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Acridine yellow

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Dye
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Acridine yellow
Skeletal formula of acridine yellow
Ball-and-stick model of the acridine yellow molecule
Names
Preferred IUPAC name 2,7-Dimethylacridine-3,6-diamine
Other names 2,7-Dimethylproflavine

Acridine yellow G
Acridine yellow H107

Basic Yellow K
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference 5-22-11-00340
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.947 Edit this at Wikidata
EC Number
  • 202-141-5
MeSH Acridine+yellow
PubChem CID
RTECS number
  • AR8790000
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1/C15H15N3.ClH/c1-8-3-10-5-11-4-9(2)13(17)7-15(11)18-14(10)6-12(8)16;/h3-7H,16-17H2,1-2H3;1HKey: BGLGAKMTYHWWKW-UHFFFAOYAJ
  • InChI=1S/C15H15N3.ClH/c1-8-3-10-5-11-4-9(2)13(17)7-15(11)18-14(10)6-12(8)16;/h3-7H,16-17H2,1-2H3;1HKey: BGLGAKMTYHWWKW-UHFFFAOYSA-N
  • InChI=1S/C15H15N3/c1-8-3-10-5-11-4-9(2)13(17)7-15(11)18-14(10)6-12(8)16/h3-7H,16-17H2,1-2H3Key: HGHJYCKSBMCGRK-UHFFFAOYSA-N
SMILES
  • CC1=CC2=CC3=C(C=C(N)C(C)=C3)N=C2C=C1N
  • Cl.n1c3c(cc2c1cc(N)c(c2)C)cc(c(c3)N)C
Properties
Chemical formula C15H15N3
Molar mass 237.30 g/mol
Appearance Brown/red crystals
Hazards
GHS labelling:
Pictograms GHS07: Exclamation markGHS08: Health hazard
Signal word Warning
Hazard statements H302, H312, H315, H319, H332, H335, H351
Precautionary statements P201, P202, P261, P264, P270, P271, P280, P281, P301+P312, P302+P352, P304+P312, P304+P340, P305+P351+P338, P308+P313, P312, P321, P322, P330, P332+P313, P337+P313, P362, P363, P403+P233, P405, P501
NFPA 704 (fire diamond)
NFPA 704 four-colored diamondHealth 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g. chloroformFlammability 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g. canola oilInstability 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g. liquid nitrogenSpecial hazards (white): no code
2 1 0
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). ☒N verify (what is  ?) Infobox references
Chemical compound

Acridine yellow, also known as acridine yellow G, acridine yellow H107, basic yellow K, and 3,6-diamino-2,7-dimethylacridine, is a yellow dye with strong bluish-green fluorescence. It is a derivate of acridine. In histology, it is used as a fluorescent stain, and as a fluorescent probe for non-invasive measurements of cytoplasmic pH changes in whole cells. It is also used as a topical antiseptic. It is usually available as a hydrochloride salt. Acridine yellow damages DNA and is used as a mutagen in microbiology.

Acridine yellow is similar to acridine orange.

According to a publication by Karl Drechsler, a student of Guido Goldschmiedt at the Imperial and Royal University of Vienna, Moriz Freund discovered the substance in 1896 during experiments at the University of Prague. Drechsler was then able to produce the substance in larger quantities and subsequently also examine it more closely.

References

  1. "ÖNB-ANNO - Monatshefte für Chemie". anno.onb.ac.at. Retrieved 2022-10-02.

External links


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