form
solid
optical activity
[α]23/D +119.3°, c = 1.0 in ethanol(lit.)
color
white
solubility
0.1 M HCl: soluble, 0.1 M NaOH: insoluble, H2O: insoluble, ethanol: soluble
storage temp.
2-8°C
SMILES string
C[C@H]1[C@H]2Cc3ccc(O)cc3[C@]1(C)CCN2CC4CC4
Gene Information
human ... OPRK1(4986), OPRS1(10280)
rat ... Oprm1(25601)
Biochem/physiol Actions
σ receptor agonist that is also an agonist at κ opioid receptors and an antagonist at μ opioid receptors.
Disclaimer
Photosensitive
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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K L Preston et al.
Behavioural pharmacology, 15(2), 91-102 (2004-04-21)
Kappa-opioid agonists produce neurobiological and behavioral effects opposite to those of cocaine and may be useful for the treatment of cocaine dependence. To evaluate the kappa- and mu-agonist effects of cyclazocine and to test whether cyclazocine pretreatment would attenuate the
Y Itzhak et al.
Life sciences, 47(13), 1073-1081 (1990-01-01)
An increasing amount of evidence suggests the existence of specific binding sites for psychotomimetic drugs from the opiate-benzomorphan and arylcyclohexylamine series. The sigma binding sites have preferential affinity for the dextrorotatory isomers of certain opiate benzomorphans, such as (+)SKF 10047
Mark P Wentland et al.
Bioorganic & medicinal chemistry letters, 19(2), 365-368 (2008-12-19)
A series of 7,8- and 8,9-fused triazole and imidazole analogues of cyclazocine have been made and characterized in opioid receptor binding and [(35)S]GTPgammaS assays. Target compounds were designed to explore the SAR surrounding our lead molecule for this study, namely
Melissa A VanAlstine et al.
Bioorganic & medicinal chemistry letters, 17(23), 6516-6520 (2007-10-16)
A series of aryl-containing N-monosubstituted analogues of the lead compound 8-[N-((4'-phenyl)-phenethyl)]-carboxamidocyclazocine were synthesized and evaluated to probe a putative hydrophobic binding pocket of opioid receptors. Very high binding affinity to the mu opioid receptor was achieved though the N-(2-(4'-methoxybiphenyl-4-yl)ethyl) analogue
C Küçukhüseyin
Journal of basic and clinical physiology and pharmacology, 14(3), 235-255 (2004-02-18)
The cardiovascular effects of intravenous pentazocine and cyclazocine in dogs were studied under conscious, curarized-conscious (paralyzed by gallamine), and anesthetized states. In the conscious state, blood pressure and heart rate were dose-dependently increased by pentazocine (1, 2, 3 mg/kg) and
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