612548-45-5

Basic information

• Product Name: Perindopril L-Arginine
• Synonyms: Perindopril L-Arginine;L-Arginine mono[(2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylate];perindopril arginine
• CAS NO: 612548-45-5
• Molecular Formula: C₆H₁₄N₄O₂*C₁₉H₃₂N₂O₅
• Molecular Weight: 542.66874
• Product Categories: Amines, Chiral Reagents, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 612548-45-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility: DMSO (Slightly), Methanol (Slightly), Water (Slightly)
• Stability: Hygroscopic
• CAS DataBase Reference: Perindopril L-Arginine(CAS DataBase Reference)
• NIST Chemistry Reference: Perindopril L-Arginine(612548-45-5)
• EPA Substance Registry System: Perindopril L-Arginine(612548-45-5)

Safety Data

• Hazardous Substances Data: 612548-45-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Perindopril L-Arginine is used as an active pharmaceutical ingredient for the treatment of hypertension, cardiovascular diseases, and thrombotic conditions. Its antihypertensive properties help in lowering blood pressure, while its cardiovascular protective effects contribute to the prevention of heart-related issues. Additionally, its antithrombotic properties aid in reducing the risk of blood clot formation.
Used in Research and Development:
In the field of research and development, Perindopril L-Arginine is utilized as a compound for studying its potential effects on various physiological processes and exploring its possible applications in the development of new drugs and therapies for cardiovascular and related conditions.
Used in Drug Delivery Systems:
Similar to gallotannin, Perindopril L-Arginine can also be employed in the development of novel drug delivery systems to enhance its bioavailability, delivery, and therapeutic outcomes. By incorporating it into various organic and metallic nanoparticles, researchers can improve the compound's effectiveness in treating the targeted conditions.

Synthetic route

N-(1-(S)-Ethoxycarbonylbutyl)-L-alanine + L-arginine (74-79-3) + (2S,3aS,7aS)-perhydroindole-2-carboxylic acid (80875-98-5) → perindopril L-arginine (612548-45-5)

Conditions	Yield
Stage #1: N-(1-(S)-Ethoxycarbonylbutyl)-L-alanine; (2S,3aS,7aS)-perhydroindole-2-carboxylic acid With triethylamine In acetonitrile at 10℃; for 5h; Stage #2: L-arginine In dimethyl sulfoxide at 50℃; for 5h; Reagent/catalyst; Temperature; Time; Concentration; Solvent;	89%

L-arginine (74-79-3) + perindopril tert-butylamine (107133-36-8) → perindopril L-arginine (612548-45-5)

Conditions	Yield
With methanesulfonic acid In dimethyl sulfoxide at 70℃; for 1h;	88%

L-arginine (74-79-3) + Perindopril (82834-16-0) → perindopril L-arginine (612548-45-5)

Conditions	Yield
In dimethyl sulfoxide; acetonitrile at 50℃;	79%
In water at 20℃;
In ethanol; dichloromethane at 70 - 75℃;
In ethanol; dichloromethane at 45 - 75℃;
In methanol at 20℃; Product distribution / selectivity; Reflux;

perindopril L-arginine (612548-45-5) → C17H26N2O4 + perindoprilat (95153-31-4)

Conditions	Yield
With water; 6-chloro-3,4-dihydro-2H-1,2,4-benzothiadiazine-7-sulfonamide 1,1-dioxide at 59.84℃; for 250h; Kinetics;

Upstream product

• 74-79-3 L-arginine 
• 80875-98-5 (2S,3aS,7aS)-perhydroindole-2-carboxylic acid 
• 107133-36-8 perindopril tert-butylamine 
• 82834-16-0 Perindopril 

Downstream Products

• 95153-31-4 perindoprilat 

Relevant articles and documents

PROCESS FOR THE PREPARATION OF THE L-ARGININE SALT OF PERINDOPRIL

Process for the preparation of the compound of formula (I):

DELTA CRYSTALLINE FORM OF THE ARGININE SALT OF PERINDOPRIL, A PROCESS FOR ITS PREPARATION, AND PHARMACEUTICAL COMPOSITIONS CONTAINING IT

Delta crystalline form of the compound of formula (I): characterised by its X-ray powder diffraction diagram. Medicinal products containing the same which are useful in the treatment of cardiovascular diseases.

AMORPHOUS FORM OF AN L-ARGININE SALT OF PERINDOPRIL AND PROCESSES FOR PREPARATION THEREOF

In illustrative embodiments, there is provided an amorphous form of L-arginine salt of perindopril which may be particularly suitable for pharmaceutical applications, and processes for preparing said form.

Amorphous form of an L-arginine salt of perindopril and processes for preparation thereof

In illustrative embodiments, there is provided an amorphous form of L-arginine salt of perindopril which may be particularly suitable for pharmaceutical applications, and processes for preparing said form.

Alpha Crystalline form of the Arginine salt of Perindopril, a Process for its Preparation and Pharmceutical Compositions Containing it.

α-crystalline form of the compound of formula (I): characterised by its powder X-ray diffraction diagram. Medicinal products containing the same which are useful as inhibitors of angiotensin I converting enzyme.

NOVEL POLYMORPHIC FORMS OF PERINDOPRIL (L)-ARGININE AND PROCESS FOR THE PREPARATION THEREOF

The present invention relates to novel and stable polymorphic forms of Perindopril (L)- Arginine designated as Form ?and amorphous form and processes for their preparation. The present invention also provides the novel polymorph Form γ with greater stability to heat and humidity and can be prepared on large scale by an efficient, economic and reproducible process.