3-MATIDA

    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 525390

CAS#: 518357-51-2

Description: 3-MATIDA is a metabotropic glutamate I (mGlu1) receptor antagonist.


Price and Availability

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3-MATIDA is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 525390
Name: 3-MATIDA
CAS#: 518357-51-2
Chemical Formula: C15H16N2O8S2
Exact Mass: 416.0348
Molecular Weight: 416.419
Elemental Analysis: C, 43.27; H, 3.87; N, 6.73; O, 30.74; S, 15.40


Synonym: 3-MATIDA

IUPAC/Chemical Name: 3-Methyl-aminothiophene dicarboxylic acid; 5-(Amino(carboxy)methyl)-4-methylthiophene-2-carboxylic acid

InChi Key: HVNBNGBFKSTRGR-UHFFFAOYSA-N

InChi Code: InChI=1S/C8H9NO4S.C7H7NO4S/c1-3-2-4(7(10)11)14-6(3)5(9)8(12)13;1-8-4-3(6(9)10)2-13-5(4)7(11)12/h2,5H,9H2,1H3,(H,10,11)(H,12,13);2,8H,1H3,(H,9,10)(H,11,12)

SMILES Code: CNC1=C(C(O)=O)SC=C1C(O)=O.O=C(C2=CC(C)=C(C(N)C(O)=O)S2)O


Technical Data

Appearance:
Solid powder

Purity:
>98% (or refer to the Certificate of Analysis)

Shipping Condition:
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition:
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility:
Soluble in DMSO

Shelf Life:
>2 years if stored properly

Drug Formulation:
This drug may be formulated in DMSO

Stock Solution Storage:
0 - 4 C for short term (days to weeks), or -20 C for long term (months).

Harmonized System Code:
293490


References

1: Jin DZ, Xue B, Mao LM, Wang JQ. Metabotropic glutamate receptor 5 upregulates surface NMDA receptor expression in striatal neurons via CaMKII. Brain Res. 2015 Oct 22;1624:414-23. doi: 10.1016/j.brainres.2015.07.053. Epub 2015 Aug 6. PubMed PMID: 26256252; PubMed Central PMCID: PMC4630094.

2: Zheng N, Raman IM. Prolonged postinhibitory rebound firing in the cerebellar nuclei mediated by group I metabotropic glutamate receptor potentiation of L-type calcium currents. J Neurosci. 2011 Jul 13;31(28):10283-92. doi: 10.1523/JNEUROSCI.1834-11.2011. PubMed PMID: 21753005; PubMed Central PMCID: PMC3155995.

3: Cahusac PM, Mavulati SC. Non-competitive metabotropic glutamate 1 receptor antagonists block activity of slowly adapting type I mechanoreceptor units in the rat sinus hair follicle. Neuroscience. 2009 Oct 20;163(3):933-41. doi: 10.1016/j.neuroscience.2009.07.015. Epub 2009 Jul 28. PubMed PMID: 19596050.

4: Shin JH, Kim YS, Worley PF, Linden DJ. Depolarization-induced slow current in cerebellar Purkinje cells does not require metabotropic glutamate receptor 1. Neuroscience. 2009 Sep 1;162(3):688-93. doi: 10.1016/j.neuroscience.2009.01.044. Epub 2009 Jan 29. PubMed PMID: 19409231; PubMed Central PMCID: PMC2716407.

5: Sardella R, Lämmerhofer M, Natalini B, Lindner W. Enantioselective HPLC of potentially CNS-active acidic amino acids with a Cinchona carbamate based chiral stationary phase. Chirality. 2008 Mar;20(3-4):571-6. doi: 10.1002/chir.20529. PubMed PMID: 18172832.

6: Werner CG, Scartabelli T, Pancani T, Landucci E, Moroni F, Pellegrini-Giampietro DE. Differential role of mGlu1 and mGlu5 receptors in rat hippocampal slice models of ischemic tolerance. Eur J Neurosci. 2007 Jun;25(12):3597-604. PubMed PMID: 17610579.

7: Meli E, Baronti R, Pangallo M, Picca R, Moroni F, Pellegrini-Giampietro DE. Group I metabotropic glutamate receptors stimulate the activity of poly(ADP-ribose) polymerase in mammalian mGlu1-transfected cells and in cortical cell cultures. Neuropharmacology. 2005;49 Suppl 1:80-8. PubMed PMID: 16023154.

8: Costantino G, Marinozzi M, Camaioni E, Natalini B, Sarichelou I, Micheli F, Cavanni P, Faedo S, Noe C, Moroni F, Pellicciari R. Stereoselective synthesis and preliminary evaluation of (+)- and (-)-3-methyl-5-carboxy-thien-2-yl-glycine (3-MATIDA): identification of (+)-3-MATIDA as a novel mGluR1 competitive antagonist. Farmaco. 2004 Feb;59(2):93-9. PubMed PMID: 14871500.

9: Cozzi A, Meli E, Carlà V, Pellicciari R, Moroni F, Pellegrini-Giampietro DE. Metabotropic glutamate 1 (mGlu1) receptor antagonists enhance GABAergic neurotransmission: a mechanism for the attenuation of post-ischemic injury and epileptiform activity? Neuropharmacology. 2002 Aug;43(2):119-30. PubMed PMID: 12213266.

10: Moroni F, Attucci S, Cozzi A, Meli E, Picca R, Scheideler MA, Pellicciari R, Noe C, Sarichelou I, Pellegrini-Giampietro DE. The novel and systemically active metabotropic glutamate 1 (mGlu1) receptor antagonist 3-MATIDA reduces post-ischemic neuronal death. Neuropharmacology. 2002 May;42(6):741-51. PubMed PMID: 12015200.