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661376

Sigma-Aldrich

2,3-Diaminophenazine

90%

Synonym(s):

2,3-Phenazinediamine

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About This Item

Empirical Formula (Hill Notation):
C12H10N4
CAS Number:
655-86-7
Molecular Weight:
210.23
EC Number:
211-512-0
MDL number:
MFCD00160693
UNSPSC Code:
12352100
PubChem Substance ID:
24884527
NACRES:
NA.22

Assay

90%

form

solid

mp

>300 °C

SMILES string

Nc1cc2nc3ccccc3nc2cc1N

InChI

1S/C12H10N4/c13-7-5-11-12(6-8(7)14)16-10-4-2-1-3-9(10)15-11/h1-6H,13-14H2

InChI key

VZPGINJWPPHRLS-UHFFFAOYSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302,H315,H319,H335

Hazard Classifications

Acute Tox. 4 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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T Watanabe et al.
Mutation research, 245(1), 15-22 (1990-09-01)
The mutagenicity of o- and m-phenylenediamine (PD) was remarkedly enhanced by oxidation; their major mutagenic oxidation products were 2,3- and 2,7-diaminophenazine, respectively. In order to evaluate the modulation effect of p-PD on the oxidation of m- or o-PD, p-PD and
Patty K-L Fu et al.
Photochemistry and photobiology, 81(1), 89-95 (2004-10-21)
Aromatic amines, such as o-phenylenediamine (OPD), have been used extensively in commercial hair dyes and in the synthesis of agricultural pesticides. Air oxidation of OPD results in the formation of 2,3-diaminophenazine (DAP). Although the mutagenic toxicity of DAP has been
G Grosa et al.
Xenobiotica; the fate of foreign compounds in biological systems, 34(4), 345-352 (2004-07-23)
1. The results of an in vitro study of the metabolism of benzofuroxan using either cytosolic or microsomal fractions obtained from rat liver are reported. 2. Benzofuroxan was incubated with an appropriate volume of cytosol or microsomal suspension; control incubations
R P Doyle et al.
Acta crystallographica. Section C, Crystal structure communications, 57(Pt 1), 104-105 (2001-02-15)
The planar electron-rich heterocyclic diamine 2,3-diaminophenazine (DAP), C12H10N4, is of particular interest to both chemists and biochemists because of its rich organic chemistry and intense luminescence. In this paper, we report the first structure of DAP in its non-protonated form
P S Oturai et al.
Metabolism: clinical and experimental, 49(8), 996-1000 (2000-08-23)
The accelerated formation of advanced glycation end-products (AGEs) due to elevated glycemia has repeatedly been reported as a central pathogenic factor in the development of diabetic microvascular complications. The effects of a novel inhibitor of AGE formation, NNC39-0028 (2,3-diaminophenazine), and
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