Compound: TILIDINE
SMILES: O=C(OCC)[C@@]1(c2ccccc2)[C@H](N(C)C)C=CCC1
InChIKey: WDEFBBTXULIOBB-WBVHZDCISA-N
Synonyms: TILIDINE, Tilidate, trans-Tilidine, dl-trans-Tilidine, 51931-66-9, ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate, 20380-58-9, GY33N31E9Y, IDS-NT-003, DTXSID9023671, 3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, (1R,2S)-rel-, Go 1261, Godecke, Tilidin, RefChem:898119, DTXCID003671, CHEBI:77823, Go1261, DTXSID401347825, 243-774-7, 257-522-9, Dextilidine, Dextilidina, Dextilidinum, Dextilidine [INN], 32447-90-8, Ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate, Tilidine (INN), 2728MV084C, DEA No. 9750, TILIDINE [INN], (+)-Ethyl trans-2-(dimethylamino)-1-phenyl-3-cyclohexene-1-carboxylate, Tilidate [BAN], Tilidine [USAN:INN], EINECS 243-774-7, EINECS 257-522-9, Dextilidinum [INN-Latin], Dextilidina [INN-Spanish], UNII-GY33N31E9Y, Tilidin, UNII-2728MV084C, 3-Cyclohexene-1-carboxylic acid, 2-(dimethylamino)-1-phenyl-, ethyl ester, trans-, (+)-tilidine, EINECS 251-048-6, TILIDINE [MI], TILIDINE [WHO-DD], SCHEMBL25188, TILIDINE, (+)-, CHEMBL2104560, TILIDINE, TRANS-(+)-, CHEBI:77822, WDEFBBTXULIOBB-WBVHZDCISA-N, (+)-(1S,2R)-Ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylat, DB13787, DB-308086, NS00010651, D08597, Q421108, (+)-(1S,2R)-ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylate, (1S,2R)-(+)-ethyl-2-dimethylamino-1-phenyl-3-cyclohexen-1-carboxylate, (+/-)-ETHYL TRANS-2-(DIMETHYLAMINO)-1-PHENYL-3-CYCLOHEXENE-1-CARBOXYLATE, Ethyl (1S,6R)-6-(dimethylamino)-3,6-dihydro[1,1'-biphenyl]-1(2H)-carboxylate, 3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(DIMETHYLAMINO)-1-PHENYL-, ETHYL ESTER, (TRANS)-(+/-)-, 3-CYCLOHEXENE-1-CARBOXYLIC ACID, 2-(DIMETHYLAMINO)-1-PHENYL-, ETHYL ESTER,(1S-TRANS)-
Theoretical properties:
molecular_formula: C17H23NO2
molecular_weight: 273.37 g/mol
exact_mass: 273.172878976 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 5
heavy_atom_count: 20
topological_polar_surface_area: 29.5 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 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.
chebi: An ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate that has <i>S</i> configuration at the carbon bearing the phenyl group and <i>R</i> configuration at the carbon bearing the dimethylamino group. The opioid analgesic tilidine is the racemate comprising equimolar amounts of dextilidine and its enantiomer, <em>ent</em>-dextilidine. A prodrug, tilidine is converted by the liver to the active analgesic, nortilidine; virtually all of the opioid activity resides in the (1<i>S</i>,2<i>R</i>) isomer (i.e. the isomer derived from dextilidine).
chembl: DEXTILIDINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Tilidine, sold under the brand-name Valoron among others, is a synthetic opioid analgesic, used mainly in Belgium, Bulgaria, Germany, Albania, Luxembourg, and South Africa for the treatment of moderate to severe pain, both acute and chronic. Its onset of pain relief after oral administration is about 10-15 minutes and peak relief from pain occurs about 25-50 minutes after administration.