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Merck
CN

160202

N,N,N′,N′-Tetramethyl-p-phenylenediamine

98%

Synonym(s):

TMPD, TMPDA, TMPPD, Wurster’s reagent

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About This Item

Linear Formula:
C6H4[N(CH3)2]2
CAS Number:
100-22-1
Molecular Weight:
164.25
EC Number:
202-831-6
UNSPSC Code:
12162002
PubChem Substance ID:
329751038
Beilstein/REAXYS Number:
1564025
MDL number:
MFCD00008309

Key Documents

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InChI key

CJAOGUFAAWZWNI-UHFFFAOYSA-N

InChI

1S/C10H16N2/c1-11(2)9-5-7-10(8-6-9)12(3)4/h5-8H,1-4H3

SMILES string

CN(C)c1ccc(cc1)N(C)C

assay

98%

form

powder

bp

260 °C (lit.)

mp

49-51 °C (lit.)

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 1

flash_point_f

230.0 °F - closed cup

flash_point_c

110 °C - closed cup

ppe

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
02418LT
01501DM
05826MW
02122DP
02018BV

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Toshiaki Miura
Chemico-biological interactions, 236, 67-73 (2015-04-30)
To investigate the mechanisms of cardiotoxicity induced by adriamycin (ADM), the enzymatic activities of ADM-Fe(3+), including the peroxidase and lipoxygenase (LOX) activity, and participation of active oxygen species in the damage to biological components were examined. ADM-Fe(3+), but not ADM
Vitaliy B Borisov et al.
Biochimica et biophysica acta, 1847(2), 182-188 (2014-12-03)
Cytochrome bd is a prokaryotic respiratory quinol oxidase phylogenetically unrelated to heme-copper oxidases, that was found to promote virulence in some bacterial pathogens. Cytochrome bd from Escherichia coli was previously reported to contribute not only to proton motive force generation
Maria G Mason et al.
Biochimica et biophysica acta, 1837(11), 1882-1891 (2014-09-02)
We re-determined the near infrared (NIR) spectral signatures (650-980nm) of the different cytochrome c oxidase redox centres, in the process separating them into their component species. We confirm that the primary contributor to the oxidase NIR spectrum between 700 and
Hesong Han et al.
Journal of bacteriology, 197(3), 626-635 (2014-11-26)
Loss of the cytochrome c maturation system in Bacillus cereus results in increased transcription of the major enterotoxin genes nhe, hbl, and cytK and the virulence regulator plcR. Increased virulence factor production occurs at 37°C under aerobic conditions, similar to
Christine M Coquery et al.
PloS one, 9(7), e102284-e102284 (2014-07-11)
Despite increased frequencies of neutrophils found in autoimmune diseases such as systemic lupus erythematosus (SLE), how they contribute to disease pathogenesis and the mechanisms that affect the accumulation of neutrophils are poorly understood. The aim of this study was to
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