3-(N,N-Dimethylcarbamoylimido)-1,1-dimethylharnstoff

N,N,N',N'-Tetramethylazodicarboxamide

HCID 4278CAS 10465-78-8

Teilstruktursuche Ähnliche Strukturen suchen

Grundinformationen

Standard-SMILES: CN(C)C(=O)N=NC(=O)N(C)C
InChIKey: VLSDXINSOMDCBK-UHFFFAOYSA-N
Summenformel: C6H12N4O2
Durchschnittliche Molmasse: 172,19 g/mol
Monoisotopische Masse: 172,09602562

Namen und Bezeichner

Bevorzugter Name: N,N,N',N'-Tetramethylazodicarboxamide
IUPAC: 3-(dimethylcarbamoylimino)-1,1-dimethylurea
Lokaler Name: 3-(N,N-Dimethylcarbamoylimido)-1,1-dimethylharnstoff
Englischer Name: N,N,N',N'-Tetramethylazodicarboxamide
Summenformel: C6H12N4O2
Molmasse: 172.19

Namen und Synonyme

10465-78-8N,N,N',N'-TetramethylazodicarboxamideDTXSID6040456CHEBI:48958RefChem:1090319DTXCID40204561,1'-azobis(N,N-dimethylformamide)N1,N1,N2,N2-Tetramethyldiazene-1,2-dicarboxamideMFCD000083181,1'-azobis(N,N'-dimethylformamide)(3E)-3-(dimethylcarbamoylimino)-1,1-dimethyl-ureaN,N,N',N'-Tetramethylazodicarboxamide(TMAD)

Weitere Namen anzeigen

TMADDIAMIDE(E)-1-[(dimethylcarbamoyl)imino]-3,3-dimethylurea(E)-N1,N1,N2,N2-tetramethyldiazene-1,2-dicarboxamide3-(Dimethylcarbamoylimino)-1,1-dimethylureaNsc143013

C6H12N4O2TetramethylazodicarboxamideN,N',N'-TetramethylazodicarboxamideLopac0_000397SCHEMBL39340MLS002153343SCHEMBL103289orb1219154

Datenbank-Bezeichner

CAS: 10465-78-8
PubChem CID: 4278
DTXSID: DTXSID6040456
ChEMBL: CHEMBL1338900
EC Number: 233-951-7

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 0,2
Polarare Oberfläche (TPSA): 65,3 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 2
Frei drehbare Bindungen: 0
Schwere Atome: 12
Formalladung: 0
Komplexität: 188

Experimentelle und physikochemische Eigenschaften

Chemical ClassesOther Uses -> Biochemical Research

Physical DescriptionYellow crystalline solid; [Sigma-Aldrich MSDS]

Physikochemische Eigenschaften

Schmelzpunkt: 112 °C · 112 °C
Siedepunkt: 220.4 · 220.4±23.0 °C(Predicted)
Dichte: 1.13 · 1.13±0.1 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
Löslichkeit: soluble in Methanol
Aggregatzustand: crystalline
pka: 0 · -0+-.0.70(Predicted)
Farbe: yellow
Wasserlöslichkeit: 19.6 · water: 19.60-21.00mg/mL, clear to slightly hazy, orange
BRN: 1910409 · 1910409
InChI: InChI=1S/C6H12N4O2/c1-9(2)5(11)7-8-6(12)10(3)4/h1-4H3/b8-7+
InChIKey: VLSDXINSOMDCBK-BQYQJAHWSA-N
SMILES: C(=O)(/N=N/C(=O)N(C)C)N(C)C
CAS Datenbank: 10465 · 10465-78-8(CAS DataBase Reference)

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 5 Einträge

This chemical does not meet GHS hazard criteria for 50% (2 of 4) of reports.

Warning

H315 (50%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 4 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Gefahrenhinweise

Regulatory InformationStatus: Active Update: 29-07-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/29433

Hazards SummaryMay cause irritation; [Sigma-Aldrich MSDS]

Hazard Classes and CategoriesSkin Irrit. 2 (50%)

Sicherheitsdaten

F: 4.10
wgk: 3
hs_code: 29270000
RTECS-Nr.: LQ1041000
safety_code: 22-24/25
Speicherklasse: 11 - Combustible Solids

Chemie und Industrie

Verwendung und Herstellung

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

Anwendungen · 1 Eintrag

VerwendenReported 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.