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Home > Encyclopedia > N,N,N′,N′-Tetramethylazodicarboxamide

N,N,N′,N′-Tetramethylazodicarboxamide

N,N,N′,N′-Tetramethylazodicarboxamide structure

N,N,N′,N′-Tetramethylazodicarboxamide 

structure
  • CAS No:

    10465-78-8

  • Formula:

    C6H12N4O2

  • Chemical Name:

    N,N,N′,N′-Tetramethylazodicarboxamide

  • Synonyms:

    1,2-Diazenedicarboxamide,N1,N1,N2,N2-tetramethyl-;Formamide,1,1′-azobis[N,N-dimethyl-;Diazenedicarboxamide,tetramethyl-;N1,N1,N2,N2-Tetramethyl-1,2-diazenedicarboxamide;1,1′-Azobis[N,N-dimethylformamide];Diamide;Diazenedicarboxylic acid bis(N,N-dimethylamide);N,N,N′,N′-Tetramethylazodicarboxamide;N,N,N′,N′-Tetramethylazoformamide;N,N,N′,N′-Tetramethylazobisformamide;TMAD;Azodicarboxylic acid bis-dimethylamide;Tetramethyldiazenedicarboxamide;A 19315;NSC 143013;3-(N,N-Dimethylcarbamoylimido)-1,1-dimethylurea

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

Yellow crystalsN,N,N’,N’-Tetramethylazodicarboxamide (also named as Diamide, TMAD) is a reagent used for the oxidization of thiols in proteins. It is used as a reagent in the Mitsunobu reaction in place of diethyl azodicarboxylate. It can be used to titrate protein gluotathiolation to discriminate from other protein modifications.


A sulfhydryl reagent which oxidizes sulfhydryl groups to the disulfide form. It is a radiation-sensitizing agent of anoxic bacterial and mammalian cells.

N,N,N′,N′-Tetramethylazodicarboxamide Basic Attributes

172.19

172.19

233-951-7

DTXSID6040456

29270000

Characteristics

65.3

yellow crystalline

1.13±0.1 g/cm3(Predicted)

111-112 °C

220.4±23.0 °C(Predicted)

87.1±22.6 °C

1.509

−20°C

Safety Information

NONH for all modes of transport

3

22-24/25

LQ1041000

|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Chemical agents that react with SH groups. This is a chemically diverse group that is used for a variety of purposes. Among these are enzyme inhibition, enzyme reactivation or protection, and labelling. (See all compounds classified as Sulfhydryl Reagents.)|Drugs used to potentiate the effectiveness of radiation therapy in destroying unwanted cells. (See all compounds classified as Radiation-Sensitizing Agents.)

Acid Bisdimethylamide, Diazodicarboxylic

N,N,N′,N′-Tetramethylazodicarboxamide Use and Manufacturing

Used as a thiol oxidant; used for titration of protein glucose thiolation reaction to distinguish it from other oxidative protein modification reactions

Computed Properties

Molecular Weight:172.19
XLogP3:0.2
Hydrogen Bond Acceptor Count:2
Exact Mass:172.09602564
Monoisotopic Mass:172.09602564
Topological Polar Surface Area:65.3
Heavy Atom Count:12
Complexity:188
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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