Identification | Back Directory | [Name]
Sacubitril Impurity 7 | [CAS]
149709-44-4 | [Synonyms]
LBQ657 LCZ696-4 Sacubitrilat Deethyl Sakuba LCZ-696 Impurity 1 Diacid of Sacubitril LCZ696 Impurity 900-04 Sacubitrilat (LBQ-657) Sacubitril Desethyl Impurity Sacubitril metabolite LBQ 657 (2R,4S)-4-(3-carboxypropanoylamino)-2-methyl-5-(4-phenylphenyl)pentanoic acid (2R,4S)-5-([1,1'-biphenyl]-4-yl)-4-(3-carboxypropanamido)- 2-methylpentanoic aci [1,1'-Biphenyl]-4-pentanoic acid, γ-[(3-carboxy-1-oxopropyl)amino]-α-methyl-, (αR,γS)- 4-[[(1S,3R)-1-[([1,1'-Biphenyl]-4-yl)methyl]-3-methyl-4-hydroxy-4-oxobutyl]amino]-4-oxobutanoic acid | [Molecular Formula]
C22H25NO5 | [MDL Number]
MFCD00921225 | [MOL File]
149709-44-4.mol | [Molecular Weight]
383.44 |
Chemical Properties | Back Directory | [Boiling point ]
705.4±60.0 °C(Predicted) | [density ]
1?+-.0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,Room Temperature | [solubility ]
DMF:30.0(Max Conc. mg/mL);78.24(Max Conc. mM) DMSO:77.0(Max Conc. mg/mL);200.81(Max Conc. mM) Ethanol:77.0(Max Conc. mg/mL);200.81(Max Conc. mM) Ethanol:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);1.3(Max Conc. mM) | [form ]
A crystalline solid | [pka]
4.59±0.23(Predicted) | [color ]
White to off-white | [optical activity]
[α]/D -35 to -27°, c =1 in methanol |
Hazard Information | Back Directory | [Uses]
Desethyl Sacubitril is an impurity in the synthesis of Sacubitril (S080895), 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. | [Biological Activity]
LBQ657 is the active metabolite of sacubitril. It is an inhibitor of the enkephalinase neprilysin (neutral endopeptidaseNEP) formed by the action of esterases on its prodrug sacubitril (AHU377)which is half of the heart failure combination drug Entrestoalong with the angiotensin-receptor blocker Valsartan. LBQ657 prevents neprilysinμs degradation of atrial and brain natriuretic peptidetwo blood pressure lowering peptides. |
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Molsyns Research
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