ETHYL NITRATE

US Previously Marketed

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2H5NO3
Molecular Weight	91.066
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCO[N+]([O-])=O

InChI

InChIKey=IDNUEBSJWINEMI-UHFFFAOYSA-N

InChI=1S/C2H5NO3/c1-2-6-3(4)5/h2H2,1H3

HIDE SMILES / InChI

Molecular Formula	C2H5NO3
Molecular Weight	91.066
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16148069

Ethyl nitrate is an inhaled organic nitrate that affects pulmonary vascular tone and may be used as a possible treatment for persistent pulmonary hypertension of the newborn. Ethyl nitrate acts by generating NO, which activates soluble guanylate cyclase to increase intracellular cyclic GMP. This, in turn, leads to a decrease in intracellular calcium and relaxation of the vascular smooth muscle.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Soluble guanylate cyclase 36 Target ID: CHEMBL2111348 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16148069	Activator 1447

Conditions

Condition	Modality	Targets	Highest Phase	Product
Persistent pulmonary hypertension of the newborn 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16148069	Primary		Preclinical	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
A novel inhaled organic nitrate that affects pulmonary vascular tone in a piglet model of hypoxia-induced pulmonary hypertension.	2005-09	16148069

Patents

Sample Use Guides

In Vivo Use Guide

In a preclinical study, swine were treated with 0.0025, 0.025, 0.125, 1.25, 2.5% ethyl nitrate gas.

Route of Administration: Respiratory

In Vitro Use Guide

Rabbit pulmonary artery rings were exposed to phenylephrine to induce contraction and then liquid ethyl nitrate was added to the baths at an initial concentration of 1 nM and then increased 10-fold at a time to a final concentration of 0.1 mM. Dose-dependent relaxation was seen between 0.1 uM and 0.1 mM with pIC50 value of 4.5.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:01:46 GMT 2025` Edited by `admin` on `Mon Mar 31 18:01:46 GMT 2025`
Record UNII	E1ZT886LR5
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

ETHYLUM NITRICUM

Preferred Name

English

ETHYL NITRATE

Systematic Name

English

ETHYL NITRATE [HSDB]

Common Name

English

ETHYLUM NITRICUM [HPUS]

Common Name

English

NSC-8826

Code

English

ETHYL ESTER

Common Name

English

Code System Code Type Description

MESH

C465446