623-57-4

Basic information

• Product Name: 3-Dimethylaminopropane-1,2-diol
• Synonyms: 3-(DIMETHYLAMINO)-1,2-PROPANEDIOL;3-DIMETHYLAMINOPROPANE-1,2-DIOL;N,N-DIMETHYL-3-AMINO-1,2-PROPANEDIOL;N,N-DIMETHYL-2,3-DIHYDROXYPROPYLAMINE;1-Dimethylamino-2,3-propanediol;3-(dimethylamino)-2-propanediol;3-(Dimethylamino)-1,2-Propaned;3-Dimethylamino-1,2-Propanediol（N,N-Dimethyl-3-Amino-1,2-propanediol)
• CAS NO: 623-57-4
• Molecular Formula: C₅H₁₃NO₂
• Molecular Weight: 119.16
• EINECS: 210-802-4
• Product Categories: Amino Alcohols;Organic Building Blocks;Oxygen Compounds
• Mol File: 623-57-4.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 216-217 °C(lit.)
• Flash Point: 221 °F
• Appearance: viscous clear liquid
• Density: 1.004 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.106mmHg at 25°C
• Refractive Index: n20/D 1.4609(lit.)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 14.13±0.20(Predicted)
• Stability: Stable. Incompatible with oxidizing agents, acids.
• CAS DataBase Reference: 3-Dimethylaminopropane-1,2-diol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Dimethylaminopropane-1,2-diol(623-57-4)
• EPA Substance Registry System: 3-Dimethylaminopropane-1,2-diol(623-57-4)

Safety Data

• Hazard Codes: C
• Statements: 34
• Safety Statements: 23-26-27-36/37/39-45
• RIDADR: UN 3267 8/PG 2
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 623-57-4(Hazardous Substances Data)

Usage

Description

3-Dimethylaminopropane-1,2-diol, also known as 3-(Dimethylamino)-1,2-propanediol, is a pale yellow solid with unique chemical properties. It is an organic compound that has found applications in various fields due to its specific characteristics.

Uses

Used in Pharmaceutical Industry:
3-Dimethylaminopropane-1,2-diol is used as a key component in the preparation of synthetic cationic lipids, specifically N-[1-(2,3-dioleyloxy)propyl-N,N,N-trimethylammonium chloride (DOTMA). This cationic lipid is crucial in the DNA-transfection protocol, which is a technique used to introduce foreign genetic material into cells. The application reason is that 3-Dimethylaminopropane-1,2-diol provides the necessary structural framework and charge properties for the efficient delivery of genetic material into target cells.
Used in Chemical Synthesis:
In the field of chemical synthesis, 3-Dimethylaminopropane-1,2-diol is used as a building block for the synthesis of indane-derived bis(oxazolines). These complex organic molecules have potential applications in various industries, including pharmaceuticals and materials science. The application reason is that 3-Dimethylaminopropane-1,2-diol offers a versatile and stable starting point for the creation of more complex molecular structures with specific properties and functions.

InChI:InChI=1/C5H13NO2/c1-6(2)3-5(8)4-7/h5,7-8H,3-4H2,1-2H3/p+1/t5-/m1/s1

Upstream product

• 556-52-5 oxiranyl-methanol 
• 124-40-3 dimethyl amine 
• 96-24-2 3-monochloro-1,2-propanediol 
• 108-01-0 2-(N,N-dimethylamino)ethanol 
• 109-89-7 diethylamine 
• 106-89-8 epichlorohydrin 

Downstream Products

• 42714-35-2 bis-(2,3-dihydroxypropyl)dimethylammonium Chloride 
• 13222-40-7 1-dimethylamino-2,3-epoxypropane 
• 127512-29-2 (+/-)-N,N-dimethyl-N-[2,3-bis(9-(Z)-octadecanoyloxy)propyl]amine 
• 794501-07-8 11-benzylcarbamoylundecanoic acid 2-(11-benzylcarbamoylundecanoyloxy)-3-dimethylaminopropyl ester 
• 104162-47-2 DODMA 
• 830322-74-2 dodecanedioic acid 2-dimethylamino-1-[11-(2-nitrobenzyloxycarbonyl)undecanoyloxymethyl]ethyl ester 2-nitro-benzyl ester 
• 830322-76-4 12-benzyloxydodecanoic acid 2-(12-benzyloxydodecanoyloxy)-3-dimethylaminopropyl ester 
• 926890-44-0 N,N-dimethyl-N-[2-hydroxy-3-succinyloxy(4-cholesteryloxy)propyl]amine 
• 2387-23-7 1,3-Dicyclohexylurea 
• 1003579-63-2 1-(4,4'-dimethoxytrityloxy)-3-dimethylamino-2-propanol 
• 871258-12-7 DlinDMA 
• 1347052-03-2 1,2-di-γ-linolenyloxy-N,N-dimethylaminopropane 
• 1292292-57-9 C₅₁H₈₁NO₈ 
• 1292292-56-8 C₃₉H₅₇NO₈ 

Relevant articles and documents

Interaction of doxorubicin hydrochloride in the presence of, mixed aggregate of ibuprofen sodium and cationic lipid

This research was highlighted the importance of mixed aggregates based on drug-lipid to improve the interaction of one or more drugs in aqueous medium. This mixed aggregate can significantly inhibit the growth of MCF-7 cells, and has great potential for anti-inflammatory and cancer treatment after tumor removal. The cationic lipid (CL) has been synthesized with multistep reaction and is characterized by 1H NMR and mass spectroscopy. CL and ibuprofen (IBF) physiochemical analysis was investigated using surface tension, conductance, dynamic light scattering (DLS), and electron microscope transmission (TEM). The strong synergism between mixed aggregate (LIB) system CL and IBF was observed. The study on UV spectroscopy measured that the LIB mixed aggregate showed optimum binding to doxorubicin hydrochloride (DOX) and the binding constant Log Kb was 6.17 compared to single CL, the Log Kb was 5.83. Binding results indicated that the DOX was more encapsulated in mixed LIB aggregates compared to single CL aggregates. This mixed aggregate LIB has excellent performance in controlling the release of drugs. For single CL aggregate, approximately 62.5percent DOX was released after 72 h (pH = 7.4). However, LIB such as, (0.1αCL+ 0.9αIBF), the release of DOX decreased to 16.08percent. Finally, LIB mixed aggregate applicability has been used to minimize the cytotoxicity of MCF-7 cells, and it has been found that DOX in LIB mixed aggregates has a higher inhibitory effect on cell growth than DOX in CL.

Synthesis of carbamate-linked lipids for gene delivery

Series of lipids 1a-d and 2a,b, with carbamate linkages between hydrocarbon chains and ammonium or tertiary amine head, which were pH sensitive, were synthesized for liposome-mediated gene delivery. The variable length of carbon chains and quaternary ammonium or neutral tertiary amine heads allowed to find the structure-function relationship of how these factors affect cationic lipids on gene delivery performance.

Process for the preparation of glyceraldehyde and derivatives thereof

The invention pertains to a process for the preparation of glyceraldehyde, or an acetal or a hemiacetal thereof, characterized in that 3-butene-1,2-diol is dissolved in a lower alkanol and is subjected to ozonolysis to obtain a 3-hydroperoxy-3-alkoxy-propane-1,2-diol, which is subjected to a reductive treatment to obtain a hemiacetal of glyceraldehyde, which optionally may be converted into glyceraldehyde or an acetal or hemiacetal thereof, and to a process wherein the hemiacetal of glyceraldehyde is converted to a 3-aminopropane-1,2-diol derivative, by subjecting the hemiacetal of glyceraldehyde to a reductive treatment in the presence of ammonia or a primary or secondary amine. Preferably, the hemiacetal of glyceraldehyde is subjected to a reductive treatment in the presence of an amine with the formula R1R2NH, wherein R1 and R2 independently are hydrogen or an alkyl group with 1-18 carbon atoms, or R1 and R2 together with the nitrogen atom to which they are bonded form a 5- or 6-membered ring, to give a compound with the formula R1R2N—CH2—CHOH—CH2OH, wherein R1 and R2 have the previously given meanings