SIB-1553A

SIB-1553A
	IUPAC名; 4-{[2-(1-Methylpyrrolidin-2-yl)ethyl]sulfanyl}phenol
别名	SIB 1553A; 4-[2-(1-甲基-2-吡咯烷基)乙硫基]苯酚
识别
CAS号	191611-76-4
PubChem	5310968
ChemSpider	4470512
SMILES	OC1=CC=C(SCCC2CCCN2C)C=C1;
InChI	1/C13H19NOS/c1-14-9-2-3-11(14)8-10-16-13-6-4-12(15)5-7-13/h4-7,11,15H,2-3,8-10H2,1H3;
InChIKey	NVZGJSVPOOILDI-UHFFFAOYAV
性质
化学式	C13H19NOS
摩尔质量	237.36 g·mol−1
	若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。

SIB-1553A是一种烟碱型乙酰胆碱受体激动剂，对CHRNB4（β₄）（英语：CHRNB4）受体有选择性。在帕金森氏症模型中，给药可改善记忆力与注意力。^[1]

它可由2-(2-氯乙基)-1-甲基四氢吡咯和4-羟基苯硫酚在碳酸钾存在下于DMF中反应得到。它和盐酸反应得到SIB-1553A盐酸盐（CAS 191611-89-9）。^[2]

参考文献编辑

^ Schneider, JS. The Subtype-Selective Nicotinic Acetylcholine Receptor Agonist SIB-1553A Improves Both Attention and Memory Components of a Spatial Working Memory Task in Chronic Low Dose 1-Methyl-4-phenyl-1,2,3,6-tetrahydropyridine-Treated Monkeys. Journal of Pharmacology and Experimental Therapeutics. July 2003, 306 (1): 401–6. PMID 12721323. S2CID 7060934. doi:10.1124/jpet.103.051912.
^ {{cite journal|journal=Journal of Medicinal Chemistry|volume=42|issue=10|language=en|issn=0022-2623|date=1999-05-01|pages=1684–1686|doi=10.1021/jm990035d|url=https://pubs.acs.org/doi/10.1021/jm990035d%7Ctitle=4-[[2-(1-Methyl-2-pyrrolidinyl)ethyl]thio]- phenol Hydrochloride (SIB-1553A): A Novel Cognitive Enhancer with Selectivity for Neuronal Nicotinic Acetylcholine Receptors|accessdate=2022-10-04|author=Jean-Michel Vernier, Hassan El-Abdellaoui, Heather Holsenback, Nicholas D. P. Cosford, Leo Bleicher, Geoffrey Barker, Bruno Bontempi, Laura Chavez-Noriega, Frederique Menzaghi, Tadimeti S. Rao, Richard Reid, Aida I. Sacaan, Carla Suto, Mark Washburn, G. Kenneth Lloyd, Ian A. McDonald|archive-date=2022-10-06|archive-url=https://web.archive.org/web/20221006212635/https://pubs.acs.org/doi/10.1021/jm990035d%7Cdead-url=no}}

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SIB-1553A

IUPAC名 4-{[2-(1-Methylpyrrolidin-2-yl)ethyl]sulfanyl}phenol
别名	SIB 1553A 4-[2-(1-甲基-2-吡咯烷基)乙硫基]苯酚
识别
CAS号	191611-76-4 ^Y
PubChem	5310968
ChemSpider	4470512
SMILES	OC1=CC=C(SCCC2CCCN2C)C=C1
InChI	1/C13H19NOS/c1-14-9-2-3-11(14)8-10-16-13-6-4-12(15)5-7-13/h4-7,11,15H,2-3,8-10H2,1H3
InChIKey	NVZGJSVPOOILDI-UHFFFAOYAV
性质
化学式	C₁₃H₁₉NOS
摩尔质量	237.36 g·mol⁻¹
若非注明，所有数据均出自标准状态（25 ℃，100 kPa）下。