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CAS 75684-07-0

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(-)-Bremazocine

Description:
(-)-Bremazocine is a synthetic compound classified as a benzomorphan derivative, primarily known for its role as a selective kappa-opioid receptor agonist. This compound exhibits analgesic properties and has been studied for its potential therapeutic applications in pain management and as a treatment for certain psychiatric disorders. Its chemical structure features a complex arrangement that contributes to its pharmacological activity, including a chiral center that imparts its specific stereochemistry, which is crucial for its interaction with opioid receptors. (-)-Bremazocine is characterized by its moderate affinity for kappa receptors compared to mu receptors, which helps to minimize some of the side effects typically associated with traditional opioid analgesics. Additionally, it has been investigated for its potential to induce less respiratory depression, a common concern with opioid medications. As with many compounds in this class, research continues to explore its efficacy, safety profile, and potential for abuse, making it a subject of interest in both medicinal chemistry and pharmacology.
Formula:C20H29NO2
InChI:InChI=1S/C20H29NO2/c1-4-20-9-10-21(13-19(23)7-8-19)17(18(20,2)3)11-14-5-6-15(22)12-16(14)20/h5-6,12,17,22-23H,4,7-11,13H2,1-3H3/t17-,20+/m1/s1
InChI key:InChIKey=ZDXGFIXMPOUDFF-XLIONFOSSA-N
SMILES:C(C)[C@]12C=3C(C[C@](C1(C)C)(N(CC4(O)CC4)CC2)[H])=CC=C(O)C3
Synonyms:
  • (-)-Bremazocine
  • (2R)-6-Ethyl-1,2,3,4,5,6-hexahydro-3-((1-hydroxycyclopropyl)methyl)-11,11-dimethyl-2,6-methano-3-benzazocin-8-ol
  • (2R,6S)-6-Ethyl-1,2,3,4,5,6-hexahydro-3-[(1-hydroxycyclopropyl)methyl]-11,11-dimethyl-2,6-methano-3-benzazocin-8-ol
  • 2,6-Methano-3-benzazocin-8-ol, 6-ethyl-1,2,3,4,5,6-hexahydro-3-[(1-hydroxycyclopropyl)methyl]-11,11-dimethyl-, (2R,6S)-
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