[2-(3,4-dichlorophenyl)ethyl](methyl)[2-(pyrrolidin-1-yl)ethyl]amine

• ChemBase ID: 161161
• Molecular Formular: C15H22Cl2N2
• Molecular Mass: 301.25458
• Monoisotopic Mass: 300.11600407
• SMILES: C1CCN(C1)CCN(CCc1ccc(c(c1)Cl)Cl)C
• Canonical SMILES: CN(CCc1ccc(c(c1)Cl)Cl)CCN1CCCC1
• InChI: InChI=1S/C15H22Cl2N2/c1-18(10-11-19-7-2-3-8-19)9-6-13-4-5-14(16)15(17)12-13/h4-5,12H,2-3,6-11H2,1H3
• InChIKey: ASGIQUHBAVIOTI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: [2-(3,4-dichlorophenyl)ethyl](methyl)[2-(pyrrolidin-1-yl)ethyl]amine
• IUPAC Traditional name: [2-(3,4-dichlorophenyl)ethyl](methyl)[2-(pyrrolidin-1-yl)ethyl]amine
• Synonyms: N-[2-(3,4-Dichlorophenyl)ethyl]-N-methyl-1-pyrrolidineethanamine Dihydrobromide; BD 1008 Dihydrobromide

Database IDs

• CAS Number: 138356-09-9
• PubChem SID: 162255296
• PubChem CID: 126388

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.10332227
• LogD (pH = 7.4): 1.525193
• Log P: 3.8358352
• Molar Refractivity: 84.5254 cm^3
• Polarizability: 32.90137 Å^3
• Polar Surface Area: 6.48 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B129450

An α receptor antagonist, attenuating the biochemical effects of cocaine. Also studied was this compounds ability to prevent neuropathic pain following chemotherapy.

REFERENCES

• Foster, A., et al.: Bioorg. Med. Chem. Lett., 13, 749 (2003)
• Gebreselassie, D., et al.: Eur. J. Pharmacol., 493, 19 (2003)
• Kedjouar, B., et al.: J. Biol. Chem., 279, 34048 (2003)
• Smith, T., et al.: J. Med. Chem., 51, 3322 (2003)