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Brilliant green (dye)

From Wikipedia, the free encyclopedia
Brilliant green
Names
Other names
Malachite green G, Emerald green, Solid green JJO, Diamond green G, Aniline green, Benzaldehyde green, Fast green J
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard100.010.174Edit this at Wikidata
UNII
  • InChI=1S/C27H33N2.H2O4S/c1-5-28(6-2)25-18-14-23(15-19-25)27(22-12-10-9-11-13-22)24-16-20-26(21-17-24)29(7-3)8-4;1-5(2,3)4/h9-21H,5-8H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1 checkY
    Key: NNBFNNNWANBMTI-UHFFFAOYSA-M checkY
  • InChI=1/C27H33N2.H2O4S/c1-5-28(6-2)25-18-14-23(15-19-25)27(22-12-10-9-11-13-22)24-16-20-26(21-17-24)29(7-3)8-4;1-5(2,3)4/h9-21H,5-8H2,1-4H3;(H2,1,2,3,4)/q+1;/p-1
    Key: NNBFNNNWANBMTI-REWHXWOFAJ
  • [O-]S(=O)(=O)O.[N+](=C/1\C=C/C(C=C\1)=C(/c2ccccc2)c3ccc(N(CC)CC)cc3)(\CC)CC
Properties
C27H33N2.HO4S
Molar mass482.64 g/mol
Melting point210 °C (410 °F; 483 K) (decomposes)
100 g/L a 20 °C
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Chemical compound

Brilliant green (also known aszelyonka orzelenka) is one of thetriarylmethane dyes. It is closely related tomalachite green.[1]

Uses

[edit]
Zelyonka

Brilliant green has been used to colorsilk andwool.

It is indicated for disinfection of fresh postoperative and post-traumatic scars,umbilical cord of newborns, abrasions, cuts, and other violations of the integrity of the skin, in the treatment of purulent-inflammatory processes of the skin -hordeolum ("barley"),meibomitis,blepharitis,pyoderma, localfurunculosis, carbunculosis,staphylococcal infection.[2] It is applied externally, the drug is applied to the damaged surface, capturing the surrounding healthy tissue.[citation needed]

InRussia andUkraine (and much of the rest of the formerSoviet Union), the dilute alcoholic solution of brilliant green is sold as a topicalantiseptic, also known under a Latin namesolutio viridis nitentis spirituosa and the colloquial Russian name ofzelyonka (зелёнка,lit.'green stuff' in Russian),[3][failed verification] which iszelenka (зеленка) in Ukrainian.

A 1% solution in 60% alcohol can be used for treatment of skin. 0.5% solution is used for mucous membranes or for infants.[4]

Brilliant green is a visible light-activatedphotocatalyst in organic synthesis.[5]

Safety and toxicity

[edit]

Brilliant green is effective againstGram-positive bacteria.[6] The main advantage of brilliant green over the more common antiseptics such asiodine is that it does not irritate mucous membranes as harshly on accidental contact. Soviet medical doctrine deemed it "not for use onmucosa" and cautions that it can cause eye damage and ophthalmic chemical burns and burns to an eye, at least in the typical formulations produced for medical use.[citation needed]

Brilliant green induces vomiting when swallowed and is toxic when ingested.[4] The compound may lead to serious injuries if it comes in contact with an eye, even resulting in bilateralblindness due tocorneal opacification.[7]

Politics

[edit]
Main article:Zelyonka attack

InRussia and sometimes inUkraine,zelyonka has been used to physically attack political opponents.[8] Since 2016, many opponents of the Russian government have been splashed withzelyonka, includingAlexei Navalny,Igor Kalyapin, liberal activists,Nadya Tolokonnikova,Maria Alekhina,Lyudmila Ulitskaya,Ilya Varlamov,Mikhail Kasyanov and Maria Ivanova.[9]

References

[edit]
  1. ^Gessner, T.; Mayer, U. (2002), "Triarylmethane and Diarylmethane Dyes",Ullmann's Encyclopedia of Industrial Chemistry 6th Edition, Weinheim: Wiley-VCH,doi:10.1002/14356007.a27_179,ISBN 3527306730
  2. ^"Malachite Green".
  3. ^Balabanova, Maria; Popova, Liudmila; Tchipeva, Rositsa (2004). "Dyes in dermatology".Disease-a-Month.50 (6): 270.doi:10.1016/j.disamonth.2004.05.002.
  4. ^abNarat, J. K. (1931)."Brilliant Green: A Clinical Study of Its Value As a Local Antiseptic".Annals of Surgery.94 (6):1007–1012.doi:10.1097/00000658-193112000-00003.PMC 1391517.PMID 17866691.
  5. ^Rogers, David A.; Bensalah, Adam T.; Espinosa, Alvaro Tomas; Hoerr, John L.; Refai, Fares H.; Pitzel, Amy K.; Alvarado, Juan J.; Lamar, Angus A. (2019-06-07). "Amplification of Trichloroisocyanuric Acid (TCCA) Reactivity for Chlorination of Arenes and Heteroarenes via Catalytic Organic Dye Activation".Organic Letters.21 (11):4229–4233.doi:10.1021/acs.orglett.9b01414.PMID 31140821.S2CID 169034253.
  6. ^"Martindale: The extra pharmacopeia, 28th Ed. Edited By James E. F. Reynolds and Anne B. Prasad. The Pharmaceopeial Press, 1 Lamberth High Street, London, SE1 7JN. Distributed in the U.S. by Rittenhouse Book Distributors, Inc., King of Prussia, PA 19406. 1982".Journal of Pharmaceutical Sciences.73 (6): 862. June 1984.doi:10.1002/jps.2600730653.ISSN 0022-3549.
  7. ^CID 12449 fromPubChem
  8. ^"How the Soviet-Era Antiseptic "Zelyonka" Became a Political Weapon in Russia and Ukraine". 6 May 2017. Archived fromthe original on 23 November 2020. Retrieved26 September 2017.
  9. ^"Why are Russian opposition leaders' faces turning green?".The Economist. May 10, 2017. RetrievedMay 11, 2017.
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