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.


Chemical Structure

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3-MATIDA
CAS# 518357-51-2

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

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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

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).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 416.419 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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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.