(1S,2S)-6,7-dimethoxy-2-(13C)methyl-2-[3-(sulfonatooxy)propyl]-1-[(3,4,5-trimethoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-ium

• ChemBase ID: 178361
• Molecular Formular: C25H35NO9S
• Molecular Mass: 526.60435484
• Monoisotopic Mass: 526.20660754
• SMILES: c1c(c(cc2c1[C@@H]([N@+](CC2)(CCCOS(=O)(=O)[O-])[13CH3])Cc1cc(c(c(c1)OC)OC)OC)OC)OC
• Canonical SMILES: COc1cc2c(cc1OC)CC[N@+]([C@H]2Cc1cc(OC)c(c(c1)OC)OC)([13CH3])CCCOS(=O)(=O)[O-]
• InChI: InChI=1S/C25H35NO9S/c1-26(9-7-11-35-36(27,28)29)10-8-18-15-21(30-2)22(31-3)16-19(18)20(26)12-17-13-23(32-4)25(34-6)24(14-17)33-5/h13-16,20H,7-12H2,1-6H3/t20-,26-/m0/s1/i1+1
• InChIKey: JNJPMULHLYLHIJ-HSWMOBKUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-6,7-dimethoxy-2-(^1^3C)methyl-2-[3-(sulfonatooxy)propyl]-1-[(3,4,5-trimethoxyphenyl)methyl]-1,2,3,4-tetrahydroisoquinolin-2-ium
• IUPAC Traditional name: (1S,2S)-6,7-dimethoxy-2-(^1^3C)methyl-2-[3-(sulfonatooxy)propyl]-1-[(3,4,5-trimethoxyphenyl)methyl]-3,4-dihydro-1H-isoquinolin-2-ium
• Synonyms: trans-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-(methyl-13C)-2-[3-(sulfooxy)propyl]-1-[(3,4,5-trimethoxyphenyl)methyl]isoquinolinium Inner Salt; Trans-5'-Methoxylaudanosine-13C-N-3-(sulfooxy)propyl Inner Salt; 3-{trans-1,2,3,4-Tetrahydro-6,7-dimethoxy-2-(methyl-13C)-1-[(3,4,5-trimethoxyphenyl)methyl]-2-isoquinolinio}propyl-1-sulfate

Database IDs

• PubChem SID: 164234271
• PubChem CID: 46783045

CALCULATED PROPERTIES

• Acid pKa: -1.8777207
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 0.5251842
• LogD (pH = 7.4): 0.5251842
• Log P: -1.498417
• Molar Refractivity: 145.2055 cm^3
• Polarizability: 53.105106 Å^3
• Polar Surface Area: 112.58 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - T293697

Intermediate for the synthesis of dimeric and substituted isoquinolines as ultra short acting neuromuscular blockers.

REFERENCES

• Stenlake, J., et al.: Eur. J. Med. Chem., 16, 515 (1981)
• Boros, E., et al.: J. Med. Chem., 42, 206 (1999).