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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)

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

Signal Word

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 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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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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