KAINIC ACID
- Product Name
- KAINIC ACID
- CAS No.
- 487-79-6
- Chemical Name
- KAINIC ACID
- Synonyms
- KAINATE;(-)-α-Kainic Acid;Kainic;C12819;digenin;helminal;(3aαKainicaci;,4-beta))-;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
- EPA Substance Registry System
- 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)- (487-79-6)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22
- Safety Statements
- 22-24/25-36
- WGK Germany
- 3
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H312Harmful in contact with skin
H332Harmful if inhaled
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P264Wash hands thoroughly after handling.
P264Wash skin thouroughly after handling.
P270Do not eat, drink or smoke when using this product.
P271Use only outdoors or in a well-ventilated area.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P330Rinse mouth.
P363Wash contaminated clothing before reuse.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- 0222
- Product name
- Kainicacid
- Purity
- ≥98%(HPLC)
- Packaging
- 1
- Price
- $82
- Updated
- 2021/12/16
- Product number
- 7065
- Product name
- Kainicacid(synthetic)
- Purity
- ≥98%(HPLC)
- Packaging
- 10
- Price
- $159
- Updated
- 2021/12/16
- Product number
- 0222
- Product name
- Kainicacid
- Purity
- ≥98%(HPLC)
- Packaging
- 10
- Price
- $173
- Updated
- 2021/12/16
- Product number
- 7065
- Product name
- Kainicacid(synthetic)
- Purity
- ≥98%(HPLC)
- Packaging
- 50
- Price
- $669
- Updated
- 2021/12/16
- Product number
- 0222
- Product name
- Kainicacid
- Purity
- ≥98%(HPLC)
- Packaging
- 50
- Price
- $718
- Updated
- 2021/12/16
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
excitory amino acid, neurotoxin, neurobiology tool
Uses
Neurobiological tool.
Uses
glutamate receptor agonist, anthelmintic
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.
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