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Sigma-Aldrich

m-Phenylenediamine dihydrochloride

≥99.0% (AT)

Synonym(s):

1,3-Benzenediamine dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C6H8N2 · 2HCl
CAS Number:
541-69-5
Molecular Weight:
181.06
Beilstein/REAXYS Number:
3911748
EC Number:
208-790-0
MDL number:
MFCD00012975
UNSPSC Code:
12352100
PubChem Substance ID:
57652745
NACRES:
NA.22

Quality Level

100

assay

≥99.0% (AT)

form

powder

SMILES string

Cl.Cl.Nc1cccc(N)c1

InChI

1S/C6H8N2.2ClH/c7-5-2-1-3-6(8)4-5;;/h1-4H,7-8H2;2*1H

InChI key

SVTOYMIYCMHPIV-UHFFFAOYSA-N

Related Categories

Application

m-Phenylenediamine dihydrochloride is used in the synthesis of bis(thiazolidone) and bis(thiohydantoin) derivatives. It can be used to increase the pore size in the fabrication of poly(aniline-co-1,3-phenylenediamine) cryogels.

signalword

Danger

Hazard Classifications

Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Muta. 2 - Skin Sens. 1

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

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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SYNTHESIS OF BIS (THIAZOLIDONE) AND BIS (THIOHYDANTOIN) AND THEIR DERIVATIVES FROM M-PHENYLENEDIAMINE.
ACHARY T E, et al.
Chemischer Informationsdienst, 7(16) (1976)
Effect of 1, 3-phenylenediamine concentration on the properties of poly (aniline-co-1, 3-phenylenediamine) cryogels.
Milakin K A, et al.
Materials Letters (2018)
Ariana Q Farrand et al.
Brain research, 1651, 88-94 (2016-10-30)
Mitochondrial dysfunction has been implicated in the degeneration of dopamine (DA) neurons in Parkinson's disease (PD). In addition, animal models of PD utilizing neurotoxins, such as 6-hydroxydopamine and 1-methyl-4-phenyl-1,2,3,6-tetrahydropyridine, have shown that these toxins disrupt mitochondrial respiration by targeting complex
D M Bortz et al.
Neuropharmacology, 121, 69-78 (2017-04-19)
Cognitive deficits represent core symptoms in schizophrenia (SZ) and predict patient outcome; however, they remain poorly treated by current antipsychotic drugs. Elevated levels of the endogenous alpha7 nicotinic receptor negative allosteric modulator and NMDA receptor antagonist, kynurenic acid (KYNA), are
N Yokdang et al.
British journal of cancer, 104(10), 1628-1640 (2011-04-21)
Human breast carcinoma cells secrete an adenosine 5'-diphosphate transphosphorylase (sNDPK) known to induce endothelial cell tubulogenesis in a P2Y receptor-dependent manner. We examined sNDPK secretion and its effects on human endothelial cells. Nucleoside diphosphate kinase (NDPK) secretion was measured by
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