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Chemistry

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Also known as: 1h-imidazole, 288-32-4, Glyoxaline, Imidazol, Iminazole, Miazole
Molecular Formula
C3H4N2
Molecular Weight
68.08  g/mol
InChI Key
RAXXELZNTBOGNW-UHFFFAOYSA-N
FDA UNII
7GBN705NH1

Imidazole
imidazole is a natural product found in Lens culinaris and Homo sapiens with data available.
1 2D Structure

Imidazole

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
1H-imidazole
2.1.2 InChI
InChI=1S/C3H4N2/c1-2-5-3-4-1/h1-3H,(H,4,5)
2.1.3 InChI Key
RAXXELZNTBOGNW-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1=CN=CN1
2.2 Other Identifiers
2.2.1 UNII
7GBN705NH1
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Al-imidazole

2. Cu-imidazole

3. Imidazole Acetate

4. Imidazole Citrate

5. Imidazole Conjugate Monoacid

6. Imidazole Monohydrochloride

7. Imidazole Monophosphonate

8. Imidazole Sodium

9. Imidazolium Chloride

2.3.2 Depositor-Supplied Synonyms

1. 1h-imidazole

2. 288-32-4

3. Glyoxaline

4. Imidazol

5. Iminazole

6. Miazole

7. 1,3-diazole

8. Glyoxalin

9. Imutex

10. 1,3-diaza-2,4-cyclopentadiene

11. Pyrro(b)monazole

12. Usaf Ek-4733

13. Pyrro[b]monazole

14. Formamidine, N,n'-vinylene-

15. Glioksal [polish]

16. Glioksal

17. Imd

18. Methanimidamide, N,n'-1,2-ethenediyl-

19. Ccris 3345

20. Ai3-24703

21. Nsc 60522

22. Brn 0103853

23. 1h-imidazole, Dimer

24. N,n'-vinyleneformamidine

25. Chembl540

26. 7gbn705nh1

27. Dtxsid2029616

28. Chebi:16069

29. N,n'-1,2-ethenediylmethanimidamide

30. Mfcd00005183

31. Nsc-60522

32. Dsstox_cid_9616

33. Dsstox_rid_78788

34. Dsstox_gsid_29616

35. 227760-40-9

36. 1h-imidazol

37. Cas-288-32-4

38. Imidazole (8ci)

39. Nsc51860

40. Imidazole, Puriss. P.a., >=99.5% (gc)

41. Einecs 206-019-2

42. Nsc 51860

43. Unii-7gbn705nh1

44. Immidazole

45. Imidazole-

46. 1-h-imidazole

47. Glyoxaline Solution

48. Imidazole, Reagent

49. {pyrro[b]monazole}

50. 1,4-cyclopentadiene

51. Imidazole, Acs Grade

52. 1h-imidazole (9ci)

53. Imidazole [mi]

54. Imidazole [inci]

55. Imidazole Buffer Solution

56. Formamidine,n'-vinylene-

57. Bmse000096

58. Bmse000790

59. Wln: T5m Cnj

60. Ec 206-019-2

61. Enalapril Impurity I

62. Imidazole [usp-rs]

63. Imidazole [who-dd]

64. Ncistruc1_001975

65. Ncistruc2_000693

66. Imidazole, Lr, >=99%

67. 5-23-04-00191 (beilstein Handbook Reference)

