EXP3179 is an important intermediate aldehyde metabolite of losartan. EXP3179 has no AT1-R blocking activity but effectively inhibits the expression of endothelial cyclooxygenase (COX)-2. EXP3179 exerts potent anti~inflammatory effects.

Physicochemical Properties

Molecular Formula	C22H21CLN6O
Molecular Weight	420.8947
Exact Mass	420.146
CAS #	114798-36-6
Related CAS #	124750-99-8 (Ka+);114798-26-4 (free);114798-36-6 (carboxaldehyde);
PubChem CID	9802264
Appearance	White to off-white solid powder
Density	1.3±0.1 g/cm3
Boiling Point	666.7±65.0 °C at 760 mmHg
Melting Point	84-86 °C
Flash Point	357.0±34.3 °C
Vapour Pressure	0.0±2.0 mmHg at 25°C
Index of Refraction	1.681
LogP	5.09
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	5
Rotatable Bond Count	8
Heavy Atom Count	30
Complexity	546
Defined Atom Stereocenter Count	0
InChi Key	FQZSMTSTFMNWQF-UHFFFAOYSA-N
InChi Code	InChI=1S/C22H21ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,14H,2-3,8,13H2,1H3,(H,25,26,27,28)
Chemical Name	2-butyl-5-chloro-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carbaldehyde
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

ADME/Pharmacokinetics	Metabolism / Metabolites Losartan carboxaldehyde has known human metabolites that include Losartan carboxylic acid and 5-chloro-2-(1-hydroxybutyl)-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carbaldehyde.
References	[1]. Rossi GP. Losartan metabolite EXP3179: an AT1-receptor-independent treatment strategy for patients with the metabolic syndrome?. Hypertension. 2009;54(4):710-712.
Additional Infomation	E-3179 is an organic molecular entity. See also: ... View More ...

Solubility Data

Solubility (In Vitro)

DMSO : ~125 mg/mL (~296.99 mM)

Solubility (In Vivo)

Solubility in Formulation 1: ≥ 2.08 mg/mL (4.94 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 20.8 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: ≥ 2.08 mg/mL (4.94 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 20.8 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	2.3759 mL	11.8796 mL	23.7592 mL
	5 mM	0.4752 mL	2.3759 mL	4.7518 mL
	10 mM	0.2376 mL	1.1880 mL	2.3759 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.