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301787

Sigma-Aldrich

2,2′-Dihydroxyazobenzene

97%

Synonym(s):

2,2′-Azodiphenol

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About This Item

Linear Formula:
HOC6H4N=NC6H4OH
CAS Number:
2050-14-8
Molecular Weight:
214.22
EC Number:
218-082-3
MDL number:
MFCD00002182
UNSPSC Code:
12352100
PubChem Substance ID:
24858211
NACRES:
NA.22

Assay

97%

form

powder

mp

173-175 °C (lit.)

SMILES string

Oc1ccccc1\N=N\c2ccccc2O

InChI

1S/C12H10N2O2/c15-11-7-3-1-5-9(11)13-14-10-6-2-4-8-12(10)16/h1-8,15-16H/b14-13+

InChI key

JFEVWPNAOCPRHQ-BUHFOSPRSA-N

General description

2,2′-Dihydroxyazobenzene is a small molecule inhibitor of ADP ribosyl cyclase and it attenuates angiotensin (Ang) II-induced hypertrophic responses. 2,2′-Dihydroxyazobenzene is formed during the oxidation of diclofenac by myeloperoxidase/hydrogen peroxide.

Application

2,2′-Dihydroxyazobenzene was used as complexing reagent in determination of aluminum in human serum by ion-pair reversed-phase partition HPLC.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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)

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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Dylan I Mori et al.
Advanced materials interfaces, 7(15) (2021-02-13)
Strategies to engineer surfaces that can enable the selective inhibition of bacterial pathogens while preserving beneficial microbes can serve as tools to precisely edit the microbiome. In the oral microbiome, this selectivity is crucial in preventing the proliferation of cariogenic
E Kaneko et al.
Analytical chemistry, 63(20), 2219-2222 (1991-10-15)
An ion-pair reversed-phase partition high-performance liquid chromatography-spectrophotometric method is described for the determination of aluminum in human serum, based on its complexation with 2,2'-dihydroxyazobenzene. The chelate is separated on C18-bonded silica packing by using an aqueous methanol mobile phase containing
G Miyamoto et al.
Chemical research in toxicology, 10(4), 414-419 (1997-04-01)
Diclofenac is associated with a low, but significant, incidence of hepatotoxicity and bone marrow toxicity. It has been suggested that this could be due to a reactive acyl glucuronide. An alternative hypothesis is that an oxidative reactive metabolite could be
Rukhsana Gul et al.
Cardiovascular research, 81(3), 582-591 (2008-08-23)
Here, we report the discovery of a small molecule inhibitor, 2,2'-dihydroxyazobenzene (DAB), of ADP ribosyl cyclase (ADPR-cyclase) and showed that this inhibitor attenuated angiotensin (Ang) II-induced hypertrophic responses. and results The intracellular concentration of free Ca(2+) [Ca(2+)](i) in adult rat

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