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Merck
CN

SML2077

Aliskiren hemifumarate

≥95% (HPLC), Renin inhibitor, powder

Synonym(s):

(2S,4S,5S,7S)-N-(2-Carbamoyl-2-methylpropyl)-5-amino-4-hydroxy-2,7diisopropyl-8-[4-methoxy-3-(3-methoxypropoxy)phenyl]-octanamide hemifumarate, CGP-60536, CGP60536B, Rasilez, SPP-100

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About This Item

Empirical Formula (Hill Notation):
C30H53N3O6 · 0.5 C4H4O4
CAS Number:
173334-58-2
Molecular Weight:
609.79
NACRES:
NA.77
UNSPSC Code:
12352200
MDL number:
MFCD27756642

Key Documents

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Product Name

Aliskiren hemifumarate, ≥95% (HPLC)

InChI

1S/2C30H53N3O6.C4H4O4/c2*1-19(2)22(14-21-10-11-26(38-8)27(15-21)39-13-9-12-37-7)16-24(31)25(34)17-23(20(3)4)28(35)33-18-30(5,6)29(32)36;5-3(6)1-2-4(7)8/h2*10-11,15,19-20,22-25,34H,9,12-14,16-18,31H2,1-8H3,(H2,32,36)(H,33,35);1-2H,(H,5,6)(H,7,8)/b;;2-1+/t2*22-,23-,24-,25-;/m00./s1

SMILES string

CC(C)[C@H](C[C@H](N)[C@@H](O)C[C@@H](C(C)C)C(NCC(C)(C)C(N)=O)=O)CC1=CC=C(OC)C(OCCCOC)=C1.OC(/C=C/C(O)=O)=O

InChI key

KLRSDBSKUSSCGU-KRQUFFFQSA-N

assay

≥95% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

Related Categories

Biochem/physiol Actions

Aliskiren hemifumarate (ALS) has been used to treat hypertension, alone or with other antihypertensive medications. It is suitable for oral administration. ALS regulates baseline systolic and diastolic blood pressure by blocking the catalytic activity of renin system at its rate-limiting step.
Aliskiren is a potent nonpeptide direct renin inhibitor with an IC50 value of 0.6 nM. It has antihypertensive activity, decreasing plasma renin activity and inhibiting the conversion of angiotensinogen to Angiotensin I by binding to the S3 sub-pocket of renin.
Direct renin inhibitor; anti-hypertensive

Storage Class

11 - Combustible Solids

wgk

WGK 3

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Certificates of Analysis (COA)

Lot/Batch Number
0000350493
0000350493
0000132386
0000132386
0000132385

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Simultaneous determination of aliskiren hemifumarate, amlodipine besylate, and hydrochlorothiazide in their triple mixture dosage form by capillary zone electrophoresis.
Salim M M, et al.
Journal of Separation Science, 37(9-10), 1206-1213 (2014)
Jeanette M Wood et al.
Biochemical and biophysical research communications, 308(4), 698-705 (2003-08-21)
Hypertension is a major risk factor for cardiovascular diseases such as stroke, myocardial infarction, and heart failure, the leading causes of death in the Western world. Inhibitors of the renin-angiotensin system (RAS) have proven to be successful treatments for hypertension.
Pharmacovigilance analysis of adverse event reports for aliskiren hemifumarate, a first-in-class direct renin inhibitor.
Ali A K
Therapeutics and Clinical Risk Management, 7, 337-337 (2011)
Nikolaos-Dimitrios Pantzaris et al.
Journal of clinical medicine, 6(6) (2017-06-10)
The renin-angiotensin-aldosterone system (RAAS) plays a key role in the pathophysiology of arterial hypertension as well as in more complex mechanisms of cardiovascular and renal diseases. RAAS-blocking agents like angiotensin-converting enzyme (ACE) inhibitors and angiotensin II receptor blockers, have long
Chu-Lin Chou et al.
PloS one, 12(7), e0180712-e0180712 (2017-07-13)
Renin-angiotensin system in visceral fat plays a crucial role in the pathogenesis of metabolic syndrome in fructose-fed rats. However, the effects of renin inhibition on visceral adiposity in metabolic syndrome are not fully investigated. We investigated the effects of renin

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