2-(3,4-dichlorophenyl)-N-[(1S)-1-(3-isothiocyanatophenyl)-2-(pyrrolidin-1-yl)ethyl]-N-methylacetamide hydrochloride

• ChemBase ID: 153647
• Molecular Formular: C22H24Cl3N3OS
• Molecular Mass: 484.86946
• Monoisotopic Mass: 483.07056644
• SMILES: CN([C@H](CN1CCCC1)c1cccc(c1)N=C=S)C(=O)Cc1ccc(c(c1)Cl)Cl.Cl
• Canonical SMILES: S=C=Nc1cccc(c1)[C@H](N(C(=O)Cc1ccc(c(c1)Cl)Cl)C)CN1CCCC1.Cl
• InChI: InChI=1S/C22H23Cl2N3OS.ClH/c1-26(22(28)12-16-7-8-19(23)20(24)11-16)21(14-27-9-2-3-10-27)17-5-4-6-18(13-17)25-15-29;/h4-8,11,13,21H,2-3,9-10,12,14H2,1H3;1H/t21-;/m1./s1
• InChIKey: BNWYENYHNOESCX-ZMBIFBSDSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4-dichlorophenyl)-N-[(1S)-1-(3-isothiocyanatophenyl)-2-(pyrrolidin-1-yl)ethyl]-N-methylacetamide hydrochloride
• IUPAC Traditional name: 2-(3,4-dichlorophenyl)-N-[(1S)-1-(3-isothiocyanatophenyl)-2-(pyrrolidin-1-yl)ethyl]-N-methylacetamide hydrochloride
• Synonyms: 2-(3,4-Dichlorophenyl)-N-methyl-N-[(1S)-(3-isothiocyanatophenyl)-2-(1-pyrrolidinyl)ethyl]acetamide hydrochloride; (S)-DIPPA hydrochloride

Database IDs

• MDL Number: MFCD03452915
• PubChem SID: 24893908; 162247786
• PubChem CID: 45073425

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 2.9686284
• LogD (pH = 7.4): 4.740162
• Log P: 5.6900005
• Molar Refractivity: 125.4966 cm^3
• Polarizability: 47.94813 Å^3
• Polar Surface Area: 35.91 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO: soluble26 mg/mL; H2O: insoluble
• Apperance: off-white solid

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Empirical Formula (Hill Notation): C22H23Cl2N3OS • HCl

DETAILS

Sigma Aldrich - D4939

Biochem/physiol Actions
Selective κ opioid receptor antagonist.