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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.)

functional group

amine
hydroxyl

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

Signal Word

Danger

Hazard Statements

H314

Hazard Classifications

Eye Dam. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Flash Point(F)

221.0 °F - closed cup

Flash Point(C)

105 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
MKCV9759
MKCW9913
MKCT7740
MKCT1802
MKCR3581

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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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