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215945

Sigma-Aldrich

Pararosaniline acetate

Dye content 90 %

Synonym(s):

Basic Parafuchsin, Basic Red 9, Magenta™ O

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About This Item

Empirical Formula (Hill Notation):
C19H17N3 · C2H4O2
CAS Number:
6035-94-5
Molecular Weight:
347.41
Colour Index Number:
42500
EC Number:
227-918-6
MDL number:
MFCD00012570
UNSPSC Code:
12171500
PubChem Substance ID:
24852923
NACRES:
NA.47

form

solid

composition

Dye content, 90%

mp

203 °C (dec.) (lit.)

solubility

95% ethanol: 0.1%

λmax

545 nm

ε (extinction coefficient)

≥11000 at 235-241 nm in ethanol: water (1:1) at 0.004%
≥16000 at 286-292 nm in ethanol: water (1:1) at 0.004%
≥78000 at 543-549 nm in ethanol: water (1:1) at 0.004%

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

CC(O)=O.Nc1ccc(cc1)C(\c2ccc(N)cc2)=C3\C=CC(=N)C=C3

InChI

1S/C19H17N3.C2H4O2/c20-16-7-1-13(2-8-16)19(14-3-9-17(21)10-4-14)15-5-11-18(22)12-6-15;1-2(3)4/h1-12,20H,21-22H2;1H3,(H,3,4)

InChI key

YIXIVOYGLPFDCY-UHFFFAOYSA-N

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Biochem/physiol Actions

Pararosaniline acetate is one of the components of basic fuchsin. It acts as a reversible, linear inhibitor of horse butyrylcholinesterase (BChE).

Other Notes

This is the pure, principal component of mixtures commonly referred to as Basic Fuchsin.

Legal Information

Magenta is a trademark of Merck KGaA, Darmstadt, Germany

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H351

Hazard Classifications

Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Comparative effects of cationic triarylmethane, phenoxazine and phenothiazine dyes on horse serum butyrylcholinesterase.
Yucel YY
Archives of Biochemistry and Biophysics, 478, 201-205 (2008)
Michael D. Larra?aga, Richard J. Lewis, Robert A. Lewis
Hawley's Condensed Chemical Dictionary (2016)
Tuba Küçükkilinç et al.
Archives of biochemistry and biophysics, 440(2), 118-122 (2005-07-23)
The inhibitory effects of the cationic triarylmethane (TAM+) dyes, pararosaniline (PR+), malachite green (MG+), and methyl green (MeG+) on human plasma cholinesterase (BChE) were studied at 25 degrees C in 100 mM Mops, pH 8.0, with butyrylthiocholine as substrate. PR+
Jingli Xie et al.
Chemical communications (Cambridge, England), (5)(5), 576-578 (2008-01-23)
Salts of the pararosaniline dye cation and four polyoxometalate cluster anions have been isolated under both ambient and hydrothermal conditions; structural and initial spectroscopic data are consistent with significant perturbation of ion electronic states induced by charge-assisted N-H---O hydrogen bonds.
Fernando Maldonado et al.
Journal of colloid and interface science, 351(2), 466-471 (2010-08-28)
Adsolubilisation has been defined as the incorporation to solid-water interfaces of molecules that do not adsorb spontaneously to such interfaces, but can be incorporated through an interaction with an adsorbing surfactant molecule. The aim of this work was to study
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