CAS Number1614-12-6
SynonymsMFCD00132902; 1-Benzotriazolamine,ABT; benzotriazol-1-amine; 1H-1,2,3-Benzotriazol-1-amine; 1-Benzotriazolamine; 1H-Benzo[d][1,2,3]triazol-1-amine; 1-Aminobenzotriazole; 1H-Benzotriazol-1-amine
Molecular FormulaC6H6N4
Molecular Weight134.14
Purity≥98 (TLC)%
Density1.5±0.1 g/cm3
Boiling Point319.3±25.0 °C at 760 mmHg
Melting Point81-84 °C (lit.)
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 1614-12-6 |
| Catalog No. | 2A-9027126 |
| Chinese Name | 1-氨基苯并三唑 |
| Synonyms | MFCD00132902; 1-Benzotriazolamine,ABT; benzotriazol-1-amine; 1H-1,2,3-Benzotriazol-1-amine; 1-Benzotriazolamine; 1H-Benzo[d][1,2,3]triazol-1-amine; 1-Aminobenzotriazole; 1H-Benzotriazol-1-amine |
| Molecular Formula | C6H6N4 |
| Molecular Weight | 134.14 |
| Purity | ≥98 (TLC) |
| Density | 1.5±0.1 g/cm3 |
| Boiling Point | 319.3±25.0 °C at 760 mmHg |
| Melting Point | 81-84 °C (lit.) |
| Appearance | powder |
| Water Solubility | slightly soluble |
| Storage Condition | Keep container sealed and store in a cool, dry pla |
| Application | 1-Aminobenzotriazole is a nonspecific and irreversible inhibitor of cytochrome P450 (P450). |
| HTC | 2933990090 |
| PubChem ID | 24278226 |
| MDL Number | MFCD00132902 |
| SMILES | Nn1nnc2ccccc12 |
| InChI | 1S/C6H6N4/c7-10-6-4-2-1-3-5(6)8-9-10/h1-4H,7H2 |
| InChI Key | JCXKHYLLVKZPKE-UHFFFAOYSA-N |
| Beilstein/REAXYS | 607843 |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | transportation |
| MSDS | msds/27126_1_1614_12_6.pdf |
| Bioactivity | 1-Aminobenzotriazole is a nonspecific and irreversible inhibitor of cytochrome P450 (P450). Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Cancer Target P450[1] In Vitro 1-Aminobenzotriazole (ABT) alone significantly increases the expression levels of CYP2B6 in two different hepatocytes (7.3- and 10.8-fold, respectively). Upon co-treatment with 1-Aminobenzotriazole, the induction of CYP2B6 expression by CITCO or rifampin is potentiated: 12.6- and 4.0-fold for CITCO as well as 3.9- and 2.5-fold for rifampin. 1-Aminobenzotriazole has a greater potentiation effect on CITCO than on rifampin. 1-Aminobenzotriazole alone increases the expression levels of CYP3A4 in tow different hepatocytes (by 2.0- and 3.8-fold). Upon co-treatment with 1-Aminobenzotriazole, the effects of CITCO on CYP3A4 expression levels are potentiated by 3.8- and 6.0- fold as compare to cells treated with CITCO alone[1]. 1-Aminobenzotriazole (ABT) (1 mM) shows pronounced (~95%) inhibition of the formation of N-acetylprocainamide compare with the control without 1-Aminobenzotriazole[2]. In Vivo Oral 1-Aminobenzotriazole (ABT) (100 mg/kg, 2 h predose) decreases the clearance of intravenous procainamide (45%) in rats, accompanied by a decreased N-acetylprocainamide-to-procainamide ratio in urine (0.74 versus 0.21) and plasma (area under the curve ratio 0.59 versus 0.11). The urinary recovery of procainamide increases from 18 to 30%, whereas the recovery of N-acetylprocainamide in urine decreases from 13.3 to 6.5% with 1-Aminobenzotriazole[2]. Pretreatment of rats with 100 mg/kg oral 1-Aminobenzotriazole (ABT) administered 2 hours before a semisolid caloric test meal markedly delays gastric emptying. 