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MedKoo Cat#: 525390 | Name: 3-MATIDA

Description:

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

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

Chemical Structure

3-MATIDA
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: 416.42

Elemental Analysis: C, 43.27; H, 3.87; N, 6.73; O, 30.74; S, 15.40

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 416.42 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
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.

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