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Details

Stereochemistry ACHIRAL
Molecular Formula C15H21N3O2S
Molecular Weight 307.411
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FABOMOTIZOLE

SMILES

CCOC1=CC2=C(NC(SCCN3CCOCC3)=N2)C=C1

InChI

InChIKey=WWNUCVSRRUDYPP-UHFFFAOYSA-N
InChI=1S/C15H21N3O2S/c1-2-20-12-3-4-13-14(11-12)17-15(16-13)21-10-7-18-5-8-19-9-6-18/h3-4,11H,2,5-10H2,1H3,(H,16,17)

HIDE SMILES / InChI

Molecular Formula C15H21N3O2S
Molecular Weight 307.411
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including http://pro-pharma.biz/?page_id=171

Fabomotizole (also known as Afobazole) is a selective non-benzodiazepine anxiolytic which was developed in Russia and launched in 2006. The drug is used for the treatment of wide range of diseases: generalized anxious disorders, neurasthenia, adaptation disorders, sleep disorders, for alleviation of withdrawal syndrome. According to the drug label (in Russian), its action is related to the interaction with sigma-1 receptors.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
5.9 µM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
AFOBAZOLE

Approved Use

To treat generalized anxious disorders, neurasthenia, adaptation disorders at patients with dermatological, oncologic, somatic (bronchial asthma, syndrome of innervated intestinal tract, system lupus erythematosus, ischemic heart disease, arterial hypertension, arrhythmia) diseases. In combination of complex therapy of sleep disorders related to anxiety, neurocirculatory asthenia, premenstrual syndrome, for alleviation of state at smoking withdrawal symptoms.

Launch Date

2006
Primary
AFOBAZOLE

Approved Use

To treat generalized anxious disorders, neurasthenia, adaptation disorders at patients with dermatological, oncologic, somatic (bronchial asthma, syndrome of innervated intestinal tract, system lupus erythematosus, ischemic heart disease, arterial hypertension, arrhythmia) diseases. In combination of complex therapy of sleep disorders related to anxiety, neurocirculatory asthenia, premenstrual syndrome, for alleviation of state at smoking withdrawal symptoms.

Launch Date

2006
Primary
AFOBAZOLE

Approved Use

To treat generalized anxious disorders, neurasthenia, adaptation disorders at patients with dermatological, oncologic, somatic (bronchial asthma, syndrome of innervated intestinal tract, system lupus erythematosus, ischemic heart disease, arterial hypertension, arrhythmia) diseases. In combination of complex therapy of sleep disorders related to anxiety, neurocirculatory asthenia, premenstrual syndrome, for alleviation of state at smoking withdrawal symptoms.

Launch Date

2006
Primary
AFOBAZOLE

Approved Use

To treat generalized anxious disorders, neurasthenia, adaptation disorders at patients with dermatological, oncologic, somatic (bronchial asthma, syndrome of innervated intestinal tract, system lupus erythematosus, ischemic heart disease, arterial hypertension, arrhythmia) diseases. In combination of complex therapy of sleep disorders related to anxiety, neurocirculatory asthenia, premenstrual syndrome, for alleviation of state at smoking withdrawal symptoms.

Launch Date

2006
Palliative
AFOBAZOLE

Approved Use

To treat generalized anxious disorders, neurasthenia, adaptation disorders at patients with dermatological, oncologic, somatic (bronchial asthma, syndrome of innervated intestinal tract, system lupus erythematosus, ischemic heart disease, arterial hypertension, arrhythmia) diseases. In combination of complex therapy of sleep disorders related to anxiety, neurocirculatory asthenia, premenstrual syndrome, for alleviation of state at smoking withdrawal symptoms.

