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121524-09-2

121524-09-2 Structure

121524-09-2 Structure
IdentificationBack Directory
[Name]

SR 58611A
[CAS]

121524-09-2
[Synonyms]

SR 58611A
SR 58611A hydrochloride
Amibegron hydrochloride
[[(7S)-7-[[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]-5,6,7,8-tetrahydro-2-naphthalenyl]ox]yaceticacidethylesterhydrochloride
Acetic acid, [[(7S)?-?7-?[[(2R)?-?2-?(3-?chlorophenyl)?-?2-?hydroxyethyl]?amino]?-?5,?6,?7,?8-?tetrahydro-?2-?naphthalenyl]?oxy]?-?, ethyl ester, hydrochloride (1:1)
[Molecular Formula]

C22H27Cl2NO4
[MDL Number]

MFCD00886563
[MOL File]

121524-09-2.mol
[Molecular Weight]

440.36
Chemical PropertiesBack Directory
[storage temp. ]

-20°C
[solubility ]

DMSO: soluble20mg/mL, clear
[form ]

powder
[color ]

white to beige
[Optical Rotation]

[α]/D -75 to -95°, c = 0.5 in methanol
[InChIKey]

NQIZCDQCNYCVAS-RQBPZYBGSA-N
[SMILES]

ClC1=CC([C@@H](O)CN[C@@H]2CC(C=C(OCC(OCC)=O)C=C3)=C3CC2)=CC=C1.Cl
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

50/53
[Safety Statements ]

61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Aquatic Chronic 1
Hazard InformationBack Directory
[Uses]

SR 58611A is a selective β3-adrenergic receptor agonist with anxiolytic and antidepressant properties (1,2). SR 58611A is blood brain barrier permeable.
[Biochem/physiol Actions]

SR58611A is a potent, specific b3 adrenergic receptor agonist. The EC50 for reduction of β3-mediated spontaneous motility in rat distal colon sections is 3.5 nM. Minimal anti-depressant efficacious doses for SR58611A are 0.1-0.3 mpk in rodent models.
[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].

[IC 50]

β adrenergic receptor
[storage]

Desiccate at RT
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