All Photos(2)
Synonym(s):
2,2′-[(1-Methylethylidene)bis(oxy)]bis(ethanamine), 2,2-Di(2-aminoethoxy)propane, Diamino ketal
Empirical Formula (Hill Notation):
C7H18N2O2
CAS Number:
Molecular Weight:
162.23
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23
Recommended Products
Assay
≥98%
form
liquid
refractive index
n20/D 1.458
bp
202-214/760 mmHg
density
1.018 g/mL at 25 °C
SMILES string
CC(C)(OCCN)OCCN
InChI
1S/C7H18N2O2/c1-7(2,10-5-3-8)11-6-4-9/h3-6,8-9H2,1-2H3
InChI key
YDMYVTCIPQGGPB-UHFFFAOYSA-N
Related Categories
General description
2,2-Bis(aminoethoxy)propane is an acid degradable amine monomer that can be used as a ketal containing cross-linker. It is a pH sensitive molecule that is used in the synthesis of polyurea and polyurethane.
Application
2,2-Bis(aminoethoxy)propane can be used in the preparation of biocompatible polymeric materials for the development of controlled drug delivery systems.
This homobifunctionalized amino ketal is primarily used in crosslinking cell lysate (linking polypeptides whose lysine side chains are nearest to each other). Primary amines commonly conjugate through acylation or alkylation of isothiocyanates; isocyanates; acyl azides; NHS esters; sulfonyl chlorides; aldehydes; carbonates; aryl halides; imidoesters; carbodiimides; anhydrides; and fluorophenyl esters. This diamine can also crosslink epoxies.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
224.0 °F
Flash Point(C)
106.67 °C
Certificates of Analysis (COA)
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Controlled delivery of plasmid DNA and siRNA to intracellular targets using ketalized polyethylenimine
Shim MS and Kwon YJ
Biomacromolecules, 9(2), 444-455 (2008)
Ketal cross-linked poly (ethylene glycol)-poly (amino acid) s copolymer micelles for efficient intracellular delivery of doxorubicin
Lee SJ, et al.
Biomacromolecules, 12(4), 1224-1233 (2011)
Maria C Arno et al.
Biomaterials, 180, 184-192 (2018-07-27)
The physical properties of cyclic and linear polymers are markedly different; however, there are few examples which exploit these differences in clinical applications. In this study, we demonstrate that self-assemblies comprised of cyclic-linear graft copolymers are significantly more stable than
Acid degradable cross-linked micelles for the delivery of cisplatin: a comparison with nondegradable cross-linker
Huynh VT, et al.
Chemistry of Materials, 24(16), 3197-3211 (2012)
Fully acid-degradable biocompatible polyacetal microparticles for drug delivery
Paramonov SE, et al.
Bioconjugate Chemistry, 19(4), 911-919 (2008)
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