Bremazocine

Bremazocine is a κ-opioid receptor agonist related to pentazocine. It has potent and long-lasting analgesic and diuretic effects.[1] It has 200 times the activity of morphine, but appears to have no addictive properties and does not depress breathing.[2] The crystal structure of bremazocine was determined in 1984 [3]

Bremazocine
Clinical data
Routes of
administration		Oral
ATC code
  • none
Identifiers
IUPAC name
  • 6-ethyl- 3-[(1-hydroxycyclopropyl)methyl]- 11,11-dimethyl- 1,2,3,4,5,6-hexahydro- 2,6-methano- 3-benzazocin-8- ol
    or
    2-(1-hydroxy- cyclopropylmethyl)- 5-ethyl- 9,9-dimethyl- 2'-hydroxy- 6,7-benzomorphan
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC20H29NO2
Molar mass315.457 g·mol−1
3D model (JSmol)
SMILES
  • OC1(CC1)CN4[C@@H]3Cc2c(cc(O)cc2)[C@@](C3(C)C)(CC4)CC

See also
  • Benzomorphan

References
  1. Dortch-Carnes J, Potter DE (2005). "Bremazocine: a kappa-opioid agonist with potent analgesic and other pharmacologic properties". CNS Drug Reviews. 11 (2): 195–212. doi:10.1111/j.1527-3458.2005.tb00270.x. PMC 6741727. PMID 16007240.
  2. Patrick, Graham (2013). An Introduction to Medicinal Chemistry (5th expanded ed.). Oxford University Press. p. 641. ISBN 978-0199697397.
  3. Verlinde CL, Blaton NM, De Ranter CJ, Peeters OM (1984). "5-Ethyl-2'-hydroxy-2-[(1-hydroxycyclopropyl) methyl]-9, 9-dimethyl-6, 7-benzomorphan hydrochloride (bremazocine), C20H29NO2. HCl". Acta Crystallogr. C. 40 (10): 1759–1761. doi:10.1107/S0108270184009434.


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