2-{4-bromo-1-[3-(2H3)methylthiophen-2-yl]but-1-en-1-yl}-3-(2H3)methylthiophene

• ChemBase ID: 162769
• Molecular Formular: C14H15BrS2
• Molecular Mass: 327.3029
• Monoisotopic Mass: 325.97985448
• SMILES: C(=C\CCBr)(/c1c(ccs1)C)\c1c(ccs1)C
• Canonical SMILES: BrCC/C=C(/c1sccc1C)\c1sccc1C
• InChI: InChI=1S/C14H15BrS2/c1-10-5-8-16-13(10)12(4-3-7-15)14-11(2)6-9-17-14/h4-6,8-9H,3,7H2,1-2H3
• InChIKey: KRXSGXVUQKRSCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-bromo-1-[3-(^2H₃)methylthiophen-2-yl]but-1-en-1-yl}-3-(^2H₃)methylthiophene
• IUPAC Traditional name: 2-{4-bromo-1-[3-(^2H₃)methylthiophen-2-yl]but-1-en-1-yl}-3-(^2H₃)methylthiophene
• Synonyms: 2,2'-(4-Bromo-1-butenylidene)bis-3-methyl-d6-thiophene

Database IDs

• PubChem SID: 162256904
• PubChem CID: 71314218

CALCULATED PROPERTIES

• H Acceptors: 0
• H Donor: 0
• LogD (pH = 5.5): 5.930364
• LogD (pH = 7.4): 5.930364
• Log P: 5.930364
• Molar Refractivity: 91.3969 cm^3
• Polarizability: 30.744175 Å^3
• Polar Surface Area: 0.0 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: Yellow Oil

DETAILS

Toronto Research Chemicals - B681842

Used in the preparation of proline derivatives as GABA uptake inhibitor.

REFERENCES

• Andersen, K.E., et al.: J. Med. Chem., 36, 1716 (1993)
• Zhao, X. et al.: Eur. J. Med. Chem. 40, 231 (2005)