Page last updated: 2024-12-06

butoxamine

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

Description

Butoxamine is a selective beta2-adrenergic receptor antagonist. It is used in research to study the role of beta2-adrenergic receptors in various physiological processes, including bronchodilation, glycogenolysis, and lipolysis. Butoxamine has been shown to inhibit the bronchodilator effects of beta2-adrenergic agonists, such as salbutamol, and to reduce the lipolytic effects of epinephrine. Butoxamine is also used to study the effects of beta2-adrenergic receptor stimulation on the cardiovascular system.'

Butoxamine: A beta-2 selective adrenergic antagonist. It is used primarily in animal and tissue experiments to characterize BETA-2 ANDRENERGIC RECEPTORS. [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID134495
CHEMBL ID1906745
MeSH IDM0003096
PubMed CID18026
CHEMBL ID289093
SCHEMBL ID4745452
MeSH IDM0003096

Synonyms (49)

Synonym
benzenemethanol, .alpha.-[1-[(1,1-dimethylethyl)amino]ethyl]-2,5-dimethoxy-, hydrochloride
(1r,2s)-2-(tert-butylamino)-1-(2,5-dimethoxyphenyl)propan-1-ol
bw 649
b. w. 64-9
bw 64-9
butoxamine-
alpha-(1-(tert-butylamino)ethyl)-2,5-dimethoxybenzyl alcohol
butaxamine [inn:ban]
butaxamin
(r*,s*)-2-tert-butylamino-1-(2,5-dimethoxyphenyl)propanol
butaxaminum
benzyl alcohol, alpha-(1-(tert-butylamino)ethyl)-2,5-dimethoxy-
benzenemethanol, alpha-(1-((1,1-dimethylethyl)amino)ethyl)-2,5-dimethoxy-
butoxamine
bdbm81887
cas_1937-89-9
unii-0nm31m53pw
0nm31m53pw ,
butaxamine [inn]
.alpha.-(1-(tert-butylamino)ethyl)-2,5-dimethoxybenzyl alcohol
benzenemethanol, .alpha.-(1-((1,1-dimethylethyl)amino)ethyl)-2,5-dimethoxy-, (r*,s*)-, (+/-)-
CHEMBL1906745
benzenemethanol,a-[(1r)-1-[(1,1-dimethylethyl)amino]ethyl]-2,5-dimethoxy-,(as)-rel-
benzenemethanol, a-[(1r)-1-[(1,1-dimethylethyl)amino]ethyl]-2,5-dimethoxy-,(as)-rel-
()-butoxamine
()-butaxamine
5696-15-1
butaxamine
2922-20-5
CHEMBL289093 ,
2-(tert-butylamino)-1-(2,5-dimethoxyphenyl)propan-1-ol
2-tert-butylamino-1-(2,5-dimethoxy-phenyl)-propan-1-ol(butoxamine)
bdbm50017713
2-tert-butylamino-1-(2,5-dimethoxy-phenyl)-propan-1-ol
AKOS022573778
SCHEMBL4745452
butoxamin
gtpl9809
DTXSID30897107
33997-55-6
DTXSID70896997
d-butoxamine
alpha-[1-[(1,1-dimethylethyl)amino]ethyl]-2,5-dimethoxybenzenemethanol
(3r,4s)-1-(4-methoxybenzyl)-4-(methoxycarbonyl)pyrrolidine-3-carboxylic?acid
BRD-A92412021-003-01-2
(+/-)-butoxamine
(+/-)-butaxamine
CS-0078193
HY-119868

