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
SMILES
CCON=O
InChI
InChIKey=QQZWEECEMNQSTG-UHFFFAOYSA-N
InChI=1S/C2H5NO2/c1-2-5-3-4/h2H2,1H3
| 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
| Title | Date | PubMed |
|---|---|---|
| Spin-labeled 1-alkyl-1-nitrosourea synergists of antitumor antibiotics. | 2001 Aug-Oct |
|
| 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 |
|
| Alcohol scavenges nitric oxide in gastric lumen. | 2002 May |
|
| 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 |
|
| Inhaled ethyl nitrite prevents hyperoxia-impaired postnatal alveolar development in newborn rats. | 2007 Aug 1 |
|
| 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 |
|
| The potent vasodilator ethyl nitrite is formed upon reaction of nitrite and ethanol under gastric conditions. | 2008 Aug 15 |
|
| Isomeric recognition by ion/molecule reactions: the ionized phenol-cyclohexadienone case. | 2008 Jan |
|
| Transformation of ethyl alcohol to ethyl nitrite in acidified saliva: possibility of its occurrence in the stomach. | 2008 Jul 15 |
|
| [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
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:57:15 UTC 2023
by
admin
on
Fri Dec 15 15:57:15 UTC 2023
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| Record UNII |
8C7CJ279RV
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| Record Status |
Validated (UNII)
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| Record Version |
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CFR |
21 CFR 172.515
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1921585
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100000080000
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SUB14662MIG
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8C7CJ279RV
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ETHYL NITRITE
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C45678
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416
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C032712
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8C7CJ279RV
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109-95-5
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203-722-6
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CHEMBL1551365
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8026
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C83701
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DTXSID9046574
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m5155
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PRIMARY | Merck Index |
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SUB_CONCEPT->SUBSTANCE |
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