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Also known as: 21187-98-4, Glimicron, 1-(3,3a,4,5,6,6a-hexahydro-1h-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea, 1-(3-azabicyclo(3.3.0)oct-3-yl)-3-(p-tolylsulfonyl)urea, Chebi:31654, 1-(hexahydrocyclopenta(c)pyrrol-2(1h)-yl)-3-(p-tolylsulfonyl)urea
Molecular Formula
C15H21N3O3S
Molecular Weight
323.4  g/mol
InChI Key
BOVGTQGAOIONJV-UHFFFAOYSA-N

Gliclazide
An oral sulfonylurea hypoglycemic agent which stimulates insulin secretion.
1 2D Structure

Gliclazide

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1-(3,3a,4,5,6,6a-hexahydro-1H-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea
2.1.2 InChI
InChI=1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19)
2.1.3 InChI Key
BOVGTQGAOIONJV-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1=CC=C(C=C1)S(=O)(=O)NC(=O)NN2CC3CCCC3C2
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Diabrezide

2. Diaglyk

3. Diaikron

4. Diamicron

5. Gen Gliclazide

6. Gen-gliclazide

7. Gliklazid

8. Glyade

9. Glyclazide

10. Novo Gliclazide

11. Novo-gliclazide

12. S 1702

13. S 852

14. S-1702

15. S-852

16. S1702

17. S852

2.2.2 Depositor-Supplied Synonyms

1. 21187-98-4

2. Glimicron

3. 1-(3,3a,4,5,6,6a-hexahydro-1h-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea

