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    Chemistry

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    Also known as: Triiodomethane, 75-47-8, Methane, triiodo-, Carbon triiodide, Jodoform, Chi3
    Molecular Formula
    CHI3
    Molecular Weight
    393.732  g/mol
    InChI Key
    OKJPEAGHQZHRQV-UHFFFAOYSA-N
    FDA UNII
    KXI2J76489
    Iodoform
    iodoform is a natural product found in Asparagopsis taxiformis with data available.
    1 2D Structure

    Iodoform

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    iodoform
    2.1.2 InChI
    InChI=1S/CHI3/c2-1(3)4/h1H
    2.1.3 InChI Key
    OKJPEAGHQZHRQV-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C(I)(I)I
    2.2 Other Identifiers
    2.2.1 UNII
    KXI2J76489
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Tri-iodomethane

    2.3.2 Depositor-Supplied Synonyms

    1. Triiodomethane

    2. 75-47-8

    3. Methane, Triiodo-

    4. Carbon Triiodide

    5. Jodoform

    6. Chi3

    7. Trijodmethane

    8. Nci-c04568

    9. Iodoformum

    10. Nsc-26251

    11. Chebi:37758

    12. Kxi2j76489

    13. Ncgc00091389-01

    14. Dsstox_cid_743

    15. Dezinfekt V

    16. Dsstox_rid_75765

    17. Jodoform [czech]

    18. Dsstox_gsid_20743

    19. Iodoform [jan]

    20. Trijodmethane [czech]

    21. Cas-75-47-8

    22. Ccris 346

    23. Hsdb 4099

    24. Iodoform [usp:jan]

    25. Einecs 200-874-5

    26. Nsc 26251

    27. Unii-kxi2j76489

    28. Methyl Triiodide

    29. Ai3-52396

    30. Iodoform (tn)

    31. Tris(iodanyl)methane

    32. Mfcd00001069

    33. Iodoform, 99%

    34. Iodoform [hsdb]

    35. Iodoform [inci]

    36. Iodoform [mi]

    37. Wln: Iyii

    38. Iodoformum [hpus]

    39. Iodoform (jp17/usp)

    40. Iodoform [mart.]

    41. Iodoform [who-dd]

    42. Iodoform, Saj First Grade

    43. Chembl1451116

    44. Dtxsid4020743

    45. Iodoform [usp Monograph]

    46. Nsc26251

    47. Zinc6827595

    48. Tox21_111124

    49. Tox21_202389

    50. Tox21_302774

    51. Akos009031506

    52. Iodoform, Purum, >=99.0% (at)

    53. Db13813

    54. Iodoform, Puriss., 99.0-100.5%

    55. S12111

    56. Ncgc00091389-02

    57. Ncgc00091389-03

    58. Ncgc00256394-01

    59. Ncgc00259938-01

    60. As-14199

    61. Ft-0627266

    62. D01910

    63. A838427

    64. Q412393

    65. J-650249

    2.4 Create Date
    2005-03-26
    3 Chemical and Physical Properties
    Molecular Weight 393.732 g/mol
    Molecular Formula CHI3
    XLogP32.7
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count0
    Rotatable Bond Count0
    Exact Mass393.7212 g/mol
    Monoisotopic Mass393.7212 g/mol
    Topological Polar Surface Area0 Ų
    Heavy Atom Count4
    Formal Charge0
    Complexity8
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Therapeutic Uses

    Iodoform /was used/ as an antiseptic wound powder for a long time: today its use is limited.

    Kirk-Othmer Encyclopedia of Chemical Technology. 3rd ed., Volumes 1-26. New York, NY: John Wiley and Sons, 1978-1984., p. 7(79) 803

    FORMERLY WAS EMPLOYED AS A TOPICAL AND INTRAVITREAL ANTISEPTIC.

