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(-)-Tramadol Hydrochloride

ISO 17034:
Catalog Number : CS-O-14243
CAS Number : 148229-79-2
Status : Available for immediate dispatch
(-)-Tramadol Hydrochloride is a Controlled Substance.
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Chemical Information

Chemical Name : (-)-Tramadol Hydrochloride
Category : Chiral
Synonyms : Not available
Molecular Weight : 299.84 mol/g
Molecular Formula : C₁₆H₂₆ClNO₂
Application : NULL

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Hazardous Compound : Yes
Controlled Substance : Yes

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Additional Information

Tramadol, sold under the brand name Ultram among others, is an opioid pain medication used to treat moderate to moderately 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).

As 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 stop breastfeeding. Tramadol is converted in the liver to O-desmethyltramadol (desmetramadol), an opioid with a stronger affinity to the \u03bc-opioid receptor. Tramadol is also a serotonin\u2013norepinephrine reuptake inhibitor (SNRI).

References : "Raffa, R,B,, et al,: J, Pharmacol, Exp, Ther,, 267, 331 (1993)"
Canonical SMILES : CN(C)CC1CCCCC1(C2=CC(=CC=C2)OC)O.Cl
Isomeric SMILES : CN(C)C[C@@H]1CCCC[C@]1(C2=CC(=CC=C2)OC)O.Cl
InChI : InChI=1S/C16H25NO2.ClH/c1-17(2)12-14-7-4-5-10-16(14,18)13-8-6-9-15(11-13)19-3;/h6,8-9,11,14,18H,4-5,7,10,12H2,1-3H3;1H/t14-,16+;/m0./s1
IUPAC Name : (1S,2S)-2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexan-1-ol;hydrochloride
Exact Mass : 299.1652068
Description : (S,S)-tramadol hydrochloride is a hydrochloride resulting from the reaction of (S,S)-tramadol with 1 molar equivalent of hydrogen chloride; the (S,S)-enantiomer of the racemic opioid analgesic tramadol hydrochloride, it exhibits ten-fold lower analgesic potency than the (R,R)-enantiomer. It has a role as a delta-opioid receptor agonist, a kappa-opioid receptor agonist, a mu-opioid receptor agonist, an adrenergic uptake inhibitor, an antitussive, a capsaicin receptor antagonist, a muscarinic antagonist, a NMDA receptor antagonist, an opioid analgesic, a serotonergic antagonist and a serotonin uptake inhibitor. It contains a (S,S)-tramadol(1+). It is an enantiomer of a (R,R)-tramadol hydrochloride.