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    Chemistry

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    Also known as: 75-52-5, Methane, nitro-, Nitrocarbol, Nitrometan, Ch3no2, Nitro methane
    Molecular Formula
    CH3NO2
    Molecular Weight
    61.040  g/mol
    InChI Key
    LYGJENNIWJXYER-UHFFFAOYSA-N
    FDA UNII
    RU5WG8C3F4
    Nitromethane
    Nitromethane is a colorless, oily, highly flammable liquid with a strong, disagreeable odor that emits toxic fumes of nitrogen oxides upon decomposition. Nitromethane is used to make industrial antimicrobials and pharmaceuticals, and is also used as a soil fumigant and as a fuel in race car engines. Exposure to nitromethane irritates the skin and affects the central nervous system causing nausea, dizziness and narcosis. This substance is reasonably anticipated to be a human carcinogen. (NCI05)
    1 2D Structure

    Nitromethane

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    nitromethane
    2.1.2 InChI
    InChI=1S/CH3NO2/c1-2(3)4/h1H3
    2.1.3 InChI Key
    LYGJENNIWJXYER-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C[N+](=O)[O-]
    2.2 Other Identifiers
    2.2.1 UNII
    RU5WG8C3F4
    2.3 Synonyms
    2.3.1 Depositor-Supplied Synonyms

    1. 75-52-5

    2. Methane, Nitro-

    3. Nitrocarbol

    4. Nitrometan

    5. Ch3no2

    6. Nitro Methane

    7. Nitro-methane

    8. Nsc 428

    9. Meno2

    10. Ru5wg8c3f4

    11. Chebi:77701

    12. Nsc-428

    13. Nitrometan [polish]

    14. Nitromethane, Acs Reagent, >=95%

    15. Ccris 1205

    16. Hsdb 106

    17. Einecs 200-876-6

    18. Un1261

    19. Unii-ru5wg8c3f4

    20. Nitrometane

    21. Ai3-00111

    22. Nitro- Methane

    23. Aci-nitromethanium

    24. Nitromethane, Acs

    25. Mfcd00007400

    26. Nitro Fuel (salt/mix)

    27. Nitromethane, 99.0%

    28. Dsstox_cid_977

    29. Nitromethane [mi]

    30. Nitromethane, Hplc Grade

    31. Nitromethane [un1261] [flammable Liquid]

    32. Ch2no2

    33. No2ch3

    34. Ec 200-876-6

    35. Nitromethane [hsdb]

    36. Nitromethane [iarc]

    37. Nitromethane [inci]

    38. Wln: Wn1

    39. Dsstox_rid_75900

    40. N-hydroxy-n-oxomethanaminium

    41. Dsstox_gsid_20977

    42. Nitromethane [usp-rs]

    43. Chembl276924

    44. Nsc428

    45. Dtxsid2020977

    46. Nitromethane, Analytical Standard

    47. Nitromethane, Reagent Grade, 96%

    48. Nitromethane, For Hplc, >=96%

    49. Zinc8830544

    50. Tox21_200822

    51. Br1297

    52. Methylene, Nitro-(8ci,9ci)

    53. Stl185630

    54. Akos009031372

    55. Un 1261

    56. Cas-75-52-5

    57. Methane, Nitro-,ion(1-) (8ci,9ci)

    58. Ncgc00091494-01

    59. Ncgc00091494-02

    60. Ncgc00258376-01

    61. Nitromethane, Reagentplus(r), >=99.0%

    62. Nitromethane, Saj First Grade, >=90.0%

    63. Ft-0659976

    64. N0019

    65. N0209

    66. N0239

    67. C19275

    68. A838443

    69. Q407733

    70. F1908-0092

    71. Nitromethane, Puriss., Absolute, Over Molecular Sieve (h2o <=0.01%), >=98.5% (gc)

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 61.040 g/mol
    Molecular Formula CH3NO2
    XLogP30.1
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count2
    Rotatable Bond Count0
    Exact Mass61.016378338 g/mol
    Monoisotopic Mass61.016378338 g/mol
    Topological Polar Surface Area45.8 Ų
    Heavy Atom Count4
    Formal Charge0
    Complexity27.5
    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

    Nitroparaffins are absorbed through lung and from GI tract. Applications to skin give no evidence of sufficient absorption to result in systemic injury. /nitroparaffins/

    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. 4151

    4.2 Metabolism/Metabolites

    Nitromethane is apparently metabolized by different mechanism than nitroethane and nitropropane in that negligible amt of nitrites are found in blood following iv injection of 1 mmol in rabbits.

    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. 4154

    Rabbit liver homogenate yields nitrite after incubation with nitromethane.

    SCOTT EW; J IND HYG TOXICOL 25: 20 (1943)

    Liver microsomes from phenobarbital pretreated rats convert nitromethane to acetone and nitrate in presence of the reduced form of nicotinamide-adenine dinucleotide phosphate and oxygen. Addition of nitromethane to oxidized rat liver microsomal suspension gave rise to substrate binding difference spectrum with peak at 437 nm, interpreted as formation of cytochrome p450 no complex. Parallel to complex formation, oxidized rat liver microsomes catalyzed prodn of formaldehyde from nitromethane in the reduced form of nicotinamide-adenine dinucleotide phosphate-dependent reaction.

    PMID:7362648 SAKURAI H ET AL; BIOCHEM PHARMACOL 29 (3): 341 (1980)

    Formaldehyde generated from nitromethane was found only in trace amounts after incubation with microsomes from from Fischer 344 rat liver, but none was found after incubation with rat nasal microsomes. Nitromethane inhibited rabbit liver cytochrome P450 activity, apparently competing for the same ferrohaemochrome- binding sites as carbon monoxide.

    IARC. Monographs on the Evaluation of the Carcinogenic Risk of Chemicals to Humans. Geneva: World Health Organization, International Agency for Research on Cancer, 1972-PRESENT. (Multivolume work). Available at: https://monographs.iarc.fr/ENG/Classification/index.php, p. V77 493 (2000)

    API Reference Price

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    04-Jan-2021
    25-Oct-2024
    KGS
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    Number of Transactions

    Total Quantity (KGS)

    Total Value (USD)

    Quantity (KGS) & Unit rate (USD/KGS) over time

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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