(11S)-2-methyl-11-(morpholin-4-ylmethyl)-3-(naphthalene-1-carbonyl)-9-oxa-1-azatricyclo[6.3.1.04,12]dodeca-2,4,6,8(12)-tetraene; methanesulfonic acid

• ChemBase ID: 155529
• Molecular Formular: C28H30N2O6S
• Molecular Mass: 522.6126
• Monoisotopic Mass: 522.18245769
• SMILES: Cc1c(c2cccc3c2n1[C@H](CO3)CN1CCOCC1)C(=O)c1cccc2c1cccc2.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.O=C(c1c(C)n2c3c1cccc3OC[C@@H]2CN1CCOCC1)c1cccc2c1cccc2
• InChI: InChI=1S/C27H26N2O3.CH4O3S/c1-18-25(27(30)22-9-4-7-19-6-2-3-8-21(19)22)23-10-5-11-24-26(23)29(18)20(17-32-24)16-28-12-14-31-15-13-28;1-5(2,3)4/h2-11,20H,12-17H2,1H3;1H3,(H,2,3,4)/t20-;/m0./s1
• InChIKey: FSGCSTPOPBJYSX-BDQAORGHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (11S)-2-methyl-11-(morpholin-4-ylmethyl)-3-(naphthalene-1-carbonyl)-9-oxa-1-azatricyclo[6.3.1.0^4,^1^2]dodeca-2,4,6,8(12)-tetraene; methanesulfonic acid
• IUPAC Traditional name: (11S)-2-methyl-11-(morpholin-4-ylmethyl)-3-(naphthalene-1-carbonyl)-9-oxa-1-azatricyclo[6.3.1.0^4,^1^2]dodeca-2,4,6,8(12)-tetraene; methanesulfonic acid
• Synonyms: S(-)-[2,3-Dihydro-5-methyl-3-[(4-morpholinyl)methyl]pyrrolo[1,2,3-de]-1,4-benzoxazinyl]-(1-naphthalenyl)methanone mesylate salt; S(-)-WIN 55,212-3 mesylate salt

Database IDs

• CAS Number: 131543-25-4
• MDL Number: MFCD00467944
• PubChem SID: 24900777; 162249667
• PubChem CID: 11613341

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 0
• LogD (pH = 5.5): 3.5463715
• LogD (pH = 7.4): 4.4356165
• Log P: 4.47479
• Molar Refractivity: 125.4746 cm^3
• Polarizability: 50.788803 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble2.4 mg/mL; DMSO: soluble; methanol: soluble
• Apperance: off-white solid
• Optical Rotation: [α]/D -48.0°, c = 0.246 in DMSO(lit.)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada

Product Information

• Linear Formula: C27H26N2O3 · CH3SO3H

DETAILS

Sigma Aldrich - W109

Biochem/physiol Actions
Inactive enantiomer of WIN 55,212-2.
Caution
Hygroscopic
Legal Information
Manufactured and sold with the permission of Sterling Winthrop.