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Chemistry

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Also known as: Fosinopril diacid, 95399-71-6, Fosinoprilic acid, Fosfenopril, Fosinoprilatum, Sq 27,519
Molecular Formula
C23H34NO5P
Molecular Weight
435.5  g/mol
InChI Key
WOIWWYDXDVSWAZ-RTWAWAEBSA-N
FDA UNII
S312EY6ZT8

Fosinoprilat
Fosinoprilat is a phosphinic acid-containing angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. Fosinoprilat specifically and competitively inhibits angiotensin-converting enzyme thereby decreasing the formation of the potent vasoconstrictor angiotensin II, resulting in diminished vasopressor activity. In addition, angiotensin II-mediated aldosterone secretion by adrenal cortex is decreased, which results in a decrease of sodium retention and an increase in water outflow.
Fosinoprilat is an Angiotensin Converting Enzyme Inhibitor. The mechanism of action of fosinoprilat is as an Angiotensin-converting Enzyme Inhibitor.
1 2D Structure

Fosinoprilat

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,4S)-4-cyclohexyl-1-[2-[hydroxy(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic acid
2.1.2 InChI
InChI=1S/C23H34NO5P/c25-22(17-30(28,29)14-8-7-11-18-9-3-1-4-10-18)24-16-20(15-21(24)23(26)27)19-12-5-2-6-13-19/h1,3-4,9-10,19-21H,2,5-8,11-17H2,(H,26,27)(H,28,29)/t20-,21+/m1/s1
2.1.3 InChI Key
WOIWWYDXDVSWAZ-RTWAWAEBSA-N
2.1.4 Canonical SMILES
C1CCC(CC1)C2CC(N(C2)C(=O)CP(=O)(CCCCC3=CC=CC=C3)O)C(=O)O
2.1.5 Isomeric SMILES
C1CCC(CC1)[C@@H]2C[C@H](N(C2)C(=O)CP(=O)(CCCCC3=CC=CC=C3)O)C(=O)O
2.2 Other Identifiers
2.2.1 UNII
S312EY6ZT8
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Fosfenopril

2. Fosinoprilic Acid

3. Sq 27519

4. Sq-27,519

5. Sq-27519

2.3.2 Depositor-Supplied Synonyms

1. Fosinopril Diacid

2. 95399-71-6

3. Fosinoprilic Acid

4. Fosfenopril

5. Fosinoprilatum

6. Sq 27,519

7. Sq-27519

8. (4s)-4-cyclohexyl-1-((hydroxy(4-phenylbutyl)phosphinyl)acetyl)-l-proline

9. Chembl581

10. Fosinopril Related Compound A

11. S312ey6zt8

12. Chebi:116962

13. So-27519

14. L-proline, 4-cyclohexyl-1-((hydroxy(4-phenylbutyl)phosphinyl)acetyl)-, Trans-

15. 4-cyclohexyl-1-{2-[hydroxy-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic Acid

16. (2s,4s)-4-cyclohexyl-1-(2-(hydroxy(4-phenylbutyl)phosphoryl)acetyl)pyrrolidine-2-carboxylic Acid

17. (2s,4s)-4-cyclohexyl-1-[2-[hydroxy(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylic Acid

18. (4s)-4-cyclohexyl-[(4-phenylbutyl)phosphinyl]acetyl-l-proline

19. (4s)-4-cyclohexyl-1-{[hydroxy(4-phenylbutyl)phosphoryl]acetyl}-l-proline

20. L-proline, 4-cyclohexyl-1-[[hydroxy(4-phenylbutyl)phosphinyl]acetyl]-,(4s)-

21. Fosinoprilat [usan:inn]

22. Fosinoprilatum [inn-latin]

23. (2s,4s)-4-cyclohexyl-1-{2-[hydroxy(4-phenylbutyl)phosphoryl]acetyl}pyrrolidine-2-carboxylic Acid

24. (2s,4s)-4-cyclohexyl-1-{2-[hydroxy-(4-phenyl-butyl)-phosphinoyl]-acetyl}-pyrrolidine-2-carboxylic Acid

25. Unii-s312ey6zt8

26. Forsinoprilat

27. Ks8

28. Fosinopril Impurity A

29. Sq-27,519

30. Pu6ba2d2md

31. Fosinoprilat (usan/inn)

32. Fosinoprilat [inn]

33. Fosinoprilat [usan]

34. Schembl124537

35. Fosinopril Diacid [mi]

36. Gtpl6457

37. Dtxsid80869253

38. Zinc4213382

39. Bdbm50018849

40. Db14207

41. Sq27,519

42. Hy-107352

43. So 27,519

44. Cs-0028200

45. C21542

46. D03772

47. Fosinopril Related Compound A [usp-rs]

48. Fosinopril Sodium Impurity A [ep Impurity]

49. Fosinopril Related Compound A [usp Impurity]

50. Q27077720

51. 1[{hydroxy(4-phenylbutyl)phosphinyl}acetyl]-(trans)-4-cyclohexyl-l-proline

52. Trans-4-cyclohexyl-1-[[hydroxy(4-phenylbutyl)phosphinyl]acetyl]-l-proline

53. L-proline,4-cyclohexyl-1-[2-[hydroxy(4-phenylbutyl)phosphinyl]acetyl]-,(4s)-

54. (2s,4s)-4-cyclohexyl-1-((hydroxy(4-phenylbutyl)phosphoryl)acetyl)pyrrolidine-2-carboxylic Acid

55. (2s,4s)-4-cyclohexyl-1-[2-(hydroxy-(4-phenylbutyl)phosphoryl)acetyl]pyrrolidine-2-carboxylic Acid

2.4 Create Date
2005-08-08
3 Chemical and Physical Properties
Molecular Weight 435.5 g/mol
Molecular Formula C23H34NO5P
XLogP33.8
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count5
Rotatable Bond Count9
Exact Mass435.21746018 g/mol
Monoisotopic Mass435.21746018 g/mol
Topological Polar Surface Area94.9 Ų
Heavy Atom Count30
Formal Charge0
Complexity627
Isotope Atom Count0
Defined Atom Stereocenter Count2
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.)


Anti-Arrhythmia Agents

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade. (See all compounds classified as Anti-Arrhythmia Agents.)


4.2 FDA Pharmacological Classification
4.2.1 Active Moiety
FOSINOPRILAT
4.2.2 FDA UNII
S312EY6ZT8
4.2.3 Pharmacological Classes
Mechanisms of Action [MoA] - Angiotensin-converting Enzyme Inhibitors

ANALYTICAL

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ABOUT THIS PAGE

Fosinoprilat Manufacturers

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

Fosinoprilat Suppliers

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

Fosinoprilat GMP

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

Fosinoprilat CoA

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

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

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