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Perindopril erbumine

CAS No.
107133-36-8
Chemical Name:
Perindopril erbumine
Synonyms
Aceon;prindopril API;Perindopril ErbuMine (Aceon);Perindopril for stereochemical purity CRS;CoversuM;PrestariuM;Perindoril;Perinodopril;Pederindopril;Unii-1964X464oj
CBNumber:
CB4500876
Molecular Formula:
C23H43N3O5
Molecular Weight:
441.61
MDL Number:
MFCD02313824
MOL File:
107133-36-8.mol
Last updated:2024-11-19 23:02:33

Perindopril erbumine Properties

Melting point 126-128°C
storage temp. 2-8°C
solubility H2O: soluble10mg/mL, clear
form powder
color White
FDA UNII 1964X464OJ
NCI Drug Dictionary Aceon

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H335
Precautionary statements  P280-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
RTECS  NL5999600
HS Code  2933999552

Perindopril erbumine price More Price(33)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich P0094 Perindopril erbumine ≥98% (HPLC) 107133-36-8 50mg $194 2024-03-01 Buy
Sigma-Aldrich 1510889 Perindopril erbumine United States Pharmacopeia (USP) Reference Standard 107133-36-8 100mg $174.4 2024-03-01 Buy
Sigma-Aldrich Y0000771 Perindopril for peak identification European Pharmacopoeia (EP) Reference Standard 107133-36-8 y0000771 $153 2024-03-01 Buy
Sigma-Aldrich Y0000238 Perindopril tert-butylamine European Pharmacopoeia (EP) Reference Standard 107133-36-8 y0000238 $153 2024-03-01 Buy
Sigma-Aldrich Y0000207 Perindopril for stereochemical purity European Pharmacopoeia (EP) Reference Standard 107133-36-8 y0000207 $153 2024-03-01 Buy
Product number Packaging Price Buy
P0094 50mg $194 Buy
1510889 100mg $174.4 Buy
Y0000771 y0000771 $153 Buy
Y0000238 y0000238 $153 Buy
Y0000207 y0000207 $153 Buy

Perindopril erbumine Chemical Properties,Uses,Production

Chemical Properties

White Solid

Originator

Aceon ,Solvay Pharmaceuticals Inc. ,USA

Uses

antibacterial

Uses

An angiotensin-converting enzyme (ACE) inhibitor. Antihypertensive.

Definition

ChEBI: Perindopril erbumine is an addition compound. It has a role as an antihypertensive agent and an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor. It contains a perindopril(1-).