68. Mls001055465

69. Bdbm7882

70. Imidazole-buffered Saline (5x)

71. Imidazole-[2-13c,15n2]

72. Hsdb 8449

73. 1,3-diaza-2,4-cyclopentadiene-

74. Imidazole, Reagentplus(r), 99%

75. Zinc901039

76. Imidazole, For Synthesis, 99.5%

77. Bcp26547

78. Hy-d0837

79. Nsc60522

80. Methanimidamide,n'-1,2-ethenediyl-

81. Tox21_201504

82. Tox21_303345

83. S6006

84. Stk362967

85. Akos000120177

86. Am82000

87. Cs-5135

88. Db03366

89. Imidazole, Bioultra, >=99.5% (gc)

90. Ncgc00090984-01

91. Ncgc00090984-02

92. Ncgc00257344-01

93. Ncgc00259055-01

94. 2,4-diazonia-2,4-cyclopentadiene-1-ide

95. Bp-11451

96. Him

97. Smr000057825

98. 1,3-diaza-2,4-cyclopentadiene;glyoxaline

99. Imidazole, Saj Special Grade, >=99.0%

100. Imidazole, Vetec(tm) Reagent Grade, 98%

101. Db-002018

102. Imidazole, 0.5m Buffer Solution, Ph 6.0

103. Imidazole, 0.5m Buffer Solution, Ph 7.0

104. Imidazole, 0.5m Buffer Solution, Ph 7.5

105. Clotrimazole Impurity D [ep Impurity]

106. Ft-0627179

107. Ft-0670295

108. I0001

109. I0014

110. I0288

111. I0290

112. Imidazole, >=99% (titration), Crystalline

113. Imidazole Zone Refined (number Of Passes:30)

114. Imidazole, Acs Reagent, >=99% (titration)

115. C01589

116. P17516

117. Enalapril Maleate Impurity I [ep Impurity]

118. Imidazole Buffer Solution, Bioultra, 1 M In H2o

119. Q328692

120. J-200340

121. Sildenafil Citrate Impurity E [ep Impurity]

122. Imidazole, For Molecular Biology, >=99% (titration)

123. F2190-0638

124. Z1245636370

125. Imidazole, Bioultra, For Molecular Biology, >=99.5% (gc)

126. Imidazole, European Pharmacopoeia (ep) Reference Standard

127. 4286d518-643c-4c69-bce7-519d073f4992

128. Imidazole, Pharmaceutical Impurity Standard, >=95.0% (hplc)

129. Imidazole, United States Pharmacopeia (usp) Reference Standard

130. Imidazole;1,3-diazole; Glyoxaline; 1,3-diazacyclopenta-2,4-diene

131. Ondansetron Hydrochloride Dihydrate Impurity E [ep Impurity]

132. Ondansetron Hydrochloride Impurity, Imidazole- [usp Impurity]

133. Imidazole, Anhydrous, Free-flowing, Redi-dri(tm), Acs Reagent, >=99%

134. Imidazole, Pharmaceutical Secondary Standard; Certified Reference Material

135. Ondansetron Impurity E, European Pharmacopoeia (ep) Reference Standard

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 68.08 g/mol
Molecular Formula C3H4N2
XLogP3-0.1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass68.037448136 g/mol
Monoisotopic Mass68.037448136 g/mol
Topological Polar Surface Area28.7 Ų
Heavy Atom Count5
Formal Charge0
Complexity28.1
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 MeSH Pharmacological Classification

Enzyme Inhibitors

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)


4.2 Absorption, Distribution and Excretion

Imidazole reached peak plasma levels within 15 to 30 minutes in rats dosed with approximately 17 mg/kg bw and disappeared within 4 hours. Similar results were obtained for imidazole with ITF 182, a novel drug called Selezen that consists of the salt of protonated imidazole and 2-hydroxybenzoate in 1:1 molar quantities, with doses containing up to 66 mg imidazole/kg bw. The pharmacokinetic parameters were determined in human studies with ITF 182 in single (248 mg of imidazole) and multiple dose (3 single doses per day) studies. The pharmacokinetic parameters were comparable between different experiments, i.e. single or multiple dosing, oral or rectal applications, or oral tablet or oral drops did not exert marked influences. The main pharmacokinetic parameters in humans after oral intake may be summarized as follows: maximum plasma levels were reached after approximately 3 hours, elimination half-life was approximately 1.8 to 3 hours. Bioavailability was complete. Protein binding was determined to range between 5 to 15 %. In contrast, no effects were noted in a pilot study after dermal application.

OECD; Screening Information Data Set (SIDS) Inital Assessment Report for SIDS Initial Assessment Meeting (SIAM) 17 Imidazole (CAS 288-32-4) p.11 (August 2005). Available from, as of July 30, 2018: https://www.inchem.org/pages/sids.html


4.3 Metabolism/Metabolites

Response of enzymes involved in liver drug metabolism to imidazole treatment was determined in several studies. No increase in total microsomal P450 content was observed after a 4 day i.p. administration of 200 mg/kg bw per day in female Sprague-Dawley rats. Statistically significantly increased activities of 7-ethoxycoumarin-O-deethylase (1.7-fold) and Aminopyrine-N-demethylase (1.26-fold) were noted whereas aniline and p-nitrophenol hydroxylases were insignificantly reduced. New Zealand White rabbits treated with imidazole (200 mg/kg bw, 4 days) showed increased total p450-content in liver (1.24-fold) compared with controls and a 4.47-fold increase of the isozyme 3a. No significant changes were noted in pretreated Syrian Hamsters of both sexes (200 mg/kg bw, 4 days) with respect to relative liver weight, total microsomal p450-content, microsomal and cytosolic enzyme activities involved in phase I (demethylation of p-nitroanisole and ethylmorphine, NADPH-Cytochrome C-reductase) and phase II drug metabolism (sulfotransferase, glutathione transferase).

OECD; Screening Information Data Set (SIDS) Inital Assessment Report for SIDS Initial Assessment Meeting (SIAM) 17 Imidazole (CAS 288-32-4) p.11 (August 2005). Available from, as of July 30, 2018: https://www.inchem.org/pages/sids.html


4.4 Biological Half-Life

... Elimination half-life /in humans/ was approximately 1.8 to 3 hours.

OECD; Screening Information Data Set (SIDS) Inital Assessment Report for SIDS Initial Assessment Meeting (SIAM) 17 Imidazole (CAS 288-32-4) p.11 (August 2005). Available from, as of July 30, 2018: https://www.inchem.org/pages/sids.html


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

Imidazole Manufacturers

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

Imidazole Suppliers

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

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

Imidazole USDMF

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

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

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

Imidazole GMP

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

Imidazole CoA

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

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

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