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Thiomuscimol

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Thiomuscimol
Names
Preferred IUPAC name
5-(Aminomethyl)-1,2-thiazol-3-ol
Identifiers
3D model (JSmol)
ChemSpider
  • InChI=1S/C4H6N2OS/c5-2-3-1-4(7)6-8-3/h1H,2,5H2,(H,6,7)
    Key: QVBUOPGWPXUAHT-UHFFFAOYSA-N
  • C1=C(SN=C1O)CN
Properties
C4H6N2OS
Molar mass 130.17 g·mol−1
Melting point 140 °C (decomp.)[1]
Acidity (pKa) 6.06 ± 0.03, 8.85 ± 0.04 (H2O, 21 °C)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Thiomuscimol is a GABAA receptor agonist which is structurally related to muscimol.[2]

References

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  1. ^ Lykkeberg, Jytte; Krogsgaard-Larsen, Povl; Garegg, Per J.; Norberg, Thomas; Pilotti, Anne-Marie; Anthonsen, T. (1976). "Structural Analogues of GABA. Synthesis of 5-Aminomethyl-3-isothiazolol (Thiomuscimol)". Acta Chemica Scandinavica. 30b: 781–785. doi:10.3891/acta.chem.scand.30b-0781.
  2. ^ Krogsgaard-Larsen, P; Hjeds, H; Curtis, DR; Lodge, D; Johnston, GA (1979). "Dihydromuscimol, thiomuscimol and related heterocyclic compounds as GABA analogues". Journal of Neurochemistry. 32 (6): 1717–24. doi:10.1111/j.1471-4159.1979.tb02284.x. PMID 448364. S2CID 1393563.