| Identification | Back Directory | [Name]
2-Amino-3-methoxybenzonitrile | [CAS]
148932-68-7 | [Synonyms]
2-Amino-3-Methoxy Benzonitrile
Benzonitrile, 2-amino-3-methoxy-
Benzonitrile, 2-amino-3-methoxy- (9CI) | [EINECS(EC#)]
201-215-5 | [Molecular Formula]
C8H8N2O | [MDL Number]
MFCD09744022 | [MOL File]
148932-68-7.mol | [Molecular Weight]
148.16 |
| Chemical Properties | Back Directory | [Melting point ]
64–67 °C | [Boiling point ]
286.9±30.0 °C(Predicted) | [density ]
1.17±0.1 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [pka]
1.75±0.10(Predicted) | [Appearance]
White to off-white Solid | [InChI]
InChI=1S/C8H8N2O/c1-11-7-4-2-3-6(5-9)8(7)10/h2-4H,10H2,1H3 | [InChIKey]
KLCPAKMBBMVXMD-UHFFFAOYSA-N | [SMILES]
C(#N)C1=CC=CC(OC)=C1N |
| Hazard Information | Back Directory | [Uses]
2-Amino-3-methoxybenzonitrile is used to prepare cyclic guanidines as dual 5-HT5A/5-HT7 receptor ligands. It is also used to prepare 2- and 3-aminobenzo[b]thiophenes as antimitotic agents. | [Preparation]
2-Amino-3-methoxybenzonitrile was prepared by catalytic hydrogenation of 3-methoxy-2-nitrobenzonitrile, yielding a yield of 87.5%. The specific synthesis procedure is as follows: A solution of 3-methoxy-2-nitrobenzonitrile (Compound 9) (8.0 g, 44.9 mmol) in AcOEt (80 ml) was hydrogenated at atmospheric pressure using 10% Pd/C (800 mg) for 2 h. The catalyst was removed by filtration and the filtrate was concentrated. The residue was chromatographed on silica gel (CHCl3–MeOH, 30:1) to afford 2-amino-3-methoxybenzonitrile (5.9 g, 87.5%) as a colourless powder, melting point 64–67 °C[1]. | [Hazard]
2-Amino-3-methoxybenzonitrile is irritating to humans. Exposure may cause respiratory tract irritation, skin irritation and severe eye irritation. Harmful if swallowed or inhaled. | [References]
[1] Goto, K., Nakamura, S., Morioka, Y. (1996). Synthesis and biological activity of the metabolites of diethyl 4-[(4-bromo-2-cyanophenyl)carbamoyl]benzylphosphonate (NO-1886). Chemical and Pharmaceutical Bulletin, 44 3, 547–551. https://doi.org/10.1248/cpb.44.547 |
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Shanghai Ennopharm Co., Ltd.
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Cool Pharm, Ltd
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www.coolpharm.com |
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