Hexobendine

This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Generic Name
Hexobendine
DrugBank Accession Number
DB13265
Background

Hexobendine is a medication used to cause vasodilation, to treat several conditions including angina pectoris. It has not been approved in the United States or the United Kingdom, but has been used widely in Austria and Germany 1.

Type
Small Molecule
Groups
Approved
Structure
Weight
Average: 592.686
Monoisotopic: 592.299595625
Chemical Formula
C30H44N2O10
Synonyms
  • Hexobendine

Pharmacology

Indication

Not Available

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Contraindications & Blackbox Warnings
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Pharmacodynamics

Not Available

Mechanism of action
Not Available
Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism
Not Available
Route of elimination

Not Available

Half-life

Not Available

Clearance

Not Available

Adverse Effects
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Toxicity

Not Available

Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
DrugInteraction
IloprostIloprost may increase the hypotensive activities of Hexobendine.
Isosorbide mononitrateHexobendine may increase the vasodilatory activities of Isosorbide mononitrate.
Patent BlueThe therapeutic efficacy of Hexobendine can be decreased when used in combination with Patent Blue.
Food Interactions
Not Available

Categories

ATC Codes
C01DX06 — Hexobendine
Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as gallic acid and derivatives. These are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzoic acids and derivatives
Direct Parent
Gallic acid and derivatives
Alternative Parents
P-methoxybenzoic acids and derivatives / M-methoxybenzoic acids and derivatives / Benzoic acid esters / Phenoxy compounds / Methoxybenzenes / Benzoyl derivatives / Anisoles / Alkyl aryl ethers / Dicarboxylic acids and derivatives / Trialkylamines
show 5 more
Substituents
Alkyl aryl ether / Amine / Amino acid or derivatives / Anisole / Aromatic homomonocyclic compound / Benzoate ester / Benzoyl / Carboxylic acid derivative / Carboxylic acid ester / Dicarboxylic acid or derivatives
show 16 more
Molecular Framework
Aromatic homomonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
B6X4SYR93B
CAS number
54-03-5
InChI Key
KRQAMFQCSAJCRH-UHFFFAOYSA-N
InChI
InChI=1S/C30H44N2O10/c1-31(11-9-15-41-29(33)21-17-23(35-3)27(39-7)24(18-21)36-4)13-14-32(2)12-10-16-42-30(34)22-19-25(37-5)28(40-8)26(20-22)38-6/h17-20H,9-16H2,1-8H3
IUPAC Name
3-[methyl(2-{methyl[3-(3,4,5-trimethoxybenzoyloxy)propyl]amino}ethyl)amino]propyl 3,4,5-trimethoxybenzoate
SMILES
COC1=CC(=CC(OC)=C1OC)C(=O)OCCCN(C)CCN(C)CCCOC(=O)C1=CC(OC)=C(OC)C(OC)=C1

References

General References
  1. M.J. Denham (2012). The Treatment of Medical Problems in the Elderly Volume 3. Springer Science & Business Media. [ISBN:9789401162234]
ChemSpider
5573
BindingDB
50225480
RxNav
5303
ChEBI
135843
ChEMBL
CHEMBL127300
ZINC
ZINC000022463202
Wikipedia
Hexobendine

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.0599 mg/mLALOGPS
logP3.16ALOGPS
logP2.99Chemaxon
logS-4ALOGPS
pKa (Strongest Basic)9.26Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count10Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area114.46 Å2Chemaxon
Rotatable Bond Count21Chemaxon
Refractivity158.75 m3·mol-1Chemaxon
Polarizability65.57 Å3Chemaxon
Number of Rings2Chemaxon
Bioavailability0Chemaxon
Rule of FiveNoChemaxon
Ghose FilterNoChemaxon
Veber's RuleNoChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-01pk-0709020000-de40d8b9a934c2282cdd
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0005-0039060000-8604f409d8fe73327b81
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0002-4797020000-4202aabbda9b3256324e
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03dv-1294070000-1582f8c7c9f46d61bec5
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-052g-3962020000-8e3ce5050d53219ff0d8
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-014i-1970120000-1c706857f91bdc8b1dac
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-253.8355731
predicted
DarkChem Lite v0.1.0
[M-H]-222.80533
predicted
DeepCCS 1.0 (2019)
[M+H]+254.7125731
predicted
DarkChem Lite v0.1.0
[M+H]+225.20091
predicted
DeepCCS 1.0 (2019)
[M+Na]+255.5091731
predicted
DarkChem Lite v0.1.0
[M+Na]+231.16862
predicted
DeepCCS 1.0 (2019)

Drug created at June 23, 2017 20:38 / Updated at February 21, 2021 18:54