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Chemistry

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Also known as: 74258-86-9, Cetapril, Du-1219, X39tl7jdpf, 1-(d-3-acetylthio-2-methylpropanoyl)-l-prolyl-l-phenylalanine, N-(1-((s)-3-mercapto-2-methylpropionyl)-l-prolyl)-3-phenyl-l-alanine acetate (ester)
Molecular Formula
C20H26N2O5S
Molecular Weight
406.5  g/mol
InChI Key
FHHHOYXPRDYHEZ-COXVUDFISA-N
FDA UNII
X39TL7JDPF

Alacepril
Alacepril is a long-acting, sulfhydryl-containing angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. As a prodrug, alacepril is rapidly metabolized to captopril; captopril competitively binds to and inhibits ACE, thereby blocking the conversion of angiotensin I to angiotensin II. This prevents the potent vasoconstrictive actions of angiotensin II and results in vasodilation. Captopril also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex, which leads to an increase in sodium excretion and subsequently increases water outflow.
1 2D Structure

Alacepril

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S)-2-[[(2S)-1-[(2S)-3-acetylsulfanyl-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acid
2.1.2 InChI
InChI=1S/C20H26N2O5S/c1-13(12-28-14(2)23)19(25)22-10-6-9-17(22)18(24)21-16(20(26)27)11-15-7-4-3-5-8-15/h3-5,7-8,13,16-17H,6,9-12H2,1-2H3,(H,21,24)(H,26,27)/t13-,16+,17+/m1/s1
2.1.3 InChI Key
FHHHOYXPRDYHEZ-COXVUDFISA-N
2.1.4 Canonical SMILES
CC(CSC(=O)C)C(=O)N1CCCC1C(=O)NC(CC2=CC=CC=C2)C(=O)O
2.1.5 Isomeric SMILES
C[C@H](CSC(=O)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
X39TL7JDPF
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aracepril

2. Du 1219

3. Du-1219

4. N-(1-(3-(acetylthio)-2-methyl-1-oxopropyl)-l-prolyl)-l-phenylalanine

2.3.2 Depositor-Supplied Synonyms

1. 74258-86-9

2. Cetapril

3. Du-1219

4. X39tl7jdpf

5. 1-(d-3-acetylthio-2-methylpropanoyl)-l-prolyl-l-phenylalanine

6. N-(1-((s)-3-mercapto-2-methylpropionyl)-l-prolyl)-3-phenyl-l-alanine Acetate (ester)

7. Nsc-338157

8. Ncgc00182037-01

9. Alaceprilum [latin]

10. Alaceprilum

11. Alacepril [inn:jan]

12. 1-[(2s)-3-(acetylthio)-2-methyl-1-oxopropyl]-l-prolyl-l-phenylalanine

13. Cetapril (tn)

14. (s)-2-((s)-1-((s)-3-(acetylthio)-2-methylpropanoyl)pyrrolidine-2-carboxamido)-3-phenylpropanoic Acid

15. Unii-x39tl7jdpf

16. Nsc 338157

17. Du 1219

18. Brn 3634372

19. 1-((2s)-3-(acetylthio)-2-methyl-1-oxopropyl)-l-prolyl-l-phenylalanine

20. Alacepril [inn]

21. Alacepril [jan]

22. Alacepril [mi]

23. N-(2-((s)-3-acetylthio-2-methylpropionyl)propyl)-3-phenylalanin

24. Alacepril (jp17/inn)

25. Alacepril [mart.]

26. Alacepril [who-dd]

27. Dsstox_cid_28502

28. Dsstox_rid_82774

29. Dsstox_gsid_48576

30. Schembl34559

31. Chembl2103775

32. Dtxsid3048576

33. Chebi:31182

34. Zinc3775143

35. Tox21_112904

36. Akos015916655

37. Ks-1321

38. L-phenylalanine, N-(1-(3-(acetylthio)-2-methyl-1-oxopropyl)-l-prolyl)-, (s)-

39. (2s)-2-[[(2s)-1-[(2s)-3-acetylsulfanyl-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic Acid

40. Cas-74258-86-9

41. Hy-107318

42. Cs-0028129

43. D01900

44. 258a869

45. Q3290792

46. 219554-02-6

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 406.5 g/mol
Molecular Formula C20H26N2O5S
XLogP32.1
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count9
Exact Mass406.15624311 g/mol
Monoisotopic Mass406.15624311 g/mol
Topological Polar Surface Area129 Ų
Heavy Atom Count28
Formal Charge0
Complexity591
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Antihypertensive Agents

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)


Angiotensin-Converting Enzyme Inhibitors

A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility. (See all compounds classified as Angiotensin-Converting Enzyme Inhibitors.)


ABOUT THIS PAGE

Alacepril Manufacturers

A Alacepril manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Alacepril, including repackagers and relabelers. The FDA regulates Alacepril manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Alacepril API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Alacepril manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Alacepril Suppliers

A Alacepril supplier is an individual or a company that provides Alacepril active pharmaceutical ingredient (API) or Alacepril finished formulations upon request. The Alacepril suppliers may include Alacepril API manufacturers, exporters, distributors and traders.

click here to find a list of Alacepril suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Alacepril JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Alacepril Drug Master File in Japan (Alacepril JDMF) empowers Alacepril API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Alacepril JDMF during the approval evaluation for pharmaceutical products. At the time of Alacepril JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Alacepril suppliers with JDMF on PharmaCompass.

Alacepril KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Alacepril Drug Master File in Korea (Alacepril KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Alacepril. The MFDS reviews the Alacepril KDMF as part of the drug registration process and uses the information provided in the Alacepril KDMF to evaluate the safety and efficacy of the drug.

After submitting a Alacepril KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Alacepril API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Alacepril suppliers with KDMF on PharmaCompass.

Alacepril GMP

Alacepril Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Alacepril GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Alacepril GMP manufacturer or Alacepril GMP API supplier for your needs.

Alacepril CoA

A Alacepril CoA (Certificate of Analysis) is a formal document that attests to Alacepril's compliance with Alacepril specifications and serves as a tool for batch-level quality control.

Alacepril CoA mostly includes findings from lab analyses of a specific batch. For each Alacepril CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Alacepril may be tested according to a variety of international standards, such as European Pharmacopoeia (Alacepril EP), Alacepril JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Alacepril USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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