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CHEBI:77823 - tilidine
| ChEBI ID | CHEBI:77823 |
| ChEBI Name | tilidine |
| Stars | |
| Definition | A racemate that is an equimolar mixture of the two trans diastereoisomers of ethyl 2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate, namely dextilidine and ent-dextilidine. It is used (commonly as the hydrochloride hemihydrate) as an opioid analgesic for the management of moderate to severe pain. A prodrug, it is metabolised in the body to nortilidine, which is responsible for the analgesic activity; virtually all of the opioid activity resides in the (1S,2R) isomer. |
| Last Modified | 22 February 2017 |
| Submitter | Gareth Owen |
| Wikipedia |
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| Roles Classification |
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| Biological Roles: | opioid analgesic A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. |
| Applications: | prodrug A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug. opioid analgesic A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. |
| ChEBI Ontology |
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| Outgoing Relation(s) |
| tilidine (CHEBI:77823) has part ent-dextilidine (CHEBI:77821) |
| tilidine (CHEBI:77823) has part dextilidine (CHEBI:77822) |
| tilidine (CHEBI:77823) has role analgesic (CHEBI:35480) |
| tilidine (CHEBI:77823) has role opioid analgesic (CHEBI:35482) |
| tilidine (CHEBI:77823) has role prodrug (CHEBI:50266) |
| tilidine (CHEBI:77823) is a racemate (CHEBI:60911) |
| IUPAC Names |
|---|
| rac-ethyl (1R,2S)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate |
| rac-ethyl (1S,2R)-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate |
| INNs | Source |
|---|---|
| tilidina | WHO MedNet |
| tilidine | WHO MedNet |
| tilidine | WHO MedNet |
| tilidinum | WHO MedNet |
| Synonyms | Source |
|---|---|
| Dl-trans-tilidine | ChEMBL |
| ethyl trans-2-(dimethylamino)-1-phenylcyclohex-3-ene-1-carboxylate | ChemIDplus |
| IDS-NT-003 | ChEMBL |
| Trans-tilidine | ChEMBL |
| Registry Numbers | Sources |
|---|---|
| Reaxys:2813935 | Reaxys |
| CAS:51931-66-9 | ChemIDplus |
| Citations |
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