    Grant, W.M. Toxicology of the Eye. 3rd ed. Springfield, IL: Charles C. Thomas Publisher, 1986., p. 524

    ANTI-INFECTIVE (TOPICAL)

    Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 863

    MEDICATION (VET): ANTISEPTIC, DISINFECTANT FOR SUPERFICIAL LESIONS & IN THE FEMALE REPRODUCTIVE TRACT

    Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 863

    THERAP CAT: Anti-infective (topical)

    Budavari, S. (ed.). The Merck Index - An Encyclopedia of Chemicals, Drugs, and Biologicals. Whitehouse Station, NJ: Merck and Co., Inc., 1996., p. 863

    4.2 Drug Indication

    No approved therapeutic indications.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Iodoform exhibits antibacterial activities after topical application. In a comparative study of wound dressing agents, iodoform gauze exerted an antibacterial effect 3 hours after the start of bacterial growth of _E. coli_ and subsequently maintained the strong antibacterial effectiveness. A study demonstrated that direct and indirect exposure to high concentrations of iodoform induces a cytotoxic effect on cultures of macrophages and epithelial cells _in vitro_, while cell proliferation was enhanced at low concentrations of iodoform. This cytotoxic effect of iodoform in root canals may further lead to long-term local irritation to follicles of permanent successors and formation of cyst-like radiolucent defects.

    5.2 ATC Code

    D - Dermatologicals

    D09 - Medicated dressings

    D09A - Medicated dressings

    D09AA - Medicated dressings with antiinfectives

    D09AA13 - Iodoform

    5.3 Absorption, Distribution and Excretion

    Absorption

    Iodoform is reported to be absorbed through denuded skin, wounds or mucous membranes.

    Route of Elimination

    No pharmacokinetic data available.

    Volume of Distribution

    No pharmacokinetic data available.

    Clearance

    No pharmacokinetic data available.

    5.4 Metabolism/Metabolites

    It is expected to be oxidized to iodine.

    HALOFORMS ARE METABOLIZED TO CARBON MONOXIDE BY HEPATIC MICROSOMAL MIXED FUNCTION OXIDASES & THIS REACTION IS MARKEDLY STIMULATED BY SULFHYDRYL COMPOUNDS. /HALOFORMS/

    PMID:526325 STEVENS JL, ANDERS MW; BIOCHEM PHARM 28: 3189-94 (1979)

    TRIHALOMETHANES (HALOFORMS) WERE METABOLIZED TO CARBON MONOXIDE BY A RAT LIVER MICROSOMAL FRACTION REQUIRING BOTH NADPH AND MOLECULAR OXYGEN FOR MAXIMAL ACTIVITY. THE METABOLISM OF HALOFORMS TO CARBON MONOXIDE FOLLOWED THE HALIDE ORDER; IODOFORM YIELDED THE GREATEST AMOUNT OF CARBON MONOXIDE, WHEREAS CHLOROFORM YIELDED THE SMALLEST AMOUNT.

    PMID:15814 AHMED AE ET AL; DRUG METAB DISPOS 5 (2): 198-204 (1977)

    ADMINISTRATION OF HALOFORMS (TRIHALOMETHANES) TO RATS LED TO SUBSTANTIAL ELEVATIONS IN BLOOD CARBON MONOXIDE LEVELS. /TRIHALOMETHANES/

    PMID:30605 ANDERS MW ET AL; DRUG METAB DISPOS 6 (5): 556-60 (1978)

    5.5 Biological Half-Life

    No pharmacokinetic data available.

    5.6 Mechanism of Action

    While the mechanism of action of iodoform remains unclear, it is proposed that iodoform releases iodine, which denatures bacterial proteins by oxidation of the free iodine. Iodoform may also play a role in chemical debridement for effective necrotic wound healing and tissue damage repair via collagen fibrinolysis; upon treatment in necrotic tissue, iodoform reduced the size of the macromolecules containing collagen I in wound surface proteins. In human gingival fibroblasts _in vitro_, high concentrations of iodoform was shown to decrease the viability of macrophages and epithelial cells and reduced the secretion of _P. gingivalis_-induced TNF. P. gingivalis is an anaerobic bacteria present in anaerobic oral niches including periapical sites and periodontal pockets.

    API Reference Price

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    06-Jan-2021
    08-Oct-2024
    KGS
    overview
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    Average Price (USD/KGS)

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

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    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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