(3R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride

• ChemBase ID: 178289
• Molecular Formular: C12H16ClNO4
• Molecular Mass: 273.71274
• Monoisotopic Mass: 273.07678568
• SMILES: c1(c(cc2c(c1)C[C@@H](NC2)C(=O)O)OC)OC.Cl
• Canonical SMILES: COc1cc2C[C@@H](NCc2cc1OC)C(=O)O.Cl
• InChI: InChI=1S/C12H15NO4.ClH/c1-16-10-4-7-3-9(12(14)15)13-6-8(7)5-11(10)17-2;/h4-5,9,13H,3,6H2,1-2H3,(H,14,15);1H/t9-;/m1./s1
• InChIKey: ROWPWZMWICGKBY-SBSPUUFOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (3R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
• IUPAC Traditional name: (3R)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid hydrochloride
• Synonyms: (S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic Acid Hydrochloride; (3S)-1,2,3,4-Tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic Acid Hydrochloride

Database IDs

• CAS Number: 82586-62-7
• PubChem SID: 164234199
• PubChem CID: 71752419

CALCULATED PROPERTIES

• Acid pKa: 1.3215396
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.5250267
• LogD (pH = 7.4): -1.5323375
• Log P: -1.5250138
• Molar Refractivity: 61.3719 cm^3
• Polarizability: 24.06908 Å^3
• Polar Surface Area: 67.79 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White to Off-White Solid
• Melting Point: 258-261°C

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - T293190

Moexipril intermediate.

REFERENCES

• Klutchko, S., et al.: J. Med. Chem., 29, 1953 (1986)