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Safety Information

87751

Sigma-Aldrich

Diamide

≥99.0% (CHN)

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:
10465-78-8
Molecular Weight:
172.19
Beilstein:
1910409
EC Number:
233-951-7
MDL number:
MFCD00008318
UNSPSC Code:
12352202
PubChem Substance ID:
24888957

Assay

≥99.0% (CHN)

form

crystalline

color

yellow

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

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Other Notes

Reagent for Mitsunobu reactions of acids with high pK′s ; synthesis of cyclic ethers from diols

replaced by

Product No.
Description
Pricing

D3648

Diamide

Storage Class Code

13 - Non 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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T. Tsunoda et al.
Chemistry Letters (Jpn), 539-539 (1994)
S. Harusawa et al.
Tetrahedron Letters, 37, 2463 -2463 (1996)
Mammalian cell studies with diamide.
J W Harris
Pharmacology & therapeutics, 7(2), 375-391 (1979-01-01)
Mykhaylo A Potopnyk et al.
Organic letters, 14(16), 4258-4261 (2012-08-03)
A convenient route to macrocyclic diamide-linked macrocyclic derivatives with a sucrose scaffold is presented. Reaction of sucrose based amines (o- and m-) with acid dichlorides afforded the monomeric macrocycles in excellent yields, while reaction of the p-amines also provided dimeric
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
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