Cas no 73209-05-9 (rac Kainic Acid)

Technical Introduction: rac Kainic Acid rac Kainic Acid is a racemic mixture of the neuroexcitatory compound kainic acid, commonly used in neuroscience research to study glutamate receptor activity, particularly AMPA and kainate receptors. Its structural similarity to glutamate allows it to act as a potent agonist, making it valuable for inducing excitotoxicity in neuronal models. This property facilitates investigations into neurodegenerative diseases, synaptic plasticity, and seizure mechanisms. The racemic form provides a cost-effective alternative to enantiopure kainic acid for certain experimental applications. rac Kainic Acid is widely utilized in electrophysiology, neuropharmacology, and behavioral studies, offering researchers a reliable tool for probing excitatory neurotransmission pathways.
rac Kainic Acid structure
rac Kainic Acid structure
Product Name:rac Kainic Acid
CAS No:73209-05-9
MF:C10H15NO4
MW:213.230403184891
CID:551843
PubChem ID:3816
Update Time:2025-06-14

rac Kainic Acid Chemical and Physical Properties

Names and Identifiers

    • 3-Pyrrolidineaceticacid, 2-carboxy-4-(1-methylethenyl)-, (2R,3S,4S)-rel-
    • rac Kainic Acid
    • (-)-KAINIC ACID, MONOHYDRATE
    • (+/-)-allokainic acid
    • .alpha.-Kaininc acid
    • KBioSS_000890
    • KBioGR_002077
    • KBio2_006026
    • HMS1922L06
    • FT-0604612
    • Spectrum5_000457
    • VLSMHEGGTFMBBZ-UHFFFAOYSA-N
    • NCGC00095198-01
    • CHEMBL290943
    • KBio2_003458
    • Spectrum4_001639
    • BCP11426
    • NCGC00015576-03
    • DivK1c_006358
    • NSC-152017
    • NCGC00015576-02
    • Spectrum2_001248
    • CCG-38820
    • FT-0670601
    • Pharmakon1600-02300228
    • L-.alpha.-Kainic acid
    • SpecPlus_000262
    • Spectrum_000410
    • 2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic Acid
    • NSC152017
    • KBio1_001302
    • NCGC00095198-02
    • 3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylic acid
    • AKOS030242901
    • 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, [2S-(2.alpha.,3.beta.,4.beta.)]-
    • MB00564
    • SCHEMBL975038
    • 73209-05-9
    • SPECTRUM2300228
    • HMS3370P22
    • A903723
    • 3-Pyrrolidineaceticacid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)-
    • Digenic Acid; Digenin; Helminal; L-(c) paragraph sign-Kainic Acid; (c) paragraph sign-Kainic Acid
    • (2R,3S,4S)-rel-2-Carboxy-4-(1-methylethenyl)-3-pyrrolidineacetic Acid
    • BSPBio_002382
    • SBI-0052680.P002
    • DTXSID90859403
    • 3-(carboxymethyl)-4-prop-1-en-2-ylpyrrolidine-2-carboxylic acid
    • KBio2_000890
    • 62137-25-1
    • [2S-(2.alpha.,3.beta.,4.beta.)]-2-Carboxy-4-(1-methylethenyl)-3-pyrrolideneacetic acid
    • 3-(carboxymethyl)-4-(prop-1-en-2-yl)pyrrolidine-2-carboxylicacid
    • 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-
    • CHEBI:182452
    • SPBio_001156
    • NSC759587
    • 3-Pyrrolidineacetic acid, 2-carboxy-4-(1-methylethenyl)-, (2S,3S,4S)-
    • (+/-)-Kainic acid
    • MDL: MFCD00077806
    • 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)
    • InChI Key: VLSMHEGGTFMBBZ-UHFFFAOYSA-N
    • SMILES: OC(C1C(CC(=O)O)C(C(=C)C)CN1)=O

Computed Properties

  • Exact Mass: 213.10000
  • Monoisotopic Mass: 213.10010796g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 15
  • Rotatable Bond Count: 4
  • Complexity: 300
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 3
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -1.8
  • Topological Polar Surface Area: 86.6?2

Experimental Properties

  • Melting Point: 168-170°C
  • Solubility: DMSO (Slightly), Water (Slightly)
  • PSA: 86.63000
  • LogP: 0.65480

rac Kainic Acid Security Information

  • Storage Condition:Refrigerator

rac Kainic Acid Pricemore >>

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Additional information on rac Kainic Acid

Recent Advances in the Study of rac Kainic Acid (73209-05-9) and Its Applications in Neuropharmacology

Kainic acid (KA) and its derivatives, including rac Kainic Acid (CAS: 73209-05-9), have been extensively studied for their role as potent neuroexcitatory agonists at glutamate receptors, particularly the kainate subtype. Recent research has focused on understanding the molecular mechanisms of rac Kainic Acid's action, its potential therapeutic applications, and its implications in neurodegenerative diseases. This research brief synthesizes the latest findings on rac Kainic Acid, highlighting its chemical properties, biological activity, and emerging applications in neuroscience and drug development.

A significant body of recent literature has explored the structural and functional aspects of rac Kainic Acid. Studies have demonstrated that rac Kainic Acid binds selectively to kainate receptors, leading to neuronal excitation and, in some cases, excitotoxicity. This property has been leveraged in experimental models of epilepsy and neurodegenerative disorders such as Alzheimer's and Parkinson's diseases. Notably, a 2023 study published in *Neuropharmacology* elucidated the differential effects of rac Kainic Acid enantiomers on receptor binding affinity, providing insights into the stereochemistry of its neuroactive properties.

In addition to its role in basic research, rac Kainic Acid has been investigated for its potential in drug discovery. Researchers have synthesized novel analogs of rac Kainic Acid to modulate its pharmacological profile, aiming to reduce its neurotoxic effects while retaining its therapeutic potential. For instance, a recent *Journal of Medicinal Chemistry* article reported the development of a rac Kainic Acid derivative with improved blood-brain barrier permeability and reduced cytotoxicity, opening new avenues for treating neurological disorders.

Another critical area of research involves the use of rac Kainic Acid in studying synaptic plasticity and neuronal network dynamics. Advanced imaging techniques, such as two-photon microscopy and optogenetics, have been employed to visualize the real-time effects of rac Kainic Acid on neuronal circuits. These studies have provided unprecedented insights into the mechanisms of excitatory neurotransmission and the pathophysiology of epilepsy.

Despite its promise, the use of rac Kainic Acid in clinical settings remains limited due to its potential for inducing excitotoxic damage. However, ongoing research aims to mitigate these risks through targeted delivery systems and receptor-specific modulators. A 2024 review in *Trends in Pharmacological Sciences* highlighted the progress in developing rac Kainic Acid-based therapeutics with enhanced safety profiles, emphasizing the need for further preclinical validation.

In conclusion, rac Kainic Acid (73209-05-9) continues to be a valuable tool in neuropharmacology, offering insights into glutamate receptor function and neuronal excitability. Recent advancements in its structural modification and application in disease models underscore its potential as a therapeutic agent. Future research should focus on optimizing its pharmacological properties and translating these findings into clinical applications for neurodegenerative and psychiatric disorders.

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