5-Aminobenzimidazole
5-Aminobenzimidazole Basic information
- Product Name:
- 5-Aminobenzimidazole
- Synonyms:
-
- 1H-BENZIMIDAZOL-5-YLAMINE
- 1H-BENZOIMIDAZOL-5-YLAMINE
- 1H-BENZO[D]IMIDAZOL-6-AMINE
- benzimidazol-5-ylamine
- 1H-Benzimidazol-6-amine, 3H-Benzoimidazol-5-ylamine
- 6-Amino-1H-benzimidazole
- 1H-Benzimidazol-5-amine(9CI)
- 1H-Benzimidazole-6-amine
- CAS:
- 934-22-5
- MF:
- C7H7N3
- MW:
- 133.15
- EINECS:
- 213-279-0
- Product Categories:
-
- BENZIMIDAZOLE
- Amines and Anilines
- Heterocycles
- Mol File:
- 934-22-5.mol
5-Aminobenzimidazole Chemical Properties
- Melting point:
- 163-168 °C
- Boiling point:
- 222°C/3.5mmHg(lit.)
- Density
- 1.367
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- slightly sol. in Methanol
- form
- powder to crystal
- pka
- 14.47±0.30(Predicted)
- color
- Light yellow to Brown
- λmax
- 300nm(EtOH)(lit.)
- InChI
- InChI=1S/C7H7N3/c8-5-1-2-6-7(3-5)10-4-9-6/h1-4H,8H2,(H,9,10)
- InChIKey
- WFRXSXUDWCVSPI-UHFFFAOYSA-N
- SMILES
- C1NC2=CC(N)=CC=C2N=1
- CAS DataBase Reference
- 934-22-5(CAS DataBase Reference)
Safety Information
- Hazard Codes
- Xi,Xn
- Risk Statements
- 36/37/38-36-22
- Safety Statements
- 26-36/37/39
- WGK Germany
- 3
- RTECS
- DD5785000
- HazardClass
- IRRITANT
- HS Code
- 2933998090
5-Aminobenzimidazole Usage And Synthesis
Uses
5-Aminobenzimidazole is a useful research chemical. It inhibits gastric acid secretion in Shay-rats. Urinary metabolite of cambendazole.
Synthesis
94-52-0
934-22-5
The general procedure for the synthesis of 5-amino benzimidazole from 5-nitrobenzimidazole was as follows: 5-nitrobenzimidazole (10.0 g, 61.3 mmol) was dissolved in methanol (250 mL) and 10% Pd/C catalyst (0.40 g) was added. The hydrogenation reaction was carried out under atmospheric pressure hydrogen atmosphere for 20 hours. Upon completion of the reaction, the catalyst was removed by Celite filtration. The filtrate was concentrated under reduced pressure to give pure 5-aminobenzimidazole (yield not provided).
References
[1] Patent: WO2005/66156, 2005, A1. Location in patent: Page/Page column 33
[2] Patent: EP1437344, 2004, A1. Location in patent: Page 37
[3] Patent: WO2014/162039, 2014, A1. Location in patent: Page/Page column 40
[4] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 2362 - 2370
[5] Recueil des Travaux Chimiques des Pays-Bas, 1948, vol. 67, p. 45,48,51
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5-Aminobenzimidazole(934-22-5)Related Product Information
- 5-Nitrobenzimidazole
- Hoechst 33342
- 5-aminobenzimidazole-2-thiol
- Hoechst 33258
- HOECHST 33258
- 5-Nitrobenzimidazole nitrate
- 1-methyl-2-aminobenzimidazol
- 5-Amino-1,3-dihydro-2H-benzimidazol-2-one
- N-(2,3-Dihydro-2-oxo-1H-benzimidazol-5-yl)-3-hydroxy-2-naphthalenecarboxamide
- 1-METHYL-1H-BENZOIMIDAZOL-5-YLAMINE TRIHYDROCHLORIDE
- 2-Aminobenzimidazole
- 1H-BENZOIMIDAZOL-5-YLAMINE,5-AMINOBENZIMIDAZOLE
- Carbendazim
- 1-(4-FLUOROPHENYLMETHYL)-2-AMINOBENZIMIDAZOLE
- 1-BENZYL-1H-BENZOIMIDAZOL-2-YLAMINE
- 5,6-Diamino-1,3-dihydro-2H-benzoimidazol-2-one
- 5-Acetoacetlamino benzimdazolone
- (1-[4-FLUOROBENZYL]-2-[1-(4-METHOXYPHENETHYL)PIPERIDIN-4-YL] AMINOBENZIMIDAZOLE