156868
(+)-N,N′-Diallyltartramide
≥99%
Synonym(s):
N,N′-Diallyl L-tartardiamide, N,N′-Diallyltartramide, DATD
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About This Item
Linear Formula:
[CH(OH)CONHCH2CH=CH2]2
CAS Number:
Molecular Weight:
228.25
UNSPSC Code:
12352002
NACRES:
NA.22
PubChem Substance ID:
EC Number:
261-277-3
Beilstein/REAXYS Number:
1712934
MDL number:
Assay:
≥99%
InChI key
ZRKLEAHGBNDKHM-HTQZYQBOSA-N
InChI
1S/C10H16N2O4/c1-3-5-11-9(15)7(13)8(14)10(16)12-6-4-2/h3-4,7-8,13-14H,1-2,5-6H2,(H,11,15)(H,12,16)/t7-,8-/m1/s1
SMILES string
O[C@H]([C@@H](O)C(=O)NCC=C)C(=O)NCC=C
assay
≥99%
optical activity
[α]20/D +108°, c = 2.4 in H2O
mp
186-188 °C (lit.)
functional group
amide, hydroxyl
Quality Level
Related Categories
General description
(+)-N,N′-Diallyltartramide can be used as a cross-linking agent during the preparation of hydrogels.
Application
(+)-N,N′-Diallyltartramide can be used as a crosslinking agent:
- In the polymerization of soluble polyacrylamide gels for electrophoresis applications.
- In the preparation of hydrogel containing cellulose, which is used as a component of an actuator capable of controlled soil irrigation.
- In the synthesis of dendronized polymers, which are used to prepare hydrogels containing ciprofloxacin for controlled drug release.
Storage Class
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
dust mask type N95 (US), Eyeshields, Gloves
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A novel gel based on an ionic complex from a dendronized polymer and ciprofloxacin: Evaluation of its use for controlled topical drug release
Garcia MC, et al.
Materials Science and Engineering, C, 69(2), 236-246 (2016)
E C Hahn et al.
Journal of virological methods, 15(1), 41-52 (1987-01-01)
The behavior of proteins on acrylamide gels cross-linked with low concentrations of N,N'-diallyltartardiamide (DATD) has been studied from a theoretical and practical point of view. Modifications in methodology and a technique for calculation of apparent molecular weights (MWs) allowed accurate
Electrophoresis and electrofocusing on polyacrylamide gel in the study of native macromolecules.
A Chrambach
Molecular and cellular biochemistry, 29(1), 23-46 (1980-01-16)
Post-synthesis modification of hydrogels. Total and partial rupture of crosslinks: Formation of aldehyde groups and re-crosslinking of cleaved hydrogels.
Wolfel A, et al.
Polymer (2017)
Novel poly (NIPA-co-AAc) functional hydrogels with potential application in drug controlled release.
Cuggino JC, et al.
Molecular Pharmaceutics, 11(7), 2239-2249 (2014)
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