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Also known as: 2447-57-6, Sulphadoxine, Sulforthomidine, Sulfadoxin, 4-amino-n-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide, Fanasil
Molecular Formula
C12H14N4O4S
Molecular Weight
310.33  g/mol
InChI Key
PJSFRIWCGOHTNF-UHFFFAOYSA-N
FDA UNII
88463U4SM5

Sulfadoxine
A long acting sulfonamide that is used, usually in combination with other drugs, for respiratory, urinary tract, and malarial infections.
Sulfadoxine is a Sulfonamide.
1 2D Structure

Sulfadoxine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
4-amino-N-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide
2.1.2 InChI
InChI=1S/C12H14N4O4S/c1-19-10-11(14-7-15-12(10)20-2)16-21(17,18)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H,14,15,16)
2.1.3 InChI Key
PJSFRIWCGOHTNF-UHFFFAOYSA-N
2.1.4 Canonical SMILES
COC1=C(N=CN=C1OC)NS(=O)(=O)C2=CC=C(C=C2)N
2.2 Other Identifiers
2.2.1 UNII
88463U4SM5
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Fanasil

2. Ro 4 4393

3. Ro 4-4393

4. Ro 44393

5. Sulformethoxine

6. Sulformetoxine

7. Sulforthomidine

8. Sulphormetoxin

9. Sulphorthodimethoxine

2.3.2 Depositor-Supplied Synonyms

1. 2447-57-6

2. Sulphadoxine

3. Sulforthomidine

4. Sulfadoxin

5. 4-amino-n-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide

6. Fanasil

7. Sulphormethoxine

8. Sulfadoxinum

9. Sulfadoxina

10. Fanzil

11. Ro 4-4393

12. 4-amino-n-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide

13. 4-sulfanilamido-5,6-dimethoxypyrimidine

14. Benzenesulfonamide, 4-amino-n-(5,6-dimethoxy-4-pyrimidinyl)-

15. Fanasulf

16. N'-(5,6-dimethoxy-4-pyrimidyl)sulfanilamide

17. 6-(4-aminobenzenesulfonamido)-4,5-dimethoxypyrimidine

18. Sulfadoxine (sulphadoxine)

19. Nsc-759319

20. Ro-4-4393

21. Chebi:9329

22. Solfadossina

23. 4-amino-n-(5,6-dimethoxypyrimidin-4-yl)benzene-1-sulfonamide

24. Sulfadoxine-d3

25. Ro-44393

26. 88463u4sm5

27. Wr-4073

28. Ncgc00016612-01

29. Orthosulfin

30. J21.373j

31. Cas-2447-57-6

32. Solfadossina [dcit]

33. Dsstox_cid_3608

34. Dsstox_rid_77106

35. Dsstox_gsid_23608

36. Sulfadoxinum [inn-latin]

37. Sulfadoxina [inn-spanish]

38. 4-amino-n-[5,6-bis(methyloxy)pyrimidin-4-yl]benzenesulfonamide

39. Wr 4873

40. Sr-05000001523

41. Einecs 219-504-9

42. N1-(5,6-dimethoxy-4-pyrimidinyl)sulfanilamide

43. Brn 0625453

44. Sulfadoxine (jan/usp/inn)

45. Unii-88463u4sm5

46. Sanasil: Sulfadoxine: Sulformetoxin

47. Mfcd00792890

48. N(sup 1)-(5,6-dimethoxy-4-pyrimidinyl)sulfanilamide

49. Wr 4073

50. Sulfadoxine [usan:usp:inn:ban:jan]

51. Sulfadoxine [mi]

52. Prestwick0_001094

53. Prestwick1_001094

54. Prestwick2_001094

55. Prestwick3_001094

56. Sulfadoxine [inn]

57. Sulfadoxine [jan]

58. Sulfadoxine [usan]

59. Sulfadoxine [vandf]

60. Chembl1539

61. Sulfadoxine [mart.]

62. Schembl41069

63. Bspbio_001168

64. Sulfadoxine [usp-rs]

65. Sulfadoxine [who-dd]

66. Sulfadoxine [who-ip]

67. 5-25-13-00306 (beilstein Handbook Reference)

