2-(3,4-dichlorophenyl)-N-methyl-N-[(1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl]acetamide; methanesulfonic acid

• ChemBase ID: 133633
• Molecular Formular: C20H30Cl2N2O4S
• Molecular Mass: 465.4342
• Monoisotopic Mass: 464.13033381
• SMILES: CN([C@@H]1CCCC[C@H]1N1CCCC1)C(=O)Cc1ccc(c(c1)Cl)Cl.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.O=C(N([C@@H]1CCCC[C@H]1N1CCCC1)C)Cc1ccc(c(c1)Cl)Cl
• InChI: InChI=1S/C19H26Cl2N2O.CH4O3S/c1-22(19(24)13-14-8-9-15(20)16(21)12-14)17-6-2-3-7-18(17)23-10-4-5-11-23;1-5(2,3)4/h8-9,12,17-18H,2-7,10-11,13H2,1H3;1H3,(H,2,3,4)/t17-,18-;/m1./s1
• InChIKey: OJPHNZCUXUUVKU-JAXOOIEVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dichlorophenyl)-N-methyl-N-[(1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl]acetamide; methanesulfonic acid
• IUPAC Traditional name: 2-(3,4-dichlorophenyl)-N-methyl-N-[(1R,2R)-2-(pyrrolidin-1-yl)cyclohexyl]acetamide; methanesulfonic acid
• Synonyms: trans-(±)-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide methanesulfonate salt; U-50488H; (±)-trans-U-50488 methanesulfonate salt

Database IDs

• MDL Number: MFCD00133867
• PubChem SID: 162227910; 24278070
• PubChem CID: 135349

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.8841541
• LogD (pH = 7.4): 2.0654433
• Log P: 4.2984037
• Molar Refractivity: 100.2343 cm^3
• Polarizability: 39.308075 Å^3
• Polar Surface Area: 23.55 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: H2O: soluble50 mg/mL

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... OPRK1(4986)

DETAILS

Sigma Aldrich - D8040

Biochem/physiol Actions
Selective κ-opioid receptor agonist.