255920
1,1′-(Azodicarbonyl)dipiperidine
99%
Synonym(s):
1,1′-Azobis(N,N-pentamethyleneformamide), ADD, Azodicarboxylic acid dipiperidide, NSC 356027, SR 4077
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5 G
€91.80
25 G
€225.00
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5 G
€91.80
25 G
€225.00
About This Item
Empirical Formula (Hill Notation):
C12H20N4O2
CAS Number:
Molecular Weight:
252.31
Beilstein:
261917
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
Recommended Products
Quality Level
Assay
99%
form
solid
mp
134-136 °C (lit.)
functional group
azo
SMILES string
O=C(\N=N\C(=O)N1CCCCC1)N2CCCCC2
InChI
1S/C12H20N4O2/c17-11(15-7-3-1-4-8-15)13-14-12(18)16-9-5-2-6-10-16/h1-10H2/b14-13+
InChI key
OQJBFFCUFALWQL-BUHFOSPRSA-N
Application
Reactant for preparation of:
Reactant for:
- Polyfluoroalkylated tripyrazolylmethane ligands
- (-)-Hygromycin A via Mitsunobu glycosylation
- Optically active α,α-disubstituted amino acids via Mitsunobu reaction
- Aza-β-lactams through [2+2] cycloaddition reactions
- Glycosyl disulfides
- Pyridine ether PPAR agonists
- S-glycosyl amino acid building blocks for combinatorial neoglycopeptide synthesis
- Histamine H3 receptor antagonists
Reactant for:
- Mitsunobu inversion reactions
Used in a study of the copper-catalyzed addition of aryboronic acids to azodicarboxyl derivatives providing aryl-substituted hydrazides.[1]
Signal Word
Warning
Hazard Statements
Precautionary Statements
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
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Tetrahedron Letters, 34, 1639-1639 (1993)
Dougherty, J.M.; et al.
Tetrahedron, 61, 6218-6218 (2005)
M A Baker et al.
Radiation research, 113(2), 346-355 (1988-02-01)
The mechanism of radiosensitization by diazenedicarboxylic acid bis(N),N-piperidide (SR 4077), a less toxic analog of diamide, was studied using Chinese hamster ovary cells. SR 4077 gave an average SER of 1.58 for postirradiation incubations of 0.5, 1.0, or 2.0 h.
Takeshi Uemura et al.
The Journal of organic chemistry, 70(21), 8631-8634 (2005-10-08)
The addition of arylboronic acids 1 to azodicarboxylates 2 in the presence of a catalytic amount of a copper salt under mild reaction conditions gives aryl-substituted hydrazines 3 in high yields. The reaction is tolerant of a wide variety of
E A Bump et al.
International journal of radiation oncology, biology, physics, 29(2), 249-253 (1994-05-15)
To determine whether biological effects of radiation, such as apoptosis, that differ from classical clonogenic cell killing, can be modified with agents that would not be expected to modify classical clonogenic cell killing. This would expand the range of potential
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