N-Allylnormetazocine hydrochloride

Names

[ Name ]:
N-Allylnormetazocine hydrochloride

[Synonym ]:
(+)-N-Allylnormetazocine hydrochloride

Biological Activity

[Description]:

(+)-N-Allylnormetazocine ((+)-SKF 10047) hydrochloride is a benzomorphan opioid with psychotomi metic effects. (+)-N-Allylnormetazocine hydrochloride is an opioid receptor antagonist with Ki values of 300 nM and 27 μM for σ1 and σ2 opioid receptors, respectively. (+)-N-Allylnormetazocine hydrochloride can be used for the research of neurological disease[1][2].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Opioid Receptor

Signaling Pathways >> Neuronal Signaling >> Opioid Receptor

Research Areas >> Neurological Disease

[In Vitro]

(+)-N-Allylnormetazocine hydrochloride (1 nM) 对 µ，δ 和 κ 阿片受体的抑制率分别为 28.5%，2.5% 和 31%[1]。 (+)-N-Allylnormetazocine hydrochloride 对 σ1 和 σ2 阿片受体的 Ki 值分别为 300 nM 和 27 μM[1]。

[In Vivo]

(+)-N-Allylnormetazocine hydrochloride (0.3，1，3，10 和 30 mg/kg；腹腔注射，每次实验前10 分钟) 剂量依赖性地增加解离性麻醉药苯环利定 (PCP) 的反应[2]。

[References]

[1]. May EL, et al. Synthesis and in vitro and in vivo activity of (-)-(1R,5R,9R)- and (+)-(1S,5S,9S)-N-alkenyl-, -N-alkynyl-, and -N-cyanoalkyl-5, 9-dimethyl-2'-hydroxy-6,7-benzomorphan homologues. J Med Chem. 2000 Dec 28;43(26):5030-6.

[2]. Brady KT, et al. Stereoisomers of N-allylnormetazocine: phencyclidine-like behavioral effects in squirrel monkeys and rats. Science. 1982 Jan 8;215(4529):178-80.

Chemical & Physical Properties

[ Molecular Formula ]:
C₁₇H₂₄ClNO

[ Molecular Weight ]:
293.83200

[ Exact Mass ]:
293.15500

[ PSA ]:
23.47000

[ LogP ]:
3.84230

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

Articles

Allosteric modulation of sigma-1 receptors elicits anti-seizure activities.

Br. J. Pharmacol. 172 , 4052-65, (2015)

Application of orthosteric sigma-1 receptor agonists as anti-seizure drugs has been hindered by questionable efficacy and potential adverse effects. Here, we have investigated the anti-seizure effects...

Sigma1 recognition sites in rabbit iris-ciliary body: topical sigma1-site agonists lower intraocular pressure.

J. Pharmacol. Exp. Ther. 289 , 1362, (1999)

In this study, we examined the presence of sigma1 and sigma2 sites in the rabbit iris-ciliary body by receptor binding and investigated their effects on intraocular pressure (IOP) in albino rabbits. T...

sigma receptor ligands attenuate N-methyl-D-aspartate cytotoxicity in dopaminergic neurons of mesencephalic slice cultures.

Eur. J. Pharmacol. 388 , 139-146, (2000)

We investigated the potential neuroprotective effects of several sigma receptor ligands in organotypic midbrain slice cultures as an excitotoxicity model system. When challenged with 100-microM N-meth...