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Chemistry

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Also known as: 22994-85-0, Radanil, Benznidazol, Benzonidazole, Benzonidazol, Benznidazolum
Molecular Formula
C12H12N4O3
Molecular Weight
260.25  g/mol
InChI Key
CULUWZNBISUWAS-UHFFFAOYSA-N
FDA UNII
YC42NRJ1ZD

Benznidazole
Benznidazole is a nitroimidazole derivative having an antiprotozoal activity by interfering with parasite protein biosynthesis, influencing cytokines production and stimulating host phagocytosis. (NCI)
1 2D Structure

Benznidazole

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N-benzyl-2-(2-nitroimidazol-1-yl)acetamide
2.1.2 InChI
InChI=1S/C12H12N4O3/c17-11(14-8-10-4-2-1-3-5-10)9-15-7-6-13-12(15)16(18)19/h1-7H,8-9H2,(H,14,17)
2.1.3 InChI Key
CULUWZNBISUWAS-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CC=C(C=C1)CNC(=O)CN2C=CN=C2[N+](=O)[O-]
2.2 Other Identifiers
2.2.1 UNII
YC42NRJ1ZD
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 2-nitroimidazole Benznidazole

2. Benzonidazole

3. Radanil

4. Ro 7-1051

2.3.2 Depositor-Supplied Synonyms

1. 22994-85-0

2. Radanil

3. Benznidazol

4. Benzonidazole

5. Benzonidazol

6. Benznidazolum

7. Rochagan

8. Ro 07-1051

9. N-benzyl-2-(2-nitroimidazol-1-yl)acetamide

10. 1h-imidazole-1-acetamide, 2-nitro-n-(phenylmethyl)-

11. N-benzyl-2-(2-nitro-1h-imidazol-1-yl)acetamide

12. N-benzyl-2-nitroimidazole-1-acetamide

13. N-benzyl-2-nitro-1h-imidazole-1-acetamide

14. N-benzyl-2-nitroimidazol-1-yl-acetamide

15. 2-nitro-n-(phenylmethyl)-1h-imidazole-1-acetamide

16. Ro 71051

17. Imidazole-1-acetamide, N-benzyl-2-nitro-

18. Yc42nrj1zd

19. Chembl110

20. Nsc-299972

21. Ro-7-1051

22. Mmv688773

23. Nsc299972

24. Ncgc00166238-01

25. Ro 07-1051;ro 71051

26. Ro-07-1051

27. Dsstox_cid_26570

28. Dsstox_rid_81729

29. Dsstox_gsid_46570

30. Benznidazole [inn]

31. Benznidazol [inn-spanish]

32. Benznidazolum [inn-latin]

33. Smr000857153

34. Nsc 299972

35. Cas-22994-85-0

36. Ccris 2200

37. Sr-01000841264

38. Unii-yc42nrj1zd

39. N-benzyl-2-nitro-1-imidazoleacetamide

40. Brn 0551486

41. Ragonil

42. Acetamide, N-benzyl-2-(nitroimidazol-1-yl)-

43. Benznidazole (tn)

44. Rochagan (tn)

45. Radanil (tn)

46. Benznidazole [mi]

47. Benznidazole (usan/inn)

48. Benznidazole [usan:inn]

49. Benznidazole [usan]

50. Schembl45081

51. Benznidazole [mart.]

52. Mls001332409

53. Mls001332410

54. Mls001360496

55. Benznidazole [who-dd]

56. Benznidazole [who-ip]

57. Dtxsid9046570

58. Schembl22493029

59. Zinc56949

60. Chebi:133833

61. Benznidazole [orange Book]

62. Hms2233g13

63. Hms3369c11

64. Hy-b1548

65. Tox21_112364

66. Bdbm50089916

67. Benznidazolum [who-ip Latin]

68. Mfcd00243089

69. S3741

70. Akos015916722

71. Akos024283499

72. Tox21_112364_1

73. Ccg-267054

74. Db11989

75. Ncgc00166238-02

76. As-68694

77. Cs-0013411

78. Ft-0662547

79. Benznidazol (ro 07-1051; Ro 71051)

80. C74184

81. D02489

82. N-benzyl-2-(2-nitro-imidazol-1-yl)-acetamide

83. N-benzyl-2-(2-nitro-1himidazol-1-yl)acetamide

84. A912716

85. N-benzyl-2-(2-nitro-1h-imidazol-5-yl)acetamide

86. N-benzyl-2-nitro-1h-imidazole-1-acetamide, 97%

87. Q425300

88. 2-(2-nitroimidazol-1-yl)-n-(phenylmethyl)acetamide

89. J-014932

90. Sr-01000841264-3

91. Sr-01000841264-4

92. 1h-imidazole-1-acetamide,2-nitro-n-(phenylmethyl)-

93. Brd-k56156805-001-05-4

94. 1h-imidazole-1-acetamide, 2-nitro-n-(phenylmethyl)- [

95. N-benzyl-2-(2-nitro-imidazol-1-yl)-acetamide (benznidazole)

96. Pyridinium,1-dodecyl-2-[(hydroxyimino)methyl]-,iodide(1:1)

