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186384

Sigma-Aldrich

N,N-Dimethyl-p-phenylenediamine sulfate salt

98%

Synonym(s):

4-(Dimethylamino)aniline sulfate salt, 4-Amino-N,N-dimethylaniline sulfate salt, DMPPDA

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About This Item

Linear Formula:
(CH3)2NC6H4NH2·H2SO4
CAS Number:
536-47-0
Molecular Weight:
234.27
Beilstein/REAXYS Number:
4612278
EC Number:
208-636-2
MDL number:
MFCD00012992
UNSPSC Code:
12352100
PubChem Substance ID:
24851217
NACRES:
NA.22

assay

98%

form

solid

bp

495 °C (lit.)

mp

200-205 °C (dec.) (lit.)

solubility

water: soluble 50 mg/mL, clear to hazy, colorless to faintly yellow or pink

functional group

amine

SMILES string

OS(O)(=O)=O.CN(C)c1ccc(N)cc1

InChI

1S/C8H12N2.H2O4S/c1-10(2)8-5-3-7(9)4-6-8;1-5(2,3)4/h3-6H,9H2,1-2H3;(H2,1,2,3,4)

InChI key

GLUKPDKNLKRLHX-UHFFFAOYSA-N

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Application

N,N-Dimethyl-p-phenylenediamine sulfate salt was used:
  • to investigate the role of H2S in cardioprotection induced by ischemic preconditioning in rat heart
  • in spectrophotometric determination of gold(III) in gold-pharmaceuticals such as sodium aurothimaleate and auranofin
  • to investigate colonic tissue H2S production using the acetate trapping assay system

pictograms

Skull and crossbones
GHS06

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM6006
BCCK4269
BCCJ3623
BCCJ5764
BCCG1432

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Auranofin ≥98% (HPLC)

Sigma-Aldrich

A6733

Auranofin

Jin-Song Bian et al.
The Journal of pharmacology and experimental therapeutics, 316(2), 670-678 (2005-10-06)
Endogenous H(2)S is synthesized mainly by cystathionine gamma-lyase in the heart. The present study investigated the role of H(2)S in cardioprotection induced by ischemic preconditioning. We have examined the effect of endogenous H(2)S and exogenous application of NaHS (H(2)S donor)
New and sensitive spectrophotometric determination of gold (III) with N, N-dimethyl-p-phenylenediamine and potassium persulfate.
Mori I, et al.
Analytical Letters, 30(5), 953-961 (1997)
Kyle L Flannigan et al.
American journal of physiology. Gastrointestinal and liver physiology, 301(1), G188-G193 (2011-04-09)
Hydrogen sulfide (H(2)S) is an important modulator of many aspects of digestive function, both in health and disease. Colonic tissue H(2)S synthesis increases markedly during injury and inflammation and appears to contribute to resolution. Some of the bacteria residing in
Kraiwan Punyain et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 83(1), 368-378 (2011-09-20)
Organic radical cations form dicationic dimers in solution, observed experimentally as diamagnetic species in temperature-dependent EPR and low temperature UV/Vis spectroscopy. Dimerization of paraphenylenediamine, N,N-dimethyl-paraphenylenediamine and 2,3,5,6-tetramethyl-paraphenylenediamine radical cation in ethanol/diethylether mixture was investigated theoretically according to geometry, energetics and
S Marroquí et al.
Journal of bacteriology, 183(3), 854-864 (2001-02-24)
We isolated a Tn5-induced Rhizobium tropici mutant that has enhanced capacity to oxidize N,N-dimethyl-p-phenylendiamine (DMPD) and therefore has enhanced respiration via cytochrome oxidase. The mutant had increased levels of the cytochromes c(1) and CycM and a small increase in the
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