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Merck
CN

D3648

Diamide

Synonym(s):

1,1′-Azobis(N,N-dimethylformamide), N,N,N′,N′-Tetramethylazodicarboxamide, Azodicarboxylic acid bis(dimethylamide), Diazenedicarboxylic acid bis(N,N-dimethylamide), TMAD

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About This Item

Linear Formula:
(CH3)2NCON=NCON(CH3)2
CAS Number:
Molecular Weight:
172.19
UNSPSC Code:
12352102
NACRES:
NA.22
PubChem Substance ID:
EC Number:
233-951-7
Beilstein/REAXYS Number:
1910409
MDL number:
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assay

≥98% (TLC)

Quality Level

form

powder

mp

113-115 °C

solubility

water: 19.60-21.00 mg/mL, clear to slightly hazy, orange

storage temp.

−20°C

SMILES string

CN(C)C(=O)\N=N\C(=O)N(C)C

InChI

1S/C6H12N4O2/c1-9(2)5(11)7-8-6(12)10(3)4/h1-4H3/b8-7+

InChI key

VLSDXINSOMDCBK-BQYQJAHWSA-N

Application

Reported to be of use as a thiol oxidizing agent. Diamide has been used to titrate protein glutathiolation to discriminate from other oxidative protein modifications. Treatment increased protein glutathiolation in a concentration-dependent manner and had comparably little effect on protein-protein disulfide formation.


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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Bradford G Hill et al.
Biochimica et biophysica acta, 1797(2), 285-295 (2009-11-21)
Protein thiolation by glutathione is a reversible and regulated post-translational modification that is increased in response to oxidants and nitric oxide. Because many mitochondrial enzymes contain critical thiol residues, it has been hypothesized that thiolation reactions regulate cell metabolism and
Carlos A Sorgi et al.
Scientific reports, 7(1), 10981-10981 (2017-09-10)
The differentiation of resident tissue macrophages from embryonic precursors and that of inflammatory macrophages from bone marrow cells leads to macrophage heterogeneity. Further plasticity is displayed through their ability to be polarized as subtypes M1 and M2 in a cell
Toshifumi Nakao et al.
Insect biochemistry and molecular biology, 43(4), 366-375 (2013-02-19)
The RDL GABA receptor is an attractive target of insecticides. Here we demonstrate that meta-diamides [3-benzamido-N-(4-(perfluoropropan-2-yl)phenyl)benzamides] are a distinct class of RDL GABA receptor antagonists showing high insecticidal activity against Spodoptera litura. We also suggest that the mode of action



Global Trade Item Number

SKUGTIN
D3648-5G04061833563403
D3648-1G04061833563397