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Isoprenaline, salbutamol and ritodrine caused a dose-dependent reduction of the spontaneous contractions of the pregnant myometrium and a dose-related and parallel shift to the right of the isoprenaline dose-response curve was obtained with butoxamine but not with practolol."( Beta-adrenoceptors in the pregnant and non-pregnant myometrium of the goat and cow.
Larsen, JJ, 1979
)
0.26
"3 Propranolol caused a parallel shift to the right of the noradrenaline dose-response curve which was not changed by phentolamine."( alpha And beta-adrenoceptors in the detrusor muscle and bladder base of the pig and beta-adrenoceptors in the detrusor muscle of man.
Larsen, JJ, 1979
)
0.26
"Cumulative log dose-response curves of soterenol, isoproterenol, phenylephrine and norepinephrine on isolated pregnant rat uterus at different days of gestation, were investigated."( Adrenoceptors involved in the contractile activity of islated pregnant rat uterus.
Borda, E; Gimeno, AL; Gimeno, MF; Sauvage, J; Sterin-Borda, L, 1979
)
0.26
" The two events generally paralleled one another when analyzed in terms of dose-response and time-response relationships."( Role of cyclic AMP in adrenergically-induced tracheal muscle relaxation.
Lau, YS; Lum, BK, 1983
)
0.27
" The effects of isoprenaline on four parameters in the anaesthetized cat: heart rate, blood pressure, soleus muscle contractility and airway reactance, were measured and the modification of the isoprenaline dose-response relation by each of the antagonist drugs assessed."( The selectivity of beta-adrenoceptor antagonists on isoprenaline-induced changes in heart rate, blood pressure, soleus muscle contractility and airways function in anaesthetized cats.
Letts, LG; Richardson, DP; Temple, DM; Williams, LR, 1983
)
0.27
" Unexpected differences, not previously reportd, were found in the shapes of the cAMP accumulation dose-response curves of norepinephrine and isoproterenol."( Neonatal rat pinealocytes: typical and atypical characteristics of [125I]iodohydroxybenzylpindolol binding and adenosine 3',5'-monophosphate accumulation.
Auerbach, DA; Aurbach, GD; Klein, DC; Woodard, C, 1981
)
0.26
" Cumulative dose-response curves were constructed for the effect of immune IgG on nice oviductal tracts from proestrus, estrus, metestrus and diestrus, comparing them with those obtained with norepinephrine."( Beta-adrenergic inhibitory effect of alloimmune antibody on isolated oviductal tract of mice.
Borda, ES; Cremaschi, GA; Genaro, AM; Sales, ME; Sterin-Borda, L, 1984
)
0.27
" By analyzing all samples separately, a positive linear relation between the number of low dosed males in the samples and the degree of organization of the flankmark-scrape sequence was found."( Beta-adrenoceptor blockade and open-field behavior in male golden hamsters.
Gattermann, R; Korz, V, 1999
)
0.3
" Morphine dose-response relationships were established both prior to and after chronic morphine treatment."( The beta2 adrenergic receptor regulates morphine tolerance and physical dependence.
Clark, JD; Li, J; Li, X; Liang, DY; Shi, X, 2007
)
0.34
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (1)

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Beta-1 adrenergic receptor Cavia porcellus (domestic guinea pig)Kd44.66840.00000.53588.3176AID42206; AID42207
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (19)

