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440914

Sigma-Aldrich

2,2′-Azobis(2-methylpropionamidine) dihydrochloride

granular, 97%

Synonym(s):
α,α′-Azodiisobutyramidine dihydrochloride, AAPH
Linear Formula:
[=NC(CH3)2C(=NH)NH2]2·2HCl
CAS Number:
Molecular Weight:
271.19
Beilstein:
3718854
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.23

Quality Level

assay

97%

form

granular

t1/2

10 hr(56 °C)

mp

175-177 °C (lit.)

solubility

acetone, dioxane, methanol, ethanol, DMSO and water: soluble

SMILES string

Cl.Cl.CC(C)(\N=N\C(C)(C)C(N)=N)C(N)=N

InChI

1S/C8H18N6.2ClH/c1-7(2,5(9)10)13-14-8(3,4)6(11)12;;/h1-4H3,(H3,9,10)(H3,11,12);2*1H/b14-13+;;

InChI key

LXEKPEMOWBOYRF-QDBORUFSSA-N

Packaging

25, 100 g in poly bottle

Application

Free radical initiator.
Polymerization initiator for acrylic, vinyl and allyl monomers.

Features and Benefits

Undergoes first order decomposition to a cationic radical. Decomposes on exposure to UV. Compatible with cationic surfactants. Decomposition rate is pH dependent

Signal Word

Danger

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1 - Aquatic Chronic 1 - Eye Irrit. 2 - Self-heat. 1 - Skin Sens. 1

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 1

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificate of Analysis

Enter Lot Number to search for Certificate of Analysis (COA).

Certificate of Origin

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Chuan Xiao et al.
European journal of medicinal chemistry, 53, 159-167 (2012-04-24)
A series of 4-methylcoumarin derivatives containing 4,5-dihydropyrazole moiety were synthesized and their antioxidant activities were evaluated in AAPH (2,2'-azobis(2-amidinopropane hydrochloride))-induced oxidation of DNA, and in trapping DPPH (2,2'-diphenyl-1-picrylhydrazyl) and ABTS(+•) (2,2'-azinobis(3-ethylbenzothiazoline-6-sulfonate) cationic radical), respectively. Among coumarin derivatives, 3a-d and 4a-c
Nitya Jani et al.
Journal of pharmacological and toxicological methods, 65(3), 142-146 (2012-04-18)
Radical-induced haemolysis has been employed by many investigators to determine the antioxidant capacity of novel compounds. However the free radical generator 2,2'-azobis (2-amidinopropane) dihydrochloride (AAPH) results in the complete depletion of intracellular reduced glutathione (GSH) in cells that can no
A Nakajima et al.
Analytical and bioanalytical chemistry, 403(7), 1961-1970 (2012-05-01)
The characteristics of the spin-trapping reaction in the oxygen radical absorbance capacity (ORAC)-electron spin resonance (ESR) assay were examined, focusing on the kind of spin traps. 2,2-Azobis(2-amidinopropane) dihydrochloride (AAPH) was used as a free radical initiator. The spin adducts of
Ju-Young Ko et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 52, 113-120 (2012-11-14)
We investigated the effects of bioactive-peptides from hydrolysates of flounder fish muscle (FFM) on antioxidant activity. The hydrolysates were prepared by enzymatic reactions of FFM using eight commercial proteases such as papain, pepsin, trypsin, neutrase, alcalase, kojizyme, protamex, and α-chymotrypsin.
Olivier Mozziconacci et al.
Chemical research in toxicology, 25(9), 1842-1861 (2012-06-21)
Glutathione thiyl radicals (GS(•)) were generated in H(2)O and D(2)O by either exposure of GSH to AAPH, photoirradiation of GSH in the presence of acetone, or photoirradiation of GSSG. Detailed interpretation of the fragmentation pathways of deuterated GSH and GSH

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