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201715

Sigma-Aldrich

Pinacyanol chloride

Synonym(s):

1,1′-Diethyl-2,2′-carbocyanine chloride, 2,2′-Trimethinequinocyanine chloride, Quinaldine blue

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About This Item

Empirical Formula (Hill Notation):
C25H25ClN2
CAS Number:
Molecular Weight:
388.93
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47

form

powder

mp

270 °C (dec.) (lit.)

λmax

560 nm (2nd)
604 nm

ε (extinction coefficient)

≥150000 at 603-609 nm in ethanol at 0.001 g/L
≥65000 at 559-565 nm in ethanol at 0.001 g/L

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

[Cl-].CCN1C(=C\C=C\c2ccc3ccccc3[n+]2CC)\C=Cc4ccccc14

InChI

1S/C25H25N2.ClH/c1-3-26-22(18-16-20-10-5-7-14-24(20)26)12-9-13-23-19-17-21-11-6-8-15-25(21)27(23)4-2;/h5-19H,3-4H2,1-2H3;1H/q+1;/p-1

InChI key

FVMNARAKYNRZID-UHFFFAOYSA-M

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Biochem/physiol Actions

Pinacyanol chloride (1, 1-diethyl-2, 2-carbocyanine chloride), also known as quinaldine blue or PIN, belongs to the class of symmetric trimethinecyanine dyes. It is widely used as a histological stain. Pinacyanol chloride is used in the study of bacterial polysaccharides. Pinacyanol chloride exposure induces respiratory immunogenicity. PIN has two absorption maximums at 605nm and 550nm, which are known asα and β bands respectively.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Spectral studies on the interaction of pinacyanol chloride with binary
surfactants in aqueous medium
Manna K and Panda A K
Spectrochimica Acta , 74, 1268-1274 (2009)
Ryan J Powell et al.
Applied and environmental microbiology, 80(13), 4042-4050 (2014-04-29)
Alga-derived biofuels are one of the best alternatives for economically replacing liquid fossil fuels with a fungible renewable energy source. Production of fuel from algae is technically feasible but not yet economically viable. Harvest of dilute algal biomass from the
Michaela Patila et al.
Sensors (Basel, Switzerland), 16(3), 287-287 (2016-03-02)
Multi-layer graphene oxide-enzyme nanoassemblies were prepared through the multi-point covalent immobilization of laccase from Trametes versicolor (TvL) on functionalized graphene oxide (fGO). The catalytic properties of the fGO-TvL nanoassemblies were found to depend on the number of the graphene oxide-enzyme
Raimon Sabaté et al.
Biopolymers, 72(6), 455-463 (2003-10-31)
The binding of pinacyanol (PIN), a cationic cyanine dye, to beta-amyloid fibrils (Abeta), which are associated with Alzheimer disease, was quantified by absorption spectrophotometry to measure the concentration of PIN bound to Abeta as a function of the Abeta concentration
Benjamin R Mercado et al.
The journal of physical chemistry. B, 118(46), 13312-13320 (2014-11-05)
IR-806 is a near-infrared cyanine dye that undergoes a two-step assembly process in aqueous solutions. The final assemblies orientationally order into a liquid crystal at a very low concentration (∼0.6 wt % at room temperature). While the first step of

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