1-Aminobenzotriazole also increases stomach weights by 2-fold[3]. Cell Assay Freshly isolated human hepatocytes are used in this study. Briefly, hepatocytes are placed in serum-free Williams' E media containing 0.1 μM dexamethasone, 10 μg/mL gentamicin, 15 mM HEPES, 2 mM L-glutamine, and 1% ITS. Cells are incubated for 10 hr at 37°C in an atmosphere containing 5% CO2. After recovery, the hepatocytes are treated with media containing CITCO (100 nM), rifampin (10 μM) or vehicle (ethanol), with or without 1-Aminobenzotriazole (ABT) (1 mM) for 72 hr[1]. Animal Admin Male Sprague-Dawley rats (0.26 to 0.30 kg, n=3 per treatment) receive an oral dose of 1-Aminobenzotriazole (ABT) (100 mg/kg, 2 mL/kg) 2 h before a single intravenous bolus of procainamide (10 mg/kg, 2 mL/kg). The control group receives only the intravenous bolus of procainamide without 1-Aminobenzotriazole pretreatment. The vehicle for both 1-Aminobenzotriazole and procainamide is 10% dimethylacetamide/90% water (v/v). Rats are fed 4 h after dosing, and serial blood samples are collected at 0.03, 0.17, 0.25, 0.5, 1, 2, 4, and 6 h postdose. Blood samples are centrifuged using tubes containing K3-EDTA as the anticoagulant to obtain plasma. Urine samples are also collected over 24 h postdose. Plasma and urine samples are frozen at -20°C until analysis[2]. References [1]. Yang K, et al. Induction of CYP2B6 and CYP3A4 expression by 1-aminobenzotriazole (ABT) in human hepatocytes. Drug Metab Lett. 2010 Aug;4(3):129-33. [2]. Sun Q, et al. 1-Aminobenzotriazole, a known cytochrome P450 inhibitor, is a substrate and inhibitor of N-acetyltransferase. Drug Metab Dispos. 2011 Sep;39(9):1674-9. [3]. Stringer RA, et al. 1-Aminobenzotriazole modulates oral drug pharmacokinetics through cytochrome P450 inhibition and delay of gastric emptying in rats. Drug Metab Dispos. 2014 Jul;42(7):1117-24. Chemical & Physical Properties Density 1.5±0.1 g/cm3 Boiling Point 319.3±25.0 °C at 760 mmHg Melting Point 81-84 °C(lit.) Molecular Formula C6H6N4 Molecular Weight 134.139 Flash Point 146.9±23.2 °C Exact Mass 134.059250 PSA 56.73000 LogP 0.75 Vapour Pressure 0.0±0.7 mmHg at 25°C Index of Refraction 1.774 InChIKey JCXKHYLLVKZPKE-UHFFFAOYSA-N SMILES Nn1nnc2ccccc21 Water Solubility slightly soluble |
| Use of | 1-Aminobenzotriazole is a nonspecific and irreversible inhibitor of cytochrome P450 (P450). Properties Articles54 Name 1-Aminobenzotriazole Synonym More Synonyms 1-Aminobenzotriazole Biological Activity Description 1-Aminobenzotriazole is a nonspecific and irreversible inhibitor of cytochrome P450 (P450). Related Catalog Signaling Pathways >> Metabolic Enzyme/Protease >> Cytochrome P450 Research Areas >> Cancer References [1]. Yang K, et al. Induction of CYP2B6 and CYP3A4 expression by 1-aminobenzotriazole (ABT) in human hepatocytes. Drug Metab Lett. 2010 Aug;4(3):129-33. [2]. Sun Q, et al. 1-Aminobenzotriazole, a known cytochrome P450 inhibitor, is a substrate and inhibitor of N-acetyltransferase. Drug Metab Dispos. 2011 Sep;39(9):1674-9. [3]. Stringer RA, et al. 1-Aminobenzotriazole modulates oral drug pharmacokinetics through cytochrome P450 inhibition and delay of gastric emptying in rats. Drug Metab Dispos. 2014 Jul;42(7):1117-24. Chemical & Physical Properties Molecular Formula C6H6N4 Exact Mass 134.059250 PSA 56.73000 Index of Refraction 1.774 InChIKey JCXKHYLLVKZPKE-UHFFFAOYSA-N Water Solubility slightly soluble |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available The above information is believed to be correct, but is not all-inclusive and should be used as a guide only. The information in this document is based on our current knowledge and is Correct safety instructions apply to this product. This information does not represent a warranty as to the properties of this product. See reverse side of invoice or packing slip. |
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