(2E)-but-2-enedioic acid methyl 4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate

• ChemBase ID: 133540
• Molecular Formular: C23H29Cl2N3O7
• Molecular Mass: 530.39826
• Monoisotopic Mass: 529.13825564
• SMILES: COC(=O)N1CCN(C(C1)CN1CCCC1)C(=O)Cc1ccc(c(c1)Cl)Cl.C(=C\C(=O)O)/C(=O)O
• Canonical SMILES: OC(=O)/C=C/C(=O)O.COC(=O)N1CCN(C(C1)CN1CCCC1)C(=O)Cc1ccc(c(c1)Cl)Cl
• InChI: InChI=1S/C19H25Cl2N3O3.C4H4O4/c1-27-19(26)23-8-9-24(15(13-23)12-22-6-2-3-7-22)18(25)11-14-4-5-16(20)17(21)10-14;5-3(6)1-2-4(7)8/h4-5,10,15H,2-3,6-9,11-13H2,1H3;1-2H,(H,5,6)(H,7,8)/b;2-1+
• InChIKey: ABTNETSDXZBJTE-WLHGVMLRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-but-2-enedioic acid methyl 4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate
• IUPAC Traditional name: fumaric acid methyl 4-[2-(3,4-dichlorophenyl)acetyl]-3-(pyrrolidin-1-ylmethyl)piperazine-1-carboxylate
• Synonyms: 4-[(3,4-Dichlorophenyl)acetyl]-3-(1-pyrrolidinylmethyl)-1-piperazinecarboxylic acid methyl ester fumarate salt; GR 89696 fumarate salt

Database IDs

• CAS Number: 126766-32-3
• MDL Number: MFCD00274044
• PubChem SID: 24278038; 162227817
• PubChem CID: 6442840

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): -0.113733664
• LogD (pH = 7.4): 1.6555839
• Log P: 2.637007
• Molar Refractivity: 105.766 cm^3
• Polarizability: 41.28291 Å^3
• Polar Surface Area: 53.09 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: >50 mg/mL; ethanol: soluble4.0 mg/mL; H2O: soluble8.5 mg/mL
• Apperance: off-white solid

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

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

DETAILS

Sigma Aldrich - G133

Biochem/physiol Actions
Selective κ2 opioid receptor agonist.
Legal Information
Sold for research purposes under agreement from Glaxo-Smith-Kline