(2S)-2-(aminomethyl)-1-phenylcyclopropane-1-carboxylic acid hydrochloride

• ChemBase ID: 174634
• Molecular Formular: C11H14ClNO2
• Molecular Mass: 227.68736
• Monoisotopic Mass: 227.07130637
• SMILES: c1c(cccc1)C1(C[C@@H]1CN)C(=O)O.Cl
• Canonical SMILES: NC[C@H]1CC1(C(=O)O)c1ccccc1.Cl
• InChI: InChI=1S/C11H13NO2.ClH/c12-7-9-6-11(9,10(13)14)8-4-2-1-3-5-8;/h1-5,9H,6-7,12H2,(H,13,14);1H/t9-,11?;/m1./s1
• InChIKey: ARNYHWIQTFJBEI-INDIWFAOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(aminomethyl)-1-phenylcyclopropane-1-carboxylic acid hydrochloride
• IUPAC Traditional name: (2S)-2-(aminomethyl)-1-phenylcyclopropane-1-carboxylic acid hydrochloride
• Synonyms: (1R,2S)-rel-2-(Aminomethyl)-1-phenylcyclopropanecarboxylic Acid Hydrochloride; cis-2-(Aminomethyl)-1-phenylcyclopropanecarboxylic Acid Hydrochloride; rac-Milnacipran Acid Hydrochloride

Database IDs

• CAS Number: 105310-28-9
• PubChem SID: 164230544
• PubChem CID: 71750740

CALCULATED PROPERTIES

• Acid pKa: 4.1438966
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2102984
• LogD (pH = 7.4): -1.195911
• Log P: -1.1956645
• Molar Refractivity: 52.6967 cm^3
• Polarizability: 20.839281 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M344605

rac-Milnacipran acid is an impurity of Milnacipran (M344600) as potential antidepressant.

REFERENCES

• Bonnaud, B., et al.: J. Med. Chem., 30, 318 (1987)