Launch Date

2006
Doses

Doses

DosePopulationAdverse events​
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Other AEs: Sleep disturbance, Anxiety...
Other AEs:
Sleep disturbance (9.7%)
Anxiety (8.6%)
Drowsiness (7.5%)
Headache (5.4%)
Irritability (3.2%)
Hypertonia (2.7%)
Hypotonia (1.6%)
Dry mouth (1.6%)
Muscle weakness (1.6%)
Nausea (1.1%)
Lumbar pain (0.5%)
Tremor (0.5%)
Disturbances of accommodation (0.5%)
Frequent urination (0.5%)
Sources:
AEs

AEs

AESignificanceDosePopulation
Disturbances of accommodation 0.5%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Frequent urination 0.5%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Lumbar pain 0.5%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Tremor 0.5%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Nausea 1.1%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Dry mouth 1.6%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Hypotonia 1.6%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Muscle weakness 1.6%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Hypertonia 2.7%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Irritability 3.2%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Headache 5.4%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Drowsiness 7.5%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Anxiety 8.6%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Sleep disturbance 9.7%
60 mg 3 times / day multiple, oral
Highest studied dose
unhealthy, ADULT
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG



OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Drug as perpetrator​

Drug as victim

Drug as victim

TargetModalityActivityMetaboliteClinical evidence
no
PubMed

PubMed

TitleDatePubMed
[Comparative study of the interoceptive effects of afobazole and diazepam].
2010-10
Comparative analysis of tissue availability for afobazole and compound M-11.
2010-09
On the mechanism of antifibrillatory effect of afobazole.
2010-09
Effect of afobazole on genotoxic effects of tobacco smoke in the placenta and embryonic tissues of rats.
2010-09
[Anxiolytic afobazole action self-evaluated by patients with anxiety-asthenic disorders].
2010-09
Neuroprotective properties of afobazole in repeated hemorrhagic stroke modeling in aged rats.
2010-08
Effects of selective anxiolytic afobazole on active caspase-3.
2010-08
[Model study of afobazole distribution in pregnant and lactating female rats and infant rat pups].
2010-08
[Antiarrhythmic properties of afobazole and other 2-mercaptobensimidazole derivatives].
2010-05
[Cerebrovascular effects of afobazole under conditions of combined disorders of cerebral and coronary circulation].
2010-05
[Neurochemical study of effects of the new anxiolytic drugs afobazol and ladasten on the synthesis and metabolism of monoamines and their metabolites in the brain structures of Wistar rat on the model of monoamine synthesis blockade induced by aromatic amino acid decarboxylase inhibitor NSD-1015].
2010-03
[Afobazole effect on cerebral circulation under hemorrhagic stroke model conditions].
2010-01-26
[Effectiveness of combined application of ursosan and anxiolytic 2-mercaptobenzimidazole in early stage of cholelithiasis].
2010
[Afobasol efficacy in a model of vagotonic atrial fibrillation].
2010
[Afobasol antifibrillation activity in animals with the intact and denervated myocardium].
2010
[Effects of afobasol in the reperfusion arrhythmia model].
2010
Effect of afobazole on DNA damage in patients with systemic lupus erythematosus.
2009-10
Interaction of afobazole with sigma1-receptors.
2009-07
Effect of afobazole on mitochondrial monoamine oxidase A activity in vitro.
2009-07
[Antimutagenic and antiteratogenic properties of afobazole].
2009-04-02
[Specific effects of selective anxiolytic afobazole on the cardiovascular system].
2009-04-02
[Afobazole effect on heart rate variability in rats with different behaviors in the "open field" test].
2009-04-02
[Effects of afobazole on the stress protein HSP70 level in the brain tissue of rats with global transient ischemia].
2009-04-02
[Neuroprotective effects of afobazole in a hemorrhagic stroke model].
2009-04-02
[Afobazole influence on antinociceptive properties of morphine].
2009-04-02
[Antidepressant properties of afobazole in Porsolt and Nomura tests].
2009-04-02
[Afobazole decreases motor side effects induced by haloperidol].
2009-04-02
[Selective anxiolytic afobazole increases the content of BDNF and NGF in cultured hippocampal HT-22 line neurons].
2009-04-02
[Neuroreceptor mechanisms of the afobazole effect].
2009-04-02
Gateways to clinical trials. December 2008.
2008-12
[Afobazole metabolism in rats].
2008-05-21
Excretion of afobazole and its metabolites with urine and feces in rats.
2008-04
Effect of afobazole on teratogenic activity of cyclophosphamide in rats.
2008-04
Neuroprotective effect of afobazole on rats with bilateral local photothrombosis of vessels in the prefrontal cortex.
2008-02
In vivo effects of afobazole (2-mercaptobenzimidazole derivative) on the 7,12-dimethylbenz [alpha]anthracene-induced oncogene and suppressor gene expression.
2008-01-24
[Administration of afobasol for correction of mental disorders in celiac disease patients].
2008
[Efficacy of aphobazole in the treatment of anxiety disorders in patients with chronic cerebro-vascular insufficiency].
2008
[Using of aphobazol in the treatment of adaptation disorder in the contract service men, dismissed from the armed forces].
2007-11
[Pharmacokinetics of afobazole in rats].
2007-05-26
Tissue availability of afobazole and its major metabolites in rats.
2007-05
[Psychopharmacotherapy of anxiety disorders in patients with cardio-vascular diseases: the use of aphobazole].
2007
[A comparative study of the effect of afobazole on brain monoamine systems in BALB/C and C57BL/6 mice].
2006-12-13
[Effect of afobazole on the accumulation of free radical oxidation products and the catalase activity in rats with cerebral ischemia].
2006-09-26
[Evidence for the neuroprotective properties of afobazole in experimental model of focal brain ischemia].
2006-09-26
[Effects of afobazole on the BDNF content in brain structures of inbred mice with different phenotypes of emotional stress reaction].
2006-08-02
Studies of long-term noopept and afobazol treatment in rats with learned helplessness neurosis.
2006-08
[Effect of afobazole on brain-ischemia-induced anxiety in rats].
2006-07-19
[Effect of afobazole on transmembrane ion currents in mollusk neurons].
2005-11-10
Neuroprotective effects of afobazol in experimental cerebral hemorrhage.
2005-11
Neuroprotective properties of afobazol in vitro.
2005-08
Patents

