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Merck

PHR1143

Lisinopril

Pharmaceutical Secondary Standard; Certified Reference Material

Sinónimos:

(S)-1-[N2-(1-carboxy-3-phenylpropyl)-lysyl-proline dihydrate, MK-521

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Fórmula empírica (notación de Hill):
C21H31O5N3 · 2H2O
Número CAS:
83915-83-7
Peso molecular:
441.52
NACRES:
NA.24
PubChem Substance ID:
329823163
UNSPSC Code:
41116107
MDL number:
MFCD01698825

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InChI

1S/C21H31N3O5.2H2O/c22-13-5-4-9-16(19(25)24-14-6-10-18(24)21(28)29)23-17(20(26)27)12-11-15-7-2-1-3-8-15;;/h1-3,7-8,16-18,23H,4-6,9-14,22H2,(H,26,27)(H,28,29);2*1H2/t16-,17-,18-;;/m0../s1

SMILES string

[H]O[H].[H]O[H].NCCCC[C@H](N[C@@H](CCc1ccccc1)C(O)=O)C(=O)N2CCC[C@H]2C(O)=O

InChI key

CZRQXSDBMCMPNJ-ZUIPZQNBSA-N

grade

certified reference material, pharmaceutical secondary standard

agency

traceable to Ph. Eur. L0702000, traceable to USP 1368609

API family

lisinopril

CofA

current certificate can be downloaded

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

pharmaceutical (small molecule)

format

neat

storage temp.

2-30°C

Quality Level

300

Gene Information

human ... ACE(1636)

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Categorías relacionadas

General description

Lisinopril is a lysine derivative of enalaprilat and belongs to the group of angiotensin converting enzyme (ACE) inhibitors. It is widely used as an orally active medication in the treatment of high blood pressure and may be used to treat congestive heart failure.
Pharmaceutical secondary standards for application in quality control, provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards.

Application

Lisinopril may be used as a pharmaceutical reference standard for the quantification of the analyte in pharmaceutical formulations using kinetic spectrophotometric technique.
These Secondary Standards are qualified as Certified Reference Materials. These are suitable for use in several analytical applications including but not limited to pharma release testing, pharma method development for qualitative and quantitative analyses, food and beverage quality control testing, and other calibration requirements.

Biochem/physiol Actions

Angiotensin converting enzyme (ACE) inhibitor.

Analysis Note

These secondary standards offer multi-traceability to the USP and EP (PhEur) primary standards, where they are available.

Other Notes

This Certified Reference Material (CRM) is produced and certified in accordance with ISO 17034 and ISO/IEC 17025. All information regarding the use of this CRM can be found on the certificate of analysis.
To see an example of a Certificate of Analysis for this material enter LRAB3302 in the slot below. This is an example certificate only and may not be the lot that you receive.
Values of analytes vary lot to lot.

pictograms

Health hazard
GHS08

signalword

Danger

Hazard Classifications

Repr. 1A - STOT RE 2

target_organs

Kidney

Clase de almacenamiento

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Lisinopril
Lancaster GS and Todd AP
Drugs, 35(6), 646-669 (1988)
Determination of lisinopril in pharmaceuticals by a kinetic spectrophotometric method
Cakar M and Popovic G
J. Serb. Chem. Soc., 77(10), 1437-1442 (2012)
Nadir Ulu et al.
The Journal of pharmacology and experimental therapeutics, 345(3), 393-403 (2013-03-27)
Transactivation of epidermal growth factor receptor (EGFR) signaling by G protein-coupled receptors has been implicated in several cardiovascular (CV) conditions, including hypertension, heart failure, and cardiac and vascular hypertrophy. However, the therapeutic potential of EGFR inhibition in these conditions is
Xinjin Guo et al.
Toxicology and applied pharmacology, 271(2), 285-295 (2013-05-28)
We investigated the effects of JBP485 (an anti-inflammatory dipeptide and a substrate of OAT) on regulation of the expression and function of renal Oat1 and Oat3, which can accelerate the excretion of accumulated uremic toxins (e.g. indoxyl sulfate) in the
Jason V Baker et al.
PloS one, 7(10), e46894-e46894 (2012-10-20)
Treatments that reduce inflammation and cardiovascular disease (CVD) risk among individuals with HIV infection receiving effective antiretroviral therapy (ART) are needed. We conducted a 2 × 2 factorial feasibility study of lisinopril (L) (10 mg daily) vs L-placebo in combination
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