ethyl (1R,2R)-2-[bis(2H3)methylamino]-1-phenylcyclohex-3-ene-1-carboxylate hydrochloride

• ChemBase ID: 178649
• Molecular Formular: C17H24ClNO2
• Molecular Mass: 309.83096
• Monoisotopic Mass: 309.14955669
• SMILES: C1=CCC[C@@]([C@@H]1N(C)C)(C(=O)OCC)c1ccccc1.Cl
• Canonical SMILES: CCOC(=O)[C@]1(CCC=C[C@H]1N(C)C)c1ccccc1.Cl
• InChI: InChI=1S/C17H23NO2.ClH/c1-4-20-16(19)17(14-10-6-5-7-11-14)13-9-8-12-15(17)18(2)3;/h5-8,10-12,15H,4,9,13H2,1-3H3;1H/t15-,17-;/m1./s1
• InChIKey: MUWDJVKYGSDUSH-SSPJITILSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: ethyl (1R,2R)-2-[bis(^2H₃)methylamino]-1-phenylcyclohex-3-ene-1-carboxylate hydrochloride
• IUPAC Traditional name: ethyl (1R,2R)-2-[bis(^2H₃)methylamino]-1-phenylcyclohex-3-ene-1-carboxylate hydrochloride
• Synonyms: (1R,2S)-rel-2-(Dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylic Acid Ethyl Ester Hydrochloride; Ethyl trans-2-(Dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylate Hydrochloride; dl-trans-Tilidine Hydrochloride; trans-Tilidine Hydrochloride; Tilidine-d6 Hydrochloride

Database IDs

• CAS Number: 1217655-15-6
• PubChem SID: 164234559
• PubChem CID: 71752578

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 0.39742556
• LogD (pH = 7.4): 2.127607
• Log P: 3.354598
• Molar Refractivity: 82.1645 cm^3
• Polarizability: 31.915855 Å^3
• Polar Surface Area: 29.54 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White Solid
• Melting Point: 156-158°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - T440302

This is a controlled substance (opiate). Analgesic. It is used in clinical trial in comparison with Nefopam.

REFERENCES

• Vollmer, K.-O., et al.: Arzneim.-Forsch., 20, 990 (1970)
• Abeloos, J., et al.: Acta Anaesthesiol. Belg., 34, 283 (1970)
• Van Cauwenberge, H., et al.: Int. J. Clin. Pharmacol. Res., 12, 1 (1970)