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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:
7612-98-8
Molecular Weight:
282.36
Beilstein:
752568
EC Number:
231-521-3
MDL number:
MFCD00004812
UNSPSC Code:
12171500
PubChem Substance ID:
24859100
NACRES:
NA.47

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
GHS08

Signal Word

Danger

Hazard Statements

H317,H334

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC7832
14127JI
12029JC
09630CC
06912HO

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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
[DABITC microsequence analysis of proteins].
H Hirano
Tanpakushitsu kakusan koso. Protein, nucleic acid, enzyme, 29(5), 374-382 (1984-05-01)
R Aebersold et al.
Analytical biochemistry, 136(2), 465-469 (1984-02-01)
Proteins and polypeptides are derivatized with dimethylaminoazobenzene isothiocyanate (DABITC) before their separation on sodium dodecyl sulfate-polyacrylamide gels. DABITC-derivatized proteins are detected visually in the picomole range without further staining and destaining procedures. The recovered colored protein can also be used
A S Babu et al.
Toxicon : official journal of the International Society on Toxinology, 29(10), 1251-1262 (1991-01-01)
The effects of chemical modification with 4-NN-dimethyl amino azo benzene-4'-isothiocyanate on various biological activities of phospholipases A2, NN-XIII-PLA2 from Naja naja naja and VRV-PL-VIIIa from Vipera russelli snake venoms were investigated. Modification of the enzymes resulted in significant reduction of
P M Fischer et al.
Analytical biochemistry, 177(1), 46-49 (1989-02-15)
A single-column high-performance liquid chromatographic separation of 4-N,N-dimethylaminoazobenzene 4'-thiohydantoin amino acid derivatives, generated during polypeptide sequence analysis by the 4-N,N-dimethylaminoazobenzene 4'-isothiocyanate/phenylisothiocyanate double coupling technique, is described. Recovery of the serine and threonine derivatives was improved by substituting boron trifluoride-diethyl etherate
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