4. 1-(3-azabicyclo(3.3.0)oct-3-yl)-3-(p-tolylsulfonyl)urea

5. Chebi:31654

6. 1-(hexahydrocyclopenta(c)pyrrol-2(1h)-yl)-3-(p-tolylsulfonyl)urea

7. Gliclazidum [inn-latin]

8. Gliclazida [inn-spanish]

9. Gliclazida

10. N-(hexahydrocyclopenta[c]pyrrol-2(1h)-ylcarbamoyl)-4-methylbenzenesulfonamide

11. 1-[(4-methylbenzene)sulfonyl]-3-{octahydrocyclopenta[c]pyrrol-2-yl}urea

12. Nsc-758673

13. Se-1702

14. S1702;se1702

15. Dsstox_cid_3095

16. N-((hexahydrocyclopenta[c]pyrrol-2(1h)-yl)carbamoyl)-4-methylbenzenesulfonamide

17. Dsstox_rid_76872

18. Dsstox_gsid_23095

19. S-852

20. S-1702

21. N-(4-methylbenzenesulfonyl)-n'-(3-azabicyclo(3.3.0)oct-3-yl)urea

22. Glimicron (tn)

23. Smr000542971

24. Sr-01000816184

25. 1-(3-azabicyclo[3.3.0]oct-3-yl)-3-p-tolylsulphonylurea

26. Mfcd00409893

27. J3.151h

28. Gliclazide,(s)

29. Benzenesulfonamide, N-[[(hexahydrocyclopenta[c]pyrrol-2(1h)-yl)amino]carbonyl]-4-methyl-

30. Ncgc00016751-01

31. Prestwick_869

32. Cas-21187-98-4

33. Gliclazide (diamicron)

34. Spectrum_001478

35. Specplus_000870

36. Prestwick0_000558

37. Prestwick1_000558

38. Prestwick2_000558

39. Prestwick3_000558

40. Spectrum3_001862

41. Spectrum4_000598

42. Spectrum5_000753

43. Gliclazide (jp17/inn)

44. Schembl16387

45. Bspbio_000635

46. Bspbio_003304

47. Kbiogr_001096

48. Kbioss_001958

49. Mls001215197

50. Mls001304077

51. Mls001304118

52. Divk1c_006966

53. Gliclazide, Powder, >=98%

54. Spectrum1504145

55. Spectrum1505013

56. Spbio_002556

57. Bpbio1_000699

58. Chembl427216

59. Dtxsid9023095

60. Urea, 1-(hexahydrocyclopenta[c]pyrrol-2(1h)-yl)-3-(p-tolylsulfonyl)-

61. Kbio1_001910

62. Kbio2_001958

63. Kbio2_004526

64. Kbio2_007094

65. Kbio3_002806

66. 1-[3-azabicyclo[3.3.0]oct-3-yl]-3-p-toluenesulfonylurea

67. Hms1569p17

68. Hms1922d15

69. Hms2090k16

70. Hms2096p17

71. Hms2855p09

72. Hms3656c22

73. Hms3713p17

74. Hms3744o13

75. Pharmakon1600-01504145

76. Bcp21240

77. Hy-b0753

78. Tox21_110590

79. Bbl012275

80. Bdbm50103512

81. Nsc758673

82. Nsc813216

83. S2601

84. Se1702

85. Stk803142

86. Akos003237903

87. Akos016340698

88. Tox21_110590_1

89. Ab05958

90. Ccg-213918

91. Db01120

92. Ks-1067

93. Nsc-813216

94. N-[(hexahydrocyclopenta[c]pyrrol-2(1h)-ylamino)carbonyl]-4-methylbenzenesulfonamide

95. Ncgc00095107-01

96. Ncgc00095107-02

97. Ncgc00095107-03

98. Ncgc00095107-04

99. Ncgc00095107-05

100. Ncgc00095107-06

101. Ncgc00095107-09

102. Ncgc00095107-10

103. Ac-12045

104. Sbi-0052662.p002

105. Ab00053165

106. Ft-0626712

107. G0381

108. Sw196994-3

109. D01599

110. D83168

111. Ab00053165-09

112. Ab00053165_10

113. Ab00053165_11

114. 187g984

115. A815188

116. Q290001

117. J-013905

118. J-522753

119. Sr-01000816184-2

120. Sr-01000816184-3

121. Sr-01000816184-4

122. Brd-a61154809-001-04-3

123. Gliclazide, British Pharmacopoeia (bp) Reference Standard

124. Gliclazide, European Pharmacopoeia (ep) Reference Standard

125. 1-(4-methylbenzenesulfonyl)-3-{octahydrocyclopenta[c]pyrrol-2-yl}urea

126. 1-(3,3a,4,5,6,6a-hexahydro-1h-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonyl-urea

127. Benzenesulfonamide,n-[[(hexahydrocyclopenta[c]pyrrol-2(1h)-yl)amino]carbonyl]-4-methyl-

128. Benzenesulfonamide, N-[[(hexahydrocyclopenta[c]pyrrol-2(1h)-yl)amino]carbonyl]-4-methyl

2.3 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 323.4 g/mol
Molecular Formula C15H21N3O3S
XLogP31.5
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count4
Rotatable Bond Count3
Exact Mass323.13036271 g/mol
Monoisotopic Mass323.13036271 g/mol
Topological Polar Surface Area86.9 Ų
Heavy Atom Count22
Formal Charge0
Complexity497
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count2
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of NIDDM in conjunction with diet and exercise.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Based on the pharmacological properties, gliclazide is a second generation sulphonylurea which acts as a hypoglycemic agent. It stimulates β cells of the islet of Langerhans in the pancreas to release insulin. It also enhances peripheral insulin sensitivity. Overall, it potentiates insulin release and improves insulin dynamics.


5.2 MeSH Pharmacological Classification

Hypoglycemic Agents

Substances which lower blood glucose levels. (See all compounds classified as Hypoglycemic Agents.)


5.3 ATC Code

A10BB09

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


A - Alimentary tract and metabolism

A10 - Drugs used in diabetes

A10B - Blood glucose lowering drugs, excl. insulins

A10BB - Sulfonylureas

A10BB09 - Gliclazide


5.4 Absorption, Distribution and Excretion

Absorption

Rapidly and well absorbed but may have wide inter- and intra-individual variability. Peak plasma concentrations occur within 4-6 hours of oral administration.


Route of Elimination

Metabolites and conjugates are eliminated primarily by the kidneys (60-70%) and also in the feces (10-20%).


5.5 Metabolism/Metabolites

Extensively metabolized in the liver. Less than 1% of the orally administered dose appears unchanged in the urine. Metabolites include oxidized and hydroxylated derivates, as well as glucuronic acid conjugates.


Gliclazide has known human metabolites that include 6-hydroxy-gliclazide, 7-hydroxy-gliclazide, and Methylhydroxygliclazide.

