2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropanenitrile hydrochloride

• ChemBase ID: 160022
• Molecular Formular: C12H17ClN2O2
• Molecular Mass: 256.72858
• Monoisotopic Mass: 256.09785547
• SMILES: c1(c(ccc(c1)CC(N)(C)C#N)OC)OC.Cl
• Canonical SMILES: N#CC(Cc1ccc(c(c1)OC)OC)(N)C.Cl
• InChI: InChI=1S/C12H16N2O2.ClH/c1-12(14,8-13)7-9-4-5-10(15-2)11(6-9)16-3;/h4-6H,7,14H2,1-3H3;1H
• InChIKey: CAKVDZOOCWGIPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropanenitrile hydrochloride
• IUPAC Traditional name: 2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropanenitrile hydrochloride
• Synonyms: (±)-α-Amino-3,4-dimethoxy-α-methylbenzenepropanenitrile Hydrochloride; DL-α-Amino-3,4-dimethoxy-α-methylhydrocinnamonitrile Monohydrochloride; DL-2-amino-3-(3,4-dimethoxyphenyl)-2-methylpropionitrile Hydrochloride; rac α-Amino-3,4-dimethoxy-α-methylbenzenepropanenitrile Hydrochloride

Database IDs

• CAS Number: 2544-12-9
• PubChem SID: 162254157
• PubChem CID: 3014110

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.19668746
• LogD (pH = 7.4): 1.1991472
• Log P: 1.2529873
• Molar Refractivity: 61.7353 cm^3
• Polarizability: 24.09631 Å^3
• Polar Surface Area: 68.27 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A604945

An important intermediate in the preparation of the antihypertensive agent α-Methyl DOPA (M303800).

REFERENCES

• Wu, F. et al.: Guang. Huag., 36, 44 (2008)