U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C2H5NO2
Molecular Weight 75.0666
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYL NITRITE

SMILES

CCON=O

InChI

InChIKey=QQZWEECEMNQSTG-UHFFFAOYSA-N
InChI=1S/C2H5NO2/c1-2-5-3-4/h2H2,1H3

HIDE SMILES / InChI

Molecular Formula C2H5NO2
Molecular Weight 75.0666
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Ethyl nitrite is an alkyl nitrite and the main ingredient in a traditional ethanol-based South African remedy for colds and flu known as Witdulsies and sold in pharmacies. It is known as a traditional Afrikaans remedy and may have Dutch roots, as the same remedy is apparently made by the Germano-Dutch Amish people in the USA. However FDA has blocked over-the-counter sales of this same remedy, known in the USA as sweet nitrite or sweet spirit of nitre since 1980. Ethyl nitrite use has been associated with fatal methemoglobinemia and severe anoxic metabolic acidosis in infant

Approval Year

PubMed

PubMed

TitleDatePubMed
Preparation and properties of S-nitroso-L-cysteine ethyl ester, an intracellular nitrosating agent.
2001 Jun 7
Inhaled ethyl nitrite gas for persistent pulmonary hypertension in infants.
2002 Dec 21-28
Inhaled ethyl nitrite gas for persistent pulmonary hypertension of the newborn.
2002 Jul 13
The combined solid/solution-phase synthesis of nitrosamines: the evolution of the "libraries from libraries" concept.
2003 Jan 10
Fourier transform infrared-probed O(3P) microreactor: demonstration with ethylene reactions in argon matrix.
2004 Oct
Formation of ethyl nitrite in vivo after ethanol administration.
2004 Oct-Nov
A method to attenuate pneumoperitoneum-induced reductions in splanchnic blood flow.
2005 Feb
Inclusion of an S-nitrosylating agent in the insufflating gas does not alter gastric activity in rats following pneumoperitoneum.
2007 Aug
Efficacy of ethyl nitrite in reversing surgical vasospasm.
2007 Jul
Ab initio, density functional theory, and continuum solvation model prediction of the product ratio in the S(N)2 reaction of NO2(-) with CH3CH2Cl and CH3CH2Br in DMSO solution.
2007 Oct 11
[Effect of ethyl nitrite versus inhaled nitric oxide in a rat model of acute pulmonary hypertension].
2008 Jun
Bench-to-bedside review: Inhaled nitric oxide therapy in adults.
2009
Sildenafil attenuates pulmonary inflammation and fibrin deposition, mortality and right ventricular hypertrophy in neonatal hyperoxic lung injury.
2009 Apr 29
Inclusion of a nitric oxide congener in the insufflation gas repletes S-nitrosohemoglobin and stabilizes physiologic status during prolonged carbon dioxide pneumoperitoneum.
2009 Dec
Protection from lipopolysaccharide-induced lung injury by augmentation of airway S-nitrosothiols.
2009 Jul 1
Nitric oxide and pulmonary hypertension.
2010 Jan
Pathological basis of symptoms and crises in sickle cell disorder: implications for counseling and psychotherapy.
2010 Jan 26
Transport rather than diffusion-dependent route for nitric oxide gas activity in alveolar epithelium.
2010 Jul 15
Formation of nitric oxide, ethyl nitrite and an oxathiolone derivative of caffeic acid in a mixture of saliva and white wine.
2010 Mar
Anesthetic experience of methemoglobinemia detected during general anesthesia for gastrectomy of advanced gastric cancer -A case report-.
2010 Nov
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 15:57:15 GMT 2023
Edited
by admin
on Fri Dec 15 15:57:15 GMT 2023
Record UNII
8C7CJ279RV
Record Status Validated (UNII)
Record Version
  • Download
Related Record Type
Name Type Language
ETHYL NITRITE
FHFI   HSDB   MART.   MI  
Systematic Name English
NITRI SPIRITUS DULCIS
HPUS  
Common Name English
ETHYL NITRITE [MI]
Common Name English
ETHYL NITRITE [MART.]
Common Name English
NITROUS ETHER SPIRIT
WHO-DD  
Common Name English
NITRI SPIRITUS DULCIS [HPUS]
Common Name English
SPIRIT OF ETHYL NITRITE
Common Name English
ETHYL NITRITE [FHFI]
Common Name English
Nitrous ether spirit [WHO-DD]
Common Name English
FEMA NO. 2446
Code English
ETHYL NITRITE [HSDB]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 172.515
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
Code System Code Type Description
RXCUI
1921585
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
SMS_ID
100000080000
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
EVMPD
SUB14662MIG
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
DAILYMED
8C7CJ279RV
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
WIKIPEDIA
ETHYL NITRITE
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
NCI_THESAURUS
C45678
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
CONCEPT Industrial Aid
HSDB
416
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
MESH
C032712
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
FDA UNII
8C7CJ279RV
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
CAS
109-95-5
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
ECHA (EC/EINECS)
203-722-6
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
ChEMBL
CHEMBL1551365
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
PUBCHEM
8026
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
NCI_THESAURUS
C83701
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
EPA CompTox
DTXSID9046574
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY
MERCK INDEX
m5155
Created by admin on Fri Dec 15 15:57:15 GMT 2023 , Edited by admin on Fri Dec 15 15:57:15 GMT 2023
PRIMARY Merck Index
Related Record Type Details
SUB_CONCEPT->SUBSTANCE