191611-89-9

191611-89-9 structure

Name: SIB-1553A
Chemical Name: 4-{[2-(1-Methyl-2-pyrrolidinyl)ethyl]sulfanyl}phenol hydrochloride (1:1)
CAS Number: 191611-89-9
Molecular Formula: C₁₃H₂₀ClNOS
Molecular Weight: 273.822
Catalog: Signaling Pathways Membrane Transporter/Ion Channel nAChR
Create Date: 2018-07-03 04:19:30
Modify Date: 2025-08-28 19:17:03
SIB-1553A hydrochloride is an orally bioavailable nicotinic acetylcholine receptors (nAChRs) agonist, with selectivity for β4 subunit-containing nAChRs. SIB-1553A hydrochloride is also a selective neuronal nAChR ligand. SIB-1553A hydrochloride is a cognitive enhancer, and has therapeutic potential for the symptomatic treatment of Alzheimer’s disease and other cognitive disorders[1][2].

Name	4-{[2-(1-Methyl-2-pyrrolidinyl)ethyl]sulfanyl}phenol hydrochloride (1:1)
Synonyms	Phenol, 4-[[2-(1-methyl-2-pyrrolidinyl)ethyl]thio]-, hydrochloride (1:1) 4-{[2-(1-Methyl-2-pyrrolidinyl)ethyl]sulfanyl}phenol hydrochloride (1:1)

Description	SIB-1553A hydrochloride is an orally bioavailable nicotinic acetylcholine receptors (nAChRs) agonist, with selectivity for β4 subunit-containing nAChRs. SIB-1553A hydrochloride is also a selective neuronal nAChR ligand. SIB-1553A hydrochloride is a cognitive enhancer, and has therapeutic potential for the symptomatic treatment of Alzheimer’s disease and other cognitive disorders[1][2].
Related Catalog	Signaling Pathways >> Membrane Transporter/Ion Channel >> nAChR Signaling Pathways >> Neuronal Signaling >> nAChR Research Areas >> Neurological Disease
In Vitro	SIB-1553A hydrochloride displaces the binding of [H]nicotine (NIC) to the rat brain nAChRs with an IC50 value of 110 nM[1]. In calcium flux assays, SIB-1553A hydrochloride (0.1-5 μM), shows a greater selectivity for beta4-subunit containing recombinant hnAChRs (alpha2beta4, alpha3beta4 and alpha4beta4) vs. beta2-subunit containing nAChRs (alpha4beta2 and alpha3beta2) both in terms of efficacy and potency[2].
In Vivo	SIB-1553A hydrochloride (1-40 mg/kg; s.c.) produces dose-dependent increases in ACh levels[3]. Animal Model: Male Sprague-Dawley rats (200-250 g)[3] Dosage: 1, 2, 4, 10, 20 and 40 mg/kg Administration: s.c. Result: Induced hippocampal ACh release.
References	[1]. Vernier JM, et al. 4-[[2-(1-Methyl-2-pyrrolidinyl)ethyl]thio]phenol hydrochloride (SIB-1553A): a novel cognitive enhancer with selectivity for neuronal nicotinic acetylcholine receptors. J Med Chem. 1999 May 20;42(10):1684-6. [2]. Rao TS, et al. In vitro pharmacological characterization of (+/-)-4-[2-(1-methyl-2-pyrrolidinyl)ethyl]thio]phenol hydrochloride (SIB-1553A), a nicotinic acetylcholine receptor ligand. Brain Res. 2003 Aug 15;981(1-2):85-98. [3]. Rao TS, et al. In vivo pharmacological characterization of (+/-)-4-[2-(1-methyl-2-pyrrolidinyl)ethyl]thiophenol hydrochloride (SIB-1553A), a novel cholinergic ligand: microdialysis studies. Brain Res. 2003 Oct 3;986(1-2):71-81.

Molecular Formula	C₁₃H₂₀ClNOS
Molecular Weight	273.822
Exact Mass	273.095398

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