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KAINIC ACID

KAINIC ACID Structure
KAINIC ACID
  • CAS No.487-79-6
  • Chemical Name:KAINIC ACID
  • CBNumber:CB2351306
  • Molecular Formula:C10H15NO4
  • Formula Weight:213.23
  • MOL File:487-79-6.mol
KAINIC ACID Property
  • Melting point 253-254 C
  • alpha D24 -14.8° (c = 1.01)
  • Boiling point 353.22°C (rough estimate)
  • Density 1.2177 (rough estimate)
  • refractive index 1.4368 (estimate)
  • storage temp. Keep in dark place,Sealed in dry,2-8°C
  • solubility H2O: soluble
  • form White to off-white solid.
  • pka 2.03±0.60(Predicted)
  • color White
  • optical activity -14.824 (H2O)
  • Water Solubility Soluble to 25 mM in water
  • Stability Stable for 1 year from date of purchase as supplied. Solutions in distilled water may be stored at -20° for up to 3 months.
  • InChI InChI=1S/C10H15NO4/c1-5(2)7-4-11-9(10(14)15)6(7)3-8(12)13/h6-7,9,11H,1,3-4H2,2H3,(H,12,13)(H,14,15)/t6-,7+,9-/m0/s1
  • InChIKey VLSMHEGGTFMBBZ-OOZYFLPDSA-N
  • SMILES N1C[C@H](C(C)=C)[C@H](CC(O)=O)[C@H]1C(O)=O
  • FDA UNII SIV03811UC
  • EPA Substance Registry System 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)- (487-79-6)
  • UNSPSC Code 12352106
  • NACRES NA.77
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal wordWarning
  • Hazard statements H302-H312-H332
  • Precautionary statements P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P330-P363-P501

KAINIC ACID Chemical Properties,Usage,Production

  • Description Kainic acid (487-79-6) is a conformationally restricted glutamate analog which acts as a selective agonist at kainate receptors. CNS stimulant and neurotoxin. Kainic acid is a classic neuroexcitatory agent for induction of seizures in laboratory animals (typical dose 10-30 mg/kg).
  • Chemical Properties soluble in 0.1 M NaOH
  • Uses (-)-α-Kainic Acid is a naturally occurring neuroexcitatory chemical that is an selective agonist for a subtype of ionotropic glutamate receptor. Administration of (-)-α-Kainic Acid has been shown to increase production of reactive oxygen species, mitochondrial dysfunction, and apoptosis in neurons in many regions of the brain, particularly in the hippocampal subregions and in the hilus of dentate gyrus.
  • Uses Neurobiological tool.
  • Uses excitory amino acid, neurotoxin, neurobiology tool
  • Uses glutamate receptor agonist, anthelmintic
  • Definition ChEBI: Kainic acid is a dicarboxylic acid, a pyrrolidinecarboxylic acid, a L-proline derivative and a non-proteinogenic L-alpha-amino acid. It has a role as an antinematodal drug and an excitatory amino acid agonist. It is a conjugate acid of a kainate(1-).
  • Biological Activity Selective agonist at kainate receptors. Potent excitant and neurotoxin. Also available as part of the Kainate Receptor Tocriset™ .
  • storage Room temperature
  • Purification Methods Purify the acid by adsorbing on to a strongly acidic ion-exchange resin (Merck), elute the diacid with aqueous M NaOH, the eluate is evaporated, H2O is added, and filtered through a weakly acidic ion-exchange resin (Merck). The filtrate is then evaporated and recrystallised from EtOH. Its solubility is 0.1g in 1mL of 0.5N HCl. (±)--Kainic acid is recrystallised from H2O with m 230-260o. UV (MeOH): 219 (log 3.9); max 1HNMR (CCl4, 100MHz, Me4Si standard) : 1.64 (s 1H), 1.70 (s 3H), 3.24 (d J 7.5, 2H), 3.3-4.2 (1H), 3.70 (s 3H), 3.83 (s 3H), 4.35 (dd J 7.5, J 14.5, 1H), 5.21 (t J 7.5, 1H), 7.26 (t J 7.5, 1H). [Oppolzer & Andres Helv Chim Acta 62 2282 1979, Beilstein 22 III/IV 1523.]
  • References 1) Watkins et al. (1981), Excitatory amino acid transmitters; Ann. Rev. Pharmacol. Toxicol., 21 165
KAINIC ACID Preparation Products And Raw materials
Raw materials
Preparation Products
KAINIC ACID Suppliers
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KAINIC ACID Spectrum
487-79-6, KAINIC ACIDRelated Search:
  • Glutamate receptor
  • 抑制剂
  • 甜味剂
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  • KAINIC ACID,PROTOTYPIC KAINATE RECEPTOR激动剂
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  • 487-79-6
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  • Kainic acid (mM/ml), Prototypic kainate receptor agonist
  • α-Kainic acid
  • (-)-α-Kainic Acid
  • KAINATE
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