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 260.25 g/mol
Molecular Formula C12H12N4O3
XLogP30.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass260.09094026 g/mol
Monoisotopic Mass260.09094026 g/mol
Topological Polar Surface Area92.7 Ų
Heavy Atom Count19
Formal Charge0
Complexity325
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

For use in the treatment of Chagas disease in children 2-12 years of age.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Benznidazole is a trypanocidal agent which kills the causative organism in Chagas disease, *Trypanosoma cruzi*.


5.2 MeSH Pharmacological Classification

Mutagens

Chemical agents that increase the rate of genetic mutation by interfering with the function of nucleic acids. A clastogen is a specific mutagen that causes breaks in chromosomes. (See all compounds classified as Mutagens.)


Trypanocidal Agents

Agents destructive to the protozoal organisms belonging to the suborder TRYPANOSOMATINA. (See all compounds classified as Trypanocidal Agents.)


Immunosuppressive Agents

Agents that suppress immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-CELLS or by inhibiting the activation of HELPER CELLS. While immunosuppression has been brought about in the past primarily to prevent rejection of transplanted organs, new applications involving mediation of the effects of INTERLEUKINS and other CYTOKINES are emerging. (See all compounds classified as Immunosuppressive Agents.)


5.3 ATC Code

P - Antiparasitic products, insecticides and repellents

P01 - Antiprotozoals

P01C - Agents against leishmaniasis and trypanosomiasis

P01CA - Nitroimidazole derivatives

P01CA02 - Benznidazole


5.4 Absorption, Distribution and Excretion

Absorption

Benznidazole has a bioavailability of 91.7% and a Tmax of 2.93 h.


Route of Elimination

The metabolites of benznidazole appear to be primarily exreted in the urine.


Volume of Distribution

The apparent volume of distribution is 39.19 L.


Clearance

The apparent oral clearance is 2.04 L/h.


5.5 Metabolism/Metabolites

Benznidazole is metabolized by nitroreductases in *Trypanosoma cruzi* and by cytochrome P450 enzymes.


5.6 Biological Half-Life

The half life of elimination is 13.27 h.


5.7 Mechanism of Action

Benznidazole is thought to be reduced to various electrophilic metabolites by nitroreductases present in *Trypanosoma cruzi*. These metabolites likely bind to proteins, lipids, DNA, and RNA resulting in damage to these macromolecules. Benznidazole has been found to increase trypanosomal death through interferon- which is likely present in increased amounts due to inflammation caused by macromolecule damage. DNA in parasites affected by benznidazole has been found to undergo extensive unpacking with overexpression of DNA repair proteins supporting the idea of DNA damage contributing to the mechanism of the drug.


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ABOUT THIS PAGE

Benznidazole Manufacturers

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

Benznidazole Suppliers

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

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

Benznidazole USDMF

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

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

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

Benznidazole GMP

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

Benznidazole CoA

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

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

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