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4-Amino-2,1,3-benzothiadiazole

Name: 4-Amino-2,1,3-benzothiadiazole
Brand: ALDRICH

98%

Synonym(s):

4-Aminopiazthiole

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About This Item

Empirical Formula (Hill Notation):

C₆H₅N₃S

CAS Number:

767-64-6

Molecular Weight:

151.19

NACRES:

NA.22

PubChem Substance ID:

24846579

UNSPSC Code:

12352100

EC Number:

212-186-2

MDL number:

MFCD00005810

Assay:

98%

Form:

solid

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Properties

assay

98%

form

solid

mp

67-69 °C (lit.)

SMILES string

Nc1cccc2nsnc12

InChI

1S/C6H5N3S/c7-4-2-1-3-5-6(4)9-10-8-5/h1-3H,7H2

InChI key

DRLGIZIAMHIQHL-UHFFFAOYSA-N

Description

General description

4-Amino-2,1,3-benzothiadiazole is a gold green to yellow brown powder. It undergoes palladium catalyzed C-N coupling with 2-(2′-bromo-9′,9′-diethylfluoren-7′-yl)-9,9-diethylfluorene to form novel fluorescent dyes. 4-Amino-2,1,3-benzothiadiazole forms dicopper complexes.

Application

4-Amino-2,1,3-benzothiadiazole was used in a study to synthesize and evaluate the inhibitory activity of a series of substituted benzimidazoles and small benzothiadiazoles on rat liver methionine synthase. It was used as potential levelers for Cu plating in submicrometer trenches.

pictograms

GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Faceshields, Gloves

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Rapid galvanostatic determination on levelers for superfilling in Cu electroplating.

Tsai HC, et al.

Electrochemical and Solid-State Letters, 13(2), D7-D10 (2010)

Inhibition of cobalamin-dependent methionine synthase by substituted benzo-fused heterocycles.

Elizabeth C Banks et al.

The FEBS journal, 274(1), 287-299 (2007-01-16)

The cobalamin-dependent cytosolic enzyme, methionine synthase (EC.2.1.1.13), catalyzes the remethylation of homocysteine to methionine using 5-methyltetrahydrofolate as the methyl donor. The products of this remethylation--methionine and tetrahydrofolate--participate in the active methionine and folate pathways. Impaired methionine synthase activity has been