PfDHODH-IN-1 is an analog of the bioactive metabolite of Leflunomide. PfDHODH-IN-1 is an inhibitor (blocker/antagonist) of Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH). PfDHODH-IN-1 has antimalarial activity.

Physicochemical Properties

Molecular Formula	C14H11N2O2F3
Molecular Weight	296.24454
Exact Mass	296.077
CAS #	183945-55-3
PubChem CID	54684419
Appearance	Off-white to light yellow solid powder
LogP	3.4
Hydrogen Bond Donor Count	2
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	3
Heavy Atom Count	21
Complexity	492
Defined Atom Stereocenter Count	0
SMILES	C1CC1C(=C(C#N)C(=O)NC2=CC=C(C=C2)C(F)(F)F)O
InChi Key	IKNOIAXAHSRIGK-QXMHVHEDSA-N
InChi Code	InChI=1S/C14H11F3N2O2/c15-14(16,17)9-3-5-10(6-4-9)19-13(21)11(7-18)12(20)8-1-2-8/h3-6,8,20H,1-2H2,(H,19,21)/b12-11-
Chemical Name	(Z)-2-cyano-3-cyclopropyl-3-hydroxy-N-[4-(trifluoromethyl)phenyl]prop-2-enamide
Synonyms	PfDHODHIN1; PfDHODH IN 1
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: This product requires protection from light (avoid light exposure) during transportation and storage.
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. 3D-QSAR studies on a series of dihydroorotate dehydrogenase inhibitors: analogues of the active metabolite of leflunomide. Int J Mol Sci. 2011;12(5):2982-93. [2]. QSAR study on the antimalarial activity of Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) inhibitors. SAR QSAR Environ Res. 2016;27(2):101-24.

Solubility Data

Solubility (In Vitro)

DMSO : ~50 mg/mL (~168.78 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.5 mg/mL (8.44 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (8.44 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	3.3756 mL	16.8782 mL	33.7564 mL
	5 mM	0.6751 mL	3.3756 mL	6.7513 mL
	10 mM	0.3376 mL	1.6878 mL	3.3756 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.