DMU2139 is a potent and specific CYP1B1 inhibitor, with IC50s of 9 nM and 795 nM for CYP1B1 and CYP1A1, respectively.

Physicochemical Properties

Molecular Formula	C19H15NO2
Molecular Weight	289.33
Exact Mass	289.11
Elemental Analysis	C, 78.87; H, 5.23; N, 4.84; O, 11.06
CAS #	1821143-80-9
PubChem CID	13615899
Appearance	Light yellow to yellow solid powder
LogP	3.8
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	4
Heavy Atom Count	22
Complexity	406
Defined Atom Stereocenter Count	0
SMILES	COC1=CC2=C(C=C1)C=C(C=C2)C(=O)/C=C/C3=CN=CC=C3
InChi Key	MPDPEUALCUWORP-RUDMXATFSA-N
InChi Code	InChI=1S/C19H15NO2/c1-22-18-8-7-15-11-17(6-5-16(15)12-18)19(21)9-4-14-3-2-10-20-13-14/h2-13H,1H3/b9-4+
Chemical Name	(E)-1-(6-methoxynaphthalen-2-yl)-3-(pyridin-3-yl)prop-2-en-1-one
Synonyms	DMU2139 DMU-2139 DMU 2139
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
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

ln Vitro

DMU2139 (6j) has a selectivity of 88 and 133 times for CYP1B1 relative to CYP1A1 and CYP1A2, respectively. When CYP1B1-expressing cells were exposed to DMU2139, the EC50 decreased from 61 μM to 8.3 μM (without the need for any inhibitor). The CYP1B1 protein cannot be expressed in the presence of DMU2139 in cells transfected with an empty plasmid without the CYP1B1 gene since the EC50 value is 8.7 μM, which is close to the EC50 of cisplatin [1].

References

[1]. Discovery and characterization of novel CYP1B1 inhibitors based on heterocyclic chalcones: Overcoming cisplatin resistance in CYP1B1-overexpressing lines. Eur J Med Chem. 2017 Mar 31;129:159-174.

Solubility Data

Solubility (In Vitro)

DMSO : ~77.5 mg/mL (~267.86 mM) Ethanol : ~5 mg/mL (~17.28 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.58 mg/mL (8.92 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 25.8 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: ≥ 2.58 mg/mL (8.92 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 25.8 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	3.4563 mL	17.2813 mL	34.5626 mL
	5 mM	0.6913 mL	3.4563 mL	6.9125 mL
	10 mM	0.3456 mL	1.7281 mL	3.4563 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.