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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:
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.

Signal Word

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 Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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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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