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Chemistry

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Also known as: Ethyleneimine, Ethylenimine, 151-56-4, Azacyclopropane, 9002-98-6, Dimethyleneimine
Molecular Formula
C2H5N
Molecular Weight
43.07  g/mol
InChI Key
NOWKCMXCCJGMRR-UHFFFAOYSA-N
FDA UNII
54P5FEX9FH

Aziridine
Ethyleneimine is a monofunctional alkylating agent with potential antineoplastic activity. Reacting with DNA mainly at guanine and adenine residues, ethylenimine alkylates DNA, thereby producing DNA interstrand crosslinks and DNA breaks, and interfering with DNA replication and cell division. (NCI04)
1 2D Structure

Aziridine

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
aziridine
2.1.2 InChI
InChI=1S/C2H5N/c1-2-3-1/h3H,1-2H2
2.1.3 InChI Key
NOWKCMXCCJGMRR-UHFFFAOYSA-N
2.1.4 Canonical SMILES
C1CN1
2.2 Other Identifiers
2.2.1 UNII
54P5FEX9FH
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aziridine, Conjugate Acid

2. Ethyleneimine

3. Ethylenimine

2.3.2 Depositor-Supplied Synonyms

1. Ethyleneimine

2. Ethylenimine

3. 151-56-4

4. Azacyclopropane

5. 9002-98-6

6. Dimethyleneimine

7. Ethylene Imine

8. Polyethyleneimine

9. Dihydroazirene

10. Aziran

11. Aziridine, Homopolymer

12. Dihydro-1h-azirine

13. Aethylenimin

14. Ethyleenimine

15. Etilenimina

16. Aziridin

17. Everamine

18. Polymin

19. 1h-azirine, Dihydro-

20. Polymine P

21. Polymin P

22. Polymin Fl

23. Montrek 6

24. Ethylenimine Resins

25. Everamine 50t

26. Poly(ethylenimine)

27. Everamine 210t

28. Rcra Waste Number P054

29. Azirane

30. Montrek Pei 6

31. Aziridine Homopolymer

32. Epamine 150t

33. Epomine 150t

34. Montrek Pei 18

35. Tydex 12

36. Epomine 1000

37. Ethylenimine, Polymers

38. Montrek 1000

39. Epomine P 1000

40. Cf 218 (polymer)

41. P 1000 (polyamine)

42. Pei 1

43. Pei 2

44. Pei 6

45. Ent-50324

46. Tl 337

47. Dimethylenimine

48. Pei 12

49. Pei 18

50. Pei 100

51. Pei 400

52. Pei-600

53. Pei 1000

54. Pei 1120

55. 54p5fex9fh

56. Polyaziridine

57. Poly(ethyleneimine)(approx. 30% In Water)

58. Dtxsid8020599

59. Chebi:30969

60. Ethylenimine Polymer

61. Dihydroazirine

62. Aziridin [german]

63. Ei

64. Aethylenimin [german]

65. Ethyleenimine [dutch]

66. Etilenimina [italian]

67. Pei 600

68. Dow Pei-6

69. Ethylenimine, Homopolymer

70. Dow Pei-600e

71. Dow Pei-18

72. Polyethylenimine, M.w.600

73. Pei

74. Ccris 296

75. Polyethylenimine, M.w.1800

76. Hsdb 540

77. P 1000

78. Einecs 205-793-9

79. Un1185

80. Rcra Waste No. P054

81. Unii-54p5fex9fh

82. Brn 0102380

83. Ai3-50324

84. Aziridine, Homopolymer, Ethoxylated

85. Ethyleneimine;aziridine;ethylenimine

86. Aziridine;ethylenimine

87. Polyethylenimine Linear

88. Polyethyleneimine Linear

89. Ethyleneimine, Inhibited

90. Aziridine [iarc]

91. Aziridine [inci]

92. Ethylenimine [mi]

93. Ec 205-793-9

94. Ethyleneimine [hsdb]

95. Wln: /t3mtj/

96. 5-20-01-00003 (beilstein Handbook Reference)

