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Also known as: 81938-43-4, Zofenopril calcium salt, Zoprace, Zofenopril calcium [usan], Sq 26991, Chebi:82600
Molecular Formula
C44H44CaN2O8S4
Molecular Weight
897.2  g/mol
InChI Key
NSYUKKYYVFVMST-LETVYOFWSA-L
FDA UNII
88ZQ329PU2

Zofenopril Calcium
Zofenopril Calcium is the calcium salt of zofenopril, 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 Calcium

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
calcium;(2S,4S)-1-[(2S)-3-benzoylsulfanyl-2-methylpropanoyl]-4-phenylsulfanylpyrrolidine-2-carboxylate
2.1.2 InChI
InChI=1S/2C22H23NO4S2.Ca/c2*1-15(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*2-11,15,18-19H,12-14H2,1H3,(H,25,26);/q;;+2/p-2/t2*15-,18+,19+;/m11./s1
2.1.3 InChI Key
NSYUKKYYVFVMST-LETVYOFWSA-L
2.1.4 Canonical SMILES
CC(CSC(=O)C1=CC=CC=C1)C(=O)N2CC(CC2C(=O)[O-])SC3=CC=CC=C3.CC(CSC(=O)C1=CC=CC=C1)C(=O)N2CC(CC2C(=O)[O-])SC3=CC=CC=C3.[Ca+2]
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.C[C@H](CSC(=O)C1=CC=CC=C1)C(=O)N2C[C@H](C[C@H]2C(=O)[O-])SC3=CC=CC=C3.[Ca+2]
2.2 Other Identifiers
2.2.1 UNII
88ZQ329PU2
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Sq 26900

2. Sq 26991

3. Sq-26900

4. Sq-26991

5. Zofenil

6. Zofenopril

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

8. Zofil

2.3.2 Depositor-Supplied Synonyms

1. 81938-43-4

2. Zofenopril Calcium Salt

3. Zoprace

4. Zofenopril Calcium [usan]

5. Sq 26991

6. Chebi:82600

7. 81938-43-4 (calcium)

8. 88zq329pu2

9. Zofenoprilcalcium

10. Sq-26991

11. Zofenopril Calcium (usan)

12. Calcium (2s,4s)-1-((s)-3-(benzoylthio)-2-methylpropanoyl)-4-(phenylthio)pyrrolidine-2-carboxylate

13. Unii-88zq329pu2

14. Bifril-d5

15. Zoprace (tn)

16. Ncgc00182038-01

17. Dsstox_cid_28551

18. Dsstox_rid_82823

19. Dsstox_gsid_48625

20. Schembl641349

21. Chembl2105776

22. Dtxsid1048625

23. Zofenopril Calcium [mart.]

24. Zofenopril Calcium [who-dd]

25. Tox21_112966

26. Mfcd08704648

27. Zofenopril Calcium Salt [mi]

28. Akos015840019

29. Akos015967030

30. Ac-4336

31. (4s)-n-((s)-3-mercapto-2-methylpropionyl)-4-(phenylthio)-l-proline Benzoate (ester), Calcium Salt

32. As-81847

33. So 26991

34. Cas-81938-43-4

35. Zofenopril Calcium, >98% (hplc), Powder

36. Z0041

37. D03767

38. A840224

39. Q-101025

40. Q27156118

41. (4s)-n-((s)-3-mercapto-2-methylpropionyl)-4-(phenylthio)-r-proline Benzoate (ester), Calcium Salt

42. [1(s),4(s)]-1-(3-mercapto-2-methyl-1-oxopropyl)-4-phenyl-thio-l-proline-s-benzoyl Ester Calcium Salt

43. Bis[1-[(s)-3-(benzoylthio)-2-methyl-1-oxopropyl]-4alpha-(phenylthio)-l-proline] Calcium Salt

44. Calcium (2r,4r)-1-[(2s)-3-benzoylsulfanyl-2-methyl-propanoyl]-4-phenylsulfanyl-pyrrolidine-2-carboxylate

45. Calcium Bis[(2s,4s)-1-[(2s)-3-(benzoylsulfanyl)-2-methylpropanoyl]-4-(phenylsulfanyl)pyrrolidine-2-carboxylate]

46. Calcium;(2s,4s)-1-[(2s)-3-benzoylsulfanyl-2-methylpropanoyl]-4-phenylsulfanylpyrrolidine-2-carboxylate

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

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

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 897.2 g/mol
Molecular Formula C44H44CaN2O8S4
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count12
Rotatable Bond Count14
Exact Mass896.1606419 g/mol
Monoisotopic Mass896.1606419 g/mol
Topological Polar Surface Area256 Ų
Heavy Atom Count59
Formal Charge0
Complexity582
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
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.)


API Reference Price

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27-Mar-2023
25-Nov-2023
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