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3-Amino-1,2-propanediol

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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
pka12.11±0.35(Predicted)
form liquid (highly viscous)
color Clear colorless to pale yellow
Specific Gravity1.175
PH11 (100g/l, H2O, 20℃)
Water Solubility soluble
Sensitive Hygroscopic
BRN 1719121
Cosmetics Ingredients FunctionsBUFFERING
InChI1S/C3H9NO2/c4-1-3(6)2-5/h3,5-6H,1-2,4H2
InChIKeyKQIGMPWTAHJUMN-UHFFFAOYSA-N
SMILESNCC(O)CO
LogP-2.079 (est)
CAS DataBase Reference616-30-8(CAS DataBase Reference)
NIST Chemistry Reference3-Amino-1,2-propanediol(616-30-8)
EPA Substance Registry System1,2-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
10-21
Hazard Note Corrosive
TSCA TSCA listed
HazardClass 8
PackingGroup III
HS Code 29221980
Storage Class8A - Combustible corrosive hazardous materials
Hazard ClassificationsSkin Corr. 1B
ToxicityLD50 orally in Rabbit: 7500 mg/kg
MSDS Information
ProviderLanguage
1-Amino-2,3-propanediol English
SigmaAldrich English
ACROS English
ALFA English
3-Amino-1,2-propanediol Usage And Synthesis
Description3-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 Properties3-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.
OriginatorHenkel (W. Germany)
Uses3-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.
Application3-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.
Preparation3-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.
Application3-Amino-1,2-propanediol is used as a chiral selector ligand, used subsequently for a nucleophilic substitution with the dimethoxytrityl (DMT)-protected.
Brand nameAminomux
General Description3-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].
Hazard3-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 ProfilePoison by intraperitoneal route.Moderately toxic by ingestion. When heated todecomposition it emits toxic fumes of NOx.
Synthesis
3-Chloro-1,2-propanediol

96-24-2

3-Amino-1,2-propanediol

616-30-8

The synthesis of 3-amino-1,2-propanediol (APD) was carried out in a microreactor using 3-chloro-1,2-propanediol (1-CPD, 99% purity, aqueous solution, flow rate of 3.0 mL/min) as raw material. The reaction system was simultaneously injected with NaOH solution (10% concentration, flow rate 11.6 mL/min) and NH3 solution (25% concentration, flow rate 56.4 mL/min). The reaction process was divided into two phases: the first phase was carried out in the first and second reaction chambers with a residence time of 2.87 min, which mainly produced glycidol; the second phase was carried out in the fourth to tenth reaction chambers with a residence time of 21.1 min, which completed the ammonolysis reaction. The total residence time was 23.98 minutes. The reaction temperature was controlled at 42°C for the first stage and 18°C for the second stage. The products were collected in a Teflon tube collection component at ambient temperature (~22°C). Samples were taken 50 minutes from the start of the reaction, and the yield of APD was 67.4% (% area) based on the 1-CPD feed.

storage3-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 materialsMethanol-->Potassium hydroxide-->Ammonium hydroxide-->Epichlorohydrin-->3-Chloro-1,2-propanediol-->DL-GLYCERALDEHYDE-->Ammonia-->Sodium hydroxide
Tag:3-Amino-1,2-propanediol(616-30-8) Related Product Information
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