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Proflavine

Proflavine, also called proflavin and diaminoacridine, is an acriflavine derivative, a disinfectant bacteriostatic against many gram-positive bacteria.[1] It has been used in the form of the dihydrochloride and hemisulfate salts as a topical antiseptic, and was formerly used as a urinary antiseptic.

Proflavine
Names
Preferred IUPAC name
Acridine-3,6-diamine
Identifiers
  • 92-62-6 Y
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:8452 Y
ChEMBL
  • ChEMBL55400 Y
ChemSpider
  • 6832 Y
DrugBank
  • DB01123 Y
ECHA InfoCard 100.001.976
KEGG
  • C11181 Y
  • 7099
UNII
  • CY3RNB3K4T Y
  • DTXSID9043776
  • InChI=1S/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2 Y
    Key: WDVSHHCDHLJJJR-UHFFFAOYSA-N Y
  • InChI=1/C13H11N3/c14-10-3-1-8-5-9-2-4-11(15)7-13(9)16-12(8)6-10/h1-7H,14-15H2
    Key: WDVSHHCDHLJJJR-UHFFFAOYAC
  • n1c3c(cc2c1cc(N)cc2)ccc(c3)N
Properties
C13H11N3
Molar mass 209.252 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)

Proflavine is also known to have a mutagenic effect on DNA by intercalating between nucleic acid base pairs. It differs from most other mutagenic components by causing basepair-deletions or basepair-insertions and not substitutions. In the presence of light, proflavine can induce double-stranded breaks in DNA.[2]

Proflavine absorbs strongly in the blue region at 445 nm (in water at pH 7) with molar extinction coefficient of c. 40,000.[3][needs context]

Proflavin is a fluorescent dye that is sometimes used in microscopic in-vivo imaging due to its intercalation properties. However, there was concern that women exposed to proflavin could develop cervical cancer since they have mutagenesis potential. However, the retrospective analysis performed by Pantano et. al. demonstrated that there is no increased cervical cancer risk after exposure to proflavin.[4]

References edit

  1. ^ Denny WA (September 2002). "Acridine derivatives as chemotherapeutic agents". Current Medicinal Chemistry. 9 (18): 1655–1665. doi:10.2174/0929867023369277. PMID 12171548.
  2. ^ Gatasheh MK, Kannan S, Hemalatha K, Imrana N (December 2017). "Proflavine an acridine DNA intercalating agent and strong antimicrobial possessing potential properties of carcinogen". Karbala International Journal of Modern Science. 3 (4): 272–278. doi:10.1016/j.kijoms.2017.07.003.
  3. ^ Sarre PJ (July 2006). "The Diffuse Interstellar Bands: A Major Problem in Astronomical Spectroscopy". Journal of Molecular Spectroscopy. 238 (1): 1–10. arXiv:astro-ph/0608113. Bibcode:2006JMoSp.238....1S. doi:10.1016/j.jms.2006.03.009. S2CID 16872032.
  4. ^ Pantano N, Hunt B, Schwarz RA, Parra S, Cherry K, Possati-Resende JC, et al. (November 2018). "Is Proflavine Exposure Associated with Disease Progression in Women with Cervical Dysplasia? A Brief Report". Photochemistry and Photobiology. 94 (6): 1308–1313. doi:10.1111/php.12976. PMC 6282608. PMID 29981148.

proflavine, also, called, proflavin, diaminoacridine, acriflavine, derivative, disinfectant, bacteriostatic, against, many, gram, positive, bacteria, been, used, form, dihydrochloride, hemisulfate, salts, topical, antiseptic, formerly, used, urinary, antisepti. Proflavine also called proflavin and diaminoacridine is an acriflavine derivative a disinfectant bacteriostatic against many gram positive bacteria 1 It has been used in the form of the dihydrochloride and hemisulfate salts as a topical antiseptic and was formerly used as a urinary antiseptic Proflavine Names Preferred IUPAC name Acridine 3 6 diamine Identifiers CAS Number 92 62 6 Y 3D model JSmol Interactive image ChEBI CHEBI 8452 Y ChEMBL ChEMBL55400 Y ChemSpider 6832 Y DrugBank DB01123 Y ECHA InfoCard 100 001 976 KEGG C11181 Y PubChem CID 7099 UNII CY3RNB3K4T Y CompTox Dashboard EPA DTXSID9043776 InChI InChI 1S C13H11N3 c14 10 3 1 8 5 9 2 4 11 15 7 13 9 16 12 8 6 10 h1 7H 14 15H2 YKey WDVSHHCDHLJJJR UHFFFAOYSA N YInChI 1 C13H11N3 c14 10 3 1 8 5 9 2 4 11 15 7 13 9 16 12 8 6 10 h1 7H 14 15H2Key WDVSHHCDHLJJJR UHFFFAOYAC SMILES n1c3c cc2c1cc N cc2 ccc c3 N Properties Chemical formula C 13H 11N 3 Molar mass 209 252 g mol 1 Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Y verify what is Y N Infobox references Proflavine is also known to have a mutagenic effect on DNA by intercalating between nucleic acid base pairs It differs from most other mutagenic components by causing basepair deletions or basepair insertions and not substitutions In the presence of light proflavine can induce double stranded breaks in DNA 2 Proflavine absorbs strongly in the blue region at 445 nm in water at pH 7 with molar extinction coefficient of c 40 000 3 needs context Proflavin is a fluorescent dye that is sometimes used in microscopic in vivo imaging due to its intercalation properties However there was concern that women exposed to proflavin could develop cervical cancer since they have mutagenesis potential However the retrospective analysis performed by Pantano et al demonstrated that there is no increased cervical cancer risk after exposure to proflavin 4 References edit Denny WA September 2002 Acridine derivatives as chemotherapeutic agents Current Medicinal Chemistry 9 18 1655 1665 doi 10 2174 0929867023369277 PMID 12171548 Gatasheh MK Kannan S Hemalatha K Imrana N December 2017 Proflavine an acridine DNA intercalating agent and strong antimicrobial possessing potential properties of carcinogen Karbala International Journal of Modern Science 3 4 272 278 doi 10 1016 j kijoms 2017 07 003 Sarre PJ July 2006 The Diffuse Interstellar Bands A Major Problem in Astronomical Spectroscopy Journal of Molecular Spectroscopy 238 1 1 10 arXiv astro ph 0608113 Bibcode 2006JMoSp 238 1S doi 10 1016 j jms 2006 03 009 S2CID 16872032 Pantano N Hunt B Schwarz RA Parra S Cherry K Possati Resende JC et al November 2018 Is Proflavine Exposure Associated with Disease Progression in Women with Cervical Dysplasia A Brief Report Photochemistry and Photobiology 94 6 1308 1313 doi 10 1111 php 12976 PMC 6282608 PMID 29981148 nbsp This molecular or cell biology article is a stub You can help Wikipedia by expanding it vte Retrieved from https en wikipedia org w index php title Proflavine amp oldid 1158708387, wikipedia, wiki, book, books, library,

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