Compounds > 1-(2-allylphenoxy)-3-((1-bromoacetylamino-4-menthane-8-yl)amino)-2-propanol
Page last updated: 2024-11-12

1-(2-allylphenoxy)-3-((1-bromoacetylamino-4-menthane-8-yl)amino)-2-propanol

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Description

1-(2-allylphenoxy)-3-((1-bromoacetylamino-4-menthane-8-yl)amino)-2-propanol: alprenolol analog; isopropylamino group of alprenolol replaced by 1-bromoacetylamino-8-amino-p-menthane moiety in the 8 position; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID10102413
CHEMBL ID47370
MeSH IDM0091495

Synonyms (10)

Synonym
CHEMBL47370 ,
br-8-alpm
1-(2-allylphenoxy)-3-((1-bromoacetylamino-4-menthane-8-yl)amino)-2-propanol
acetamide, 2-bromo-n-(4-(1-((2-hydroxy-3-(2-(2-propenyl)phenoxy)propyl)amino)-1-methylethyl)-1-methylcyclohexyl)-
76298-90-3
1-(2-allylphenoxy)-3-((1-bromoacetylamino-p-menthane-8-yl)amino)-2-propanol
DTXSID30997651
2-bromo-n-{4-[2-({2-hydroxy-3-[2-(prop-2-en-1-yl)phenoxy]propyl}amino)propan-2-yl]-1-methylcyclohexyl}ethanimidic acid
bdbm50225368
2-bromo-n-[4-[2-[[2-hydroxy-3-(2-prop-2-enylphenoxy)propyl]amino]propan-2-yl]-1-methylcyclohexyl]acetamide
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Beta-2 adrenergic receptorRattus norvegicus (Norway rat)Ki0.02550.00050.35461.6000AID41632; AID41633
Beta-1 adrenergic receptorRattus norvegicus (Norway rat)Ki0.02550.00000.667310.0000AID41632; AID41633
Beta-3 adrenergic receptorRattus norvegicus (Norway rat)Ki0.02550.00050.33671.6000AID41632; AID41633
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Activation Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Beta-2 adrenergic receptorRattus norvegicus (Norway rat)Kd0.12780.00140.06510.3910AID41623; AID41624; AID41629; AID41630
Beta-1 adrenergic receptorRattus norvegicus (Norway rat)Kd0.12780.00140.06010.3910AID41623; AID41624; AID41629; AID41630
Beta-3 adrenergic receptorRattus norvegicus (Norway rat)Kd0.12780.00140.06510.3910AID41623; AID41624; AID41629; AID41630
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (12)

Assay IDTitleYearJournalArticle
AID41626Dissociation constant against beta adrenergic receptor using [3H]dihydroalprenolol in rat lung tissue at 1*10e-5 concentration1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
AID41630Equilibrium dissociation constant (KD) against beta adrenergic receptor of rat lung tissue1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
AID41453Binding against beta adrenergic receptor using [3H]dihydroalprenolol in rat lung tissue at 1*10e-5 concentration1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
AID41623Dissociation constant against beta adrenergic receptor using [3H]dihydroalprenolol in rat heart tissue at 1*10e-5 concentration1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
AID41451Binding against beta adrenergic receptor using [3H]dihydroalprenolol in rat heart tissue at 1*10e-6 concentration1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
AID41629Equilibrium dissociation constant (KD) against beta adrenergic receptor of rat heart tissue1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
AID41633Binding affinity against beta adrenergic receptor from rat lung tissues was determined1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Affinity labels for beta-adrenoceptors: preparation and properties of alkylating beta-blockers derived from indole.
AID41454Binding against beta adrenergic receptor using [3H]dihydroalprenolol in rat lung tissue at 1*10e-6 concentration1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
AID41450Binding against beta adrenergic receptor using [3H]dihydroalprenolol in rat heart tissue at 1*10e-5 concentration1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
AID41632Binding affinity against beta adrenergic receptor from rat heart tissues was determined1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Affinity labels for beta-adrenoceptors: preparation and properties of alkylating beta-blockers derived from indole.
AID41627Dissociation constant against beta adrenergic receptor using [3H]dihydroalprenolol in rat lung tissue at 1*10e-6 concentration1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
AID41624Dissociation constant against beta adrenergic receptor using [3H]dihydroalprenolol in rat heart tissue at 1*10e-6 concentration1985Journal of medicinal chemistry, Nov, Volume: 28, Issue:11
Alkylating beta-blockers: activity of isomeric bromoacetyl alprenolol menthanes.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19907 (100.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.37

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

MetricThis Compound (vs All)
Research Demand Index12.37 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.45 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.37)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
n(8)-bromoacetyl-n(1)-3'-(4-indolyloxy)-2'-hydroxypropyl-1,8-diamino-4-menthane
N(8)-bromoacetyl-N(1)-3'-(4-indolyloxy)-2'-hydroxypropyl-1,8-diamino-4-menthane: structure given in first source		1.9710
alprenolol
Alprenolol: One of the ADRENERGIC BETA-ANTAGONISTS used as an antihypertensive, anti-anginal, and anti-arrhythmic agent.. alprenolol : A secondary alcohol that is propan-2-ol substituted by a 2-allylphenoxy group at position 1 and an isopropylamino group at position 3. It is a beta-adrenergic antagonist used as a antihypertensive, anti-arrhythmia and a sympatholytic agent.		3.0650secondary alcohol;
secondary amino compound		anti-arrhythmia drug;
antihypertensive agent;
beta-adrenergic antagonist;
sympatholytic agent
isoproterenol
Isoproterenol: Isopropyl analog of EPINEPHRINE; beta-sympathomimetic that acts on the heart, bronchi, skeletal muscle, alimentary tract, etc. It is used mainly as bronchodilator and heart stimulant.. isoprenaline : A secondary amino compound that is noradrenaline in which one of the hydrogens attached to the nitrogen is replaced by an isopropyl group. A sympathomimetic acting almost exclusively on beta-adrenergic receptors, it is used (mainly as the hydrochloride salt) as a bronghodilator and heart stimulant for the management of a variety of cardiac disorders.		1.9610catechols;
secondary alcohol;
secondary amino compound		beta-adrenergic agonist;
bronchodilator agent;
cardiotonic drug;
sympathomimetic agent
pindobind
[no description available]		1.9710
dihydroalprenolol
Dihydroalprenolol: Hydrogenated alprenolol derivative where the extra hydrogens are often tritiated. This radiolabeled form of ALPRENOLOL, a beta-adrenergic blocker, is used to label the beta-adrenergic receptor for isolation and study.		2.6530
1-(2-allylphenoxy)-3-((8-bromoacetylamino-4-menthane-1-yl)amino)-1-propanol
1-(2-allylphenoxy)-3-((8-bromoacetylamino-4-menthane-1-yl)amino)-1-propanol: irreversibly inactivates the dihydroalprenolol binding site; alprenolol analog; isopropylamino group of alprenolol replaced by 8-bromoacetylamino-1-amino-p-menthane moiety in the 1 position; structure given in first source		3.3570
ConditionIndicatedRelationship StrengthStudiesTrials
Aging
The gradual irreversible changes in structure and function of an organism that occur as a result of the passage of time.		02.3620
Blood Pressure, High
[description not available]		01.9610
Hypertension
Persistently high systemic arterial BLOOD PRESSURE. Based on multiple readings (BLOOD PRESSURE DETERMINATION), hypertension is currently defined as when SYSTOLIC PRESSURE is consistently greater than 140 mm Hg or when DIASTOLIC PRESSURE is consistently 90 mm Hg or more.		01.9610