Bremazocine

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	83829-76-9 ;
PubChem CID	1223;
IUPHAR/BPS	1603;
ChemSpider	1186;
UNII	ISF76M2DBE;
ChEMBL	ChEMBL1797687;
CompTox Dashboard (EPA)	DTXSID50868536 ;
Chemical and physical data
Formula	C20H29NO2
Molar mass	315.457 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES OC1(CC1)CN4[C@@H]3Cc2c(cc(O)cc2)[C@@](C3(C)C)(CC4)CC;

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]

References

^ 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.
^ Patrick G (2013). An Introduction to Medicinal Chemistry (5th expanded ed.). Oxford University Press. p. 641. ISBN 978-0199697397.
^ 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. Bibcode:1984AcCrC..40.1759V. doi:10.1107/S0108270184009434.

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[pmid16007240-1] 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 G (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. Bibcode:1984AcCrC..40.1759V. doi:10.1107/S0108270184009434.

[1]

[2]

[3]

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	83829-76-9^Y
PubChem CID	1223
IUPHAR/BPS	1603
ChemSpider	1186
UNII	ISF76M2DBE
ChEMBL	ChEMBL1797687
CompTox Dashboard (EPA)	DTXSID50868536
Chemical and physical data
Formula	C₂₀H₂₉NO₂
Molar mass	315.457 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES OC1(CC1)CN4[C@@H]3Cc2c(cc(O)cc2)[C@@](C3(C)C)(CC4)CC

Bremazocine

See also

References