5.33304

DHODH Inhibitor, DSM1

• Sinónimos: DHODH Inhibitor, DSM1, 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; T
• Fórmula empírica (notación de Hill): C₁₆H₁₃N₅
• Número de CAS: 92872-51-0
• Peso molecular: 275.31
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 660996

Propiedades

• Análisis: ≥97% (HPLC)
• Nivel de calidad: 100
• formulario: solid
• potencia: 15 nM K_i
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; protect from light
• color: off-white
• solubilidad: DMSO: 50 mg/mL
• temp. de almacenamiento: 2-8°C
• cadena SMILES: CC1=NC2=NC=NN2C(=C1)NC3=CC4=CC=CC=C4C=C3

Descripción

Descripción general

A 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 (K_i = 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.

A 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 (K_i = 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.

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

Acciones bioquímicas o fisiológicas

Cell permeable: yes

Primary Target
Pf*DHODH

Advertencia

Toxicity: Standard Handling (A)

Reconstitución

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Otras notas

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.

Información legal

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable