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Sigma-Aldrich

Azodicarboxylic dimorpholide

≥98.0% (N)

Synonym(s):

Azodicarboxylic bismorpholide

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About This Item

Empirical Formula (Hill Notation):
C10H16N4O4
CAS Number:
Molecular Weight:
256.26
Beilstein:
1013753
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

≥98.0% (N)

form

solid

mp

141-143 °C

functional group

azo
ether

SMILES string

O=C(\N=N\C(=O)N1CCOCC1)N2CCOCC2

InChI

1S/C10H16N4O4/c15-9(13-1-5-17-6-2-13)11-12-10(16)14-3-7-18-8-4-14/h1-8H2/b12-11+

InChI key

CHAMTJKQPOMXTI-VAWYXSNFSA-N

General description

Azodicarboxylic dimorpholide is a yellow to dark yellow powder or crystals

Application

Azodicarboxylic dimorpholide has been used in the galanthamine ring system reaction that utilizes an intramolecular Heck reaction to establish the benzofuran ring system. Galanthamine exhibits potent acetylcholinesterase inhibitory activity and is important in the management of Alzheimer′s disease.

Other Notes

Reagent for the formation of symmetric and unsymmetric disulfides in polar solvents (e.g. water)

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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L. Moroder et al.
Hoppe-Seyler'S Zeitschrift fur Physiologische Chemie, 370, 365 -365 (1989)
A general approach to the galanthamine ring system.
Parsons PJ, et al.
Tetrahedron Letters, 42(11), 2209- 2211 (2001)

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