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AHU-377 hemicalcium salt

Potent neprilysin inhibitor CAS# 1369773-39-6

AHU-377 hemicalcium salt

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AHU-377 hemicalcium salt: 5mg $150 In Stock
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Chemical structure

AHU-377 hemicalcium salt

3D structure

Chemical Properties of AHU-377 hemicalcium salt

Cas No. 1369773-39-6 SDF Download SDF
PubChem ID 91827885 Appearance Powder
Formula C48H56CaN2O10 M.Wt 861.0
Type of Compound N/A Storage Desiccate at -20°C
Synonyms AHU 377
Solubility DMSO : 125 mg/mL (290.35 mM; Need ultrasonic)
Chemical Name calcium;4-[[(2S,4R)-5-ethoxy-4-methyl-5-oxo-1-(4-phenylphenyl)pentan-2-yl]amino]-4-oxobutanoate
SMILES CCOC(=O)C(C)CC(CC1=CC=C(C=C1)C2=CC=CC=C2)NC(=O)CCC(=O)[O-].CCOC(=O)C(C)CC(CC1=CC=C(C=C1)C2=CC=CC=C2)NC(=O)CCC(=O)[O-].[Ca+2]
Standard InChIKey DDLCKLBRBPYKQS-OXXXZDCLSA-L
Standard InChI InChI=1S/2C24H29NO5.Ca/c2*1-3-30-24(29)17(2)15-21(25-22(26)13-14-23(27)28)16-18-9-11-20(12-10-18)19-7-5-4-6-8-19;/h2*4-12,17,21H,3,13-16H2,1-2H3,(H,25,26)(H,27,28);/q;;+2/p-2/t2*17-,21+;/m11./s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of AHU-377 hemicalcium salt

DescriptionMembrane metallo-endopeptidase (neprilysin) inhibitor prodrug. Increases ANF-induced natriuresis without affecting diuresis in rats. Orally bioavailable.

AHU-377 hemicalcium salt Dilution Calculator

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AHU-377 hemicalcium salt Molarity Calculator

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Preparing Stock Solutions of AHU-377 hemicalcium salt

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.1614 mL 5.8072 mL 11.6144 mL 23.2288 mL 29.036 mL
5 mM 0.2323 mL 1.1614 mL 2.3229 mL 4.6458 mL 5.8072 mL
10 mM 0.1161 mL 0.5807 mL 1.1614 mL 2.3229 mL 2.9036 mL
50 mM 0.0232 mL 0.1161 mL 0.2323 mL 0.4646 mL 0.5807 mL
100 mM 0.0116 mL 0.0581 mL 0.1161 mL 0.2323 mL 0.2904 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on AHU-377 hemicalcium salt

AHU-377 hemicalcium salt is a hemicalcium salt form of AHU-377. It is an inhibitor of neprilysin with IC50 value of 5 nM [1].

AHU-377 and the angiotensin II AT1 receptor antagonist valsartan compose LCZ696 in a 1:1 molar ratio. LCZ696 is an angiotensin receptor neprilysin inhibitor. It can reduce blood pressure and may be a novel drug for the treatment of heart failure. AHU-377 is a pro-drug, it can be converted by enzymatic cleavage of the ethyl ester into the active form LBQ657. It is reported that AHU-377(30 and 100 mg/kg, PO) can cause antihypertensive effect in a dose-dependent manner in DAHI-SS rats. But in the DOCA-salt hypertensive rats, it shows a weak reduction [2, 3].

References: [1] Ksander GM, Ghai RD, deJesus R, Diefenbacher CG, Yuan A, Berry C, Sakane Y, Trapani A. Dicarboxylic acid dipeptide neutral endopeptidase inhibitors. J Med Chem. 1995 May 12; 38(10):1689-700. [2] Voors AA, Dorhout B, van der Meer P. The potential role of valsartan + AHU377 ( LCZ696 ) in the treatment of heart failure. Expert Opin Investig Drugs. 2013 Aug;22(8):1041-7.  [3] Laxminarayan G Hegde, Cecile Yu, Cheruvu Madhavi et al. Comparative efficacy of AHU-377, a potent neprilysin inhibitor, in two rat models of volume-dependent hypertension. BMC Pharmacology 2011, 11(Suppl 1):P33.

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References on AHU-377 hemicalcium salt

Dicarboxylic acid dipeptide neutral endopeptidase inhibitors.[Pubmed:7752193]

J Med Chem. 1995 May 12;38(10):1689-700.

The synthesis of three series of dicarboxylic acid dipeptide neutral endopeptidase 24.11 (NEP) inhibitors is described. In particular, the amino butyramide 21a exhibited potent NEP inhibitory activity (IC50 = 5.0 nM) in vitro and in vivo. Blood levels of 21a were determined using an ex vivo method by measuring plasma inhibitory activity in conscious rats, mongrel dogs, and cynomolgus monkeys. Free drug concentrations were 10-1500 times greater than the inhibitory constant for NEP over the course of a 6 h experiment. A good correlation of free drug concentrations was obtained when comparing values determined by the ex vivo analysis to those calculated from direct HPLC measurements. Plasma atrial natriuretic factor (exogenous) levels were elevated in rats and dogs after oral administration of 19a. Urinary volume and urinary sodium excretion were also potentiated in anesthetized dogs treated with 21a.

Description

Sacubitril hemicalcium salt (AHU-377 hemicalcium salt) is a potent NEP inhibitor with an IC50 of 5 nM. Sacubitril hemicalcium salt is a component of the heart failure medicine LCZ696.

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