Global InformationPinacyanol information
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| Names | |
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| IUPAC name
(2E)-1-ethyl-2-[(E)-3-(1-ethylquinolin-1-ium-2-yl)prop-2-enylidene]quinoline;chloride
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| Other names
Quinaldine blue
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| Identifiers | |
CAS Number
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3D model (JSmol)
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| ChEMBL |
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| ChemSpider |
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| ECHA InfoCard | 100.009.182 |
| EC Number |
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| KEGG |
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PubChem CID
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| UNII |
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CompTox Dashboard (EPA)
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InChI
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SMILES
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| Properties | |
Chemical formula
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C25H25ClN2 |
| Molar mass | 388.94 g·mol−1 |
| Appearance | blue solid |
| Hazards | |
| GHS labelling: | |
Pictograms
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Signal word
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Warning |
Hazard statements
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H315, H319, H335 |
Precautionary statements
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P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
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Pinacyanol is a cyanine dye. It is an organic cation, typically isolated as the chloride or iodide salts. The blue dye is prepared from 2-methylquinoline by quaternization with ethyl chloride or ethyl iodide. Condensation with formaldehyde results in coupling. Subsequent oxidation of the leuco intermediate gives the dye.[1] Pinacyanol is a prototypical cyanine dye that was widely used as a sensitizer in electrophotography. Its biological properties have also been investigated widely.[2]
- ^ Berneth, Horst (2008). "Methine Dyes and Pigments". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a16_487.pub2. ISBN 978-3527306732.
- ^ Chong, Curtis R.; Xu, Jing; Lu, Jun; Bhat, Shridhar; Sullivan, David J.; Liu, Jun O. (2007). "Inhibition of Angiogenesis by the Antifungal Drug Itraconazole". ACS Chemical Biology. 2 (4): 263–270. doi:10.1021/cb600362d. PMID 17432820.