(1S)-1-phenylethan-1-amine; (4S)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexanoic acid

• ChemBase ID: 179491
• Molecular Formular: C24H32N2O4
• Molecular Mass: 412.52188
• Monoisotopic Mass: 412.23620751
• SMILES: c1(c(cc(cc1)[C@](CCC(=O)O)(C(C)C)C#N)OC)OC.N[C@@H](C)c1ccccc1
• Canonical SMILES: C[C@@H](c1ccccc1)N.N#C[C@](c1ccc(c(c1)OC)OC)(C(C)C)CCC(=O)O
• InChI: InChI=1S/C16H21NO4.C8H11N/c1-11(2)16(10-17,8-7-15(18)19)12-5-6-13(20-3)14(9-12)21-4;1-7(9)8-5-3-2-4-6-8/h5-6,9,11H,7-8H2,1-4H3,(H,18,19);2-7H,9H2,1H3/t16-;7-/m00/s1
• InChIKey: VNKDXBXOHWCAIP-PIUSWTIESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S)-1-phenylethan-1-amine; (4S)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexanoic acid
• IUPAC Traditional name: (4S)-4-cyano-4-(3,4-dimethoxyphenyl)-5-methylhexanoic acid; (S)-α-phenylethylamine
• Synonyms: (αS)-α-Methyl-benzenemethanamine (R)-γ-Cyano-3,4-dimethoxy -γ-(1-methylethyl)benzenebutanoate; (R)-Verapamilic Acid (S)-α-Methylbenzylamine Salt

Database IDs

• CAS Number: 302825-76-9
• PubChem SID: 164235401
• PubChem CID: 71752938

CALCULATED PROPERTIES

• Acid pKa: 2.54704
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -0.09821725
• LogD (pH = 7.4): -0.75624377
• Log P: 2.7530844
• Molar Refractivity: 78.3638 cm^3
• Polarizability: 30.468184 Å^3
• Polar Surface Area: 79.55 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Water
• Apperance: White Solid
• Melting Point: 126-128°C

DETAILS

Toronto Research Chemicals - V126310

Precursor for Verapamil.Calcium antagonist.

REFERENCES

• Atlas, D, and Adler, M.: Proc. Natl. Acad. Sci. USA, 78, 1237 (1981)
• Janis, R., et al.: Adv. Drug. Res., 16, 309 (1987)