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D4139

Sigma-Aldrich

N,N-Dimethyl-p-phenylenediamine dihydrochloride

≥99.0% purity (titration), powder

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Synonym(s):
4-Amino-N,N-dimethylaniline dihydrochloride, DMPD · 2HCl, DMPPDA · 2HCl
Linear Formula:
(CH3)2NC6H4NH2 · 2HCl
CAS Number:
536-46-9
Molecular Weight:
209.12
Beilstein:
3913463
EC Number:
208-635-7
MDL number:
MFCD00012991
UNSPSC Code:
12171500
PubChem Substance ID:
24893818
NACRES:
NA.47

Quality Level

200

Assay

≥99.0% (titration)

form

powder

mp

222 °C (dec.) (lit.)

solubility

water: 50 mg/mL, clear

suitability

suitable for peroxidase test

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

Cl[H].Cl[H].CN(C)c1ccc(N)cc1

InChI

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

InChI key

IAEDWDXMFDKWFU-UHFFFAOYSA-N

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Application

N,N-Dimethyl-p-phenylenediamine dihydrochloride (DMPD) has been used in the HID-AB (high iron diamine-alcian blue) staining of intestinal tract samples.

Biochem/physiol Actions

N,N-Dimethyl-p-phenylenediamine dihydrochloride (DMPD) is used for the determination of peroxidase. DMPD is converted into a red pigment of semiquinone nature. It is also used in the HID-AB (high iron diamine-alcian blue) staining procedures, which are used to differentiate between sialomucin and sulfomucin in the gastrointestinal tract.

Caution

Darkens readily when exposed to air.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301 + H311 + H331

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Digestive Disease Pathology (2013)
The distribution of mucous secreting cells in the gastrointestinal tracts of three small rodents from Saudi Arabia: Acomys dimidiatus, Meriones rex and Meriones libycus.
Johnson O, et al.
Acta Histochemica, 118, 118-118 (2016)
Colorimetric analysis with N, N-dimethyl-p-phenylenediamine of the uptake of intravenously injected horseradish peroxidase by various tissues of the rat.
STRAUS W
The Journal of Biophysical and Biochemical Cytology, 4, 541-541 (1958)
A method for serial tissue processing and parallel analysis of aberrant crypt morphology, mucin depletion, and Beta-catenin staining in an experimental model of colon carcinogenesis.
McGinley JN, et al.
Biological Procedures Online, 12, 9032-9032 (2010)
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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