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AHU-377

AHU-377 Structure
AHU-377 structure
CAS No.
149709-62-6
Chemical Name:
AHU-377
Synonyms
Sacubitril(AHU-377);Sacubitril API;valsartan/sacubitril Impurity 1;(2R,4S)-5-([1,1'-Biphenyl]-4-yl)-4-(3-carboxypropanamido)-2-methylpentanoic acid;LCZ697;AHU-77;AHU-37;AHU-377;SACUBRITIL;LCZ-696-007-2S4R
CBNumber:
CB62627304
Molecular Formula:
C24H29NO5
Molecular Weight:
411.49
MDL Number:
MFCD00920862
MOL File:
149709-62-6.mol
MSDS File:
SDS
Last updated:2023-05-18 11:30:59
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AHU-377 Properties

Boiling point 656.9±55.0 °C(Predicted)
Density 1.151±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Store in freezer, under -20°C
solubility ≥41.1 mg/mL in DMSO; ≥21.45 mg/mL in H2O with ultrasonic; ≥26.85 mg/mL in EtOH with ultrasonic
form oil
pka 4.72±0.10(Predicted)
color colorless
FDA UNII 17ERJ0MKGI

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P261-P305+P351+P338

AHU-377 price More Price(23)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC S080895 Sacubitril 149709-62-6 250mg $580 2021-12-16 Buy
TRC S080895 Sacubitril 149709-62-6 500mg $1115 2021-12-16 Buy
Matrix Scientific 132790 4-(((2S,4R)-1-([1,1'-Biphenyl]-4-yl)-5-ethoxy-4-methyl-5-oxopentan-2-yl)amino)-4-oxobutanoicacid 97% 149709-62-6 5g $1980 2021-12-16 Buy
ApexBio Technology B1070 AHU-377(Sacubitril) 149709-62-6 50mg $885 2021-12-16 Buy
Matrix Scientific 132790 4-(((2S,4R)-1-([1,1'-Biphenyl]-4-yl)-5-ethoxy-4-methyl-5-oxopentan-2-yl)amino)-4-oxobutanoicacid 97% 149709-62-6 1g $648 2021-12-16 Buy
Product number Packaging Price Buy
S080895 250mg $580 Buy
S080895 500mg $1115 Buy
132790 5g $1980 Buy
B1070 50mg $885 Buy
132790 1g $648 Buy

AHU-377 Chemical Properties,Uses,Production

Pharmacologic action

AHU377 and angiotensin IIAT1 receptor antagonist valsartan at a molar ratio of 1: 1 compose LCZ696. LCZ696 was a dual inhibitor of angiotensin II (AT2) receptor and enkephalinase (Neprilysin) receptor. And with its better antihypertensive efficacy than standard antihypertensive drugs, it is a new drug for the treatment of heart failure.
AHU377 is a prodrug that converts the active form of the enzyme cleavage LBQ657 ethyl ester. So far its efficacy and safety in milestone phase III surpass the clinical standard drug enalapril.
In a clinical trial of the drug, 100 to 400 mg of combined drugs, 80 to 320 mg of valsartan, 200 mg of neprilysin inhibition or placebo were given to the patients in the double-blind trial of phase two with mild to moderate hypertension. The combined drugs are more effective and better tolerated with no vascular edema report than solely applied valsartan or other drugs. LCZ696 shows sustainable treatment benefits in the early treatment:
(1) a 20% reduction in the risk of death from cardiovascular disease (p = 0.00004).
(2) hospitalization for heart failure was reduced by 21% (p = 0.00004).
(3) all-cause mortality was reduced by 16% (p = 0.0005).
(4) The overall risk is reduced by 20% according to the composite measure of the primary endpoint of hospitalization for cardiovascular death or heart failure (p = 0.0000002).

Novartis’ New Angiomyocardiac LCZ696

According to a recent study published by Novartis, LCZ696, a cardiovascular drug being developed by the company, will become a new hope for the company. The current study shows that this drug functions well in the remission of cardiovascular necrosis and other symptoms caused by heart disease.
LCZ696 is a combination of Novartis Diovan and AHU-377. Some analysts have spoken highly of the drug and estimated that it might be submitted to the FDA as early as next year. Once confirmed in the audit it will mark another great step forward of Novartis in the field of cardiovascular drugs.
Although it showed high expectations to LCZ696, Novartis still has a long way to go, given the setbacks of its serelaxin in the FDA and the European Medicines Administration.
The news came straight from Basel as investigators around the world were wrapping up the big scientific meeting of the American College of Cardiology.

