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    2-Methylaziridine

    PharmaCompass
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    2D Structure
    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

    2D Structure

    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 Weight 57.09 g/mol
    Molecular Formula C3H7N
    XLogP30
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count1
    Rotatable Bond Count0
    Exact Mass57.057849228 g/mol
    Monoisotopic Mass57.057849228 g/mol
    Topological Polar Surface Area21.9 Ų
    Heavy Atom Count4
    Formal Charge0
    Complexity26.5
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count1
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    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)