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    Acriflavine

    ACTIVE PHARMA INGREDIENTS

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    2D Structure
    Also known as: 8048-52-0, Acriflavin, Acriflavine neutral, Flavacridine, Triphaflavine, 65589-70-0
    Molecular Formula
    C27H25ClN6
    Molecular Weight
    469.0  g/mol
    InChI Key
    PEJLNXHANOHNSU-UHFFFAOYSA-N
    3,6-Diamino-10-methylacridinium chloride mixt. with 3,6-acridinediamine. Fluorescent dye used as a local antiseptic and also as a biological stain. It intercalates into nucleic acids thereby inhibiting bacterial and viral replication.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    acridine-3,6-diamine;10-methylacridin-10-ium-3,6-diamine;chloride
    2.1.2 InChI
    InChI=1S/C14H13N3.C13H11N3.ClH/c1-17-13-7-11(15)4-2-9(13)6-10-3-5-12(16)8-14(10)17;14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10;/h2-8H,1H3,(H3,15,16);1-7H,14-15H2;1H
    2.1.3 InChI Key
    PEJLNXHANOHNSU-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C[N+]1=C2C=C(C=CC2=CC3=C1C=C(C=C3)N)N.C1=CC(=CC2=NC3=C(C=CC(=C3)N)C=C21)N.[Cl-]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. 2,8-diamino-10-methylacridinium Chloride Mixture With 2,8-diaminoacridine

    2. Xanthacridinum

    2.2.2 Depositor-Supplied Synonyms

    1. 8048-52-0

    2. Acriflavin

    3. Acriflavine Neutral

    4. Flavacridine

    5. Triphaflavine

    6. 65589-70-0

    7. Acridine-3,6-diamine;10-methylacridin-10-ium-3,6-diamine;chloride

    8. Dsstox_cid_25848

    9. Dsstox_rid_81170

    10. Dsstox_gsid_45848

    11. Acriflavine [nf]

    12. Flavacridinum

    13. 3,6-diamino-10-methylacridinium Chloride-3,6-acridinediamine Mixt

    14. Fungus Cure

    15. Cas-69235-50-3

    16. Mfcd00064307

    17. Neutroflavin

    18. Ccris 5428

    19. Unii-1t3a50395t

    20. Acriflavini Chloridium

    21. Flavacridine Hydrochloirde

    22. Acriflavine, Hydrochloride

    23. Acriflavine Dihydrochloride

    24. Schembl77745

    25. Acriflavinium Chloride [inn]

    26. Unii-1s73vw819c

    27. Acriflavine Hydrochloride [nf]

    28. Chembl2360628

    29. Dtxsid30988185

    30. 1s73vw819c

    31. Amy22363

    32. Rkl10102

    33. Tox21_111337

    34. 3,6-diamino-10-methylacridin-10-ium Acridine-3,6-diamine Chloride

    35. Akos015902524

    36. Tox21_111337_1

    37. 1t3a50395t

    38. Cs-6959

    39. Nsc 757387

    40. Ncgc00178831-03

    41. Hy-100575

    42. A0134

    43. D88218

    44. 3,6-diamino-10-methylacridiniumchloride-3,6-acridinediaminemixt

    45. 3,6-diamino-10-methylacridinium Chloride Mixt. With 3,6-diaminoacridine

    46. 3,6-diamino-10-methylacridin-10-ium Chloride--acridine-3,6-diamine (1/1/1)

    47. Acriflavine (mixture Of 3,6-diamino-10-methylacridinium Chloride And 3,6-diaminoacridine)

    48. 68518-47-8

    2.3 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 469.0 g/mol
    Molecular Formula C27H25ClN6
    Hydrogen Bond Donor Count4
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count0
    Exact Mass468.1829225 g/mol
    Monoisotopic Mass468.1829225 g/mol
    Topological Polar Surface Area121 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity486
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count3
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    Intercalating Agents

    Agents that are capable of inserting themselves between the successive bases in DNA, thus kinking, uncoiling or otherwise deforming it and therefore preventing its proper functioning. They are used in the study of DNA. (See all compounds classified as Intercalating Agents.)

    Anti-Infective Agents, Local

    Substances used on humans and other animals that destroy harmful microorganisms or inhibit their activity. They are distinguished from DISINFECTANTS, which are used on inanimate objects. (See all compounds classified as Anti-Infective Agents, Local.)

    Fluorescent Dyes

    Chemicals that emit light after excitation by light. The wave length of the emitted light is usually longer than that of the incident light. Fluorochromes are substances that cause fluorescence in other substances, i.e., dyes used to mark or label other compounds with fluorescent tags. (See all compounds classified as Fluorescent Dyes.)