64603-91-4

  • Product Name:Isoxazolo[5,4-c]pyridin-3(2H)-one,4,5,6,7-tetrahydro-
  • Molecular Formula:C6H8 N2 O2
  • Purity:99%
  • Molecular Weight:
Inquiry

Product Details;

CasNo: 64603-91-4

Molecular Formula: C6H8 N2 O2

Appearance: white solid

64603-91-4 Properties

  • Molecular Formula:C6H8 N2 O2
  • Molecular Weight:140.142
  • Appearance/Colour:white solid 
  • Vapor Pressure:0.00113mmHg at 25°C 
  • Melting Point:242-244° (dec) 
  • Boiling Point:340.5 °C at 760 mmHg 
  • PKA:pKa (water, 25°): 4.44 ±0.03; 8.48 ±0.04 
  • Flash Point:159.7 °C 
  • PSA:58.29000 
  • Density:1.36 g/cm3 
  • LogP:1.15670 

64603-91-4 Usage

Description

Gaboxadol HCl (64603-91-4) is a GABA-A receptor agonist. Hypnotic agent.

Uses

GABAa agonist, GABAc antagonist

Biological Activity

Systemically active GABA A receptor agonist and GABA C receptor antagonist. Displays antinociceptive, anticonvulsant and sedative effects. Hypnotic agent that enhances delta activity within non-REM sleep in rats.

References

1) Meera et al. (2011), Molecular basis for the high THIP/gaboxadol sensitivity of extrasynaptic GABA(A) receptors; J. Neurophysiol., 106 2057

InChI:InChI=1/C6H8N2O2.ClH/c9-6-4-1-2-7-3-5(4)10-8-6;/h7H,1-3H2,(H,8,9);1H

64603-91-4 Relevant articles

GABOXADOL FORMS, COMPOSITIONS THEREOF, AND RELATED METHODS

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Page/Page column 27, (2008/06/13)

The invention provides novel gaboxadol forms. These forms include salts, hydrates, solvates, and polymorphs of gaboxadol. The invention also provides novel compositions comprising these novel soluble forms and a suitable carrier. The invention also provides related methods of treatment. Compositions and methods of the invention of the invention have a number of uses, including the treatment or prevention of sleep disorders.

Polymorphic forms of a GABAA agonist

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Page/Page column 5, (2008/06/13)

Two new crystalline monhydrates and two new crystalline anhydrates of gaboxadol are disclosed together with methods for preparing them.

Heterocyclic compounds

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, (2008/06/13)

The compound Ia STR1 has been shown to possess GABA-related activity. The invention relates to Ia and derivatives thereof, covered by the formula STR2 in which R" is hydrogen, acetyl or a group of the general formula STR3 in which R5 is C1-8 alkyl; phenyl; phenyl substituted in the 4-position with halogen, lower alkoxy, or lower alkyl; or phenylalkyl in which the phenyl group may be substituted in the 4-position with halogen, lower alkoxy, or lower alkyl; and salts thereof. Novel intermediates for preparing I are STR4 in which Alk is a lower alkyl group and Z is hydrogen or an amino-protecting group; STR5 wherein Z is hydrogen or an amino-protecting group, T is a group convertible, by hydrolysis, into an oxy group, and Q is a leaving group which, on reaction with hydroxylamine, forms a hydroxamic acid group; STR6 wherein Z and T are as defined above; STR7 wherein Z is as defined above, and W is hydrogen or a group removable to yield the free hydroxy group, with the proviso that at least one of Z and W is different from hydrogen.

64603-91-4 Process route

3-hydroxy-4,5,6,7-tetrahydro-1,2-oxazolo-[5,4-c]pyridin-6-ium chloride

3-hydroxy-4,5,6,7-tetrahydro-1,2-oxazolo-[5,4-c]pyridin-6-ium chloride

4,5,6,7-tetrahydroisoxazole<5,4-c>pyridin-3-ol
64603-91-4

4,5,6,7-tetrahydroisoxazole<5,4-c>pyridin-3-ol

Conditions
Conditions Yield
With triethylamine; In ethanol; water; at 5 ℃; for 2h;
 
4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridin-3-ol monohydrate
815574-58-4

4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridin-3-ol monohydrate

4,5,6,7-tetrahydroisoxazole<5,4-c>pyridin-3-ol
64603-91-4

4,5,6,7-tetrahydroisoxazole<5,4-c>pyridin-3-ol

Conditions
Conditions Yield
at 110 ℃; for 1.25h; under 760.051 Torr;
 
at 110 ℃; for 1.25h; under 760.051 Torr;
 

64603-91-4 Upstream products

  • 815574-58-4
    815574-58-4

    4,5,6,7-tetrahydroisoxazolo[5,4-c]pyridin-3-ol monohydrate

  • 65202-62-2
    65202-62-2

    methyl 3-hydroxy-4,5,6,7-tetraydroisoxazolo<5,4-c>pyridine-6-carboxylate

64603-91-4 Downstream products

  • 914291-73-9
    914291-73-9

    gaboxadol, N,N-dibenzylethylenediamine salt