S73 | METXBIODB | Metabolite Reaction Database from BioTransformer | DOI:10.5281/zenodo.4056560


5.6 Biological Half-Life

10.4 hours. Duration of action is 10-24 hours.


5.7 Mechanism of Action

Gliclazide binds to the β cell sulfonyl urea receptor (SUR1). This binding subsequently blocks the ATP sensitive potassium channels. The binding results in closure of the channels and leads to a resulting decrease in potassium efflux leads to depolarization of the β cells. This opens voltage-dependent calcium channels in the β cell resulting in calmodulin activation, which in turn leads to exocytosis of insulin containing secretorty granules.


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PLAZA, ANDHERI KURLA ROAD,"}]
03-Jan-2022
28-Apr-2025
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ABOUT THIS PAGE

Looking for 21187-98-4 / Gliclazide API manufacturers, exporters & distributors?

Gliclazide manufacturers, exporters & distributors 1

13

PharmaCompass offers a list of Gliclazide 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 Gliclazide manufacturer or Gliclazide supplier for your needs.

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

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

API | Excipient name

Gliclazide

Synonyms

21187-98-4, Glimicron, 1-(3,3a,4,5,6,6a-hexahydro-1h-cyclopenta[c]pyrrol-2-yl)-3-(4-methylphenyl)sulfonylurea, 1-(3-azabicyclo(3.3.0)oct-3-yl)-3-(p-tolylsulfonyl)urea, Chebi:31654, 1-(hexahydrocyclopenta(c)pyrrol-2(1h)-yl)-3-(p-tolylsulfonyl)urea

Cas Number

21187-98-4

About Gliclazide

An oral sulfonylurea hypoglycemic agent which stimulates insulin secretion.

Diamicron Manufacturers

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

Diamicron Suppliers

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

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

Diamicron USDMF

A Diamicron DMF (Drug Master File) is a document detailing the whole manufacturing process of Diamicron active pharmaceutical ingredient (API) in detail. Different forms of Diamicron DMFs exist exist since differing nations have different regulations, such as Diamicron USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Diamicron DMF submitted to regulatory agencies in the US is known as a USDMF. Diamicron USDMF includes data on Diamicron's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Diamicron USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Diamicron suppliers with USDMF on PharmaCompass.

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

Diamicron KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Diamicron Drug Master File in Korea (Diamicron KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Diamicron. The MFDS reviews the Diamicron KDMF as part of the drug registration process and uses the information provided in the Diamicron KDMF to evaluate the safety and efficacy of the drug.

After submitting a Diamicron KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Diamicron API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Diamicron suppliers with KDMF on PharmaCompass.

Diamicron CEP

A Diamicron CEP of the European Pharmacopoeia monograph is often referred to as a Diamicron Certificate of Suitability (COS). The purpose of a Diamicron CEP is to show that the European Pharmacopoeia monograph adequately controls the purity of Diamicron EP produced by a given manufacturer. Suppliers of raw materials can prove the suitability of Diamicron to their clients by showing that a Diamicron CEP has been issued for it. The manufacturer submits a Diamicron CEP (COS) as part of the market authorization procedure, and it takes on the role of a Diamicron CEP holder for the record. Additionally, the data presented in the Diamicron CEP (COS) is managed confidentially and offers a centralized system acknowledged by numerous nations, exactly like the Diamicron DMF.

A Diamicron CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Diamicron CEPs may be accepted in nations that are not members of the Ph. Eur. at the discretion of the authorities there.

click here to find a list of Diamicron suppliers with CEP (COS) on PharmaCompass.

Diamicron WC

A Diamicron written confirmation (Diamicron WC) is an official document issued by a regulatory agency to a Diamicron manufacturer, verifying that the manufacturing facility of a Diamicron active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Diamicron APIs or Diamicron finished pharmaceutical products to another nation, regulatory agencies frequently require a Diamicron WC (written confirmation) as part of the regulatory process.

click here to find a list of Diamicron suppliers with Written Confirmation (WC) on PharmaCompass.

Diamicron NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Diamicron as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Diamicron API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Diamicron as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Diamicron and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Diamicron NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Diamicron suppliers with NDC on PharmaCompass.

Diamicron GMP

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

Diamicron CoA

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

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

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