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Merck
CN

10609

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
UNSPSC Code:
12352108
NACRES:
NA.32
PubChem Substance ID:
329748910
MDL number:
MFCD00467599
Beilstein/REAXYS Number:
8145431

Key Documents

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Product Name

9-Anthracenecarbonyl cyanide, BioReagent, suitable for fluorescence, ≥98.5% (GC)

InChI key

FMKFDGUBVPIERQ-UHFFFAOYSA-N

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

SMILES string

O=C(C#N)c1c2ccccc2cc3ccccc13

product line

BioReagent

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

Quality Level

100

Other Notes

For derivatization of hydroxyl compounds for HPLC with fluorescence detection.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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 .

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

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

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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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
J. Goto et al.
Analytica Chimica Acta, 147, 397-397 (1983)
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
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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