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L6292

Lisinopril

Name: Lisinopril
Brand: SIGMA

≥98% (HPLC), Angiotensin converting enzyme (ACE) inhibitor., solid

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):

C₂₁H₃₁O₅N₃ · 2H₂O

CAS Number:

83915-83-7

Molecular Weight:

441.52

UNSPSC Code:

12352200

PubChem Substance ID:

329817636

NACRES:

NA.32

MDL number:

MFCD01698825

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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Product Name

Lisinopril, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

solid

color

white

solubility

H₂O: ≥10 mg/mL, DMSO: ~6.5 mg/mL (with heating and sonicating)

storage temp.

2-8°C

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

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

InChI key

CZRQXSDBMCMPNJ-ZUIPZQNBSA-N

Gene Information

human ... ACE(1636)

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Related Categories

Bioactive Small Molecule Inhibitors

Bioactive Small Molecules

Application

Lisinopril has been used to study the antifibrotic effect in duchenne muscular dystrophy mice. It has been used to study the changes in renal-structure and -function in TGR(mRen2)27 (transgenic rat harboring the murine Ren-2 gene) rats upon long term darbepoetin α treatment.

Biochem/physiol Actions

Angiotensin converting enzyme (ACE) inhibitor.

Features and Benefits

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

GHS08

signalword

Danger

hcodes

H360D,H373

pcodes

P202 - P260 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Repr. 1A - STOT RE 2

target_organs

Kidney

Storage Class

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

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number

0000443941

0000350813

0000234768

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Renal effects of long-term darbepoetin alpha treatment in hypertensive TGR(mRen2)27 rats.

Anne-Roos S Frenay et al.

Journal of the renin-angiotensin-aldosterone system : JRAAS, 13(2), 232-238 (2012-01-28)

Erytropoietin (EPO) has cytoprotective and angiogenic properties and has a beneficial effect in ischaemic conditions. Since the development of renal interstitial abnormalities are often associated with ischaemia, we studied the effects of the long-acting EPO analogue darbepoetin alpha (DA) on

Angiotensin converting enzyme inhibitor and HMG-CoA reductase inhibitor as adjunct treatment for persons with HIV infection: a feasibility randomized trial.

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

Epidermal growth factor receptor inhibitor PKI-166 governs cardiovascular protection without beneficial effects on the kidney in hypertensive 5/6 nephrectomized rats.

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

Novel mode of action of angiotensin I converting enzyme inhibitors: direct activation of bradykinin B1 receptor.

Tatjana Ignjatovic et al.

The Journal of biological chemistry, 277(19), 16847-16852 (2002-03-07)

Angiotensin I converting enzyme (kininase II; ACE) inhibitors are important therapeutic agents widely used for treatment in cardiovascular and renal diseases. They inhibit angiotensin II release and bradykinin inactivation; these actions do not explain completely the clinical benefits. We found

Proteinuria triggers renal lymphangiogenesis prior to the development of interstitial fibrosis.

Saleh Yazdani et al.

PloS one, 7(11), e50209-e50209 (2012-11-29)

Proteinuria is an important cause of progressive tubulo-interstitial damage. Whether proteinuria could trigger a renal lymphangiogenic response has not been established. Moreover, the temporal relationship between development of fibrosis, inflammation and lymphangiogenesis in chronic progressive kidney disease is not clear

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Global Trade Item Number

SKU	GTIN
L6292-100MG	04061833958711
L6292-250MG	04061833026496

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