68. Mls002154150

69. Spbio_003054

70. Bpbio1_001286

71. Zinc2094

72. Sulfadoxin, >=95% (tlc)

73. Dtxsid6023608

74. Gtpl10173

75. Sulfadoxine [orange Book]

76. Hms1571k10

77. Hms2090p07

78. Hms2094c19

79. Hms2098k10

80. Hms2230e05

81. Hms3371i15

82. Hms3715k10

83. Pharmakon1600-01506086

84. Sulfadoxine [ep Monograph]

85. Sulfadoxine [usp Monograph]

86. Hy-b0439

87. Sulfadoxinum [who-ip Latin]

88. Tox21_110523

89. Bbl023187

90. Fansidar Component Sulfadoxine

91. Nsc759319

92. S2511

93. Stl356042

94. Akos015897281

95. Sulfadoxin 100 Microg/ml In Methanol

96. Tox21_110523_1

97. Ac-8428

98. Ccg-213610

99. Db01299

100. Ks-5334

101. Nsc 759319

102. Sulfadoxine Component Of Fansidar

103. Ncgc00016612-02

104. Ncgc00016612-04

105. Ncgc00016612-05

106. Sulfadoxine 1000 Microg/ml In Methanol

107. Smr000857259

108. Sbi-0206941.p001

109. Sulfadoxine 100 Microg/ml In Acetonitrile

110. Db-046463

111. Ab00514044

112. Ft-0603610

113. N1-5,6-dimethoxy-4-pyrimidinylsulfanilamide

114. 47s576

115. C07630

116. D00580

117. H10765

118. Sulfadoxin, Vetranal(tm), Analytical Standard

119. Ab00514044-06

120. Ab00514044_07

121. Ab00514044_08

122. A817328

123. Q411557

124. Sr-05000001523-1

125. Sr-05000001523-3

126. W-107313

127. Brd-k55250441-001-03-1

128. Brd-k55250441-001-06-4

129. Sulfadoxin, Certified Reference Material, Tracecert(r)

130. 4-amino-n-(5,6-dimethoxy-4-pyrimidinyl)benzenesulfonamide;

131. 4-azanyl-n-(5,6-dimethoxypyrimidin-4-yl)benzenesulfonamide

132. Sulfadoxine, European Pharmacopoeia (ep) Reference Standard

133. Sulfadoxine, United States Pharmacopeia (usp) Reference Standard

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 310.33 g/mol
Molecular Formula C12H14N4O4S
XLogP30.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count8
Rotatable Bond Count5
Exact Mass310.07357611 g/mol
Monoisotopic Mass310.07357611 g/mol
Topological Polar Surface Area125 Ų
Heavy Atom Count21
Formal Charge0
Complexity420
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Sulfadoxine is used in combination with pyrimethamine for the treatment or prevention of malaria. It can also be used to treat various infections in livestock as well. Sulfadoxine and pyrimethamine is indicated for the treatment of Plasmodium falciparum malaria in those patients in whom chloroquine resistance is suspected.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Sulfadoxine helps inhibit the enzyme dihydropteroate synthetase which is an enzyme necessary in the conversion of PABA to folic acid. As folic acid is vital to the synthesis, repair, and methylation of DNA which is vital to cell growth in Plasmodium falciparum. With this vital nutrient lacking, the parasite has difficulty in reproducing.


5.2 MeSH Pharmacological Classification

Anti-Infective Agents, Urinary

Substances capable of killing agents causing urinary tract infections or of preventing them from spreading. (See all compounds classified as Anti-Infective Agents, Urinary.)


Anti-Infective Agents

Substances that prevent infectious agents or organisms from spreading or kill infectious agents in order to prevent the spread of infection. (See all compounds classified as Anti-Infective Agents.)


Antimalarials

Agents used in the treatment of malaria. They are usually classified on the basis of their action against plasmodia at different stages in their life cycle in the human. (From AMA, Drug Evaluations Annual, 1992, p1585) (See all compounds classified as Antimalarials.)


5.3 FDA Pharmacological Classification
5.3.1 Active Moiety
SULFADOXINE
5.3.2 FDA UNII
88463U4SM5
5.3.3 Pharmacological Classes
Chemical Structure [CS] - Sulfonamides
5.4 Mechanism of Action

Sulfadoxine is a sulfa drug, often used in combination with pyrimethamine to treat malaria. This medicine may also be used to prevent malaria in people who are living in, or will be traveling to, an area where there is a chance of getting malaria. Sulfadoxine targets Plasmodium dihydropteroate synthase and dihydrofolate reductase. Sulfa drugs or Sulfonamides are antimetabolites. They compete with para-aminobenzoic acid (PABA) for incorporation into folic acid. The action of sulfonamides exploits the difference between mammal cells and other kinds of cells in their folic acid metabolism. All cells require folic acid for growth. Folic acid (as a vitamin) diffuses or is transported into human cells. However, folic acid cannot cross bacterial (and certain protozoan) cell walls by diffusion or active transport. For this reason bacteria must synthesize folic acid from p-aminobenzoic acid.


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05-Jan-2021
30-Nov-2024
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ABOUT THIS PAGE

Sulfadoxine Manufacturers

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

Sulfadoxine Suppliers

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

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

Sulfadoxine USDMF

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

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

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

Sulfadoxine CEP

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

A Sulfadoxine CEP (COS) is recognised by all 36 nations that make up the European Pharmacopoeia Convention. Sulfadoxine 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 Sulfadoxine suppliers with CEP (COS) on PharmaCompass.

Sulfadoxine WC

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

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

Sulfadoxine 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 Sulfadoxine as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Sulfadoxine 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 Sulfadoxine 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 Sulfadoxine and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Sulfadoxine NDC to their finished compounded human drug products, they may choose to do so.

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

Sulfadoxine GMP

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

Sulfadoxine CoA

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

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

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