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Sigma-Aldrich

9-Anthracenecarbonyl cyanide

BioReagent, suitable for fluorescence, ≥98.5% (GC)

Synonym(s):

α-Oxo-anthracene-9-acetonitrile, 9-Anthroyl nitrile

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About This Item

Empirical Formula (Hill Notation):
C16H9NO
CAS Number:
85985-44-0
Molecular Weight:
231.25
Beilstein:
8145431
MDL number:
MFCD00467599
UNSPSC Code:
12352108
PubChem Substance ID:
329748910
NACRES:
NA.32

product line

BioReagent

Quality Level

100

Assay

≥98.5% (GC)

form

solid

mp

142-143 °C (lit.)

solubility

DMF: soluble
acetonitrile: soluble
chloroform: soluble

fluorescence

λex 361 nm; λem 451 nm (after derivatization with ethanol)
λex 361 nm; λem 460 nm in methanol

suitability

suitable for fluorescence

storage temp.

−20°C

SMILES string

O=C(C#N)c1c2ccccc2cc3ccccc13

InChI

1S/C16H9NO/c17-10-15(18)16-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)16/h1-9H

InChI key

FMKFDGUBVPIERQ-UHFFFAOYSA-N

Application

9-Anthroyl nitrile is a fluorescent reagent useful in the derivatization of glucocorticoids to aid their detection and separation using RP-HPLC with fluorescence detection. It forms fluorescent esters by reacting with primary the hydroxyl group at the position 21 of the carbon chain on the glucocorticoid .

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

For derivatization of hydroxyl compounds for HPLC with fluorescence detection.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302 + H312 + H332

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

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)

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E Neufeld et al.
Journal of chromatography. B, Biomedical sciences and applications, 718(2), 273-277 (1998-12-05)
Corticosteroids containing a C21 primary hydroxyl group were derivatised with 9-anthroyl cyanide. The reagent was prepared as a solution in acetonitrile, containing 0.1% triethylamine, at a concentration of 2 mg/ml. Approximately 1 microg of corticosteroid was reacted with 100 microl
D A Owensby et al.
The Journal of biological chemistry, 264(30), 18180-18187 (1989-10-25)
Hepatic parenchymal cells contribute to the clearance of circulating tissue-type plasminogen activator (t-PA) in vivo. The hepatocyte extracellular matrix is interposed between the endothelial-lined sinusoids and the parenchymal cell surface and thus may influence t-PA clearance. To test this hypothesis
J. Goto et al.
Analytica Chimica Acta, 147, 397-397 (1983)
Thomas J Nelson
Analytical biochemistry, 419(1), 40-45 (2011-08-30)
A new ultrasensitive fluorescent derivatization procedure for chromatographic analysis of primary, secondary, and nonpolar tertiary alcohols is described. The procedure uses Bodipy FL in basic dichloromethane solution with Mukaiyama's reagent (2-chloro-1-methylpyridinium iodide) to form highly fluorescent ester derivatives that can
Y Saisho et al.
Analytical biochemistry, 252(1), 89-95 (1997-11-05)
A nonradioisotopic method has been developed for the determination of all-trans-farnesyl pyrophosphate (FPP), the common intermediate at the branch point of the biosynthesis of cholesterol and nonsterol end products, in dog and human plasma. FPP was cleaved to the parent
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