(2R,4R,7R)-4-[(methylsulfanyl)methyl]-6-(2H7)propyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),9,12,14-tetraene; methanesulfonic acid

• ChemBase ID: 176367
• Molecular Formular: C20H30N2O3S2
• Molecular Mass: 410.5938
• Monoisotopic Mass: 410.16978483
• SMILES: c1ccc2c3c1[C@@H]1[C@@H](Cc3c[nH]2)N(C[C@@H](C1)CSC)CCC.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.CCCN1C[C@H](CSC)C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3
• InChI: InChI=1S/C19H26N2S.CH4O3S/c1-3-7-21-11-13(12-22-2)8-16-15-5-4-6-17-19(15)14(10-20-17)9-18(16)21;1-5(2,3)4/h4-6,10,13,16,18,20H,3,7-9,11-12H2,1-2H3;1H3,(H,2,3,4)/t13-,16-,18-;/m1./s1
• InChIKey: UWCVGPLTGZWHGS-ZORIOUSZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,7R)-4-[(methylsulfanyl)methyl]-6-(^2H₇)propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene; methanesulfonic acid
• IUPAC Traditional name: (2R,4R,7R)-4-[(methylsulfanyl)methyl]-6-(^2H₇)propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene; methanesulfonic acid
• Synonyms: (8β)-8-[(Methylthio)methyl]-6-propylergoline-d7 Mesylate; Celance-d7; Permax-d7; Nopar-d7; LY-127809-d7; Pergolide Mesylate-d7

Database IDs

• PubChem SID: 164232277
• PubChem CID: 46782705

CALCULATED PROPERTIES

• Acid pKa: 17.350344
• H Acceptors: 1
• H Donor: 1
• LogD (pH = 5.5): 0.84682393
• LogD (pH = 7.4): 2.1517017
• Log P: 4.22529
• Molar Refractivity: 97.0167 cm^3
• Polarizability: 38.84761 Å^3
• Polar Surface Area: 19.03 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Brown Solid
• Melting Point: 228-230°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P287202

A dopaminergic agonist that also decrease plasma prolactin concentrations. A labelled antiparkinsonian agent.

REFERENCES

• Lemberger, L. and Crabtree, R.E.: Science, 205, 1151 (1979)
• Koller, W.C.: Neuropharmacology, 19, 831 (1979)
• Francks, S., et al.: Lancet, 2, 659 (1979)
• Kleinberg, D.L., et al.: N. Engl. J. Med., 309, 704 (1983)