(2R,4R,7R)-4-(methanesulfonylmethyl)-6-propyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(16),9,12,14-tetraene

• ChemBase ID: 176368
• Molecular Formular: C19H26N2O2S
• Molecular Mass: 346.48694
• Monoisotopic Mass: 346.17149908
• SMILES: c1cc2c3c(c1)[C@@H]1[C@@H](Cc3c[nH]2)N(C[C@@H](C1)CS(=O)(=O)C)CCC
• Canonical SMILES: CCCN1C[C@@H](C[C@H]2[C@H]1Cc1c[nH]c3c1c2ccc3)CS(=O)(=O)C
• InChI: InChI=1S/C19H26N2O2S/c1-3-7-21-11-13(12-24(2,22)23)8-16-15-5-4-6-17-19(15)14(10-20-17)9-18(16)21/h4-6,10,13,16,18,20H,3,7-9,11-12H2,1-2H3/t13-,16-,18-/m1/s1
• InChIKey: BRFHHAXHZFOBNY-MZMPZRCHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,4R,7R)-4-(methanesulfonylmethyl)-6-propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene
• IUPAC Traditional name: (2R,4R,7R)-4-(methanesulfonylmethyl)-6-propyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(16),9,12,14-tetraene
• Synonyms: (8β)-8-[(Methylsulfonyl)methyl]-6-propyl-ergoline; Pergolide Sulfone

Database IDs

• CAS Number: 72822-03-8
• PubChem SID: 164232278
• PubChem CID: 9997765

CALCULATED PROPERTIES

• Rotatable Bonds: 4
• Lipinski's Rule of Five: true
• Acid pKa: 17.350286
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.11624498
• LogD (pH = 7.4): 1.6830202
• Log P: 1.9567058
• Molar Refractivity: 98.5258 cm^3
• Polarizability: 39.880447 Å^3
• Polar Surface Area: 53.17 Å^2

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; DMSO; Methanol
• Apperance: Yellow Solid
• Melting Point: 190-193°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P287210

A metabolite of Pergolide, a dopaminergic agonist that also decrease plasma prolactin concentrations. An antiparkinsonian agent.