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CHEBI:32250 - tramadol hydrochloride
| ChEBI ID | CHEBI:32250 |
| ChEBI Name | tramadol hydrochloride |
| Stars | |
| Definition | A racemate consisting of equal amounts of (R,R)- and (S,S)-tramadol hydrochloride. A centrally acting synthetic opioid analgesic, used to treat moderately severe pain. The (R,R)-enantiomer exhibits ten-fold higher analgesic potency than the (S,S)-enantiomer. |
| Secondary ChEBI ID | CHEBI:75732 |
| Last Modified | 26 September 2013 |
| Submitter | Steve |
| Formula | C16H25NO2.HCl |
| Net Charge | 0 |
| Average Mass | 299.165 |
| Monoisotopic Mass | 299.16521 |
| 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. NMDA receptor antagonist Any substance that inhibits the action of N-methyl-D-aspartate (NMDA) receptors. They tend to induce a state known as dissociative anesthesia, marked by catalepsy, amnesia, and analgesia, while side effects can include hallucinations, nightmares, and confusion. Due to their psychotomimetic effects, many NMDA receptor antagonists are used as recreational drugs. muscarinic antagonist A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists. delta-opioid receptor agonist A compound that exhibits agonist activity at the δ-opioid receptor. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. serotonin uptake inhibitor A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent. serotonergic antagonist Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. nicotinic antagonist An antagonist at the nicotinic cholinergic receptor. mu-opioid receptor agonist A compound that exhibits agonist activity at the μ-opioid receptor. capsaicin receptor antagonist Any substance which blocks the painful sensation of heat caused by capsaicin acting on the TRPV1 ion channel. kappa-opioid receptor agonist A compound that exhibits agonist activity at the κ-opioid receptor. |
| Applications: | opioid analgesic A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood. antitussive An agent that suppresses cough. Antitussives have a central or a peripheral action on the cough reflex, or a combination of both. Compare with expectorants, which are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing, and mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration. muscarinic antagonist A drug that binds to but does not activate muscarinic cholinergic receptors, thereby blocking the actions of endogenous acetylcholine or exogenous agonists. delta-opioid receptor agonist A compound that exhibits agonist activity at the δ-opioid receptor. adrenergic uptake inhibitor Adrenergic uptake inhibitors are drugs that block the transport of adrenergic transmitters into axon terminals or into storage vesicles within terminals. The tricyclic antidepressants and amphetamines are among the therapeutically important drugs that may act via inhibition of adrenergic transport. Many of these drugs also block transport of serotonin. serotonin uptake inhibitor A compound that specifically inhibits the reuptake of serotonin in the brain. This increases the serotonin concentration in the synaptic cleft which then activates serotonin receptors to a greater extent. serotonergic antagonist Drugs that bind to but do not activate serotonin receptors, thereby blocking the actions of serotonin or serotonergic agonists. nicotinic antagonist An antagonist at the nicotinic cholinergic receptor. mu-opioid receptor agonist A compound that exhibits agonist activity at the μ-opioid receptor. kappa-opioid receptor agonist A compound that exhibits agonist activity at the κ-opioid receptor. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| tramadol hydrochloride (CHEBI:32250) has part (R,R)-tramadol hydrochloride (CHEBI:75733) |
| tramadol hydrochloride (CHEBI:32250) has part (S,S)-tramadol hydrochloride (CHEBI:75734) |
| tramadol hydrochloride (CHEBI:32250) has part tramadol(1+) (CHEBI:75736) |
| tramadol hydrochloride (CHEBI:32250) has role adrenergic uptake inhibitor (CHEBI:35640) |
| tramadol hydrochloride (CHEBI:32250) has role antitussive (CHEBI:51177) |
| tramadol hydrochloride (CHEBI:32250) has role capsaicin receptor antagonist (CHEBI:70774) |
| tramadol hydrochloride (CHEBI:32250) has role muscarinic antagonist (CHEBI:48876) |
| tramadol hydrochloride (CHEBI:32250) has role nicotinic antagonist (CHEBI:48878) |
| tramadol hydrochloride (CHEBI:32250) has role NMDA receptor antagonist (CHEBI:60643) |
| tramadol hydrochloride (CHEBI:32250) has role opioid analgesic (CHEBI:35482) |
| tramadol hydrochloride (CHEBI:32250) has role serotonergic antagonist (CHEBI:48279) |
| tramadol hydrochloride (CHEBI:32250) has role serotonin uptake inhibitor (CHEBI:50949) |
| tramadol hydrochloride (CHEBI:32250) has role δ-opioid receptor agonist (CHEBI:64054) |
| tramadol hydrochloride (CHEBI:32250) has role κ-opioid receptor agonist (CHEBI:59282) |
| tramadol hydrochloride (CHEBI:32250) has role μ-opioid receptor agonist (CHEBI:55322) |
| tramadol hydrochloride (CHEBI:32250) is a racemate (CHEBI:60911) |
| IUPAC Name |
|---|
| rac-(1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol hydrochloride |
| Synonyms | Source |
|---|---|
| racemic tramadol hydrochloride | ChEBI |
| (±)-tramadol hydrochloride | ChEBI |
| Tramadol HCl | DrugBank |
| tramadol monohydrochloride | ChEBI |
| (±)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol hydrochloride | ChEBI |
| Manual Xrefs | Databases |
|---|---|
| D01355 | KEGG DRUG |
| DB00193 | DrugBank |
| US2013011444 | Patent |
| Tramadol | Wikipedia |
| Registry Numbers | Sources |
|---|---|
| Reaxys:6579261 | Reaxys |
| Reaxys:6640634 | Reaxys |
| Reaxys:9237274 | Reaxys |
| CAS:36282-47-0 | KEGG DRUG |
| CAS:36282-47-0 | ChemIDplus |
| Citations |
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