97. Un 1185 (salt/mix)

98. Chembl540990

99. Aziridine, Homopolymer, Ethoxylated, Phosphonomethylated

100. Ethoxylated Polyethylenimine,000

101. Bcp29842

102. Str07159

103. Mfcd00039669

104. Nsc124034

105. Nsc124035

106. Nsc124036

107. Nsc134422

108. Nsc196335

109. Stl168030

110. Aziridine 100 Microg/ml In Methanol

111. Akos005366671

112. Nsc-124034

113. Nsc-124035

114. Nsc-124036

115. Nsc-134422

116. Nsc-196335

117. 68130-98-3

118. 68130-99-4

119. Cs-0058423

120. Ft-0688199

121. Ft-0699349

122. Ethyleneimine, Inhibited [un1185] [poison]

123. 151e564

124. Q409141

125. Aziridine (ethyleneimine), Stabilized With 1-2% Naoh

126. 49553-93-7

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 43.07 g/mol
Molecular Formula C2H5N
XLogP3-0.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count0
Exact Mass43.042199164 g/mol
Monoisotopic Mass43.042199164 g/mol
Topological Polar Surface Area21.9 Ų
Heavy Atom Count3
Formal Charge0
Complexity10.3
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 Absorption, Distribution and Excretion

Goups of 5-6 male Dow-Wistar rats were injected intraperitoneally with 0.3-0.42 mg/kg 14-C-aziridine (ethyleneimine) and were sacrificed after 24 and 96 hours. In both cases, ca. 50% of the administered dose was excreted in the urine; small amounts were present in the feces and expired air (3-5%). A small amount of the test substance itself was detected in urine, the major part of the radioactivity was due to unknown metabolites. Radioactivity was distributed throughout the rats, with a slight accumulation in liver, intestine, caecum, spleen, and kidneys.

European Chemicals Bureau; IUCLID Dataset, Ethyleneimine (151-56-4) (2000 CD-ROM edition). Available from, as of February 14, 2006: https://esis.jrc.ec.europa.eu/


... /It/ penetrates animal skin so rapidly that its percutaneous toxicity is not decreased if it is washed off 1 min after contact.

International Labour Office. Encyclopedia of Occupational Health and Safety. Vols. I&II. Geneva, Switzerland: International Labour Office, 1983., p. 231


4.2 Metabolism/Metabolites

When (14)C-ethyleneimine (0.30-0.42 mg/kg body weight) was injected ip into rats, approx one-half of the (14)C was excreted into the urine and 2-6% in feces after 96 hr. Only a small amount of urinary (14)C was ethyleneimine; the major portion of the urinary (14)C was found in a number of unidentified products. Three to 5% of the (14)C was expired as CO2, and 1-3% was expired as ethyleneimine.

PMID:5586366 Wright GJ, Rowe VK; Toxicol Appl Pharmacol 11: 575-84 (1967)


4.3 Biological Half-Life

No reports found; [TDR, p. 688]

TDR - Ryan RP, Terry CE, Leffingwell SS (eds). Toxicology Desk Reference: The Toxic Exposure and Medical Monitoring Index, 5th Ed. Washington DC: Taylor & Francis, 1999., p. 688


4.4 Mechanism of Action

The ethylenimines are classic alkylating agents with biologic effects similar to the beta-chloroethylamines. /Ethylenimines/

Clayton, G. D. and F. E. Clayton (eds.). Patty's Industrial Hygiene and Toxicology: Volume 2A, 2B, 2C: Toxicology. 3rd ed. New York: John Wiley Sons, 1981-1982., p. 2672


Ethyleneimine reacted with guanosine in aqueous medium to yield two identified products: imidazole-ring-opened 7-alkylguanosine (80%) and intact 1-alkylguanosine (14%). Incubation of ethyleneimine with guanosine or deoxyguanosine at pH 6.0 (1 hr, 37 C) yielded some intact 7-alkylated products. Half-life of imidazole ring opening of 7-alkylguanosine was 11, 5, and 2.8 min at pH 7.0, 7.7, and was 21 min at pH 7.7.

Hemminki K; Chem-Biol Interactions 48: 249-260 (1984)


... Examples of direct-acting mutagens include alkylating agents such as ... ethyleneimine ... Direct-acting carcinogens are typically carcinogenic at multiple sites and in all species examined ...

Klaassen, C.D. (ed). Casarett and Doull's Toxicology. The Basic Science of Poisons. 6th ed. New York, NY: McGraw-Hill, 2001., p. 257


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ABOUT THIS PAGE

Aziridine Manufacturers

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

Aziridine Suppliers

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

Aziridine GMP

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

Aziridine CoA

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

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

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