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

• ChemBase ID: 132442
• Molecular Formular: C23H32Cl2N2O7
• Molecular Mass: 519.41538
• Monoisotopic Mass: 518.15865673
• SMILES: CN([C@H]1CCCC[C@H]1N1CCCC1)C(=O)Cc1ccc(c(c1)Cl)Cl.C(C(C(=O)O)O)(C(=O)O)O
• Canonical SMILES: O=C(N([C@H]1CCCC[C@H]1N1CCCC1)C)Cc1ccc(c(c1)Cl)Cl.OC(=O)C(C(C(=O)O)O)O
• InChI: InChI=1S/C19H26Cl2N2O.C4H6O6/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;5-1(3(7)8)2(6)4(9)10/h8-9,12,17-18H,2-7,10-11,13H2,1H3;1-2,5-6H,(H,7,8)(H,9,10)/t17-,18+;/m0./s1
• InChIKey: DMBKHRMAGYYBJM-CJRXIRLBSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,3-dihydroxybutanedioic acid; 2-(3,4-dichlorophenyl)-N-methyl-N-[(1S,2R)-2-(pyrrolidin-1-yl)cyclohexyl]acetamide
• IUPAC Traditional name: (.+-.)-tartaric acid; 2-(3,4-dichlorophenyl)-N-methyl-N-[(1S,2R)-2-(pyrrolidin-1-yl)cyclohexyl]acetamide
• Synonyms: (-)-(1S,2R)-cis-3,4-Dichloro-N-methyl-N-[2-(1-pyrrolidinyl)cyclohexyl]benzeneacetamide tartrate; (-)-cis-(1S,2R)-U-50488 tartrate

Database IDs

• CAS Number: 121843-48-9
• MDL Number: MFCD00153875
• PubChem SID: 162226719; 24278550
• PubChem CID: 16220064

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: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: ethanol: soluble
• Apperance: white solid

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 ... OPRS1(10280)

DETAILS

Sigma Aldrich - U106

Biochem/physiol Actions
Potent σ receptor ligand.