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533304 DHODH Inhibitor, DSM1 - CAS 92872-51-0 - Calbiochem

DHODH Inhibitor, DSM1, is a highly potent, competitive, tight-binding inhibitor of Plasmodium falciparum dihydroorotate dehydrogenase (IC₅₀ = 47 nM; Ki = 15 nM).

MSDS (material safety data sheet) or SDS, CoA and CoQ, dossiers, brochures and other available documents.

Synonyms: 5-Methyl-N-(2-naphthyl)[1,2,4]triazolo[1,5-a]pyrimidin-7-amine, Malaria Parasite Dihydroorotate Dehydrogenase Inhibitor, P. falciparum Dihydroorotate Dehydrogenase Inhibitor, Plasmodium falciparum Dihydroorotate Dehydrogenase Inhibitor; TCMDC-125840

Primary Target: Pf*DHODH
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Overview

Replacement Information

Key Spec Table

CAS #Empirical Formula
92872-51-0C₁₆H₁₃N₅

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      		 Glass bottle 25 mg
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      Description
      OverviewA cell-permeable triazolopyrimidine compound that potently inhibits malaria parasite Plasmodium falciparum dihydroorotate dehydrogenase- (PfDHODH-) catalyzed electron transfer from FMNH2 to Coenzyme Q10 (CoQ or ubiquinone) in a potent (IC50 = 47 nM), CoQ-competitive (Ki = 15 nM), and species-specific manner, without affecting PfDHODH-catalyzed electron transfer from DHO to FMN or the enzymatic activity of human DHODH (<5% inhibition at 100 µM). Reported to inhibit the proliferation of P. falciparum parasites (EC50 = 79 nM against 3D7 strain) in vitro, including the drug-resistant strain Dd2 (EC50 = 140 nM), while displaying no inhibitory potency against murine lymphocytic leukemia cell line L1210 even at concentrations as high as 10 µM. DSM1 is not recommended for in vivo use due to reduced plasma exposure upon repeat dosing in mice.

      Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.
      Catalogue Number533304
      Brand Family Calbiochem®
      Synonyms5-Methyl-N-(2-naphthyl)[1,2,4]triazolo[1,5-a]pyrimidin-7-amine, Malaria Parasite Dihydroorotate Dehydrogenase Inhibitor, P. falciparum Dihydroorotate Dehydrogenase Inhibitor, Plasmodium falciparum Dihydroorotate Dehydrogenase Inhibitor; TCMDC-125840
      References
      ReferencesGuler, J.L., et al. 2013. PLoS Pathog. 9, e1003375.
      Ke, H., et al. 2011. Eukaryot. Cell. 10, 1053.
      Ganesan, S.M., et al. 2011. Mol. Biochem. Parasitol. 177, 29.
      Booker, M.L., et al. 2010. J. Biol. Chem. 285, 33054.
      Gujjar, R., et al. 2009. J. Med. Chem. 52, 1864.
      Phillips, M.A., et al. 2008. J. Med. Chem. 51, 3649.
      Product Information
      CAS number92872-51-0
      FormOff-white solid
      Hill FormulaC₁₆H₁₃N₅
      Chemical formulaC₁₆H₁₃N₅
      ReversibleY
      Quality LevelMQ100
      Applications
      Biological Information
      Primary TargetPf*DHODH
      Primary Target K<sub>i</sub>15 nM)
      Purity≥97% by HPLC
      Physicochemical Information
      Cell permeableY
      Dimensions
      Materials Information
      Toxicological Information
      Safety Information according to GHS
      Safety Information
      Product Usage Statements
      Storage and Shipping Information
      Ship Code Ambient Temperature Only
      Toxicity Standard Handling
      Storage +2°C to +8°C
      Protect from Light Protect from light
      Do not freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Packaging Information
      Packaged under inert gas Packaged under inert gas
      Transport Information
      Supplemental Information
      Specifications
      Global Trade Item Number
      Catalogue Number GTIN
      5333040001 04055977286830

      Documentation

      DHODH Inhibitor, DSM1 - CAS 92872-51-0 - Calbiochem SDS

      Title

      Safety Data Sheet (SDS) 

      References

      Reference overview
      Guler, J.L., et al. 2013. PLoS Pathog. 9, e1003375.
      Ke, H., et al. 2011. Eukaryot. Cell. 10, 1053.
      Ganesan, S.M., et al. 2011. Mol. Biochem. Parasitol. 177, 29.
      Booker, M.L., et al. 2010. J. Biol. Chem. 285, 33054.
      Gujjar, R., et al. 2009. J. Med. Chem. 52, 1864.
      Phillips, M.A., et al. 2008. J. Med. Chem. 51, 3649.
      Data Sheet

      Note that this data sheet is not lot-specific and is representative of the current specifications for this product. Please consult the vial label and the certificate of analysis for information on specific lots. Also note that shipping conditions may differ from storage conditions.

      Revision20-November-2015 JSW
      Synonyms5-Methyl-N-(2-naphthyl)[1,2,4]triazolo[1,5-a]pyrimidin-7-amine, Malaria Parasite Dihydroorotate Dehydrogenase Inhibitor, P. falciparum Dihydroorotate Dehydrogenase Inhibitor, Plasmodium falciparum Dihydroorotate Dehydrogenase Inhibitor; TCMDC-125840
      DescriptionA cell-permeable triazolopyrimidine compound that potently inhibits malaria parasite Plasmodium falciparum dihydroorotate dehydrogenase- (PfDHODH-) catalyzed electron transfer from FMNH2 to Coenzyme Q10 (CoQ or ubiquinone) in a potent (IC50 = 47 nM), CoQ-competitive (Ki = 15 nM), and species-specific manner, without affecting PfDHODH-catalyzed electron transfer from DHO to FMN or the enzymatic activity of human DHODH (<5% inhibition at 100 µM). Reported to inhibit the proliferation of P. falciparum parasites (EC50 = 79 nM against 3D7 strain) in vitro, including the drug-resistant strain Dd2 (EC50 = 140 nM), while displaying no inhibitory potency against murine lymphocytic leukemia cell line L1210 even at concentrations as high as 10 µM. DSM1 is not recommended for in vivo use due to reduced plasma exposure upon repeat dosing in mice.
      FormOff-white solid
      Intert gas (Yes/No) Packaged under inert gas
      CAS number92872-51-0
      Chemical formulaC₁₆H₁₃N₅
      Purity≥97% by HPLC
      SolubilityDMSO (50 mg/ml)
      Storage Protect from light
      +2°C to +8°C
      Do Not Freeze Ok to freeze
      Special InstructionsFollowing reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.
      Toxicity Standard Handling
      ReferencesGuler, J.L., et al. 2013. PLoS Pathog. 9, e1003375.
      Ke, H., et al. 2011. Eukaryot. Cell. 10, 1053.
      Ganesan, S.M., et al. 2011. Mol. Biochem. Parasitol. 177, 29.
      Booker, M.L., et al. 2010. J. Biol. Chem. 285, 33054.
      Gujjar, R., et al. 2009. J. Med. Chem. 52, 1864.
      Phillips, M.A., et al. 2008. J. Med. Chem. 51, 3649.