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SCH-50911

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SCH-50911
Names

Preferred IUPAC name 2-[(2S)-5,5-Dimethylmorpholin-2-yl]acetic acid
Identifiers
CAS Number	160415-07-6^Y
3D model (JSmol)	Interactive image
ChemSpider	4470917^Y
IUPHAR/BPS	1075
MeSH	SCH-50911
PubChem CID	5311429
UNII	Q5MMG73452^Y
CompTox Dashboard(EPA)	DTXSID701336120 DTXSID0045670, DTXSID701336120
InChI InChI=1S/C8H15NO3/c1-8(2)5-12-6(4-9-8)3-7(10)11/h6,9H,3-5H2,1-2H3,(H,10,11)/t6-/m0/s1^Y Key: SEYCKMQSPUVYEF-LURJTMIESA-N^Y InChI=1/C8H15NO3/c1-8(2)5-12-6(4-9-8)3-7(10)11/h6,9H,3-5H2,1-2H3,(H,10,11)/t6-/m0/s1 Key: SEYCKMQSPUVYEF-LURJTMIEBV
SMILES O=C(O)C[C@@H]1OCC(NC1)(C)C
Properties
Chemical formula	C₈H₁₅NO₃
Molar mass	173.21 g·mol⁻¹
Melting point	154.5 to 157 °C (310.1 to 314.6 °F; 427.6 to 430.1 K) (hydrochloride)
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references

Chemical compound

SCH-50911 is a selectiveGABA_B antagonist.^[1] Its main applications are in pharmacology research.

SCH-50911 also acts as an anticonvulsant under normal conditions. SCH-50911 induces acute withdrawal syndrome in GHB-dependent rats, similar to thedelirium tremens seen in humanalcohol withdrawal, and can precipitate convulsions in GHB-dependent animals.^[2]

References

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^Blythin DJ, Kuo SC, Shue HJ, McPhail AT, Chapman RW, Kreutner W, et al. (July 1996). "Substituted morpholine-2S-acetic acid derivatives: Sch 50911 and related compounds as novel GABAB antagonists".Bioorganic & Medicinal Chemistry Letters.6 (13):1529–34.doi:10.1016/S0960-894X(96)00267-3.
^Quang LS, Colombo G, Lobina C, Maccioni P, Orru A, Gessa GL, et al. (August 2006). "Evaluation for the withdrawal syndrome from gamma-hydroxybutyric acid (GHB), gamma-butyrolactone (GBL), and 1,4-butanediol (1,4-BD) in different rat lines".Annals of the New York Academy of Sciences.1074 (1):545–58.Bibcode:2006NYASA1074..545Q.doi:10.1196/annals.1369.055.PMID 17105952.S2CID 86383425.