propan-2-yl (2S,3S)-3-(4-iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride

• ChemBase ID: 165981
• Molecular Formular: C18H25ClINO2
• Molecular Mass: 449.75407
• Monoisotopic Mass: 449.06185473
• SMILES: Cl.C12CCC(N1C)[C@H]([C@H](C2)c1ccc(cc1)I)C(=O)OC(C)C
• Canonical SMILES: CC(OC(=O)[C@@H]1C2CCC(N2C)C[C@@H]1c1ccc(cc1)I)C.Cl
• InChI: InChI=1S/C18H24INO2.ClH/c1-11(2)22-18(21)17-15(12-4-6-13(19)7-5-12)10-14-8-9-16(17)20(14)3;/h4-7,11,14-17H,8-10H2,1-3H3;1H/t14?,15-,16?,17+;/m1./s1
• InChIKey: NMCJMIIEVMUGNK-SRUOSAEGSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propan-2-yl (2S,3S)-3-(4-iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• IUPAC Traditional name: isopropyl (2S,3S)-3-(4-iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate hydrochloride
• Synonyms: (1R,2S,3S,5S)-3-(4-Iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid 1-Methylethyl Ester Hydrochloride; [1R-(exo,exo)]-3-(4-Iodophenyl)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic Acid 1-Methylethyl Ester Hydrochloride; RTI 121; RTI 4229-121; 3-Deoxy-3-(p-iodophenyl) α-Ecgonine Isopropyl Ester

Database IDs

• CAS Number: 141807-60-5
• PubChem SID: 162260114
• PubChem CID: 71315490

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.9881362
• LogD (pH = 7.4): 2.5573218
• Log P: 4.213564
• Molar Refractivity: 97.04 cm^3
• Polarizability: 38.284943 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D239800

An intermediate for preparation of Tropane derivatives as Cocaine receptor binding ligands.

REFERENCES

• Allard, P., et al.: J. Neurochem., 62, 338 (1994)
• Carroll, F., et al.: J. Med. Chem., 35, 2497 (1994)
• Masserano, J., et al.: J. Pharmacol. Exp. Ther., 270, 133 (1994)