3-Amino-1,2-propanediol

3-Amino-1,2-propanediol

Product Introduction

3-Amino-1,2-propanediol Basic information
Product Name: 3-Amino-1,2-propanediol
Synonyms: 3-Aminopropane-1,2-diol 99%;3-AMINO-1,2-PROPANEDIOL 98%;Aminopropylene glycol;1-Amino-2,3-dihydroxypropane;Isoserinol;Glycerol α-monoamine;3-Amino-1,2-propanediol,98%;3-Amino-1,2-propanediol (Isoserinol)
CAS: 616-30-8
MF: C3H9NO2
MW: 91.11
EINECS: 210-475-8
Product Categories: API;Alcohols and Derivatives;Amino Alcohols;Organic Building Blocks;Oxygen Compounds;616-30-8
Mol File: 616-30-8.mol
3-Amino-1,2-propanediol Structure
 
3-Amino-1,2-propanediol Chemical Properties
Melting point 55-57 °C
Boiling point 264-265 °C739 mm Hg(lit.)
density 1.175 g/mL at 25 °C(lit.)
vapor pressure <1 hPa (20 °C)
refractive index n20/D 1.492(lit.)
Fp >230 °F
storage temp. Store below +30°C.
solubility >1000g/l soluble
form liquid (highly viscous)
pka 12.11±0.35(Predicted)
color Clear colorless to pale yellow
Specific Gravity 1.175
PH 11 (100g/l, H2O, 20℃)
Water Solubility soluble
Sensitive Hygroscopic
BRN 1719121
InChIKey KQIGMPWTAHJUMN-UHFFFAOYSA-N
LogP -2.079 (est)
CAS DataBase Reference 616-30-8(CAS DataBase Reference)
NIST Chemistry Reference 3-Amino-1,2-propanediol(616-30-8)
EPA Substance Registry System 1,2-Propanediol, 3-amino- (616-30-8)
 
Safety Information
Hazard Codes C,Xi
Risk Statements 34-36/37/38
Safety Statements 26-36/37/39-45-36
RIDADR UN 2735 8/PG 2
WGK Germany 2
RTECS TY2800000
F 10-21
Hazard Note Corrosive
TSCA Yes
HazardClass 8
PackingGroup III
HS Code 29221980
Toxicity LD50 orally in Rabbit: 7500 mg/kg
 
MSDS Information
Provider Language
1-Amino-2,3-propanediol English
SigmaAldrich English
ACROS English
ALFA English
 
3-Amino-1,2-propanediol Usage And Synthesis
Description 3-Amino-1,2-propanediol (APD) is a calcium metabolism regulator useful in the treatment of Paget's disease, tumor-induced hypercalcemia and other bone disorders involving increased osteoclastic activity.
Chemical Properties 3-Amino-1,2-propanediol is a very viscous transparent colorless to pale yellow liquid with a melting point of 55-57 °C and a boiling point of 264-265 °C. The density at 25 °C is 1.175 g/mL. soluble in water.
Originator Henkel (W. Germany)
Uses 3-Amino-1,2-propanediol is used in the preparation of iohexol, which is a X-CT non-ionic contrast medium. It acts as a starting material in the production of specialty materials.
Application 3-Amino-1,2-propanediol is used as a reactant in the synthesis of lipid-like delivery molecules(lipidoids) for RNA interference (RNAi) therapeutics. It is also used in the synthesis of the bioactive template to prepare cationic α-helical polypeptides and various cationic polymers for gene delivery. It is also used in the synthesis of Decarbazolyl Carvedilol (D212720), a metabolite of Carvedilol (C184625) found in humans, rats, dogs and mice.
Preparation 3-Amino-1,2-propanediol is synthesized by reacting 3-chloro-1,2-propanediol (CPD) with ammonia in alkaline environment by adding sodium hydroxide. Afterwards, the product undergoes a series of purification steps.
Application 3-Amino-1,2-propanediol is used as a chiral selector ligand, used subsequently for a nucleophilic substitution with the dimethoxytrityl (DMT)-protected.
Brand name Aminomux
General Description 3-Amino-1,2-propanediol is a chiral glycerol derivative. It could used as a hydrogen bond donor in the design of a new deep eutectic solvent which have emerged as a suitable alternative to VOCs (volatile organic compounds) for diverse practical applications including, among others, drug delivery, electrochemistry, material design, extractions and, of course, organic reactions, alone or together twith other sustainable reaction-media[1]. It can also used as a core present in antiviral compounds to skeleton to design a novel class of anti-adenovirus agents[2].
Hazard 3-Amino-1,2-propanediol is Danger.
H314 (93.33%): Causes severe skin burns and eye damage [Danger Skin corrosion/irritation]
H318 (56.36%): Causes serious eye damage [Danger Serious eye damage/eye irritation]
Safety Profile Poison by intraperitoneal route.Moderately toxic by ingestion. When heated todecomposition it emits toxic fumes of NOx.
storage 3-Amino-1,2-propanediol absorbs moisture and needs to be kept in a container sealed. Store in cool, dry conditions in well-sealed containers.
References [1] Antenucci A, et al. Design of a New Chiral Deep Eutectic Solvent Based on 3-Amino-1,2-propanediol and Its Application in Organolithium Chemistry. Molecules, 2022; 27.
[2] Mazzotta S, et al. Design, synthesis and in vitro biological evaluation of a novel class of anti-adenovirus agents based on 3-amino-1,2-propanediol. Bioorganic Chemistry, 2021; 114: 105095.
 
3-Amino-1,2-propanediol Preparation Products And Raw materials
Raw materials Methanol-->Potassium hydroxide-->Ammonium hydroxide-->Epichlorohydrin-->3-Chloro-1,2-propanediol
 

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