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D5928

Sigma-Aldrich

6-(2,2-Dicyanovinyl)-N-(2-hydroxyethyl)-1,2,3,4-tetrahydroquinoline

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About This Item

Empirical Formula (Hill Notation):
C15H15N3O
CAS Number:
142978-25-4
Molecular Weight:
253.30
MDL number:
MFCD00274418
UNSPSC Code:
12171500
PubChem Substance ID:
329798815
NACRES:
NA.47

product name

6-(2,2-Dicyanovinyl)-N-(2-hydroxyethyl)-1,2,3,4-tetrahydroquinoline,

assay

99.8% (HPLC)

Quality Level

200

form

powder

color

orange

solubility

acetonitrile: 20 mg/mL

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

2-8°C

SMILES string

OCCN1CCCc2cc(CC(C#N)C#N)ccc12

InChI

1S/C15H17N3O/c16-10-13(11-17)8-12-3-4-15-14(9-12)2-1-5-18(15)6-7-19/h3-4,9,13,19H,1-2,5-8H2

InChI key

ANBPREOOKGEEDY-UHFFFAOYSA-N

Application

Fluorescent molecular rotor

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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A A Al-Majed
Journal of pharmaceutical and biomedical analysis, 21(4), 827-833 (2000-03-04)
A simple colorimetric method for the determination of D-penicillamine in pure form and pharmaceutical formulations is described. The method is based on coupling between D-penicillamine and 2,6-dichloroquinone-4-chlorimide (DCQ) in dimethylsulphoxide. The optimum conditions for the reaction were investigated and incorporated
T Iio et al.
Journal of biochemistry, 113(2), 196-199 (1993-02-01)
1-(2-Hydroxyethyl)-6-[(2,2-dicyano)vinyl]-2,3,4-trihydroquinoli ne (DCQ) is a fluorescent dye and its fluorescence yield is determined by a freedom of intramolecular rotation. When DCQ was added to an actin solution, its fluorescence intensity increased as the actin molecule transformed from G-actin to F-actin.
T Iwaki et al.
Biochemistry, 32(29), 7589-7592 (1993-07-27)
We have prepared monoclonal antibodies for the fluorescent molecular rotors 9-(2-carboxy-2-cyanovinyl)julolidine (CCVJ) and 9-(dicyanovinyl)julolidine (DCVJ). Mouse monoclonal antibody (IgG2b) prepared against CCVJ-conjugated bovine serum albumin strongly bound CCVJ and DCVJ. The CCVJ (or DCVJ) binding to IgG and Fab was

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