(2S)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide hydrochloride

• ChemBase ID: 174633
• Molecular Formular: C15H23ClN2O
• Molecular Mass: 282.80892
• Monoisotopic Mass: 282.14989105
• SMILES: c1c(cccc1)C1(C[C@@H]1CN)C(=O)N(CC)CC.Cl
• Canonical SMILES: NC[C@H]1CC1(c1ccccc1)C(=O)N(CC)CC.Cl
• InChI: InChI=1S/C15H22N2O.ClH/c1-3-17(4-2)14(18)15(10-13(15)11-16)12-8-6-5-7-9-12;/h5-9,13H,3-4,10-11,16H2,1-2H3;1H/t13-,15?;/m1./s1
• InChIKey: XNCDYJFPRPDERF-LKNSGBSQSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide hydrochloride
• IUPAC Traditional name: (2S)-2-(aminomethyl)-N,N-diethyl-1-phenylcyclopropane-1-carboxamide hydrochloride
• Synonyms: (1R,2S)-rel-2(Aminomethyl)-N,N-diethyl-1-phenyl-cyclopropanecarboxamide, Monohydrochloride; F-2207; Ixel; Toledomin; Dalcipran; rac-Milnacipran Hydrochloride

Database IDs

• CAS Number: 101152-94-7
• PubChem SID: 164230543
• PubChem CID: 45039934

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.5899252
• LogD (pH = 7.4): -0.91125065
• Log P: 1.4217067
• Molar Refractivity: 73.8095 cm^3
• Polarizability: 28.916954 Å^3
• Polar Surface Area: 46.33 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: White to Off-White Solid
• Melting Point: 179-181°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M344600

Antidepressant. A selective norepinephrine and serotonin reuptake inhibitor approved for the management of fibromyalgia.

REFERENCES

• Moret, C., et al.: Neuropharmacology, 24, 1211 (1985)
• Palmier, C., et al.: Eur. J. Clin. Pharmacol., 37, 235 (1985)
• Spencer, C.M., et al.: Drugs, 56, 405 (1985)