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Chemistry

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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

Acriflavine
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

Acriflavine

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.)


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04-Jan-2021
28-Sep-2024
KGS
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