Compound: Tramadol
SMILES: O(c1cc(ccc1)[C@]2(O)[C@H](CCCC2)CN(C)C)C
InChIKey: TVYLLZQTGLZFBW-ZBFHGGJFSA-N
Synonyms: Tramadol, 27203-92-5, Ralivia flashtab, Ralivia ER, Tramadon, cis-Tramadol, Biomadol, Contramid, Labesfal, Tradolan, Tramadis, Tramadolum, Tramaliv, Trapidol, Zytram, Tradonal odis, Tramadol Contramid, Tiparol, Amanda, (1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol, Tridural, 39J1LGJ30J, CG 315E, U 26255A, E 265, Cyclohexanol, 2-((dimethylamino)methyl)-1-(m-methoxyphenyl)-, CG-315E, DTXSID90858931, ETS6103, ETS-6103, Rybix, U-26255A, E-265, (1R,2R)-2-((dimethylamino)methyl)-1-(3-methoxyphenyl)cyclohexan-1-ol, tramadolo, Biokanol, TramadolDolgit, TramadolHameln, TradolPuren, TramaDorsch, Tramadol Dolgit, Tramadol Hameln, Tramadol Lindo, MTWTramadol, Tradol Puren, Trama Dorsch, Tramadol PB, Tramadolratiopharm, MTW Tramadol, Trama 1A Pharma, Tramadol-ratiopharm, Tramadol Ratiopharm, RefChem:6315, CHEBI:9648, DTXCID20809618, N02AX02, K315, K 315, 248-319-6, 2-(dimethylaminomethyl)-1-(3-methoxyphenyl)cyclohexan-1-ol, (+)-Tramadol, 123154-38-1, Tramadolum [INN-Latin], Tramadol, (+)-, 0NG5TTM63P, (1R,2R)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol, Tramadol (INN), TRAMADOL [INN], (+)-trans-2-(Dimethylaminomethyl)-1-(m-methoxyphenyl)cyclohexanol, Racemic tramadol, 181289-58-7, Tramadol [INN:BAN], CHEMBL201531, (+-)-Tramadol, (+/-)-tramadol, NCGC00159343-02, EINECS 248-319-6, (+)-(R,R)-trans-, UNII-39J1LGJ30J, cis tramadol, (+)-trans-Tramadol free base, (1R,2R)-2-((dimethylamino)methyl)-1-(3-methoxyphenyl)cyclohexanol, Rel-Tramadol, (r,r)-tramadol, E265, (R,R) tramadol, Amanda (TN), TRAMADOL [JAN], TRAMADOL [MI], TRAMADOL [VANDF], sustained-release tramadol, E 382, TRAMADOL [WHO-DD], UNII-0NG5TTM63P, SCHEMBL7464, CHEMBL1066, MLS000333190, BIDD:GT0075, (+)-(R,R)-TRAMADOL, CHEBI:75725, HSDB 7047, DTXSID401167150, HMS2090D10, HMS2803D04, BDBM50176259, Cyclohexanol, 2-((dimethylamino)-1-(3-methoxyphenyl)-, cis-(+-)-, AKOS005066335, Cyclohexanol, 2-((dimethylamino)methyl)-1-(3-methoxyphenyl)-, cis-(+-)-, Cyclohexanol, 2-(dimethylaminomethyl)-1-(m-methoxyphenyl)-, (+)-(E)-, Cyclohexanol, 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-, (1R,2R)-rel-, DB00193, SMR000436547, NS00000338, C07153, D08623, AB00640024-11, Q407592, (1R,2R)-2-(dimethylaminomethyl)-1-(3-methoxyphenyl)-cyclohexanol, (1R,2R)-2-Dimethylaminomethyl-1-(3-methoxy-phenyl)-cyclohexanol, (1R,2R)-2-[(dimethylamino)methyl]-1-[3-(methyloxy)phenyl]cyclohexanol, Cyclohexanol-2-((dimethylamino)methyl)-1-(3-methoxyphenyl)-, trans-(+-)-, rel-(1R,2R)-2-[(Dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol, (+/-)-CIS-2-((DIMETHYLAMINO)METHYL)-1-(M-METHOXYPHENYL)CYCLOHEXANOL
Theoretical properties:
molecular_formula: C16H25NO2
molecular_weight: 263.37 g/mol
exact_mass: 263.188529040 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 1
hydrogen_bond_acceptor_count: 3
rotatable_bond_count: 4
heavy_atom_count: 19
topological_polar_surface_area: 32.7 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 178-181 °C
solubility: Soluble
Descriptions:
{"pubchem": "(R,R)-tramadol is a 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol in which both stereocentres have R-configuration; the (R,R)-enantiomer of the racemic opioid analgesic tramadol, it exhibits ten-fold higher analgesic potency than the (S,S)-enantiomer. It has a role as a metabolite, an opioid analgesic, an adrenergic uptake inhibitor, a serotonergic antagonist, a muscarinic antagonist, a nicotinic antagonist, a serotonin uptake inhibitor, an antitussive, a mu-opioid receptor agonist, a kappa-opioid receptor agonist, a NMDA receptor antagonist, a delta-opioid receptor agonist and a capsaicin receptor antagonist. It is a conjugate base of a (R,R)-tramadol(1+). It is an enantiomer of a (S,S)-tramadol.", "chebi": "A 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol in which both stereocentres have <i>R</i>-configuration; the (<i>R</i>,<i>R</i>)-enantiomer of the racemic opioid analgesic tramadol, it exhibits ten-fold higher analgesic potency than the (<i>S</i>,<i>S</i>)-enantiomer.", "chembl": "(R,R)-TRAMADOL is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.", "wikipedia": "Tramadol, sold under the brand name Tramal among others, is an opioid pain medication and a serotonin\u2013norepinephrine reuptake inhibitor (SNRI) used to treat moderate to severe pain. When taken by mouth in an immediate-release formulation, the onset of pain relief usually begins within an hour. It is also available by injection. It is available in combination with paracetamol (acetaminophen).\nAs is typical of opioids, common side effects include constipation, itchiness, and nausea. Serious side effects may include hallucinations, seizures, increased risk of serotonin syndrome, decreased alertness, and drug addiction. A change in dosage may be recommended in those with kidney or liver problems. It is not recommended in those who are at risk of suicide or in those who are pregnant. While not recommended in women who are breastfeeding, those who take a single dose should not generally have to stop breastfeeding. Tramadol is converted in the liver to O-desmethyltramadol (desmetramadol), an opioid with a stronger affinity for the \u03bc-opioid receptor.\nTramadol was patented in 1972 and launched under the brand name Tramal in 1977 by the West German pharmaceutical company Gr\u00fcnenthal GmbH. In the mid-1990s, it was approved in the United Kingdom and the United States. It is available as a generic medication and marketed under many brand names worldwide. In 2023, it was the 36th most commonly prescribed medication in the United States, with more than 16 million prescriptions.\n\n"}