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121524-08-1

121524-08-1 Structure

121524-08-1 Structure
IdentificationBack Directory
[Name]

SR-58611
[CAS]

121524-08-1
[Synonyms]

SR-58611
SR-58825A
amibegron
(7S)-5,6,7,8-Tetrahydro-7-[[(R)-2-hydroxy-2-(3-chlorophenyl)ethyl]amino]-2-[(ethoxycarbonyl)methoxy]naphthalene
Acetic acid, [[(7S)-7-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]aMino]-5,6,7,8-tetrahydro-2-naphthalenyl]oxy]-, ethyl ester
[Molecular Formula]

C22H26ClNO4
[MOL File]

121524-08-1.mol
[Molecular Weight]

403.9
Chemical PropertiesBack Directory
[Boiling point ]

576.0±50.0 °C(Predicted)
[density ]

1.26±0.1 g/cm3(Predicted)
[pka]

13.67±0.20(Predicted)
Hazard InformationBack Directory
[Uses]

Amibegron is a selective β3-adrenoceptor agonist, with an EC50 of 3.5 nM for β-adrenoceptor in rat colon; Amibegron has anxiolytic and antidepressant activity.
[Definition]

ChEBI: Amibegron is a monocarboxylic acid.
[in vivo]

Amibegron hydrochloride (SR 58611A, 0.1 to 0.3 mg/kg, i.p.) potentiates the toxicity produced by yohimbine in mice. Amibegron hydrochloride (0.6 and 2 mg/kg, i.p.) is also active in the learned helplessness model of antidepressant-like activity in rats. However, Amibegron hydrochloride exhibits no effect on the spontaneous locomotor activity of mice at up to 10 mg/kg and of rats at up tp 30 mg/kg[2]. Amibegron hydrochloride (3 and 10 mg/kg, p.o.) increases the synthesis of 5-HT and tryptophan (Trp) levels in several rodent brain areas such as cortex, hippocampus, hypothalamus, striatum. In addition, Amibegron hydrochloride (10 mg/kg, p.o.) promotes the release of 5-HT in rat prefrontal cortex. Systemic (3 mg/kg, i.v.) or chronic administration of SR58611A (10 mg/kg, p.o.) does not affect the activity of serotonergic neurons in the rat dorsal raphe nucleus[3].

[References]

[1] Bianchetti A, et al. In vitro inhibition of intestinal motility by phenylethanolaminotetralines: evidence of atypical beta-adrenoceptors in rat colon. Br J Pharmacol. 1990 Aug;100(4):831-9. DOI:10.1111/j.1476-5381.1990.tb14100.x
[2] Simiand J, et al. Antidepressant profile in rodents of SR 58611A, a new selective agonist for atypical beta-adrenoceptors. Eur J Pharmacol. 1992 Aug 25;219(2):193-201. DOI:10.1016/0014-2999(92)90296-g
[3] Claustre Y, et al. Effects of the beta3-adrenoceptor (Adrb3) agonist SR58611A (amibegron) on serotonergic and noradrenergic transmission in the rodent: relevance to its antidepressant/anxiolytic-like profile. Neuroscience. 2008 Oct 2;156(2):353-64. DOI:10.1016/j.neuroscience.2008.07.011
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