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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:
Molecular Weight:
210.23
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

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

Signal Word

Warning

Hazard Statements

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

Certificates of Analysis (COA)

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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
A M Sarrif et al.
Mutation research, 321(1-2), 43-56 (1994-04-01)
Benomyl (methyl [1-[(butylamino)carbonyl]-1H-benzimidazol-2- yl]carbamate) and its major metabolite carbendazim (methyl 2-benzimidazolecarbamate) are major agricultural systemic fungicides. These compounds inhibit fungal microtubular function and thereby cause nondisjunction of chromosomes at cell division. Several investigators have proposed that these compounds can also
E D Wagner et al.
Mutation research, 372(1), 65-74 (1996-11-11)
2,3-Diaminophenazine (DAP) and 2-amino-3-hydroxyphenazine (AHP) are products generated from oxidative-type phenylenediamine hair dyes and are also present in pesticide formulations as contaminants. Earlier studies demonstrated that DAP and AHP were mutagenic in Salmonella typhimurium strains after mammalian microsomal activation. Plant
T Watanabe et al.
Mutation research, 244(4), 303-308 (1990-08-01)
Four commercial oxidative-type hair dye formulations, A, B, C, and D, were treated with hydrogen peroxide (H2O2) to simulate normal conditions of use, and the oxidized hair dyes were tested for their mutagenicity in Salmonella typhimurium TA98 in the presence
T Soulis et al.
Diabetologia, 42(4), 472-479 (1999-05-07)
Previous studies in our laboratory have shown that the vascular changes in diabetes include hypertrophy of the mesenteric vasculature and that this process can be attenuated by the inhibition of advanced glycation with aminoguanidine. Since aminoguanidine can also act as

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