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

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

Uses

Used in Pharmaceutical Industry:
Aminoethyl nitrate is used as a vasodilator for the treatment of heart conditions such as angina. It functions by releasing nitric oxide, which relaxes and dilates blood vessels, thereby increasing blood flow and reducing blood pressure. Due to its potential side effects, its application in this industry is subject to strict regulation and careful consideration of dosage and administration methods.

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

Upstream product

• 141-43-5 ethanolamine 

Downstream Products

• 1415982-89-6 (4''-trifluoromethylphenyl)-{3-[1'-(2'''-nitroxyethylamino)propenyl]-1,2,4-thiadiazol-5-yl}amine 
• 1415982-90-9 (4''-chlorophenyl)-{3-[1'-(2'''-nitroxyethyl-amino)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 
• 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 
• 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 
• 65141-47-1 N-(2-nitroxyethyl)isonicotinamide 

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.

Nitrate-containing dihydromyricetin derivative as well as preparation method and application thereof

The invention discloses a nitrate-containing dihydromyricetin derivative or pharmaceutically acceptable hydrates and salts thereof. The nitrate-containing dihydromyricetin derivative comprises a stereoisomer or a tautomer. The nitrate-containing dihydromyricetin derivative disclosed by the invention has an antiviral effect and can be applied to antiviral drugs for treating. The invention discloses a preparation method of the nitrate-containing dihydromyricetin derivative.

NO donors. Part 16: Investigations on structure-activity relationships of organic mononitrates reveal 2-nitrooxyethylammoniumnitrate as a high potent vasodilator

The vasoactive properties of 14 organic mononitrates were investigated in vitro using PGF2α-precontracted porcine pulmonary arteries. A surprisingly wide range of vasorelaxant potencies was observed (pD2: 3.36-7.50). Activities showed to be highly sensitive to the molecular structure and the substituents at the molecular carrier of the nitrate group. A correlation between lipophilicity and vasorelaxant potency could not be recognized. 2-Nitrooxyethylammoniumnitrate (1) was found to be slightly superior to the high potency trinitrate GTN.

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.