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Merck
CN

317802

Sigma-Aldrich

4-(4-Isothiocyanatophenylazo)-N,N-dimethylaniline

97%

Synonym(s):

4-(Dimethylamino)azobenzene-4′-isothiocyanate, DABITC

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About This Item

Linear Formula:
SCNC6H4N=NC6H4N(CH3)2
CAS Number:
Molecular Weight:
282.36
Beilstein:
752568
EC Number:
MDL number:
UNSPSC Code:
12171500
PubChem Substance ID:
NACRES:
NA.47
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Assay

97%

form

crystals

mp

167-171 °C (lit.)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

CN(C)c1ccc(cc1)\N=N\c2ccc(cc2)N=C=S

InChI

1S/C15H14N4S/c1-19(2)15-9-7-14(8-10-15)18-17-13-5-3-12(4-6-13)16-11-20/h3-10H,1-2H3/b18-17+

InChI key

OSWZKAVBSQAVFI-ISLYRVAYSA-N

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Pictograms

Health hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Resp. Sens. 1 - Skin Sens. 1

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

Regulatory Information

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F J Colilla et al.
Journal of chromatography, 548(1-2), 303-310 (1991-07-12)
A new reversed-phase high-performance liquid chromatography approach to the production of analytical peptide maps by pre-column derivatization using phenylisothiocyanate is described. Tryptic peptide digests were derivatized with phenyl isothiocyanate to form the phenylthiocarbamyl peptides followed by reversed-phase high-performance liquid chromatographic
[DABITC microsequence analysis of proteins].
H Hirano
Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme, 29(5), 374-382 (1984-05-01)
H Sigrist et al.
Journal of molecular biology, 173(1), 93-108 (1984-02-15)
Group-directed hydrophobic modification of membrane-integrated protein segments by arylisothiocyanates is applied to bacteriorhodopsin. Labeling of purple membrane with phenylisothiocyanate and 4-N,N'-dimethylamino-azobenzene-4'-isothiocyanate results in covalent modification of a unique lysine epsilon-amino group of bacteriorhodopsin. Lysine residue 41, located in the amino-terminal
[Analysis of heptaminol in pharmaceutic preparations by liquid chromatography following derivatization with 4-N,N-dimethylaminoazobenzene-4-isothiocyanate].
M Bauer et al.
Journal of chromatography, 292(2), 468-472 (1984-06-01)
A Wawrzynów et al.
Biochimica et biophysica acta, 1203(1), 60-70 (1993-11-10)
The Ca(2+)-ATPase protein of rabbit skeletal muscle sarcoplasmic reticulum is a single polypeptide chain of 1001 amino-acid residues. Among these residues are 24 Cys, 9 of which have previously been shown to be accessible to one or more thiol-specific reagents.

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