| Identification | More | [Name]
5-Amino-1,3-dihydro-2H-benzimidazol-2-one | [CAS]
95-23-8 | [Synonyms]
2H-BENZIMIDAZOL-2-ONE, 5-AMINO-1,3-DIHYDRO-
5(6)-AMINOBENZOIMIDAZOLONE
5-AMINO-1,3-DIHYDRO-2H-BENZIMIDAZOL-2-ONE
5-AMINO-1,3-DIHYDRO-BENZOIMIDAZOL-2-ONE
5-AMINO-2-BENZIMIDAZOLINONE
5-AMINO-2-HYDROXYBENZIMIDAZOLE
5-AMINOBENZIMIDAZOLINONE
5-AMINOBENZIMIDAZOLONE
7-AMINO-3,4-DIHYDRO-1H-QUINOXALIN-2-ONE
AKOS BBS-00006487
5-amino-1,3-dihydro-2h-benzimidazol-2-on
5-AMINO-6-CHLOROBENZIMIDAZOLONE
5-Amino-6-Chlorobenzoimindazolone
5-Amino-2[3H] benzimidazolone
2H-Benzimidazol-2-one,5-amino-1,3-dihydro-(9CI)
5-Nitro benzimidazolone
5-Amino-1,3-dihydrobenzimidazol-2-on
5-Amino-1H-benzimidazol-2-ol
5-Amino-2,3-dihydro-1H-benzimidazol-2-one | [EINECS(EC#)]
202-401-8 | [Molecular Formula]
C7H7N3O | [MDL Number]
MFCD07366641 | [Molecular Weight]
149.15 | [MOL File]
95-23-8.mol |
| Chemical Properties | Back Directory | [Melting point ]
>300 °C | [Boiling point ]
201.4±19.0 °C(Predicted) | [density ]
1.363±0.06 g/cm3(Predicted) | [vapor pressure ]
0.001Pa at 20℃ | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [form ]
Powder | [pka]
11.80±0.30(Predicted) | [color ]
White to Amber to Dark purple | [InChI]
InChI=1S/C7H7N3O/c8-4-1-2-5-6(3-4)10-7(11)9-5/h1-3H,8H2,(H2,9,10,11) | [InChIKey]
BCXSVFBDMPSKPT-UHFFFAOYSA-N | [SMILES]
C1(=O)NC2=CC=C(N)C=C2N1 | [LogP]
-0.33 at 23℃ and pH6.5-7.5 | [CAS DataBase Reference]
95-23-8(CAS DataBase Reference) | [EPA Substance Registry System]
95-23-8(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection . | [WGK Germany ]
3 | [TSCA ]
TSCA listed | [HazardClass ]
IRRITANT | [HS Code ]
2933998090 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral
Eye Irrit. 2 |
| Hazard Information | Back Directory | [Chemical Properties]
Crystalline powder | [Uses]
5-Amino-2-hydroxybenzimidazole is an important reagent in the discovery of potent and selective non-nucleotide small molecule inhibitors of CD73 | [Synthesis]
Step: 21b Synthesis of 5-amino-1,3-dihydrobenzimidazol-2-one. Pd/C catalyst (140 mg) was added to a mixed solution of methanol and ethyl acetate containing 5-nitro-1,3-dihydrobenzimidazol-2-one (1.4 g, 7.8 mmol) and the hydrogenation reaction was carried out for 6 hours. The progress of the reaction was monitored by thin layer chromatography (TLC, the unfolding agent was a chloroform solution of 10% methanol). After completion of the reaction, the reaction mixture was filtered through a bed of diatomaceous earth and the filtrate was concentrated to give the target product 5-amino-1,3-dihydrobenzimidazol-2-one (1 g, 86% yield). | [References]
[1] Patent: WO2012/59932, 2012, A1. Location in patent: Page/Page column 161-162
[2] Patent: WO2009/42907, 2009, A1. Location in patent: Page/Page column 78-79
[3] Journal of the American Chemical Society, 1958, vol. 80, p. 1662
[4] Patent: WO2012/115479, 2012, A2. Location in patent: Page/Page column 23
[5] Patent: CN104151251, 2017, B. Location in patent: Paragraph 0024 |
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