3-amino-1,2-propanediol

Structural formula
General
Surname	3-amino-1,2-propanediol
other names	3-aminopropane-1,2-diol; APD; 1-aminoglycerol; 1-amino-2,3-propanediol;
Molecular formula	C 3 H 9 NO 2
Brief description	colorless liquid
External identifiers / databases
EC number	210-475-8
ECHA InfoCard	100.009.524
PubChem	73561
ChemSpider	66243
Wikidata	Q27288116
properties
Molar mass	91.11 g mol −1
Physical state	liquid
density	1.175 g cm −3
boiling point	264–265 ° C (985 hPa)
solubility	miscible with water
Refractive index	1.492 (20 ° C)
safety instructions
GHS labeling of hazardous substances danger
H and P phrases	H: 314
	P: 280-305 + 351 + 338-310
	As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions . Refractive index: Na-D line , 20 ° C

3-Amino-1,2-propanediol is a chemical compound from the group of diols .

Extraction and presentation

3-Amino-1,2-propanediol can be obtained by amination of hydroxypropylene oxide or 3-chloro-1,2-propanediol with ammonia .

properties

3-Amino-1,2-propanediol is a viscous, colorless liquid that is miscible with water.

use

3-Amino-1,2-propanediol is used as a starting material for the synthesis of lipid-like compounds for RNA interference (RNAi) therapeutics. It is also used to make cationic α-helical polypeptides and various cationic polymers for gene transfer . It is used in the synthesis of iodixanol , iohexol , iomeprol , iopromide and other non-ionic X-CT contrast media and is used as a starting material in the manufacture of special materials.

Individual evidence

↑ ^a ^b ^c ^d ^e ^f ^g Entry on 3-Amino-1,2-propanediol in the GESTIS substance database of the IFA , accessed on April 21, 2020(JavaScript required) .
↑ ^a ^b ^c data sheet (±) -3-Amino-1,2-propanediol, 97% from AlfaAesar, accessed on April 21, 2020 ( PDF )(JavaScript required) .
↑ ^a ^b Data sheet (±) -3-Amino-1,2-propanediol, 97% from Sigma-Aldrich , accessed on April 21, 2020 ( PDF ).
↑ RC Schreyer: Synthesis of 3-Amino-1,2-propanediol and 2,3-Diamino-1-propanol. In: Journal of the American Chemical Society. 73, 1951, p. 4404, doi : 10.1021 / ja01153a107 .
^ A. Kleemann, J. Engel, B. Kutscher, D. Reichert, Axel Kleemann, Jürgen Engel, Bernhard Kutscher, Dietmar Reichert: Pharmaceutical Substances, 5th Edition, 2009 Syntheses, Patents and Applications of the most relevant APIs . Georg Thieme Verlag, 2014, ISBN 3-13-179525-5 ( limited preview in Google book search).

[GESTIS-1] ↑ ^a ^b ^c ^d ^e ^f ^g Entry on 3-Amino-1,2-propanediol in the GESTIS substance database of the IFA , accessed on April 21, 2020(JavaScript required) .

[Alfa-2] ta sheet (±) -3-Amino-1,2-propanediol, 97% from AlfaAesar, accessed on April 21, 2020 ( PDF )(JavaScript required) .

[Sigma-3] Data sheet (±) -3-Amino-1,2-propanediol, 97% from Sigma-Aldrich , accessed on April 21, 2020 ( PDF ).

[DOI10.1021/ja01153a107-4] RC Schreyer: Synthesis of 3-Amino-1,2-propanediol and 2,3-Diamino-1-propanol. In: Journal of the American Chemical Society. 73, 1951, p. 4404, doi : 10.1021 / ja01153a107 .

[A._Kleemann,_J._Engel,_B._Kutscher,_D._Reichert,_Axel_Kleemann,_Jürgen_Engel,_Bernhard_Kutscher,_Dietmar_Reichert-5] A. Kleemann, J. Engel, B. Kutscher, D. Reichert, Axel Kleemann, Jürgen Engel, Bernhard Kutscher, Dietmar Reichert: Pharmaceutical Substances, 5th Edition, 2009 Syntheses, Patents and Applications of the most relevant APIs . Georg Thieme Verlag, 2014, ISBN 3-13-179525-5 ( limited preview in Google book search).