Perindopril erbumine

Bezeichnung:Perindopril erbumine

CAS-Nr107133-36-8

Englisch Name:Perindopril erbumine

CBNumberCB4500876

SummenformelC23H43N3O5

Molgewicht441.61

MOL-Datei107133-36-8.mol

Perindopril erbumine physikalisch-chemischer Eigenschaften

Schmelzpunkt	126-128°C
storage temp.	2-8°C
Löslichkeit	H2O: soluble10mg/mL, clear
Aggregatzustand	powder
Farbe	White

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	36/37/38
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	NL5999600
HS Code	2933999552

Gefahreninformationscode (GHS)

Perindopril erbumine Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Chemische Eigenschaften
White Solid
Originator
Aceon ,Solvay Pharmaceuticals Inc. ,USA
Verwenden
An angiotensin-converting enzyme (ACE) inhibitor. Antihypertensive.
Verwenden
antibacterial
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 solutio
Trademarks
Aceon (Solvay Pharmaceuticals).
Therapeutic Function
Antihypertensive
Allgemeine Beschreibung
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.
Sicherheitsprofil
A poison by intravenous route. Moderately toxic by ingestion, When heated to decomposition it emits toxic vapors of NOx.

Perindopril erbumine Upstream-Materialien And Downstream Produkte

Perindopril erbumine Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

107133-36-8, Perindopril erbumine Verwandte Suche:

Send Inquriy