Page last updated: 2024-12-05

isoamyl nitrite

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

isoamyl nitrite : A nitrite ester having isopentyl as the alkyl group. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID8053
CHEMBL ID1535371
CHEBI ID2691
SCHEMBL ID23785
MeSH IDM0140593

Synonyms (85)

Synonym
LS-13086
3-methylbutanol nitrite
nitrous acid, 3-methylbutyl ester
nci-c50179
3-methylbutyl nitrite
aspiral
nitrous acid, isopentyl ester
wln: ono2y
nsc-7903
isopentyl nitrite
vaporole
amilnitrite
isopentyl alcohol, nitrite
nsc7903
inchi=1/c5h11no2/c1-5(2)3-4-8-6-7/h5h,3-4h2,1-2h
NCGC00091066-01
ccris 1098
amyl nitrite [usan]
hsdb 606
brn 0969510
pentanoli nitris
amyl nitrite (van)
einecs 203-770-8
ai3-25183
nitramyl (van)
nsc 7903
isoamyl nitrite
110-46-3
C07457
CHEBI:2691 ,
amyl nitrite i
amyl nitrite (jp17/usp)
vaporole (tn)
D00517
aspiral (tn)
isopentyl nitrite, 96%
I0089
NCGC00091066-02
nitrite, amyl
NCGC00258536-01
tox21_200983
cas-110-46-3
dtxsid9025455 ,
tox21_111074
dtxcid402605
amyl nitrit
amilnitrit
5n0u5tuc9z ,
unii-5n0u5tuc9z
FT-0627442
AKOS009157290
3-methyl-1-nitrosooxybutane
isoamylnitrite
STL264239
isoamyl nitrite [mi]
amyl nitrite [jan]
amyl nitrite [hsdb]
SCHEMBL23785
isoamyl nitrite, stab. with 0.2% anhyd. sodium carbonate
isopentylnitrit
iso-amyl nitrite
isopentylnitrite
iso-amylnitrite
3-methyl-1-nitrosooxy-butane
isoamyinitrite
CHEMBL1535371
mfcd00002057
J-802226
nitrous acid 3-methylbutyl ester
sr-01000944365
SR-01000944365-1
isopentyl nitrite, >=97.0% (gc)
amylnitrit
amyl nitrite (jp15/usp)
vaporole amyl nitrite
nitrite isopentyl alcohol
isopentyl ester nitrous acid
isoamyl nitrite 97%, stabilized
F0001-0219
Q27888090
AMY3781
EN300-35960
amyl nitrite (mart.)
isopentyl alcohol nitrite
amyl nitrite (usp monograph)

Research Excerpts

Overview

Isoamyl nitrite (IAN) is a member of the family of volatile organic nitrites that exert vasodilatory effects. It has recently exhibited a considerable potential for inhalation abuse.

ExcerptReferenceRelevance
"Isoamyl nitrite (IAN) is a member of the family of volatile organic nitrites that exert vasodilatory effects and have recently exhibited a considerable potential for inhalation abuse. "( Effects of acute inhalation exposure to isoamyl nitrite on the hypothalamo-pituitary-adrenal axis in male Sprague-Dawley rats.
Dallas, CE; Muralidhara, S; Ramanathan, VM; Reigle, TG, 1998
)
2.01

Effects

ExcerptReferenceRelevance
"Isoamyl nitrite has previously been considered acceptable as an inhaled cyanide antidote; therefore, the antidotal utility of this organic nitrite compared with sodium nitrite was investigated. "( Comparison of the relative propensities of isoamyl nitrite and sodium nitrite to ameliorate acute cyanide poisoning in mice and a novel antidotal effect arising from anesthetics.
Cambal, LK; Li, HH; Pearce, LL; Peterson, J; Weitz, AC; Zhang, Y; Zheng, X, 2013
)
2.1

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (2)

RoleDescription
vasodilator agentA drug used to cause dilation of the blood vessels.
antihypertensive agentAny drug used in the treatment of acute or chronic vascular hypertension regardless of pharmacological mechanism.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (1)

ClassDescription
nitrite esters
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (3)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency39.81070.011212.4002100.0000AID1030
retinoid X nuclear receptor alphaHomo sapiens (human)Potency50.11870.000817.505159.3239AID588546
nuclear factor erythroid 2-related factor 2 isoform 1Homo sapiens (human)Potency74.97800.000627.21521,122.0200AID651741
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (4)

Assay IDTitleYearJournalArticle
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID504749qHTS profiling for inhibitors of Plasmodium falciparum proliferation2011Science (New York, N.Y.), Aug-05, Volume: 333, Issue:6043
Chemical genomic profiling for antimalarial therapies, response signatures, and molecular targets.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (19)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (10.53)18.7374
1990's5 (26.32)18.2507
2000's3 (15.79)29.6817
2010's8 (42.11)24.3611
2020's1 (5.26)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 50.21

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be very strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index50.21 (24.57)
Research Supply Index3.09 (2.92)
Research Growth Index5.26 (4.65)
Search Engine Demand Index74.20 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (50.21)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (4.76%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other20 (95.24%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]