Manufacturing Process

Heat 5 kg of 2-carboxyindole suspended in ethanol in the presence of sulfuric acid to boiling for 8 hours. Evaporate off take up the crystalline mass with hexane. After filtering off and drying, 5.3 kg of 2-ethoxycarbonylindole crystals are obtained. Melting point: 123°-125°C.
Suspend, in a reactor, 10 kg of 2-ethoxycarbonylindoline obtained previously in 110 liters of hydrochloric ethanol. Next, add 20 kg of granulated tin. Keep stirring for approximately 2 days at room temperature. Evaporate off the ethanol, take up the residue with water and add 110 liters of toluene. Stir for approximately 20 min. Alkalify with aqueous ammonia. Separate off the aqueous phase and extract once again with 150 liters of toluene. Combine the toluene phases and wash them with water. Separate off the toluene phases, filter. Remove the water by distilling the water-toluene azeotrope. Cool and pass through a stream of anhydrous HCl gas. Cool. Evaporate down and wash with pure toluene. Weight obtained of (R,S)-2-ethoxycarbonylindoline 10.11 kg. Yield: 84%.
2.15 kg of (R,S)-2-ethoxycarbonylindoline dissolved in ethanol are saponified with 12.5 liters of sodium hydroxide with stirring for 24 hours. After washing the alkaline solution, neutralize with concentrated hydrochloric acid. After filtering off, washing and drying, 1.57 kg of white crystals of the (R,S)-2carboxyindoline are obtained. Yield: 86%. Melting point: 188°-189°C.
6.05 kg of (R,S)-2-carboxyindoline are added to a solution of 4.49 kg of (+)α-methylbenzylamine in anhydrous ethanol. A white precipitated product is obtained which, after filtering off, is digested in refluxing isopropanol. After cooling, the solid is filtered off and washed with a little isopropanol. 1 kg of the obtained salt was dissolved in 5 liters of water and neutralizing with an aqueous hydrochloric acid solution. The precipitate is filtered off, washed with water and dried and (S)-2-carboxyindoline was prepared.
Place 25 kg of (S)-2-carboxyindoline, obtained previously, in 110 liters of methanol in a vessel. Keep stirred. Charge the rhodium (5% dry) catalyst into a mixer. Start up the stirring in a hydrogenator, charge the methanolic suspension of (S)-2-carboxyindoline by passing it through the mixer and rinse the assembly with water. Heat to 60°C and pressurize with hydrogen (30 bars). Filter off the catalyst on a single-plate filter. Collect the hydroalcoholic liquors in a reactor and evaporate the methanol off under vacuum. After concentrating, charge approximately 300 kg of dioxane. Heat to boiling and add water until a solution is obtained. Allow to cool. Filter off and dry. 22.3 kg of crystals of (2S,3aS,7aS)-2-carboxyoctahydroindole are obtained. Yield: 86.1%.
Place 35 kg of L-norvaline in approximately 300 kg of denatured ethanol in a reactor. Introduce approximately 60 kg of thionyl chloride, slowly and gradually. After stirring for a quarter of an hour, heat to reflux for 3 hours andthen evaporate off the ethanol under vacuum. Take up the residue with 300 liters of cyclohexane and heat to boiling. Allow to cool, filter, wash with cyclohexane and dry. 52.9 kg of ethyl L-norvalinate hydrochloride are obtained, that is a 97.6% yield.
Place 45 kg of ethyl N-norvalinate hydrochloride approximately 110 liters of water in a vessel equipped with a stirrer. Alkalify, then pour 23 kg of pyruvic acid very gradually into the solution obtained previously and stir the reaction mixture for 30 min. Place an aqueous suspension of charcoal containing 5% palladium and the alkaline solution of ethyl L-norvalinate obtained previously in a hydrogenation apparatus. Hydrogenate under pressure (30 bars) at room temperature for approximately one day. Filter under vacuum and evaporate the filtrate under reduced pressure, filter off and dry. Treat the residue obtained with ethanol; remove the insoluble material, consisting of sodium chloride, by filtration and rinse it with ethanol. Combine the ethanolic solutions; evaporate off the ethanol under reduced pressure and crystallize the residue from acetonitrile 34.3 kg of N-[(S)-1-carbethoxybutyl]-(S)-alanine are obtained, that is a 63.9% yield.
In a 30-liter reactor, reflux 12.5 kg of (2S,3aS,7aS)-2-carboxyperhydroindole, 50 kg of para-toluenesulfonic acid and 14.2 kg of benzyl alcohol and 38.4 kg of toluene, removing the water formed with the aid of a continuous separator. When no more water separates out, cool, filter off the precipitate of paratoluenesulfonate of the benzyl ester of (2S,3aS,7aS)-2carboxyoctahydroindole formed, and dry. Yield: 91.3%.
Add approximately 3.5 kg of triethylamine to a suspension of approximately 5 kg of para-toluenesulfonate of the benzyl ester of (2S,3aS,7aS)-2carboxyoctahydroindole in approximately 60 kg of ethyl acetate, followed by approximately 6 kg of 1-hydroxybenzotriazole, approximately 7.5 kg of the N[(S)-1-carbethoxybutyl]-(S)-alanine and approximately 7.0 kg of dicyclohexylcarbodiimide. Stir, cooling slightly for approximately 3 hours, then filter off the dicyclohexylurea formed and wash the organic phase with water. The dried organic phase is evaporated to dryness and benzyl ester of (2S,3aS,7aS)-1-{2-[1-(ethoxycarbonyl)-(S)-butylamino]-(S)propionyl}octahydroindole-2-carboxylic acid was obtained. Yield: 92.3%.
Dissolve, in a hydrogenator, 14 kg of benzyl ester of the (2S,3aS,7aS)-1-{2[1-(ethoxycarbonyl)-(S)-butylamino]-(S)-propionyl}octahydroindole-2carboxylic acid in cyclohexane. Add the charcoal containing 5% palladium and approximately 50 liters of water. Hydrogenate at ordinary temperature and pressure until the theoretical volume of hydrogen has been absorbed. Filter, wash the insoluble material with cyclohexane, separate off the organic phase and wash the aqueous phase again with cyclohexane. Isolate the (2S,3aS,7aS)-1-{2-[1-(ethoxycarbonyl)-(S)-butylamino]-(S)propionyl}octahydroindole-2-carboxylic acid from the aqueous phase by freeze-drying.
In practice it is used combined with 2-methyl-2-propanamine.

brand name

Aceon (Solvay Pharmaceuticals).

