Lisinopril Dihydrate CAS 83915-83-7

Introduction：Basic information about Lisinopril Dihydrate CAS 83915-83-7, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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;Cardiovascular APIs;ZESTRIL;API's;Angiotensin
• Mol File: 83915-83-7.mol

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
• Water Solubility: H2O: ≥10mg/mL DMSO: ~6.5mg/mL (with heating and sonicating)
• Merck: 14,5516
• Stability: Hygroscopic
• InChIKey: BAVDEDVBIHTHJQ-CFCOLZOMNA-N
• SMILES: C(N1CCC[C@H]1C(=O)O)(=O)[C@H](CCCCN)N[C@H](C(=O)O)CCC1C=CC=CC=1.O |&1:5,10,17,r|
• 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)

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
• Storage Class: 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
• Hazard Classifications: Repr. 1A STOT RE 2

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 areas a vasodilatorin the treatment of heart failure or hypertension.Recent studies have demonstrated that ACE inhibitors, particularlywhen used in conjunction with furosemide, do improve the qualityof life in dogs with heart failure. It is not clear, however, whether ithas any significant effecton survival times. Lisinopril may also be ofbenefit in treating the effects associated with valvular heart disease(mitral regurgitation) and left to right shunts. It is being exploredas adjunctive treatment in chronic renal failure and in protein losingnephropathies.
Lisinopril may have advantages over other ACE inhibitors inthat it may be dosed once daily and less expensive. Disadvantagesare that it is only available in human labeled dosage forms and thereis much less published information on its use (efficacy, safety, dosing)in veterinary species.

Lisinopril Dihydrate Preparation Products And Raw materials

• Raw materials: Magnesium sulfate-->Triethylamine-->Sodium bicarbonate-->Trifluoroacetic acid-->Dicyclohexylcarbodiimide-->Triethylamine hydrochloride-->Benzyl chloroformate-->L-Lysine-->Sodium cyanoborohydride-->Polystyrene-->Palladium carbon fine chemical catalyzer-->Cyclohexylurea