NAV

Aptazapine

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

Identification

Generic Name
Aptazapine
DrugBank Accession Number
DB09305
Background

Aptazapine (CGS-7525A) was a tetracyclic antidepressant developed in the 1980s. Aptazapine had noradrenergic and specific serotonergic activity. It antagonised α2 adrenergic receptors approximately 10 times more effectively than mianserin, antagonised 5-HT2 receptors, agonised H1 receptors, and did not affect reuptake of serotonin or norepinephrine. Although Aptazapine reached clinical trials, it was never marketed.

Type
Small Molecule
Groups
Experimental
Structure
3D
Similar Structures
Weight
Average: 253.349
Monoisotopic: 253.157897624
Chemical Formula
C16H19N3
Synonyms
  • Aptazapine
External IDs
  • CGS 7525A
  • CGS-7525A
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Pharmacology

Indication

Investigated for the treatment of depression.

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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 Browse all" title="About SNP Mediated Effects/ADRs" id="snp-actions-info" class="drug-info-popup" href="javascript:void(0);">
Not Available

Interactions

Drug Interactions Learn More" title="About Drug Interactions" id="structured-interactions-info" class="drug-info-popup" href="javascript:void(0);">
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.
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IsocarboxazidThe risk or severity of adverse effects can be increased when Isocarboxazid is combined with Aptazapine.
LevothyroxineThe risk or severity of adverse effects can be increased when Levothyroxine is combined with Aptazapine.
LinezolidThe risk or severity of adverse effects can be increased when Linezolid is combined with Aptazapine.
Methylene blueThe risk or severity of adverse effects can be increased when Methylene blue is combined with Aptazapine.
MinaprineThe risk or severity of adverse effects can be increased when Minaprine is combined with Aptazapine.
Food Interactions
Not Available

Products

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Product Ingredients
IngredientUNIICASInChI Key
Aptazapine maleate7X768418RT71576-41-5JJTOHZLQMBVMPF-BTJKTKAUSA-N

Categories

Drug Categories
Chemical TaxonomyProvided by Classyfire
Description
This compound belongs to the class of organic compounds known as 1,4-benzodiazepines. These are organic compounds containing a benzene ring fused to a 1,4-azepine.
Kingdom
Organic compounds
Super Class
Organoheterocyclic compounds
Class
Benzodiazepines
Sub Class
1,4-benzodiazepines
Direct Parent
1,4-benzodiazepines
Alternative Parents
Dialkylarylamines / N-methylpiperazines / Aralkylamines / Benzenoids / Pyrroles / Heteroaromatic compounds / Trialkylamines / Azacyclic compounds / Organopnictogen compounds / Hydrocarbon derivatives
Substituents
1,4-benzodiazepine / 1,4-diazinane / Amine / Aralkylamine / Aromatic heteropolycyclic compound / Azacycle / Benzenoid / Dialkylarylamine / Heteroaromatic compound / Hydrocarbon derivative
Molecular Framework
Aromatic heteropolycyclic compounds
External Descriptors
Not Available
Affected organisms
Not Available

Chemical Identifiers

UNII
240J927J1R
CAS number
71576-40-4
InChI Key
MNHDDERDSNZCCK-UHFFFAOYSA-N
InChI
InChI=1S/C16H19N3/c1-17-9-10-19-14-6-3-2-5-13(14)11-18-8-4-7-15(18)16(19)12-17/h2-8,16H,9-12H2,1H3
IUPAC Name
17-methyl-6,14,17-triazatetracyclo[12.4.0.0²,⁶.0⁸,¹³]octadeca-2,4,8(13),9,11-pentaene
SMILES
CN1CCN2C(C1)C1=CC=CN1CC1=C2C=CC=C1

References

General References
  1. Gower AJ, Broekkamp CL, Rijk HW, Van Delft AM: Pharmacological evaluation of in vivo tests for alpha 2-adrenoceptor blockade in the central nervous system and the effects of the enantiomers of mianserin and its aza-analog ORG 3770. Arch Int Pharmacodyn Ther. 1988 Jan-Feb;291:185-201. [Article]
  2. Liebman JM, Lovell RA, Braunwalder A, Stone G, Bernard P, Barbaz B, Welch J, Kim HS, Wasley JW, Robson RD: CGS 7525A, a new, centrally active alpha 2 adrenoceptor antagonist. Life Sci. 1983 Jan 24;32(4):355-63. [Article]
PubChem Compound
51355
PubChem Substance
310265194
ChemSpider
46513
ChEMBL
CHEMBL336712
Wikipedia
Aptazapine

Clinical Trials

Clinical Trials Learn More" title="About Clinical Trials" id="clinical-trials-info" class="drug-info-popup" href="javascript:void(0);">
PhaseStatusPurposeConditionsCount

Pharmacoeconomics

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

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility2.7 mg/mLALOGPS
logP2.48ALOGPS
logP2.69Chemaxon
logS-2ALOGPS
pKa (Strongest Basic)6.92Chemaxon
Physiological Charge1Chemaxon
Hydrogen Acceptor Count2Chemaxon
Hydrogen Donor Count0Chemaxon
Polar Surface Area11.41 Å2Chemaxon
Rotatable Bond Count0Chemaxon
Refractivity78.91 m3·mol-1Chemaxon
Polarizability29.05 Å3Chemaxon
Number of Rings4Chemaxon
Bioavailability1Chemaxon
Rule of FiveYesChemaxon
Ghose FilterYesChemaxon
Veber's RuleYesChemaxon
MDDR-like RuleNoChemaxon
Predicted ADMET Features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted GC-MS Spectrum - GC-MSPredicted GC-MSsplash10-000i-1970000000-b9777f84a4f60ac9d284
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-a016ba8e010a30c8b076
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-20e8972b4d91c254d6b9
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-c337def8849698dabd6b
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSsplash10-0udi-0090000000-20c418d0d3af49ae9bbe
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSsplash10-053i-1890000000-b8fb4f896d1ab7236beb
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSsplash10-006t-3920000000-1e7160b8ebd6ec18e95e
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]-153.69576
predicted
DeepCCS 1.0 (2019)
[M+H]+156.05377
predicted
DeepCCS 1.0 (2019)
[M+Na]+162.14691
predicted
DeepCCS 1.0 (2019)

Drug created at November 12, 2015 16:14 / Updated at February 21, 2021 18:52