Identification

Name
Bufuralol
Accession Number
DB06726
Type
Small Molecule
Groups
Experimental, Investigational
Description

Bufuralol is a new, non-selective -adrenoceptor blocking agent.

Structure
Thumb
Synonyms
  • Bufuralolum
Product Ingredients
IngredientUNIICASInChI Key
Bufuralol hydrochlorideG66IY7Q7S460398-91-6KJBONRGCLLBWCJ-UHFFFAOYSA-N
Categories
UNII
891H89GFT4
CAS number
54340-62-4
Weight
Average: 261.3593
Monoisotopic: 261.172878985
Chemical Formula
C16H23NO2
InChI Key
SSEBTPPFLLCUMN-UHFFFAOYSA-N
InChI
InChI=1S/C16H23NO2/c1-5-11-7-6-8-12-9-14(19-15(11)12)13(18)10-17-16(2,3)4/h6-9,13,17-18H,5,10H2,1-4H3
IUPAC Name
2-(tert-butylamino)-1-(7-ethyl-1-benzofuran-2-yl)ethan-1-ol
SMILES
CCC1=CC=CC2=C1OC(=C2)C(O)CNC(C)(C)C

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
UBeta adrenergic receptor
antagonist
Human
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic AcidThe risk or severity of hypertension can be increased when 1-(3-Mercapto-2-Methyl-Propionyl)-Pyrrolidine-2-Carboxylic Acid is combined with Bufuralol.
1-benzylimidazoleThe risk or severity of hypertension can be increased when 1-benzylimidazole is combined with Bufuralol.
1,10-Phenanthroline1,10-Phenanthroline may increase the bradycardic activities of Bufuralol.
2,5-Dimethoxy-4-ethylamphetamineThe risk or severity of hypertension can be increased when 2,5-Dimethoxy-4-ethylamphetamine is combined with Bufuralol.
2,5-Dimethoxy-4-ethylthioamphetamineThe risk or severity of hypertension can be increased when Bufuralol is combined with 2,5-Dimethoxy-4-ethylthioamphetamine.
3-isobutyl-1-methyl-7H-xanthineThe risk or severity of adverse effects can be increased when Bufuralol is combined with 3-isobutyl-1-methyl-7H-xanthine.
3,4-MethylenedioxyamphetamineThe risk or severity of hypertension can be increased when 3,4-Methylenedioxyamphetamine is combined with Bufuralol.
4-Bromo-2,5-dimethoxyamphetamineThe risk or severity of hypertension can be increased when 4-Bromo-2,5-dimethoxyamphetamine is combined with Bufuralol.
4-MethoxyamphetamineThe therapeutic efficacy of 4-Methoxyamphetamine can be decreased when used in combination with Bufuralol.
5-methoxy-N,N-dimethyltryptamineThe risk or severity of hypertension can be increased when Bufuralol is combined with 5-methoxy-N,N-dimethyltryptamine.
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Compound
C13769
PubChem Compound
71733
PubChem Substance
99443272
ChemSpider
64777
BindingDB
21362
ChEBI
34593
ChEMBL
CHEMBL296035
PharmGKB
PA166110256
Wikipedia
Bufuralol

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
PropertyValueSource
logP3.50HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.0356 mg/mLALOGPS
logP3.24ALOGPS
logP2.99ChemAxon
logS-3.9ALOGPS
pKa (Strongest Acidic)13.06ChemAxon
pKa (Strongest Basic)9.24ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area45.4 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity77.43 m3·mol-1ChemAxon
Polarizability30.88 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.6584
Caco-2 permeable+0.5
P-glycoprotein substrateSubstrate0.6455
P-glycoprotein inhibitor INon-inhibitor0.5653
P-glycoprotein inhibitor IINon-inhibitor0.879
Renal organic cation transporterNon-inhibitor0.9148
CYP450 2C9 substrateNon-substrate0.7906
CYP450 2D6 substrateSubstrate0.8918
CYP450 3A4 substrateNon-substrate0.563
CYP450 1A2 substrateNon-inhibitor0.6892
CYP450 2C9 inhibitorNon-inhibitor0.847
CYP450 2D6 inhibitorNon-inhibitor0.6556
CYP450 2C19 inhibitorNon-inhibitor0.7983
CYP450 3A4 inhibitorNon-inhibitor0.896
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.6981
Ames testNon AMES toxic0.9132
CarcinogenicityNon-carcinogens0.8102
BiodegradationNot ready biodegradable0.9828
Rat acute toxicity2.5050 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9709
hERG inhibition (predictor II)Non-inhibitor0.7625
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397)

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSNot Available
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available

Taxonomy

Description
This compound belongs to the class of organic compounds known as benzofurans. These are organic compounds containing a benzene ring fused to a furan. Furan is a five-membered aromatic ring with four carbon atoms and one oxygen atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzofurans
Sub Class
Not Available
Direct Parent
Benzofurans
Alternative Parents
Aralkylamines / Benzenoids / Heteroaromatic compounds / Furans / Secondary alcohols / 1,2-aminoalcohols / Oxacyclic compounds / Dialkylamines / Organopnictogen compounds / Hydrocarbon derivatives
show 1 more
Substituents
Benzofuran / Aralkylamine / Benzenoid / Furan / Heteroaromatic compound / 1,2-aminoalcohol / Secondary alcohol / Secondary aliphatic amine / Secondary amine / Oxacycle
show 10 more
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
benzofurans (CHEBI:34593)

Targets

Kind
Protein group
Organism
Human
Pharmacological action
Unknown
Actions
Antagonist
General Function
Receptor signaling protein activity
Specific Function
Beta-adrenergic receptors mediate the catecholamine-induced activation of adenylate cyclase through the action of G proteins. This receptor binds epinephrine and norepinephrine with approximately e...

Components:
References
  1. Zimmerman TJ, Boger WP 3rd: The beta-adrenergic blocking agents and the treatment of glaucoma. Surv Ophthalmol. 1979 May-Jun;23(6):347-62. [PubMed:37605]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
Unknown
Actions
Substrate
General Function
Steroid hydroxylase activity
Specific Function
Responsible for the metabolism of many drugs and environmental chemicals that it oxidizes. It is involved in the metabolism of drugs such as antiarrhythmics, adrenoceptor antagonists, and tricyclic...
Gene Name
CYP2D6
Uniprot ID
P10635
Uniprot Name
Cytochrome P450 2D6
Molecular Weight
55768.94 Da
References
  1. Drug Interactions: Cytochrome P450 Drug Interaction Table [Link]

Drug created on August 18, 2010 13:54 / Updated on November 02, 2018 09:09