SCH-50911

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SCH-50911
SCH-50911.svg
Names
IUPAC name
2-[(2S)-5,5-dimethylmorpholin-2-yl]acetic acid
Identifiers
160415-07-6 N
ChemSpider 4470917 YesY
1075
Jmol 3D model Interactive image
MeSH SCH-50911
PubChem 5311429
  • 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 YesY
    Key: SEYCKMQSPUVYEF-LURJTMIESA-N YesY
  • 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
  • O=C(O)C[C@@H]1OCC(NC1)(C)C
Properties
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)
Vapor pressure {{{value}}}
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

SCH-50911 is a selective GABAB 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 the delirium tremens seen in human alcohol withdrawal, and can precipitate convulsions in GHB-dependent animals.[2]

References

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  1. ↑ Blythin DJ, Kuo SC, Shue HJ, McPhail AT, Chapman RW, Kreutner W, Rizzo C, She HS, West R. Substituted morpholine-2S-acetic acid derivatives: SCH 50911 and Related Compounds as Novel GABAB Antagonists. Bioorganic and Medicinal Chemistry Letters. 1996 Jul 9; 6(13): 1529-1534.
  2. ↑ Quang LS, Colombo G, Lobina C, Maccioni P, Orru A, Gessa GL, Maher TJ, Carai MA. 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 Science. 2006 Aug;1074:545-58.
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