Lisinopril Dihydrate NEW

$0.00 25kg

$0.00 1kg

Min. Order1kg
Purity98%-102% HPLC
Cas No83915-83-7
Supply Ability500KGS
Update time2026-04-10

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Chemical Properties

Product Name	Lisinopril Dihydrate
CAS No	83915-83-7
EC-No	627-033-9
Min. Order	1kg
Purity	98%-102% HPLC
Supply Ability	500KGS
Release date	2026/04/10

Lisinopril Dihydrate Cas 83915-83-7

Specification

Items	Specification	Result
Appearance	White crystalline powder	White crystalline powder
Assay(HPLC)	98.0%-102.0%	99.1%
Water	8.0%-9.5%	8.6%
Residue on ignition	≤0.1%	<0.1%

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Lisinopril Dihydrate is the dihydrate crystalline form of Lisinopril, which is a synthetic peptide derivative and a potent, long-acting Angiotensin-Converting Enzyme (ACE) inhibitor. It is primarily used as a prescription medication to treat high blood pressure, heart failure, and to improve survival after a heart attack.

1. Chemical Identity

IUPAC Name: (2S)-1-[(2S)-2-{[(1S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino}propanoyl]pyrrolidine-2-carboxylic acid dihydrate
Molecular Formula: C21H31N3O5 · 2H2O
CAS Number: 83915-83-7

2. Chemical Structure and Key Features

Lisinopril's structure is complex and contains several key features essential for its activity:

Peptide-like Backbone: It is derived from the structure of a natural snake venom peptide that was the first ACE inhibitor discovered. It contains several key chiral centers (S-configuration).
Zinc-Binding Group: A carboxylate group (-COO⁻) that strongly binds to a Zinc ion (Zn²⁺) at the active site of the ACE enzyme. This is crucial for its inhibitory action.
"N-Terminal" Mimic: A proline ring which fits perfectly into a sub-site of the enzyme, providing specificity.
"C-Terminal" Mimic: A lysine-like side chain (from which it gets the "Lisi-" part of its name: Lysine analog + Indole + Proline) with a phenylbutyl group that occupies another sub-site.

The "Dihydrate" Part:

This means the Lisinopril molecule is crystallized with two molecules of water (2H₂O) per molecule of Lisinopril.
These water molecules are part of the crystal lattice structure. They are not just absorbed moisture; they are integral to the solid form's stability, solubility, and physical properties (like powder flow and tablet compression).
The dihydrate form is the standard and most common form used in pharmaceutical products due to its stability and reproducible manufacturing properties.

3. Chemical Properties

Appearance: A white to off-white, crystalline powder.
Solubility: It is freely soluble in water and sparingly soluble in methanol. It is practically insoluble in most common organic solvents like ethanol or acetone. The dihydrate form is specifically engineered to have optimal solubility for absorption in the digestive tract.
Chirality: Lisinopril has three stereocenters and is used as a single enantiomer. This specific 3D shape is absolutely critical for its high affinity and activity at the ACE enzyme.

4. Mechanism of Action (How it Works in the Body)

Lisinopril is a competitive inhibitor of Angiotensin-Converting Enzyme (ACE).

The Renin-Angiotensin-Aldosterone System (RAAS): This is a hormone system that regulates blood pressure and fluid balance.
ACE's Role: The ACE enzyme normally converts the inactive Angiotensin I into the potent vasoconstrictor Angiotensin II. Angiotensin II also stimulates the release of aldosterone, which causes salt and water retention.
Lisinopril's Intervention: Lisinopril competitively binds to the active site of the ACE enzyme, blocking it.

Its carboxylate group binds to the Zinc ion.
The rest of its structure occupies the enzyme's active site, preventing Angiotensin I from entering.

Net Physiological Effects:

Decreased Angiotensin II: Levels of the powerful vasoconstrictor drop significantly.
Vasodilation: Blood vessels relax and widen, reducing blood pressure.
Decreased Aldosterone: This reduces salt and water retention, lowering blood volume and further reducing blood pressure.
Increased Bradykinin: ACE also breaks down bradykinin (a vasodilator). Inhibiting ACE leads to increased bradykinin levels, which contributes to vasodilation but is also thought to be responsible for the side effect of a dry cough.

5. Major Uses in Medicine

Lisinopril (Dihydrate) is one of the most widely prescribed drugs in the world. Its main uses are:

Hypertension (High Blood Pressure): Used as a first-line treatment.
Heart Failure: Used to improve survival and reduce symptoms and hospitalizations.
Post-Myocardial Infarction (Heart Attack): Used to improve survival and prevent the development of heart failure when started within 24 hours of a heart attack.
Diabetic Nephropathy: Used to protect the kidneys in patients with diabetes and high blood pressure.

Key Distinction: Lisinopril vs. Other ACE Inhibitors

A key chemical feature of Lisinopril is that it is not a prodrug. Unlike other ACE inhibitors (e.g., Enalapril, Ramipril), which are administered as inactive esters and must be metabolized in the liver to become active, Lisinopril is active as-is. This is why it has a faster onset of action and is preferred in patients with liver impairment.

In conclusion, Lisinopril Dihydrate is the stable, crystalline dihydrate form of a potent, direct-acting ACE inhibitor. Its specific chemical structure allows it to potently and selectively inhibit a key enzyme in blood pressure regulation, making it a cornerstone therapy for cardiovascular and renal diseases.

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