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Details

Stereochemistry ACHIRAL
Molecular Formula C4H9NO2
Molecular Weight 103.1198
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ISOBUTYL NITRITE

SMILES

CC(C)CON=O

InChI

InChIKey=APNSGVMLAYLYCT-UHFFFAOYSA-N
InChI=1S/C4H9NO2/c1-4(2)3-7-5-6/h4H,3H2,1-2H3

HIDE SMILES / InChI

Molecular Formula C4H9NO2
Molecular Weight 103.1198
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
A survey of inhalant use disorders among delinquent youth: prevalence, clinical features, and latent structure of DSM-IV diagnostic criteria.
2009-03-08
Drug-induced hematologic syndromes.
2009
Inactivation of hepatic enzymes by inhalant nitrite--in vivo and in vitro studies.
2007-07-27
Vibrational analysis of n-butyl, isobutyl, sec-butyl and tert-butyl nitrite.
2007-05
Hyperbaric oxygenation in the treatment of life-threatening isobutyl nitrite-induced methemoglobinemia--a case report.
2006-12
Effects of inhalant nitrites on VEGF expression: a feasible link to Kaposi's sarcoma?
2006-09
Correlation between induction of DNA fragmentation in lung cells from rats and humans and carcinogenic activity.
2006-06-16
Effects of repeated in vivo inhalant nitrite exposure on gene expression in mouse liver and lungs.
2006-06
Transient visual loss after amyl Isobutyl nitrite abuse.
2004-12-14
Production of macrophage IL-1beta was inhibited both at the levels of transcription and maturation by caspase-1 following inhalation exposure to isobutyl nitrite.
2004-08-30
Inhaled isobutyl nitrite inhibited macrophage inducible nitric oxide by blocking NFkappaB signaling and promoting degradation of inducible nitric oxide synthase-2.
2004-08
Isobutyl-nitrite-induced methemoglobinemia; treatment with an exchange blood transfusion during hyperbaric oxygenation.
2003-11
Inhalant nitrite exposure alters mouse hepatic angiogenic gene expression.
2003-10-17
[Methemoglobinemia due to ingestion of isobutyl nitrite ('poppers')].
2003-06-07
[Methemoglobinemia due to ingestion of isobutyl nitrite ('poppers')].
2003-03-15
[Methemoglobinemia due to ingestion of isobutyl nitrite ('poppers')].
2003-03-08
[Methemoglobinemia due to ingestion of isobutyl nitrite ('poppers')].
2002-12-07
Cytotoxicity by nitrite inhalants is not related to peroxynitrite formation.
2002-06-07
Systemic biochemical effects of inhaled NO in rats: increased expressions of NOS III, nitrotyrosine-, and phosphotyrosine-immunoreactive proteins in liver and kidney tissues.
2001-12
Inflammatory macrophage nuclear factor-kappaB and proteasome activity are inhibited following exposure to inhaled isobutyl nitrite.
2001-04
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:04:35 GMT 2025
Edited
by admin
on Mon Mar 31 18:04:35 GMT 2025
Record UNII
GW9WAB6QOM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ISOBUTYL NITRITE [HSDB]
Preferred Name English
ISOBUTYL NITRITE
HSDB   MART.   MI  
Systematic Name English
NITROUS ACID 2-METHYLPROPYL ESTER
Systematic Name English
ISOBUTYL NITRITE [MI]
Common Name English
ISOBUTYL NITRITE [IARC]
Common Name English
ISOBUTYL NITRITE [MART.]
Common Name English
Code System Code Type Description
EVMPD
SUB32355
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
SMS_ID
100000124286
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
MERCK INDEX
m6464
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY Merck Index
CAS
542-56-3
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
EPA CompTox
DTXSID3020750
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
PUBCHEM
10958
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
ECHA (EC/EINECS)
208-819-7
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
HSDB
4368
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
MESH
C018086
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
CHEBI
46643
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
WIKIPEDIA
ISOBUTYL NITRITE
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY
FDA UNII
GW9WAB6QOM
Created by admin on Mon Mar 31 18:04:35 GMT 2025 , Edited by admin on Mon Mar 31 18:04:35 GMT 2025
PRIMARY