1-Aminobenzotriazole
- Product Name
- 1-Aminobenzotriazole
- CAS No.
- 1614-12-6
- Chemical Name
- 1-Aminobenzotriazole
- Synonyms
- ABT;1H-benzo[d][1,2,3]triazol-1-aMine;SKL134;9406-00-9;RARECHEM AQ NN 0550;TIMTEC-BB SBB004208;1-BENZOTRIAZOLAMINE;1-AMINOBENZOTRIAZOLE;3-Aminobenzotriazole;benzotriazol-1-amine
- CBNumber
- CB9185384
- Molecular Formula
- C6H6N4
- Formula Weight
- 134.14
- MOL File
- 1614-12-6.mol
1-Aminobenzotriazole Property
- Melting point:
- 81-84 °C (lit.)
- Boiling point:
- 237.24°C (rough estimate)
- Density
- 1.2769 (rough estimate)
- refractive index
- 1.7000 (estimate)
- RTECS
- DM1235000
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in DMSO (up to 30mg/ml)
- form
- Crystalline Powder
- pka
- 2.09±0.30(Predicted)
- color
- Yellow to beige or light brown
- Water Solubility
- slightly soluble
- BRN
- 607843
- Stability:
- Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 1 month.
- InChI
- InChI=1S/C6H6N4/c7-10-6-4-2-1-3-5(6)8-9-10/h1-4H,7H2
- InChIKey
- JCXKHYLLVKZPKE-UHFFFAOYSA-N
- SMILES
- N1(N)C2=CC=CC=C2N=N1
- CAS DataBase Reference
- 1614-12-6(CAS DataBase Reference)
Safety
- Hazard Codes
- Xi
- Risk Statements
- 36/37/38
- Safety Statements
- 26-36-37/39
- WGK Germany
- 3
- Hazard Note
- Irritant
- HS Code
- 29349990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- A3940
- Product name
- 1-Aminobenzotriazole
- Packaging
- 50mg
- Price
- $77.61
- Updated
- 2025/07/31
- Product number
- A3940
- Product name
- 1-Aminobenzotriazole
- Packaging
- 250mg
- Price
- $298
- Updated
- 2025/07/31
- Product number
- A1464
- Product name
- 1-Aminobenzotriazole
- Purity
- >98.0%(GC)
- Packaging
- 1g
- Price
- $237
- Updated
- 2025/07/31
- Product number
- A1464
- Product name
- 1-Aminobenzotriazole
- Purity
- >98.0%(GC)
- Packaging
- 5g
- Price
- $812
- Updated
- 2025/07/31
- Product number
- 15252
- Product name
- 1-Aminobenzotriazole
- Purity
- ≥98%
- Packaging
- 50mg
- Price
- $37
- Updated
- 2024/03/01
1-Aminobenzotriazole Chemical Properties,Usage,Production
Description
1-Aminobenztriazole (1614-12-6) is a pan-specific cytochrome P450 inhibitor acting as a suicide substrate.1,2?Blocks omega-oxidation of arachidonic acid but not its epoxidation.3
Chemical Properties
yellow to beige or light brown crystalline powder
Uses
1-Aminobenzotriazole is used as a Suicide inhibitor of cytochrome P450 and chloroperoxidase, an inhibitor of oxidative drug metabolism in biochemical pharmacology and toxicology studies.
Uses
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.
Synthesis
95-14-7
1614-12-6
To a solution of benzotriazole (5 g, 42.01 mmol) and potassium hydroxide (11.76 g, 0.21 mol) in water (50 mL) was added hydroxylamine-O-sulfonic acid (9.49 g, 84.02 mmol) in batches while controlling the temperature of the reaction not to exceed 50 °C. After the addition was completed, the reaction mixture was stirred at room temperature for 2 hours. The precipitate was collected by filtration and washed well with ethyl acetate. The filtrate was concentrated under reduced pressure and the residue was purified by silica gel column chromatography using petroleum ether: ethyl acetate (300:1) as eluent to afford 1H-benzo[d][1,2,3]triazol-1-amine as a white solid (1.52 g, 27% yield). Mass spectrum (ESI) m/z: 135 [M + H]+.
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].
IC 50
CYP2; CYP3
References
[1] CHERYL A. MUGFORD . 1-Aminobenzotriazole-induced destruction of hepatic and renal cytochromes P450 in male Sprague-Dawley rats[J]. Fundamental and Applied Toxicology, 1992, 19 1: Pages 43-49. DOI:10.1016/0272-0590(92)90026-e
[2] CHIE EMOTO. In Vitro Inhibitory Effect of 1-Aminobenzotriazole on Drug Oxidations in Human Liver Microsomes: a Comparison with SKF-525A[J]. Drug Metabolism and Pharmacokinetics, 2005, 20 5: Pages 351-357. DOI:10.2133/dmpk.20.351
[3] P SU D L K K M Kaushal. Inhibition of renal arachidonic acid omega-hydroxylase activity with ABT reduces blood pressure in the SHR.[J]. American Journal of Physiology, 1998, 275 2: R426-38. DOI:10.1152/ajpregu.1998.275.2.r426
1-Aminobenzotriazole Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 1-Aminobenzotriazole manufacturers
- Product
- 1-Aminobenzotriazole 1614-12-6
- Price
- US $15.00-10.00/KG
- Min. Order
- 1KG
- Purity
- 99%+ HPLC
- Supply Ability
- Monthly supply of 1 ton
- Release date
- 2021-06-27
- Product
- 1-Aminobenzotriazole 1614-12-6
- Price
- US $8.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10TON
- Release date
- 2018-12-18
- Product
- 1-Aminobenzotriazole 1614-12-6
- Price
- US $1.00/kg
- Min. Order
- 1kg
- Purity
- 99.9%
- Supply Ability
- 500kg
- Release date
- 2019-04-16