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CAS No 64603-91-4 , Isoxazolo[5,4-c]pyridin-3(2H)-one,4,5,6,7-tetrahydro-

  • Name: Isoxazolo[5,4-c]pyridin-3(2H)-one,4,5,6,7-tetrahydro-
  • Synonyms: Isoxazolo[5,4-c]pyridin-3(2H)-one,4,5,6,7-tetrahydro-; THIP; Gaboxadol;4,5,6,7-Tetrahydroisoxazolo[5,4-c]pyridin-3(2H)-one;4,5,6,7-Tetrahydroisoxazolo[5,4-c]pyridin-3-ol; Lu 02-030;
  • CAS Registry Number:
  • Density: 1.36 g/cm3
  • Water Solubility: ethanol: 0.91 mg/mL
  • Safety Statements: A poison by intraperitoneal route. When heated to decomposition it emits toxic vapors of NOx.
  • Hazard Symbols: A poison.
  • EINECS: 264-963-0
  • Molecular Weight: 140.14
  • InChI: InChI=1S/C6H8N2O2/c9-6-4-1-2-7-3-5(4)10-8-6/h7H,1-3H2,(H,8,9)
  • Molecular Formula: C6H8 N2 O2
  • Molecular Structure:CAS No:64603-91-4 Isoxazolo[5,4-c]pyridin-3(2H)-one,4,5,6,7-tetrahydro-
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64603-91-4 THIP hydrochloride

  • THIP hydrochloride
  • Germany CHEMOS GmbH [Manufacturer]
  • Tel: 0049 9402/9336 0
  • Fax: 0049 9402/9336 13
  • Address: CHEMOS GmbH
    Werner-von-Siemensstr. 3
    93128 Regenstauf
    Germany null,nullGermany
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64603-91-4 THIP HYDROCHLORIDE

  • THIP HYDROCHLORIDE
  • Hong kong Advanced Technology & Industrial Co., Ltd. [Manufacturer]
  • Tel: (852) 2390 2293/ (852) 2394 5546
  • Fax: (852) 2789 8314
  • Address: Unit B, 1/F., Cheong Shing Bldg.,
    17 Walnut St., Tai Kok Tsui, Kln,
    Hong Kong null,nullHong kong
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References of Isoxazolo[5,4-c]pyridin-3(2H)-one,4,5,6,7-tetrahydro-
Title: Gaboxadol
CAS Registry Number: 64603-91-4
CAS Name: 4,5,6,7-Tetrahydroisoxazolo[5,4-c]pyridin-3(2H)-one
Synonyms: 4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridin-3-ol; THIP
Manufacturers' Codes: Lu-02-030; MK-0928
Molecular Formula: C6H8N2O2
Molecular Weight: 140.14
Percent Composition: C 51.42%, H 5.75%, N 19.99%, O 22.83%
Literature References: Selective extrasynaptic GABA agonist (SEGA); structural analog of muscimol, q.v. Prepn: P. Krogsgaard-Larsen, Acta Chem. Scand. B 31, 584 (1977); idem, EP 167; idem, US 4278676 (1979, 1981 both to H. Lundbeck & Co.). GABA agonist effects: idem et al., Nature 268, 53 (1977). 3H-THIP binding study: E. Falch, P. Krogsgaard-Larsen, J. Neurochem. 38, 1123 (1982). HPLC determn: S. M. Madsen, J. Chromatogr. 238, 509 (1982). Pharmacokinetics: idem et al., Acta Pharmacol. Toxicol. 53, 353 (1983). Pharmacodynamics and potential therapeutic uses: A. V. Christensen et al., Pharm. Weekbl. Sci. Ed. 4, 145 (1982). Clinical effects on nocturnal sleep and hormone secretion: M. Lancel et al., Am. J. Physiol. Endocrinol. Metab. 281, E130 (2001); on night sleep and cognitive performance: S. Mathias et al., Neuropsychopharmacology 30, 833 (2005). Review of clinical development: R. Huckle, Curr. Opin. Invest. Drugs 5, 766-773 (2004).
Properties: Colorless cryst, mp 242-244° (dec). uv max (methanol): 212 nm (log e 3.64). pKa (water, 25°): 4.44 ±0.03; 8.48 ±0.04.
Melting point: mp 242-244° (dec)
pKa: pKa (water, 25°): 4.44 ±0.03; 8.48 ±0.04
Absorption maximum: uv max (methanol): 212 nm (log e 3.64)
 
Derivative Type: Hydrobromide
CAS Registry Number: 65202-63-3
Molecular Formula: C6H8N2O2.HBr
Molecular Weight: 221.05
Percent Composition: C 32.60%, H 4.10%, N 12.67%, O 14.48%, Br 36.15%
Properties: Faintly reddish cryst from methanol-ether, mp 162-163° (dec). LD50 in mice (mg/kg): 80 i.v., 145 i.p.; >320 orally (U.S. patent).
Melting point: mp 162-163° (dec)
Toxicity data: LD50 in mice (mg/kg): 80 i.v., 145 i.p.; >320 orally (U.S. patent)
 
Derivative Type: Hydrochloride
CAS Registry Number: 85118-33-8
Molecular Formula: C6H8N2O2.HCl
Molecular Weight: 176.60
Percent Composition: C 40.81%, H 5.14%, N 15.86%, O 18.12%, Cl 20.08%
 
Use: As a molecular probe to study GABA receptors.
Therap-Cat: Sedative, hypnotic.
Keywords: Sedative/Hypnotic.