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Chemistry

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Also known as: Propyleneimine, Propylenimine, Aziridine, 2-methyl-, 75-55-8, Methylaziridine, 1,2-propylenimine

Molecular Formula

C₃H₇N

Molecular Weight

57.09 g/mol

InChI Key

OZDGMOYKSFPLSE-UHFFFAOYSA-N

FDA UNII

ULC972Q7TZ

Propylenimine is a synthetic, flammable, volatile, colorless oily liquid that is soluble in water, ethanol and most organic solvents. Propylenimine is used in the United States exclusively as an intermediate, and its derivatives are used in the paper, textile, rubber and pharmaceutical industries. Due to its volatility, potential exposure could occur during production, packaging, or use of substances made with this liquid. The primary routes of potential human exposure to propylenimine are inhalation, ingestion and dermal contact. It is reasonably anticipated to be a human carcinogen. (NCI05)

1 2D Structure

CAS 75-55-8

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

2-methylaziridine

2.1.2 InChI

InChI=1S/C3H7N/c1-3-2-4-3/h3-4H,2H2,1H3

2.1.3 InChI Key

OZDGMOYKSFPLSE-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CC1CN1

2.2 Other Identifiers

2.2.1 UNII

ULC972Q7TZ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Propylene Imine

2. Propyleneimine

2.3.2 Depositor-Supplied Synonyms

1. Propyleneimine

2. Propylenimine

3. Aziridine, 2-methyl-

4. 75-55-8

5. Methylaziridine

6. 1,2-propylenimine

7. 2-methylethylenimine

8. Methylethylenimine

9. 1,2-propyleneimine

10. 2-methylazacyclopropane

11. 2-methyl Aziridine

12. Rcra Waste Number P067

13. Nsc 20655

14. Propyleneimine, Inhibited

15. Ulc972q7tz

16. Chebi:82340

17. Propylene Imine

18. 2-methylaziridine (propylenimine)

19. Nsc-20655

20. Propilenimina

21. Propilenimina [spanish]

22. S-2-methylaziridine

23. Ccris 539

24. Hsdb 739

25. Dl-2-methylaziridine

26. Einecs 200-878-7

27. Un1921

28. Rcra Waste No. P067

29. Unii-ulc972q7tz

30. Brn 0102386

31. Ai3-50325

32. Dsstox_cid_4286

33. Ec 200-878-7

34. Wln: T3mtj B1

35. Dsstox_rid_77355

36. Dsstox_gsid_24286

37. Propyleneimine [hsdb]

38. 5-20-01-00150 (beilstein Handbook Reference)

39. Un 1921 (salt/mix)

40. Chembl3183775

41. Dtxsid8024286

42. Ozdgmoyksfplse-uhfffaoysa-

43. 2-methylaziridine [iarc]

44. 2-?methylaziridine (propylenimine)

45. Nsc20655

46. Tox21_202944

47. Stl168051

48. 2-methylaziridine, (+/-)-

49. Akos005366679

50. Cas-75-55-8

51. Ncgc00260490-01

52. 2-methylaziridine, Technical Grade, 90%

53. Db-016804

54. Ft-0649217

55. C19257

56. Q7250470

57. Propyleneimine, Inhibited [un1921] [flammable Liquid]

2.4 Create Date

2005-03-26

3 Chemical and Physical Properties

Molecular Formula	C₃H₇N
Molecular Weight	57.09 g/mol
XLogP3	0
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	0
Exact Mass	57.057849228 g/mol
Monoisotopic Mass	57.057849228 g/mol
Topological Polar Surface Area	21.9 Å²
Heavy Atom Count	4
Formal Charge	0
Complexity	26.5
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	1
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Pharmacology and Biochemistry

4.1 Mechanism of Action

The application of (1)H nuclear magnetic resonance (NMR) spectroscopy to the study of the biochemical effects of six nephrotoxic compounds, including mercury-chloride (HgCl2), was investigated in the male Fischer-344-rat. The rats were treated with nephrotoxic doses of sodium-chromate, cisplatin, hexachlorobutadiene, HgCl2, propylene-imine, and bromoethanamine. 1H-NMR spectroscopy and conventional biochemical methods were used to provide biochemical fingerprints of urine collected up to 48 hours after dosing. Severe glycosuria and transient enzymuria were produced by hexachlorobutadiene and HgCl2. Aminoaciduria, glycosuria, and lactic aciduria were noted after exposure to all proximal tubular toxins with the exception of cisplatin. Papillary insult resulted in early elevations in urinary trimethylamine-N-oxide and dimethylamine, together with later elevations in urinary acetate, succinate, and N,N-dimethylglycine /after propylene-imine/.

Gartland KP et al; Mol Pharmcol 35 (2): 242-250 (1989)

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