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Lisinopril Dihydrate

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Lisinopril Dihydrate Basic information

Product Name:
Lisinopril Dihydrate
Synonyms:
  • Lisinopril Related Compound A (15 mg) ((S)-2-{(3S,8aS)-3-(4-aminobutyl)-1,4-dioxohexahydropyrrolo[1,2-a]pyrazin-2(1H)-yl}-4-phenylbutanoic acid)
  • (S)-1-[N2-(1-carboxy-3-phenylpropyl)-lysyl-proline dihydrate
  • LIQUID PRED (prednisone),Lisinopril
  • Lisinopril API
  • Lisinopril (Zestril)
  • Lisinopril for system suitability A
  • Lisinopril for peak identification
  • N2-[(1S)-1-carboxy-3-phenylpropyl]-L-lysyl-L-proline,hydrate (1:2)
CAS:
83915-83-7
MF:
C21H33N3O6
MW:
423.51
EINECS:
627-033-9
Product Categories:
  • Active Pharmaceutical Ingredients
  • Drug bulk
  • All Inhibitors
  • Inhibitors
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • API's
  • Angiotensin
  • ZESTRIL
  • Cardiovascular APIs
Mol File:
83915-83-7.mol
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Lisinopril Dihydrate Chemical Properties

Melting point:
148 °C
alpha 
25405 -120° (c = 1 in 0.25M pH 6.4 zinc acetate); 25436 -96° (c = 1 in 0.25M pH 6.4 zinc acetate)
refractive index 
-45 ° (C=1, 0.25mol/L Zinc Acetate Buffer)
storage temp. 
2-8°C
solubility 
H2O: ≥10 mg/mL
form 
solid
pka
2.5, 4.0, 6.7, 10.1(at 25℃)
color 
white
Merck 
14,5516
Stability:
Hygroscopic
CAS DataBase Reference
83915-83-7(CAS DataBase Reference)
EPA Substance Registry System
L-Proline, N2-[(1S)-1-carboxy-3-phenylpropyl]-L-lysyl-, hydrate (1:2) (83915-83-7)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
20/21/22
Safety Statements 
22-24/25-36
WGK Germany 
3
RTECS 
TW3589990
HazardClass 
IRRITANT
HS Code 
2933995300

MSDS

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Lisinopril Dihydrate Usage And Synthesis

Description

Lisinopril is an angiotensin converting enzyme inhibitor structurally related to enalaprilat. It is reportedly useful in the management of hypertension and congestive heart failure.

Chemical Properties

White to Off-White Crystalline Powder

Originator

Merck (USA)

Uses

An orally active angiotensin-converting enzyme (ACE) inhibitor. S,S,S-Isomer of Lisinopril.

Uses

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.

Definition

ChEBI: Lisinopril dihydrate is a hydrate. It has a role as an antihypertensive agent. It contains a lisinopril.

brand name

Prinivil (Merck); Zestril (AstraZeneca).

General Description

Lisinopril, 1-[N2-[S-1-carboxy-3-phenylpropyl]-L-lysyl]-L-proline dihydrate (Prinivil, Zestril), is alysine derivative of enalaprilat, the active metabolite ofenalapril. Like all ACE inhibitors, it is an active site-directedinhibitor of the enzyme, with the zinc ion used in an effectivebinding interaction at a stoichiometric ratio of 1:1. The pharmacologicaleffects of lisinopril are similar to those of captopriland enalapril.

Biochem/physiol Actions

Angiotensin converting enzyme (ACE) inhibitor.

Clinical Use

Many new ACE inhibitors became available for the treatmentof hypertension following the clinical effectivenessof enalapril. Enalapril is a non–thiol-containing ACE inhibitordevoid of the side effects of rash and loss of thesense of taste characteristic of the thiol-containing compoundcaptopril. With the exception of the phosphoruscontainingfosinopril, these antihypertensive agents havea 2-, like the prototypical drug captopril,are used in the treatment of mild-to-moderate hypertension,either alone or in conjunction with diuretics orcalcium channel blockers.

Veterinary Drugs and Treatments

The principle uses of lisinopril in veterinary medicine at present are as a vasodilator in the treatment of heart failure or hypertension. Recent studies have demonstrated that ACE inhibitors, particularly when used in conjunction with furosemide, do improve the quality of life in dogs with heart failure. It is not clear, however, whether it has any significant effect on survival times. Lisinopril may also be of benefit in treating the effects associated with valvular heart disease (mitral regurgitation) and left to right shunts. It is being explored as adjunctive treatment in chronic renal failure and in protein losing nephropathies.
Lisinopril may have advantages over other ACE inhibitors in that it may be dosed once daily and less expensive. Disadvantages are that it is only available in human labeled dosage forms and there is much less published information on its use (efficacy, safety, dosing) in veterinary species.

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