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Chemistry

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Also known as: 27589-33-9, Azosemid, Diart, Azosemida, Azosemidum, Luret
Molecular Formula
C12H11ClN6O2S2
Molecular Weight
370.8  g/mol
InChI Key
HMEDEBAJARCKCT-UHFFFAOYSA-N
FDA UNII
MR40VT1L8Z

Azosemide
Azosemide is a monosulfamyl belonging to the class of loop diuretics. Azosemide inhibits sodium and chloride reabsorption throughout the thick ascending limb of the loop of Henle.
1 2D Structure

Azosemide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
2-chloro-5-(2H-tetrazol-5-yl)-4-(thiophen-2-ylmethylamino)benzenesulfonamide
2.1.2 InChI
InChI=1S/C12H11ClN6O2S2/c13-9-5-10(15-6-7-2-1-3-22-7)8(12-16-18-19-17-12)4-11(9)23(14,20)21/h1-5,15H,6H2,(H2,14,20,21)(H,16,17,18,19)
2.1.3 InChI Key
HMEDEBAJARCKCT-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CSC(=C1)CNC2=CC(=C(C=C2C3=NNN=N3)S(=O)(=O)N)Cl
2.2 Other Identifiers
2.2.1 UNII
MR40VT1L8Z
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-chloro-5-(1h-tetrazol-5-yl)-n(sup 4)-2-thenylsulfanilamide

2. 5-(4-chloro-5-sulfamyl-2-thienylaminophenyl)tetrazole

3. Azosemid

4. Benzenesulfonamide, 2-chloro-5-(1h-tetrazol-5-yl)-4-((2-thienylmethyl)amino)-

5. Bm 02.001

6. Ple 1053

2.3.2 Depositor-Supplied Synonyms

1. 27589-33-9

2. Azosemid

3. Diart

4. Azosemida

5. Azosemidum

6. Luret

7. 2-chloro-5-(2h-tetrazol-5-yl)-4-((thiophen-2-ylmethyl)amino)benzenesulfonamide

8. Ple 1053

9. 2-chloro-5-(1h-tetrazol-5-yl)-n(sup 4)-2-thenylsulfanilamide

10. Mr40vt1l8z

11. 2-chloro-5-(2h-tetrazol-5-yl)-4-(thiophen-2-ylmethylamino)benzenesulfonamide

12. Chebi:31248

13. Sulfanilamide, 2-chloro-5-(1h-tetrazol-5-yl)-n(sup 4)-2-thenyl-

14. Benzenesulfonamide, 2-chloro-5-(1h-tetrazol-5-yl)-4-((2-thienylmethyl)amino)-

15. 5-(4'-chloro-5'-sulfamoyl-2'-thenylaminophenyl)tetrazole

16. Ncgc00181340-01

17. Dsstox_cid_26910

18. Dsstox_rid_82008

19. Dsstox_gsid_46910

20. 2-chloro-5-(1h-tetrazol-5-yl)-n4-2-thenylsulfanilamide

21. Azosemidum [inn-latin]

22. Azosemida [inn-spanish]

23. 2-chloro-5-(1h-tetrazol-5-yl)-4-[(thiophen-2-ylmethyl)amino]benzenesulfonamide

24. Azosemide [usan:inn:jan]

25. Cas-27589-33-9

26. Einecs 248-549-7

27. Sk-110

28. Unii-mr40vt1l8z

29. Brn 1178491

30. Diart (tn)

31. 5-(4'-chloro-5'-sulfamoyl-2'-thenylaminophenyl)-tetrazole

32. Azosemide [inn]

33. Azosemide [jan]

34. Azosemide [mi]

35. Azosemide [usan]

36. Azosemide [mart.]

37. Azosemide [who-dd]

38. Schembl48976

39. Azosemide (jp17/usan/inn)

40. Chembl1097235

41. Dtxsid7046910

42. Amy7468

43. Ex-a1266

44. Zinc5843546

45. Tox21_112799

46. Ac-096

47. Mfcd30541344

48. Sk 110

49. Akos015961824

50. Tox21_112799_1

51. Db08961

52. Benzenesulfonamide, 2-chloro-5-(2h-tetrazol-5-yl)-4-[(2-thienylmethyl)amino]-

53. Ncgc00181340-02

54. As-12235

55. Db-047249

56. Hy-107321

57. Cs-0028137

58. Ft-0602886

59. C74435

60. D01323

61. 589a339

62. A913169

63. Q4832859

64. 5-(4-chloro-5-sulfamoyl-2-thenylaminophenyl)-tetrazole

65. 2-chloro-5-(1h-tetrazol-5-yl)-n(4)-2-thenylsulfanilamide

66. 2-chloro-5-(1h-tetrazol-5-yl)-4-(thiophen-2-ylmethylamino)benzenesulfonamide

67. 2-chloro-5-(2h-1,2,3,4-tetrazol-5-yl)-4-[(thiophen-2-ylmethyl)amino]benzene-1-sulfonamide

2.4 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 370.8 g/mol
Molecular Formula C12H11ClN6O2S2
XLogP31.5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass370.0073437 g/mol
Monoisotopic Mass370.0073437 g/mol
Topological Polar Surface Area163 Ų
Heavy Atom Count23
Formal Charge0
Complexity504
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 Pharmacology

Diuretic affects upon oral administration match those of furosemide. However, upon intravenous administration azosemide displays 5.5 to 8 times greater effect.


4.2 MeSH Pharmacological Classification

Diuretics

Agents that promote the excretion of urine through their effects on kidney function. (See all compounds classified as Diuretics.)


4.3 Absorption, Distribution and Excretion

Absorption

Peak plasma concentrations are achieved in 3-4 hours when azosemide is administered to healthy humans in a fasting state. There is an absorption lag time of approximately 1 hour. Oral bioavailability estimated to be 20.4%


Route of Elimination

Total body clearance 112ml/min. Renal clearance 41.6ml/min. Actively secreted in the renal proximal tubule of humans. This may or may not involve a nonspecific organic acid secretory pathway. There is thus a potential for disease states and other organic acids such as NSAIDs which affect the organic acid transport pathway to affect the efficacy of azosemide.


Volume of Distribution

Poor affinity for human tissue. Small apparent post-pseudodistribution Vd of 0.262 l/kg.


4.4 Metabolism/Metabolites

Considerable first pass metabolism which makes parentral administration more effective than oral administration. Eleven metabolites of azosemide were found in rats, but only azosemide and its glucuronide were detected in humans.


4.5 Biological Half-Life

Terminal half life 2-3 hours.


4.6 Mechanism of Action

Exact mechanism of action is unclear. However, it acts primarily on the loop of Henle, in both the medullary and cortical segments of the thick ascending limb.


API Reference Price

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09-Apr-2021
08-Apr-2023
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ABOUT THIS PAGE

Azosemide Manufacturers

A Azosemide manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Azosemide, including repackagers and relabelers. The FDA regulates Azosemide manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Azosemide 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 Azosemide manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Azosemide Suppliers

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

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

Azosemide 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 Azosemide Drug Master File in Japan (Azosemide JDMF) empowers Azosemide 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 Azosemide JDMF during the approval evaluation for pharmaceutical products. At the time of Azosemide 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 Azosemide suppliers with JDMF on PharmaCompass.

Azosemide GMP

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

Azosemide CoA

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

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

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