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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).

FDS (Fiches de données de sécurité), certificats d’analyse (CoA) et de qualité (CoQ), dossiers, brochures et autres documents disponibles.

Synonymes: 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
533304
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Aperçu

Replacement Information

Tableau de caractéristiques principal

CAS #Empirical Formula
92872-51-0C₁₆H₁₃N₅

Products

RéférenceConditionnement Qté
5333040001 Flacon en verre 25 mg
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
Référence GTIN
5333040001 04055977286830

Documentation

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

Titre

Fiche de données de sécurité des matériaux (FDS) 

Références bibliographiques

Aperçu de la référence bibliographique
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.
Fiche technique

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.