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210218

Sigma-Aldrich

3-(Dimethylamino)-1,2-propanediol

98%

Synonym(s):

(±)-3-(Dimethylamino)-1,2-propanediol, 1,2-Dihydroxy-3-(dimethylamino)propane, Methicol

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About This Item

Linear Formula:
(CH3)2NCH2CH(OH)CH2OH
CAS Number:
623-57-4
Molecular Weight:
119.16
EC Number:
210-802-4
MDL number:
MFCD00004714
UNSPSC Code:
12352100
PubChem Substance ID:
24852622
NACRES:
NA.22

assay

98%

refractive index

n20/D 1.4609 (lit.)

bp

216-217 °C (lit.)

density

1.004 g/mL at 25 °C (lit.)

SMILES string

CN(C)CC(O)CO

InChI

1S/C5H13NO2/c1-6(2)3-5(8)4-7/h5,7-8H,3-4H2,1-2H3

InChI key

QCMHUGYTOGXZIW-UHFFFAOYSA-N

Application

3-(Dimethylamino)-1,2-propanediol was used in the preparation of:
  • synthetic cationic lipid, N-[1-(2,3-dioleyloxy)propyl-N,N,N-trimethylammonium chloride (DOTMA), used in DNA-transfection protocol
  • indane-derived bis(oxazolines)

pictograms

Corrosion
GHS05

signalword

Danger

hcodes

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk_germany

WGK 3

flash_point_f

221.0 °F - closed cup

flash_point_c

105 °C - closed cup

ppe

Faceshields, Gloves, Goggles, type ABEK (EN14387) respirator filter

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An efficient synthesis of indane-derived bis (oxazoline) and its application to hetero Diels-Alder reactions on polymer support.
Kurosu M, et al.
Tetrahedron Letters, 45(1), 145-148 (2004)
P L Felgner et al.
Proceedings of the National Academy of Sciences of the United States of America, 84(21), 7413-7417 (1987-11-01)
A DNA-transfection protocol has been developed that makes use of a synthetic cationic lipid, N-[1-(2,3-dioleyloxy)propyl]-N,N,N-trimethylammonium chloride (DOTMA). Small unilamellar liposomes containing DOTMA interact spontaneously with DNA to form lipid-DNA complexes with 100% entrapment of the DNA, DOTMA facilitates fusion of
Shuo Fang et al.
International journal of pharmaceutics, 493(1-2), 460-465 (2015-08-11)
A novel dual drug-tailed betaine conjugate amphiphile has been firstly synthesized in which the polar headgroup is derived from glycine betaine and the hydrophobic tails are chlorambucil molecules. The newly prepared conjugate undergoes self-assembly to form stable liposome-like nanocapsules as

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