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ACTIVE PHARMA INGREDIENTS

5 API Suppliers, 1 USDMF, 2 EU WC, 1 KDMF, 5 Listed Suppliers, $ API Reference Price

5 API Suppliers
1 USDMF
2 EU WC
1 KDMF
5 Listed Suppliers
$ API Reference Price

FINISHED DOSAGE FORMULATIONS

1 FDF Dossiers, 1 Europe

1 FDF Dossiers
1 Europe

MARKET PLACE

1 APIs, 1 FDF Dossiers

marketPlace
1 APIs
1 FDF Dossiers

Synopsis

ACTIVE PHARMA INGREDIENTS

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CEP/COS

JDMF

EU WC

KDMF

NDC API

VMF

Listed Suppliers

API REF. PRICE (USD/KG)

$ 896

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Chemistry

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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 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 Formula	C₄₄H₄₄CaN₂O₈S₄
Molecular Weight	897.2 g/mol
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	12
Rotatable Bond Count	14
Exact Mass	896.1606419 g/mol
Monoisotopic Mass	896.1606419 g/mol
Topological Polar Surface Area	256 Å²
Heavy Atom Count	59
Formal Charge	0
Complexity	582
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3

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.)

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API Reference Price

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