5.33304

DSM1

≥97% (HPLC), solid, DHODH inhibitor, Calbiochem^®

• Synonyme(s) : 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
• Formule empirique (notation de Hill): C₁₆H₁₃N₅
• Numéro CAS: 92872-51-0
• Poids moléculaire : 275.31
• Code UNSPSC : 12352200
• ID de substance PubChem : 660996
• Nomenclature NACRES : NA.77

Propriétés

• product name: DHODH Inhibitor, DSM1,
• Pureté: ≥97% (HPLC)
• Niveau de qualité: 100
• Forme: solid
• Puissance: 15 nM K_i
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; protect from light
• Couleur: off-white
• Solubilité: DMSO: 50 mg/mL
• Température de stockage: 2-8°C
• Chaîne SMILES: CC1=NC2=NC=NN2C(=C1)NC3=CC4=CC=CC=C4C=C3

Description

Description générale

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).

Actions biochimiques/physiologiques

Cell permeable: yes

Primary Target
Pf*DHODH

Avertissement

Toxicity: Standard Handling (A)

Reconstitution

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

Autres remarques

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.

Informations légales

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

Informations sur la sécurité

• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable