646-02-6

Basic information

• Product Name: Aminoethyl nitrate
• Synonyms: Aminoethyl nitrate;2-Aminoethanol nitrate;2-aminoethyl nitrate;2-azanylethyl nitrate;nitric acid 2-aminoethyl ester
• CAS NO: 646-02-6
• Molecular Formula: C₂H₆N₂O₃
• Molecular Weight: 106.08064
• Mol File: 646-02-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 164.1°C at 760 mmHg
• Flash Point: 53°C
• Appearance: /
• Density: 1.257g/cm³
• Vapor Pressure: 2mmHg at 25°C
• Refractive Index: 1.448
• PKA: 6.59±0.10(Predicted)
• CAS DataBase Reference: Aminoethyl nitrate(CAS DataBase Reference)
• NIST Chemistry Reference: Aminoethyl nitrate(646-02-6)
• EPA Substance Registry System: Aminoethyl nitrate(646-02-6)

Safety Data

• Hazardous Substances Data: 646-02-6(Hazardous Substances Data)

Usage

General Description

Aminoethyl nitrate is a chemical compound that belongs to the family of organic nitrates. It is an organic nitrate ester derived from the reaction between nitric acid and aminoethanol. Aminoethyl nitrate is primarily used in the production of pharmaceuticals, particularly as a vasodilator to widen blood vessels, and as a potential treatment for heart conditions such as angina. It works by releasing nitric oxide in the bloodstream, which relaxes and dilates blood vessels, leading to increased blood flow and decreased blood pressure. However, due to its potential for causing headaches, dizziness, and other side effects, its use is limited and carefully regulated. Additionally, it is important to handle and store aminoethyl nitrate with caution due to its explosive and potentially hazardous nature.

InChI:InChI=1/C2H6N2O3/c3-1-2-7-4(5)6/h1-3H2

Upstream product

• 141-43-5 ethanolamine 

Downstream Products

• 65141-47-1 N-(2-nitroxyethyl)isonicotinamide 
• 1006865-91-3 tert-butyl (3R,4R,5S)-4-{4-[3-(2-chlorophenoxy)-propoxy]phenyl}-3-[4-(3-methoxypropyl)-3,4-di-hydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-5-[(2-nitrooxyethylcarbamoyl)methoxy]piperidine-1-carboxylate 
• 1006865-97-9 tert-butyl (2S,4R,5R)-4-(4-methoxyphenyl)-5-[4-(3-methoxypropyl)-3,4-dihydro-2H-benzo[1,4]oxazin-6-ylmethoxy]-2-[2-methyl-2-(2-nitrooxyethyl-carbamoyl)propyl]piperidine-1-carboxylate 
• 1415982-90-9 (4''-chlorophenyl)-{3-[1'-(2'''-nitroxyethyl-amino)propenyl]-1,2,4-thiadiazol-5-yl}amine 
• 1415982-89-6 (4''-trifluoromethylphenyl)-{3-[1'-(2'''-nitroxyethylamino)propenyl]-1,2,4-thiadiazol-5-yl}amine 
• 1013922-76-3 tert-butyl [(1S,2S,4S)-2-hydroxy-1-{(S)-2-[4-methoxy-3-(3-methoxypropoxy)benzyl]-3-methylbutyl}-5-methyl-4-(2-nitrooxyethylcarbamoyl)hexyl]carbamate 

Relevant articles and documents

Synthesis and collateral dilator activity of nitroxyalkylamides having direct or latent sulfhydryl moieties

To develop an orally active, long-acting nitrate that does not induce tolerance, nitroxyalkyl compounds were prepared and their activities evaluated by the use of carotid collaterals in anesthetized dogs. A compound having a favorable pharmacological profile, that is, long-lasting collateral vasodilatation and little hypotension, and lack of nitrate tolerance, was chosen for further evaluation.

Synthesis of new nitroxyalkylamides as potential prototypes of hybrid nonsteroidal anti-inflammatory drugs containing NO-donating fragment

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Study on organic nitrates. Part VII. New nitrate derivatives of 6-oxo-1,2,3,4-tetrahydro-6H-pyrimido [2,1-b] quinazoline. Potential NO donors

A series of potential NO donors derivatives of 6-oxo-1,2,3,4-tetrahydro-6H-pyrimido[2,1-b]quinazoline with the structure of organic nitrates was obtained. They were tested in vitro potentiometrically in the reaction with sulfhydryl compound L-cysteine hydrochloride monohydrate.