Therapeutic Function

Antihypertensive

General Description

Pharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards

Biochem/physiol Actions

Perindopril erbumine is an angiotensin converting enzyme (ACE) inhibitor; antihypertensive; becomes hydrolyzed in vivo to the active diacid metabolite; unlike the other ACE inhibitors, inhibits tumor growth in hepatocellular carcinoma cells due to suppression of VEGF levels; also suppresses angiotensin II production in vitro. Long-term therapy with this agent has a beneficial effect on the cerebral circulation by improving cerebral perfusion reserve in patients with previous minor stroke.

Safety Profile

A poison by intravenous route. Moderately toxic by ingestion, When heated to decomposition it emits toxic vapors of NOx.

Global( 425)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Weibang Biotechnology Co., Ltd
+8617732866630 bess@weibangbio.com China 18150 58
Henan Bao Enluo International TradeCo.,LTD
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Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 20284 58
Capot Chemical Co.,Ltd.
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View Lastest Price from Perindopril erbumine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Perindopril pictures 2024-12-23 Perindopril
107133-36-8
US $0.00 / Kg/Bag 2Kg/Bag 99% up / EP 20 tons Sinoway Industrial co., ltd.
Perindopril erbumine pictures 2024-12-13 Perindopril erbumine
107133-36-8
US $0.00 / Kg/Bag 1KG 99%-101% 1000KGS WUHAN FORTUNA CHEMICAL CO., LTD
Perindopril erbumine pictures 2024-11-19 Perindopril erbumine
107133-36-8
US $30.00-63.00 / mg 99.75% 10g TargetMol Chemicals Inc.
  • Perindopril pictures
  • Perindopril
    107133-36-8
  • US $0.00 / Kg/Bag
  • 99% up / EP
  • Sinoway Industrial co., ltd.

Perindopril erbumine Spectrum

Perindopril erbumine Unii-1964X464oj (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic acid tert-butylamine salt Perindoril (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(Ethoxycarbonyl)butyl]aMino]-1-oxopropyl]octahydro-1H-indole-2-carboxylic Acid 2-Methyl-2-propanaMine ButylaMiniperindopril CoversuM Perinodopril Perinodpril ErbiMune PrestariuM Perindopril t-ButylaMine 1H-Indole-2-carboxylic acid, 1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-, (2S,3aS,7aS)-, compd. with 2-methyl-2-propanamine (1:1) Perindopril Erbumine (100 mg) PERINDOPRIL T-BUTYLAMINE SALT 1-[2-(1-Ethoxycarbonylbutylamino)propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid 2-methyl-2-propanamine (1:1) Perindopril Tables 2-Methylpropan-2-amine (2S,3aS,7aS)-1-[(2S)-2-[[(1S)-1-(ethoxycarbonyl)butyl]amino]propanoyl]octahydro-1H-indole-2-carboxylate Perindopril tert-butylamine salt Perindopril tert-butylamine CRS Perindopril erbumine salt Perindopril for peak identification CRS Perindopril Related Compound A (20 mg) ((2S,3aS,7aS)-octahydro-1H-indole-2-carboxylic acid) Perindopril erbumine USP/EP/BP Pederindopril Perindopril EP Impurity BB Perindopril EP Impurity CC Perindopril EP Impurity AA Perindopril Erbumine (S-9490-3) Perindopril ErbumineQ: What is Perindopril Erbumine Q: What is the CAS Number of Perindopril Erbumine Q: What is the storage condition of Perindopril Erbumine Perindopril for peak identification (Y0000771) Perindopril for stereochemical purity (Y0000207) Perindopril Erbumine (1510889) 2-Methylpropan-2-amine (2S,3aS,7aS)-1-((S)-2-(((S)-1-ethoxy-1-oxopentan-2-yl)amino)propanoyl)octahydro-1H-indole-2-carboxylate Aceon Perindopril ErbuMine (Aceon) prindopril API Perindopril for stereochemical purity CRS (6aR,9R,10aR)-9-[(methylsulfonyl)methyl]-7-propyl-4,6,6a,7,8,9,10,10a-octahydroindolo[4,3-fg]quinoline (pergolide sulfone) 2-Methylpropan-2-amine (2S,3aS,7aS)-1-((S)-2-(((S)-1-ethoxy-1-oxopentan-2-yl)amino)propanoyl)octahydro-1H-indole-2-carboxylate (Perindopril Impurity) 107133-36-8 C19H32N2O5xC4H11N C23H43N3O5 C19H32N2O5C4H11N 4416 Amines Chiral Reagents Heterocycles MOXAM API Intermediates & Fine Chemicals Pharmaceuticals Perindopril