| Identification | Back Directory | [Name]
ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate | [CAS]
51931-66-9 | [Synonyms]
Dea no. 9750
Tilidate [ban]
trans-Tilidine
Einecs 257-522-9
ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate
Ethyl trans-2-(dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylate
3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, trans-
3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, (1R,2S)-rel- | [EINECS(EC#)]
257-522-9 | [Molecular Formula]
C17H23NO2 | [MOL File]
51931-66-9.mol | [Molecular Weight]
273.37 |
| Chemical Properties | Back Directory | [Boiling point ]
96 °C(Press: 0.01 Torr) | [density ]
1.06±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [pka]
8.26±0.40(Predicted) | [InChI]
1S/C17H23NO2/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/t15-,17?/m1/s1 | [InChIKey]
WDEFBBTXULIOBB-LDCVWXEPSA-N | [SMILES]
N([C@H]1C(CCC=C1)(c2ccccc2)C(=O)OCC)(C)C |
| Hazard Information | Back Directory | [Uses]
Tilidine is an opioid used primarily as a painkiller it inhibits the enzyme adenylyl cyclase. | [Definition]
ChEBI: Dextilidine is an ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate that has S configuration at the carbon bearing the phenyl group and R configuration at the carbon bearing the dimethylamino group. The opioid analgesic tilidine is the racemate comprising equimolar amounts of dextilidine and its enantiomer, ent-dextilidine. A prodrug, tilidine is converted by the liver to the active analgesic, nortilidine; virtually all of the opioid activity resides in the (1S,2R) isomer (i.e. the isomer derived from dextilidine). It has a role as an opioid analgesic and a prodrug. It is an enantiomer of an ent-dextilidine. |
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