Market analysis

In the field of research and development of drugs, most of the success of the new drugs in phase II will always lead to a series of competitor projects. The LCZ696 performs so prominently that the industry was shocked. It is predicted that few cardiovascular drugs will be qualified to compete with the LCZ696 in the next few years. Some analysts predict that the LCZ696 sales will peak at $ 8 billion, while Deutsche Bank analysts expect the drug to peak at $ 6 billion, given LCZ696's superior performance in reducing cardiovascular risk. Although the data are slightly different, there is no doubt that, LCZ696 will become a super star to lead the cardiovascular treatment to step into a new era.

Uses

Sacubitril is an antihypertensive drug used in combination with valsartan. The combination drug, valsartan/sacubitril, known during trials as LCZ696 and marketed under the brand name, Entresto, is a treatment for heart failure.

Definition

ChEBI: Sacubitril is a member of biphenyls.

Biological Activity

ahu-377 is an inhibitor of neprilysin with ic50 value of 5nm [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 prodrug, 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 dahl-ss rats. but in the doca-salt hypertensive rats, it shows a weak reduction [2, 3].

target

neprilysin

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.

AHU-377 synthesis

108-30-5
149690-12-0
149709-62-6
Synthesis of AHU-377 from Succinic anhydride and (2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride

AHU-377 Preparation Products And Raw materials

Raw materials

(2R,4S)-4-Amino-5-(biphenyl-4-yl)-2-methylpentanoic Acid Ethyl Ester Hydrochloride (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoate (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoate (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoic acid Ethyl (2R,4S)-4-([1,1'-biphenyl]-4-ylmethyl)-2-methyl-4-(2,5-dioxopyrrolidin-1-yl)butanoate

Preparation Products

Sacubitril Sodium

AHU-377 Suppliers

Global( 240)Suppliers
Supplier Tel Email Country ProdList Advantage
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Nanjing ChemLin Chemical Industry Co., Ltd. 		025-83697070 product@chemlin.com.cn CHINA 3012 60
Lianyungang happen teng technology co., LTD 		15950718863 wang666xt@163.com CHINA 295 58
career henan chemical co 		+86-0371-86658258 sales@coreychem.com China 29914 58
Biochempartner 		0086-13720134139 candy@biochempartner.com CHINA 967 58
Nanjing Dolon Biotechnology Co.,Ltd. 		18905173768 sales@dolonchem.com CHINA 2972 58
Hubei Jusheng Technology Co.,Ltd. 		18871490254 linda@hubeijusheng.com CHINA 28180 58
Casorganics US Corp 		+17326109938 sales@casorganics.com CHINA 174 58
Supplier Advantage
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Nanjing ChemLin Chemical Industry Co., Ltd. 		60
Lianyungang happen teng technology co., LTD 		58
career henan chemical co 		58
Biochempartner 		58
Nanjing Dolon Biotechnology Co.,Ltd. 		58
Hubei Jusheng Technology Co.,Ltd. 		58
Casorganics US Corp 		58

View Lastest Price from AHU-377 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-{[(2S,4R)-1-(4-Biphenylyl)-5-ethoxy-4-methyl-5-oxo-2-pentanyl]amino}-4-oxobutanoic acid pictures 2023-04-21 4-{[(2S,4R)-1-(4-Biphenylyl)-5-ethoxy-4-methyl-5-oxo-2-pentanyl]amino}-4-oxobutanoic acid
149709-62-6
 US $100.00 / kg 1kg 99% 50 tons Hebei Duling International Trade Co. LTD
AHU-377 pictures 2022-09-30 AHU-377
149709-62-6
 US $0.00-0.00 / KG 1KG 98% 1ton Henan Aochuang Chemical Co.,Ltd.
AHU-377 pictures 2022-02-25 AHU-377
149709-62-6
 US $5.99 / KG 1KG 99% 100KG Hong Kong Tiansheng New Material Trading Co., Ltd
  • AHU-377 pictures
  • AHU-377
    149709-62-6
  • US $0.00-0.00 / KG
  • 98%
  • Henan Aochuang Chemical Co.,Ltd.
  • AHU-377 pictures
  • AHU-377
    149709-62-6
  • US $5.99 / KG
  • 99%
  • Hong Kong Tiansheng New Material Trading Co., Ltd

