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148152-66-3

148152-66-3 Structure

148152-66-3 Structure
IdentificationBack Directory
[Name]

(+)-EPIBATIDINE DIHYDROCHLORIDE
[CAS]

148152-66-3
[Synonyms]

CMI 545
(+)-EPIBATIDINE DIHYDROCHLORIDE
(+/-)-EPIBATIDINE HYDROCHLORIDE
2-(6-CHLORO-PYRIDIN-3-YL)-7-AZA-BICYCLO[2.2.1]HEPTANE DIHYDROCHLORIDE
7-Azabicyclo[2.2.1]heptane, 2-(6-chloro-3-pyridinyl)-, (1R,2R,4S)-rel-
(+/-)-EXO-2-(6-CHLORO-3-PYRIDINYL)-7-AZABICYCLO[2.2.1]HEPTANE HYDROCHLORIDE
EXO[+/-]-2-[6-CHLORO-3-PYRIDINYL]-7-AZABICYCLO[2.2.1]HEPTANE DIHYDROCHLORIDE
7-AZABICYCLO[2.2.1]HEPTANE, 2-(6-CHLORO-3-PYRIDINYL)-, DIHYDROCHLORIDE, EXO-
EXO-(+)-1R,2R,4S-2-(6-CHLORO-3-PYRIDINYL)-7-AZABICYCLO[2.2.1]HEPTANE DIHYDROCHLORIDE
[Molecular Formula]

C11H13ClN2
[MDL Number]

MFCD00923801
[MOL File]

148152-66-3.mol
[Molecular Weight]

208.69
Chemical PropertiesBack Directory
[Boiling point ]

336.7±32.0 °C(Predicted)
[density ]

1.223±0.06 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

insoluble in H2O; <24.55mg/ml in ethanol
[form ]

solid
[pka]

10.07±0.40(Predicted)
[color ]

Off White
[Water Solubility ]

Soluble to 5 mM in water and to 100 mM in ethanol
Hazard InformationBack Directory
[Uses]

(-)-Epibatidine has binding affinities for α4β2 and α3β4 nicotinic receptors.
[Definition]

ChEBI: 3-(6-chloro-3-pyridinyl)-7-azabicyclo[2.2.1]heptane is an alkaloid.
[Biological Activity]

(+)-aj 76 hydrochloride is an antagonist of dopamine autoreceptor with pki values of 6.95, 6.67, 6.37, 6.21 and 6.07 for hd3, hd4, hd2s, hd2l and rd2 receptors, respectively.dopamine receptor is a g protein-coupled receptor and mainly exists in the vertebrate central nervous system (cns). dopamine receptor is a receptor for dopamine and plays a critical role in memory, learning, pleasure, cognition, motivation and fine motor control.(+)-aj 76 hydrochloride is a dopamine receptor antagonist. in rats, aj76 stimulated locomotor activity and increased the levels of 3,4-dihydroxyphenylacetic acid (dopac) and hva in brain, which were dopamine metabolites [1]. in rats injected with cocaine, (+)-a j76 increased the locomotor stimulation during the first 30 min. however, (+)-aj76 inhibited the later more intense locomotor stimulation and cocaine-induced stereotypies [2]. in vivo, (+)-aj76 induced dopamine release mainly through interaction with dopamine receptors in the terminal regions of the a9 and a10 dopaminergic fibers. however, (+)-aj76 increased the level of dopac via the somatodendritic autoreceptors [3].
[storage]

Store at -20°C
[References]

[1]. kullingsj? h, carlsson a, svensson k. effects of repeated administration of the preferential dopamine autoreceptor antagonist, (+)-aj76, on locomotor activity and brain da metabolism in the rat. eur j pharmacol, 1991, 205(3): 241-246.
[2]. piercey mf, lum jt, hoffmann we, et al. antagonism of cocaine's pharmacological effects by the stimulant dopaminergic antagonists, (+)-aj76 and (+)-uh232. brain res, 1992; 588(2): 217-222.
[3]. waters n, hansson l, l?fberg l, et al. intracerebral infusion of (+)-aj76 and (+)-uh232: effects on dopamine release and metabolism in vivo. eur j pharmacol, 1994, 251(2-3): 181-190.
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