Assay IDTitleYearJournalArticle
AID42206Antagonist activity against beta-1 adrenergic receptor in isolated guinea pig atria1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Role of the (acyloxy)methyl moiety in eliciting the adrenergic beta-blocking activity of 3-(acyloxy)propanolamines.
AID39955Specific antagonistic activity difference against beta-1 adrenergic receptor of isolated guinea pig atria1985Journal of medicinal chemistry, Feb, Volume: 28, Issue:2
An interdisciplinary approach to the design of new structures active at the beta-adrenergic receptor. Aliphatic oxime ether derivatives.
AID42204Antagonist activity against beta-1 adrenergic receptor in isolated guinea pig atria1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Role of the (acyloxy)methyl moiety in eliciting the adrenergic beta-blocking activity of 3-(acyloxy)propanolamines.
AID233918Selectivity index is the ratio of tracheal to atrial pA2 values1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Role of the (acyloxy)methyl moiety in eliciting the adrenergic beta-blocking activity of 3-(acyloxy)propanolamines.
AID205268Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on voltage dependent sodium channels in a vesicular preparation from guinea pig cerebral cortex at 10 uM1985Journal of medicinal chemistry, Mar, Volume: 28, Issue:3
[3H]Batrachotoxinin A 20 alpha-benzoate binding to voltage-sensitive sodium channels: a rapid and quantitative assay for local anesthetic activity in a variety of drugs.
AID205267Inhibition of binding of Batrachotoxinin [3H]BTX-B to high affinity sites on voltage dependent sodium channels in a vesicular preparation from guinea pig cerebral cortex1985Journal of medicinal chemistry, Mar, Volume: 28, Issue:3
[3H]Batrachotoxinin A 20 alpha-benzoate binding to voltage-sensitive sodium channels: a rapid and quantitative assay for local anesthetic activity in a variety of drugs.
AID1146346Selectivity ratio of antagonist activity at beta-2 adrenergic receptor in carbachol-treated guinea pig trachea to antagonist activity at beta-1 adrenergic receptor in spontaneously beating guinea pig right atrium1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Synthesis and beta-adrenergic blocking activity of a novel class of aromatic oxime ethers.
AID42207Antagonistic activity against beta-1 adrenergic receptor of isolated guinea pig atria1985Journal of medicinal chemistry, Feb, Volume: 28, Issue:2
An interdisciplinary approach to the design of new structures active at the beta-adrenergic receptor. Aliphatic oxime ether derivatives.
AID1146347Selectivity ratio for in vivo inhibition of beta-2 adrenergic receptor in guinea pig over in vivo inhibition of beta-1 adrenergic receptor in guinea pig1977Journal of medicinal chemistry, Dec, Volume: 20, Issue:12
Synthesis and beta-adrenergic blocking activity of a novel class of aromatic oxime ethers.
AID40864Antagonist activity against beta-2 adrenergic receptor in isolated guinea pig trachea1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Role of the (acyloxy)methyl moiety in eliciting the adrenergic beta-blocking activity of 3-(acyloxy)propanolamines.
AID42205Antagonistic activity against beta-1 adrenergic receptor of isolated guinea pig atria1985Journal of medicinal chemistry, Feb, Volume: 28, Issue:2
An interdisciplinary approach to the design of new structures active at the beta-adrenergic receptor. Aliphatic oxime ether derivatives.
AID41005Specific antagonistic activity difference against beta-2 adrenergic receptor of isolated guinea pig tracheal strips1985Journal of medicinal chemistry, Feb, Volume: 28, Issue:2
An interdisciplinary approach to the design of new structures active at the beta-adrenergic receptor. Aliphatic oxime ether derivatives.
AID234583Bronchoselectivity as antilog difference between pA2 for tracheal beta-2 and atrial beta-1 assays1985Journal of medicinal chemistry, Feb, Volume: 28, Issue:2
An interdisciplinary approach to the design of new structures active at the beta-adrenergic receptor. Aliphatic oxime ether derivatives.
AID40862Antagonist activity against beta-2 adrenergic receptor in isolated guinea pig trachea1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Role of the (acyloxy)methyl moiety in eliciting the adrenergic beta-blocking activity of 3-(acyloxy)propanolamines.
AID40865Antagonistic activity against beta-2 adrenergic receptor on isolated guinea pig tracheal strips1985Journal of medicinal chemistry, Feb, Volume: 28, Issue:2
An interdisciplinary approach to the design of new structures active at the beta-adrenergic receptor. Aliphatic oxime ether derivatives.
AID40863Antagonistic activity against beta-2 adrenergic receptor of isolated guinea pig tracheal strips1985Journal of medicinal chemistry, Feb, Volume: 28, Issue:2
An interdisciplinary approach to the design of new structures active at the beta-adrenergic receptor. Aliphatic oxime ether derivatives.
AID1346265Rat beta2-adrenoceptor (Adrenoceptors)2005The Journal of pharmacology and experimental therapeutics, Aug, Volume: 314, Issue:2
Functional characterization of the beta-adrenergic receptor subtypes expressed by CA1 pyramidal cells in the rat hippocampus.
AID1346265Rat beta2-adrenoceptor (Adrenoceptors)1983British journal of pharmacology, Jun, Volume: 79, Issue:2
Depolarization of rat isolated superior cervical ganglia mediated by beta 2-adrenoceptors.
AID1346265Rat beta2-adrenoceptor (Adrenoceptors)1990Japanese journal of pharmacology, Feb, Volume: 52, Issue:2
Characteristics of 125I-iodocyanopindolol binding to beta-adrenergic and serotonin-1B receptors of rat brain: selectivity of beta-adrenergic agents.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (211)

TimeframeStudies, This Drug (%)All Drugs %
pre-1990105 (49.76)18.7374
1990's49 (23.22)18.2507
2000's28 (13.27)29.6817
2010's23 (10.90)24.3611
2020's6 (2.84)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 41.88

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 strong demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index41.88 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.18 (4.65)
Search Engine Demand Index59.54 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (41.88)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Trials0 (0.00%)5.53%
Reviews1 (0.46%)6.00%
Reviews0 (0.00%)6.00%
Case Studies1 (0.46%)4.05%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Observational0 (0.00%)0.25%
Other214 (99.07%)84.16%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]