Dexetimide

Identification

Name
Dexetimide
Accession Number
DB08997
Type
Small Molecule
Groups
Withdrawn
Description

A muscarinic antagonist that has been used to treat neuroleptic-induced parkinsonism. Benzetimide is the (-)-enantimorph of dexetimide.

Structure
Thumb
Synonyms
  • Dexetimida
  • Dexetimide
  • Dexetimidum
Product Ingredients
IngredientUNIICASInChI Key
Dexetimide hydrochlorideB987A3XX7D21888-96-0XSOOSXRNMDUWEM-GNAFDRTKSA-N
International/Other Brands
Tremblex
Categories
UNII
43477QYX3D
CAS number
21888-98-2
Weight
Average: 362.4647
Monoisotopic: 362.199428086
Chemical Formula
C23H26N2O2
InChI Key
LQQIVYSCPWCSSD-HSZRJFAPSA-N
InChI
InChI=1S/C23H26N2O2/c26-21-11-14-23(22(27)24-21,19-9-5-2-6-10-19)20-12-15-25(16-13-20)17-18-7-3-1-4-8-18/h1-10,20H,11-17H2,(H,24,26,27)/t23-/m1/s1
IUPAC Name
(3S)-1'-benzyl-3-phenyl-[3,4'-bipiperidine]-2,6-dione
SMILES
O=C1CC[C@@](C2CCN(CC3=CC=CC=C3)CC2)(C(=O)N1)C1=CC=CC=C1

Pharmacology

Indication
Not Available
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
Toxicity
Not Available
Affected organisms
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
1,10-PhenanthrolineThe therapeutic efficacy of Dexetimide can be decreased when used in combination with 1,10-Phenanthroline.
2,5-Dimethoxy-4-ethylamphetamineThe risk or severity of Tachycardia can be increased when 2,5-Dimethoxy-4-ethylamphetamine is combined with Dexetimide.
2,5-Dimethoxy-4-ethylthioamphetamine2,5-Dimethoxy-4-ethylthioamphetamine may increase the central nervous system depressant (CNS depressant) activities of Dexetimide.
4-Bromo-2,5-dimethoxyamphetamine4-Bromo-2,5-dimethoxyamphetamine may increase the central nervous system depressant (CNS depressant) activities of Dexetimide.
4-Methoxyamphetamine4-Methoxyamphetamine may increase the central nervous system depressant (CNS depressant) activities of Dexetimide.
5-methoxy-N,N-dimethyltryptamine5-methoxy-N,N-dimethyltryptamine may increase the central nervous system depressant (CNS depressant) activities of Dexetimide.
7-Nitroindazole7-Nitroindazole may increase the central nervous system depressant (CNS depressant) activities of Dexetimide.
7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline7,8-Dichloro-1,2,3,4-tetrahydroisoquinoline may increase the central nervous system depressant (CNS depressant) activities of Dexetimide.
AbediterolThe risk or severity of Tachycardia can be increased when Dexetimide is combined with Abediterol.
AcepromazineAcepromazine may increase the central nervous system depressant (CNS depressant) activities of Dexetimide.
Additional Data Available
  • Extended Description
    Extended Description

    Extended description of the mechanism of action and particular properties of each drug interaction.

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  • Severity
    Severity

    A severity rating for each drug interaction, from minor to major.

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  • Evidence Level
    Evidence Level

    A rating for the strength of the evidence supporting each drug interaction.

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  • Action
    Action

    An effect category for each drug interaction. Know how this interaction affects the subject drug.

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Food Interactions
Not Available

References

Synthesis Reference

U.S. Patent 3,125,578.

General References
Not Available
External Links
PubChem Compound
30843
PubChem Substance
310264958
ChemSpider
28615
BindingDB
50228206
RxNav
3267
ChEBI
135531
ChEMBL
CHEMBL1908364
ZINC
ZINC000006927490
Wikipedia
Dexetimide
ATC Codes
N04AA08 — Dexetimide

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
melting point (°C)299-301.5U.S. Patent 3,125,578.
Predicted Properties
PropertyValueSource
Water Solubility0.00469 mg/mLALOGPS
logP3.54ALOGPS
logP3.38ChemAxon
logS-4.9ALOGPS
pKa (Strongest Acidic)11.69ChemAxon
pKa (Strongest Basic)8.66ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area49.41 Å2ChemAxon
Rotatable Bond Count4ChemAxon
Refractivity106.34 m3·mol-1ChemAxon
Polarizability40.52 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
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/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 n-benzylpiperidines. These are heterocyclic Compounds containing a piperidine ring conjugated to a benzyl group through one nitrogen ring atom.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Piperidines
Sub Class
Benzylpiperidines
Direct Parent
N-benzylpiperidines
Alternative Parents
Phenylmethylamines / Benzylamines / Tetrahydropyridines / Aralkylamines / Trialkylamines / N-acylimines / Lactims / Amino acids and derivatives / Propargyl-type 1,3-dipolar organic compounds / Azacyclic compounds
show 4 more
Substituents
N-benzylpiperidine / Benzylamine / Phenylmethylamine / Aralkylamine / Tetrahydropyridine / Monocyclic benzene moiety / Hydropyridine / Benzenoid / Amino acid or derivatives / Tertiary amine
show 17 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Drug created on June 16, 2014 13:39 / Updated on March 02, 2020 00:03

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