AHU-377 Spectrum

AHU-377(149709-62-6)1HNMR

149709-62-6(AHU-377)Related Search:

Sacubitril Impurity 10 sacubitril (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoate (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoic acid Valsartan
Ethyl (2R,4S)-4-([1,1'-biphenyl]-4-ylmethyl)-2-methyl-4-(2,5-dioxopyrrolidin-1-yl)butanoate LCZ696 interMediate (S)-5-[(Biphenyl-4-yl)carbonyl]pyrrolidin-2-one (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-aMino-2-Methylpentanoic acid hydrochloride ((R)-2-biphenyl-4-yl-1-forMylethyl)carbaMic acid t-butyl ester
(2S,4R)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid (2R,4S)-4-([1,1'-Biphenyl]-4-ylmethyl)-2-methyl-4-(2,5-dioxopyrrolidin-1-yl)butanoic acid (2S,4S)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid (R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid LCZ696
(2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoate LCZ Impurity (2R,4R)-5-(Biphenyl-4-yl)-4-[(tert-butoxycarbonyl)amino]-2-methylpentanoic acid

1of4

4-(((2R,4R)-1-([1,1'-biphenyl]-4-yl)-5-ethoxy-4-Methyl-5-oxopentan-2-yl)aMino)-4-oxobutanoic acid AHU-377 4-(((2S,4R)-1-([1,1'-biphenyl]-4-yl)-5-ethoxy-4-Methyl-5-oxopentan-2-yl)aMino)-4-oxobutanoic acid (2R,4S)-5-(Biphenyl-4-yl)-4-[(3-carboxypropionyl)amino]-2-methylpentanoic acid ethyl ester AHU-377,149709-62-6 4-[[(2S,4R)-5-ethoxy-4-methyl-5-oxo-1-(4-phenylphenyl)pentan-2-yl]amino]-4-oxobutanoic acid 4-{[(2S,4R)-1-(4-Biphenylyl)-5-ethoxy-4-methyl-5-oxo-2-pentanyl]amino}-4-oxobutanoic acid AHU-77 (2R,4S)-5-([1,1'-Biphenyl]-4-yl)-4-(3-carboxypropanamido)-2-methylpentanoic acid (Sacubitril , AHU-377) LCZ697 4-(((2S,4R)-1-([1,1'-Biphenyl]-4-yl)-5-ethoxy-4-methyl-5-oxopentan-2-yl)amino)-4-oxobutanoic a Entresto( sacubitril+ valsartan) AHU-37 AHU377; AHU 377; SACUBITRIL LCZ696(valsartan + sacubitril) impurity 4 AHU-377(Sacubitril) AHU-377;AHU 377 ;AHU377 AHU-377 (Sacubitril calcium) 4-《(2S,4R)-I-([I,I'-biphenyl]-4-yl)-5-ethoxy-4-methyl-5-oxopentan-2-yl)amin LCZ-696-007-2S4R LCZ-696 Impurity 3 (2R,4S)-4-[(3-Carboxy-1-oxopropyl)amino]-4-[(p-phenylphenyl)methyl]-2-methylbutanoic Acid Ethyl Ester Sacubitril Related Compound 1 [1,1'-Biphenyl]-4-pentanoic acid, γ-[(3-carboxy-1-oxopropyl)amino]-α-methyl-, α-ethyl ester, (αR,γS)- Sacubtril(LCZ696) Sacubitril Control SACUBRITIL AHU-377 USP/EP/BP Sacubitril Standard 4-(((2S,4R)-1-([1,1'-biphenyl]-4-yl)-5-ethoxy-4-methyl-5-oxo... SacubitrilQ: What is Sacubitril Q: What is the CAS Number of Sacubitril Q: What is the storage condition of Sacubitril Q: What are the applications of Sacubitril Sacubitril(AHU-377) valsartan/sacubitril Impurity 1 Sacubitril API (2R,4S)-5-([1,1'-Biphenyl]-4-yl)-4-(3-carboxypropanamido)-2-methylpentanoic acid [1,1'-Biphenyl]-4-pentanoic acid, γ-[(3-carboxy-1-oxopropyl)amino]-α-methyl-, α-ethyl ester, (αR,γS)- 4-(((2S,4R)-1-([1,1'-Biphenyl]-4-yl)-5-ethoxy-4-methyl-5-oxopentan-2-yl)amino)-4-oxobutanoic acid 149709-62-6 LCZ 696 LCZ696 intermediates Sacubitril