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CAS No 2552-55-8 , 2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid

  • Name: 2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid
  • Synonyms: Amanita muscaria; 2552-55-8; (+/-)-Ibotenic acid;Ibotenate;2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid; NSC204850; 5-Isoxazoleacetic acid; NSC 204850; alpha-amino-2,3-dihydro-3-oxo-;
  • CAS Registry Number:
  • Transport: 1544
  • Flash Point: °C
  • Boiling Point: °Cat760mmHg
  • Density: 1.621 g/cm3
  • Refractive index: 1.588
  • Safety Statements: 45-38-36/37/39-28A
  • Hazard Symbols: T: Toxic;
  • Flash Point: °C
  • Molecular Weight: 158.11214
  • InchiKey: IRJCBFDCFXCWGO-UHFFFAOYSA-N
  • InChI: InChI=1S/C5H6N2O4/c6-4(5(9)10)2-1-3(8)7-11-2/h1,4H,6H2,(H,7,8)(H,9,10)
  • Risk Statements: 23/24/25
  • Molecular Formula: C5H6N2O4
  • Molecular Structure:CAS No:2552-55-8 2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid

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2552-55-8 IBOTENIC ACID(REAGENT / STANDARD GRADE)

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2552-55-8 5-ISOXAZOLEACETIC ACID, -ALPHA--AMINO-2,3-DIHYDRO-3-OXO- (9CI)

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References of 2-amino-2-(3-oxo-1,2-oxazol-5-yl)acetic acid
Title: Ibotenic Acid
CAS Registry Number: 2552-55-8
CAS Name: a-Amino-2,3-dihydro-3-oxo-5-isoxazoleacetic acid
Synonyms: a-amino-3-hydroxy-5-isoxazoleacetic acid; amino-(3-hydroxy-5-isoxazolyl)acetic acid
Molecular Formula: C5H6N2O4
Molecular Weight: 158.11
Percent Composition: C 37.98%, H 3.82%, N 17.72%, O 40.48%
Literature References: Fly-killing and narcosis-potentiating amino acid structurally similar to kainic acid, q.v., extracted from poisonous mushroom species. Isoln from Amanita pantherina (DC.) Fr., and A. muscaria (L.) Fr., Agaricaceae: Takemoto et al., J. Pharm. Soc. Jpn. 84, 1233 (1964); Eugster et al., Tetrahedron Lett. 1965, 1813. Structure: Takemoto et al., J. Pharm. Soc. Jpn. 84, 1186, 1232 (1964). Syntheses: Gagneux et al., Tetrahedron Lett. 1965, 2081; Sirakawa et al., Chem. Pharm. Bull. 14, 89 (1966); Kishida et al., ibid. 14, 92 (1966); 15, 1025 (1967). Improved synthesis: Nakamura, ibid. 19, 46 (1971). Industrial pats: BE 665249 C.A. 65, 2266e (1966); Gagneux et al., US 3459862 (1965, 1969 both to Geigy); Kishida et al., JP 68 15975; JP 69 25780 (1968, 1969 both to Sankyo), C.A. 70, 77944p (1969); 72, 13054g (1970). Pharmacology: Theobald et al., Arzneim.-Forsch. 18, 311 (1968); Johnston et al., Biochem. Pharmacol. 17, 2488 (1968). Exhibits potent neuroexcitatory activity: eidem, Nature 248, 804 (1974). Chemistry review: Eugster, Fortschr. Chem. Org. Naturst. 27, 261-321 (1969); Catalfomo, Eugster, Bull. Narc. 22, 33-41 (1970). Excitatory and possible sedative actions on spinal neurons: D. R. Curtis et al., J. Physiol. 291, 19 (1979); in cerebral cortex: E. Puil, Can. J. Physiol. Pharmacol. 59, 1025 (1981). Use as experimental neurotoxic agent: A. Contestabile et al., Experientia 40, 524 (1984).
Properties: Crystals from water or methanol, mp 151-152° (anhydrous); mp 144-146° (monohydrate). LD50 in mice, rats (mg/kg): 15, 42 i.v.; 38, 129 orally (Theobald).
Melting point: mp 151-152° (anhydrous); mp 144-146° (monohydrate)
Toxicity data: LD50 in mice, rats (mg/kg): 15, 42 i.v.; 38, 129 orally (Theobald)
Use: Neurobiological tool.