(11R)-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: 133081
• 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-;/m1./s1
• InChIKey: FSGCSTPOPBJYSX-VEIFNGETSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (11R)-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: (11R)-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: (R)-(+)-[2,3-Dihydro-5-methyl-3[(4-morpholinyl)methyl]pyrrolo[1,2,3-de]-1,4-benzoxazinyl]-(1-naphthalenyl)methanone mesylate salt; WIN 55212-2 methanesulfonate; (R)-(+)-WIN 55,212-2 mesylate salt; WIN552122 甲磺酸酯

Database IDs

• CAS Number: 131543-23-2
• MDL Number: MFCD00153882
• PubChem SID: 24278779; 162227358
• PubChem CID: 6604176

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: 0.1 M HCl: soluble0.25 mg/mL; 0.1 M NaOH: insoluble; 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: soluble2.4 mg/mL; DMSO: soluble12 mg/mL; H2O: insoluble
• Apperance: white to beige powder

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

Pharmacology Properties

• Gene Information: human ... CNR1(1268), CNR2(1269)

Product Information

• Purity: ≥98% (HPLC)

DETAILS

Sigma Aldrich - W102

Biochem/physiol Actions
High affinity cannabinoid receptor agonist.
Legal Information
Sold with the permission of Sterling-Winthrop, Inc.