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CAS 123134-25-8

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(-)-(S,S)-trans-Tramadol

Description:
(-)-(S,S)-trans-Tramadol, with the CAS number 123134-25-8, is a synthetic opioid analgesic primarily used for the management of moderate to moderately severe pain. It is characterized by its dual mechanism of action, functioning as both a μ-opioid receptor agonist and a serotonin-norepinephrine reuptake inhibitor, which contributes to its analgesic properties. The compound is a chiral molecule, and its specific stereochemistry is crucial for its pharmacological activity. In its (-)-(S,S) form, it exhibits a higher affinity for opioid receptors compared to its other enantiomers. The substance is typically administered orally and has a relatively low potential for abuse compared to other opioids, although caution is still advised due to the risk of dependence and side effects. Its pharmacokinetics include moderate absorption and metabolism primarily in the liver, with a half-life that allows for effective pain management. Overall, (-)-(S,S)-trans-Tramadol is an important medication in pain therapy, balancing efficacy with a lower risk profile compared to traditional opioids.
Formula:C16H25NO2
InChI:InChI=1S/C16H25NO2/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/t14-,16+/m0/s1
InChI key:InChIKey=TVYLLZQTGLZFBW-GOEBONIOSA-N
SMILES:O[C@@]1([C@H](CN(C)C)CCCC1)C2=CC(OC)=CC=C2
Synonyms:
  • (-)-(S,S)-trans-Tramadol
  • Cyclohexanol, 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-, (1S-cis)-
  • (1S,2S)-2-[(Dimethylamino)methyl]-1-(3-methoxyphenyl)cyclohexanol
  • Cyclohexanol, 2-[(dimethylamino)methyl]-1-(3-methoxyphenyl)-, (1S,2S)-
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