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Chemistry

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Also known as: 81872-10-8, Zofenoprilum, Zofenil, Chembl331378, Chebi:78539, 290zy759pi
Molecular Formula
C22H23NO4S2
Molecular Weight
429.6  g/mol
InChI Key
IAIDUHCBNLFXEF-MNEFBYGVSA-N
FDA UNII
290ZY759PI

Zofenopril
Zofenopril is a sulfhydryl angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. As a prodrug, zofenopril is hydrolyzed in vivo into its active form zofenoprilat. Zofenoprilat 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. Zofenoprilat 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

Zofenopril

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,4S)-1-[(2S)-3-benzoylsulfanyl-2-methylpropanoyl]-4-phenylsulfanylpyrrolidine-2-carboxylic acid
2.1.2 InChI
InChI=1S/C22H23NO4S2/c1-15(14-28-22(27)16-8-4-2-5-9-16)20(24)23-13-18(12-19(23)21(25)26)29-17-10-6-3-7-11-17/h2-11,15,18-19H,12-14H2,1H3,(H,25,26)/t15-,18+,19+/m1/s1
2.1.3 InChI Key
IAIDUHCBNLFXEF-MNEFBYGVSA-N
2.1.4 Canonical SMILES
CC(CSC(=O)C1=CC=CC=C1)C(=O)N2CC(CC2C(=O)O)SC3=CC=CC=C3
2.1.5 Isomeric SMILES
C[C@H](CSC(=O)C1=CC=CC=C1)C(=O)N2C[C@H](C[C@H]2C(=O)O)SC3=CC=CC=C3
2.2 Other Identifiers
2.2.1 UNII
290ZY759PI
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Sq 26900

2. Sq 26991

3. Sq-26900

4. Sq-26991

5. Zofenil

6. Zofenopril, Calcium Salt, (1(r*),2alpha,4alpha)-isomer

7. Zofil

2.3.2 Depositor-Supplied Synonyms

1. 81872-10-8

2. Zofenoprilum

3. Zofenil

4. Chembl331378

5. Chebi:78539

6. 290zy759pi

7. Zofenopril (inn)

8. (2s,4s)-1-[(2s)-3-benzoylsulfanyl-2-methylpropanoyl]-4-phenylsulfanylpyrrolidine-2-carboxylic Acid

9. Zofenopril [inn]

10. Zofenoprilum [latin]

11. Zofenopril [inn:ban]

12. Unii-290zy759pi

13. Zofenopril-calcium

14. Ncgc00167455-01

15. Zofenil (tn)

16. Sq-26900

17. Zofenopril [mi]

18. Zofenopril [who-dd]

19. Schembl37298

20. 1-[3-(benzoylsulfanyl)-2-methylpropanoyl]-4-(phenylsulfanyl)proline

21. Gtpl6462

22. Dtxsid0046640

23. Zinc3775162

24. Bdbm50084629

25. Cs-7911

26. Db13166

27. (2s,4s)-1-[(2s)-3-benzoylsulfanyl-2-methyl-propanoyl]-4-phenylsulfanyl-pyrrolidine-2-carboxylic Acid

28. L-proline, 1-(3-(benzoylthio)-2-methyl-1-oxopropyl)-4-(phenylthio)-, (1(r*),2alpha,4alpha)-

29. So-26991

30. Hy-108321

31. D08688

32. 872z108

33. A840209

34. Ar-270/43507827

35. Q218284

36. (4s)-1-[(2s)-3-(benzoylsulfanyl)-2-methylpropanoyl]-4-(phenylsulfanyl)-l-proline

37. (2s,4s)-1-((s)-3-(benzoylthio)-2-methylpropanoyl)-4-(phenylthio)pyrrolidine-2-carboxylic Acid

38. (2s,4s)-1-[(2s)-3-(benzoylsulfanyl)-2-methylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylic Acid

39. (2s,4s)-1-[(2s)-3-(benzoylsulfanyl)-2-methylpropanoyl]-4-phenylsulfanylpyrrolidine-2-carboxylic Acid

40. (4s)-n-((s)-3-mercapto-2-methylpropionyl)-4-(phenylthio)-r-proline Benzoate (ester)

41. 1-(3-benzoylsulfanyl-2-methyl-propionyl)-4-phenylsulfanyl-pyrrolidine-2-carboxylic Acid(zofenopril)

42. R-proline, 1-(3-(benzoylthio)-2-methyl-1-oxopropyl)-4-(phenylthio)-, (1(r*),2.alpha.,4.alpha.)-

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 429.6 g/mol
Molecular Formula C22H23NO4S2
XLogP34.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count8
Exact Mass429.10685056 g/mol
Monoisotopic Mass429.10685056 g/mol
Topological Polar Surface Area125 Ų
Heavy Atom Count29
Formal Charge0
Complexity587
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

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.)


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.)


4.2 ATC Code

C09BA15

S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355


C - Cardiovascular system

C09 - Agents acting on the renin-angiotensin system

C09A - Ace inhibitors, plain

C09AA - Ace inhibitors, plain

C09AA15 - Zofenopril


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Looking for 81872-10-8 / Zofenopril API manufacturers, exporters & distributors?

Zofenopril manufacturers, exporters & distributors 1

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

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Zofenopril manufacturer or Zofenopril supplier.

PharmaCompass also assists you with knowing the Zofenopril API Price utilized in the formulation of products. Zofenopril API Price is not always fixed or binding as the Zofenopril Price is obtained through a variety of data sources. The Zofenopril Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Zofenopril

Synonyms

81872-10-8, Zofenoprilum, Zofenil, Chembl331378, Chebi:78539, 290zy759pi

Cas Number

81872-10-8

Unique Ingredient Identifier (UNII)

290ZY759PI

About Zofenopril

Zofenopril is a sulfhydryl angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. As a prodrug, zofenopril is hydrolyzed in vivo into its active form zofenoprilat. Zofenoprilat 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. Zofenoprilat also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex, which leads to an increase in sodium excretion and subsequently increases water outflow.

Zofenopril Manufacturers

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

Zofenopril Suppliers

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

Zofenopril GMP

Zofenopril 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 Zofenopril 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 Zofenopril GMP manufacturer or Zofenopril GMP API supplier for your needs.

Zofenopril CoA

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

Zofenopril CoA mostly includes findings from lab analyses of a specific batch. For each Zofenopril 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.

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