Sample Use Guides

In Vivo Use Guide
For adult persons and children it is recommended to use internally, after meal. Usually it is recommended to use 1 tablet (10 mg) trice per day. The maximum daily dose is 60 mg. The period of therapy is 2-4 weeks. According to doctor prescription it is possible to prolong the period up to 3 months.
Route of Administration: Oral
Experiments on immortalized hippocampal cell culture of mice showed that afobazole increases the NGF level in a final concentration of 10(-8) M and the BDNF level in final concentrations from 10(-8) to 10(-5) M.
Substance Class Chemical
Created
by admin
on Wed Apr 02 09:37:02 GMT 2025
Edited
by admin
on Wed Apr 02 09:37:02 GMT 2025
Record UNII
0F8K1X115C
Record Status Validated (UNII)
Record Version
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Name Type Language
FABOMOTIZOLE
INN   WHO-DD  
INN  
Official Name English
CM-346
Preferred Name English
AFOBAZOLE
Common Name English
1H-BENZIMIDAZOLE, 5-ETHOXY-2-((2-(4-MORPHOLINYL)ETHYL)THIO)-
Systematic Name English
APHOBAZOLE
Common Name English
AFOBAZOL
Common Name English
OBENOXAZINE
Common Name English
Fabomotizole [WHO-DD]
Common Name English
fabomotizole [INN]
Common Name English
5-ETHOXY-2-((2-(MORPHOLIN-4-YL)ETHYL)SULFANYL)-1H-BENZIMIDAZOLE
Systematic Name English
Classification Tree Code System Code
WHO-ATC N05BX04
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
Code System Code Type Description
EVMPD
SUB183842
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
DRUG BANK
DB13623
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
DRUG CENTRAL
4079
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
EVMPD
SUB37908
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
ChEMBL
CHEMBL3707307
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
WIKIPEDIA
AFOBAZOLE
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
FDA UNII
0F8K1X115C
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
NCI_THESAURUS
C171689
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
CAS
173352-21-1
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
EPA CompTox
DTXSID00169606
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
SMS_ID
100000170008
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
PUBCHEM
9862937
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
INN
9270
Created by admin on Wed Apr 02 09:37:02 GMT 2025 , Edited by admin on Wed Apr 02 09:37:02 GMT 2025
PRIMARY
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