Dexetimide

Identification

Generic Name
Dexetimide
DrugBank Accession Number
DB08997
Background

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

Type
Small Molecule
Groups
Withdrawn
Structure
Weight
Average: 362.4647
Monoisotopic: 362.199428086
Chemical Formula
C23H26N2O2
Synonyms
  • Dexetimida
  • Dexetimide
  • Dexetimidum

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
AclidiniumThe risk or severity of adverse effects can be increased when Dexetimide is combined with Aclidinium.
AdenosineThe risk or severity of Tachycardia can be increased when Adenosine is combined with Dexetimide.
AlfentanilThe risk or severity of adverse effects can be increased when Dexetimide is combined with Alfentanil.
AlloinThe therapeutic efficacy of Alloin can be decreased when used in combination with Dexetimide.
AmantadineThe risk or severity of adverse effects can be increased when Amantadine is combined with Dexetimide.
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Dexetimide hydrochlorideB987A3XX7D21888-96-0XSOOSXRNMDUWEM-GNAFDRTKSA-N
International/Other Brands
Tremblex

Categories

ATC Codes
N04AA08 — Dexetimide
Drug Categories
Chemical TaxonomyProvided by Classyfire
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
Amine / Amino acid or derivatives / Aralkylamine / Aromatic heteromonocyclic compound / Azacycle / Benzenoid / Benzylamine / Carbonyl group / Carboxylic acid derivative / Hydrocarbon derivative
show 17 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
43477QYX3D
CAS number
21888-98-2
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

References

Synthesis Reference

U.S. Patent 3,125,578.

General References
Not Available
PubChem Compound
30843
PubChem Substance
310264958
ChemSpider
28615
BindingDB
50228206
RxNav
3267
ChEBI
135531
ChEMBL
CHEMBL1908364
ZINC
ZINC000006927490
Wikipedia
Dexetimide

Clinical Trials

Clinical Trials
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage Forms
FormRouteStrength
Tablet
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/MSsplash10-03di-0009000000-f895dd5157dd679f7a7a
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0009000000-cafa3399f36bb6cc192d
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-03du-0449000000-b02790f5d9c72bec082b
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-03di-0119000000-fcbcbddfa0f54a0f5299
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-03dl-5595000000-03573933d1c17f67b490
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-0296-2491000000-5e345ee6d17c2548baa2
Predicted 1H NMR Spectrum1D NMRNot Applicable
Predicted 13C NMR Spectrum1D NMRNot Applicable
Chromatographic Properties
Collision Cross Sections (CCS)
AdductCCS Value (Å2)Source typeSource
[M-H]-182.37608
predicted
DeepCCS 1.0 (2019)
[M+H]+184.73409
predicted
DeepCCS 1.0 (2019)
[M+Na]+191.64095
predicted
DeepCCS 1.0 (2019)

Drug created at June 16, 2014 19:39 / Updated at February 21, 2021 18:52