(7):1586-92
HepG2 cells 50μM 30 min Assess the inhibitory activity of ABT against CYP1A2, 2C8, 2C9, and 3A4 Br J Pharmacol. 1996 Apr;117(7):1586-92

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Red alga (Polysiphonia urceolata) Red alga (Polysiphonia urceolata) Seawater incubation 0.6 mM 16 hours 1-Aminobenzotriazole completely inhibited the in vivo metabolism of 3-chlorobiphenyl. Plant Physiol. 1998 May;117(1):123-8
Mouse EGFR mutation-positive, MET-amplified non-small cell lung cancer model Intraperitoneal injection 100 mg/kg Once daily for 20 days To prolong the half-lives of savolitinib and osimertinib by inhibiting CYP450 enzymes to better match the clinical half-life. Mol Cancer Ther. 2023 May 4;22(5):679-690
C57BL6N mice Acute hepatotoxicity and nephrotoxicity model Oral gavage 150 mg/kg Single dose, 24 hours duration To investigate the effect of CYP inhibition on OTA toxicity, results showed that CYP inhibition significantly enhanced the hepatotoxicity and nephrotoxicity of OTA. Arch Toxicol. 2022 Dec;96(12):3349-3361
Sprague-Dawley rats Male Sprague-Dawley rats Oral 50 mg/kg Single dose Evaluate the pharmacokinetic effects of 1-aminobenzotriazole on VU0409106 and its metabolite M1 in rats. Results showed a 7.8-fold increase in AUC of VU0409106 and a 15-fold increase in AUC of M1 in ABT-pretreated rats. Drug Metab Dispos. 2016 Aug;44(8):1296-303
Mice C57BL/6 mice Oral 10 mg/kg Single dose Evaluation of pharmacokinetic properties of SGC-GAK-1 in mice, found rapid clearance Molecules. 2019 Nov 6;24(22):4016

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT04109833 Vaccination Reaction UNKNOWN 2025-10-21 University Hospital, Tübingen,... More >> Baden-Württemberg, 72076, Germany Less <<
NCT05563753 Vaccination Reaction UNKNOWN 2025-09-24 University Hospial Tübingen, T... More >>übingen, Baden-Württemberg, 72076, Germany Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

7.45mL

1.49mL

0.75mL

37.27mL

7.45mL

3.73mL

74.55mL

14.91mL

7.45mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2
The prepared working fluid is recommended to be prepared now and used up as soon as possible in a short period of time. The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1

References

 

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