Page last updated: 2024-11-06

tiospirone

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

tiospirone: structure given in first source; RN given refers to parent cpd [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID55752
CHEMBL ID35057
SCHEMBL ID78696
MeSH IDM0125991

Synonyms (30)

Synonym
gtpl101
tiospyrone
bmy-13859
PDSP2_000472
PDSP1_000474
PDSP2_000471
tiospirone
PDSP1_000473
tiospironum [latin]
tiospirone [inn]
tiospirona [spanish]
8-azaspiro(4,5)decane-7,9-dione, 8-(4-(4-(1,2-benzisothiazol-3-yl)-1-piperazinyl)butyl)-
CHEMBL35057 ,
L000720
bdbm50007692
8-[4-(4-benzo[d]isothiazol-3-yl-piperazin-1-yl)-butyl]-8-aza-spiro[4.5]decane-7,9-dione
tiosperone
8-[4-[4-(1,2-benzothiazol-3-yl)piperazin-1-yl]butyl]-8-azaspiro[4.5]decane-7,9-dione
35c6umo5sr ,
tiospironum
tiospirona
87691-91-6
unii-35c6umo5sr
SCHEMBL78696
ZFZPJDFBJFHYIV-UHFFFAOYSA-N
8-[4-[4-(1,2-benzisothiazol-3-yl)-1-piperazinyl]butyl]-8-azaspiro[4.5]decane-7,9-dione
DTXSID90236558
Q13415380
mj 13859; nih 10766
AKOS040746412

Research Excerpts

Overview

Tiospirone (TSP) is an atypical antipsychotic drug. It can decrease consumption of ethanol while increasing food intake.

ExcerptReferenceRelevance
"Tiospirone (TSP) is a 5-HT2 receptor antagonist with affinity for D2, 5-HT1a, and 5-HT7, and sigma receptors, which can decrease consumption of ethanol while increasing food intake."( Effects of amperozide and tiospirone, atypical antipsychotic 5-HT2 drugs, on food-reinforced behavior in rats.
Arolfo, MP; McMillen, BA,
)
1.15
"Tiospirone (TSP) is an atypical antipsychotic drug. "( Tiospirone and the reinforcing effects of cocaine in the conditioned place preference paradigm in rats.
Arolfo, MP; McMillen, BA, 2000
)
3.19

Effects

ExcerptReferenceRelevance
"Tiospirone has demonstrated preclinical activities that predict utility as an antipsychotic drug which lacks the potential to produce extrapyramidal side effects. "( Radioreceptor assay of dopamine binding activity in human serum after tiospirone administration.
Hyslop, DK; Shukla, UA; Taylor, DP; Westrick, ML, 1989
)
1.95

Dosage Studied

ExcerptRelevanceReference
" A comparison of levels of dopamine binding activity present in serum samples taken immediately prior to dosing on various days during the course of the study suggested that steady-state was achieved within seven days with repeated administration."( Radioreceptor assay of dopamine binding activity in human serum after tiospirone administration.
Hyslop, DK; Shukla, UA; Taylor, DP; Westrick, ML, 1989
)
0.51
" The dissociation constant (K(B)) and relative intrinsic efficacy (E(r)) for each partial agonist were calculated using a partial agonist interaction null model in which the effects of fixed concentrations of each partial agonist on the dopamine dose-response curve were evaluated."( Nonlinear analysis of partial dopamine agonist effects on cAMP in C6 glioma cells.
Abell, C; Avalos, M; Kwan, SW; Mak, C; Randall, PK; Trzeciakowski, JP; Wilcox, RE,
)
0.13
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (7)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
5-hydroxytryptamine receptor 2CRattus norvegicus (Norway rat)IC50 (µMol)0.00200.00040.629810.0000AID4803
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)IC50 (µMol)0.00200.00040.908610.0000AID4803
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)Ki0.00060.00010.601710.0000AID5328
Alpha-1B adrenergic receptorRattus norvegicus (Norway rat)Ki0.00150.00010.949010.0000AID36016
Alpha-1D adrenergic receptorRattus norvegicus (Norway rat)Ki0.00150.00000.575110.0000AID36016
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)IC50 (µMol)0.00200.00040.615610.0000AID4803
Alpha-1A adrenergic receptorRattus norvegicus (Norway rat)Ki0.00150.00000.965010.0000AID36016
D(2) dopamine receptorRattus norvegicus (Norway rat)IC50 (µMol)0.00840.00010.54948.4000AID61404
D(2) dopamine receptorRattus norvegicus (Norway rat)Ki0.00210.00000.437510.0000AID63811; AID65713
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (58)

Assay IDTitleYearJournalArticle
AID177499In vivo inhibition of amphetamine induced stereotypy in rat by the compound administered intraperitoneally; nt=Not tested1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID176804In vivo activity administered intraperitoneally was determined by pole climb avoidance in rat1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID176744Dose inhibiting conditioned avoidance response in rats after oral administration1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID1079948Times to onset, minimal and maximal, observed in the indexed observations. [column 'DELAI' in source]
AID227559Relative binding affinity for dopamine D2 and alpha receptors1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID1079946Presence of at least one case with successful reintroduction. [column 'REINT' in source]
AID184033In vivo activity administered intraperitoneally was determined by induction of catalepsy in rat at 20 uM1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID35277Displacement of [3H]prazosin from Alpha-1 adrenergic receptor in rat brain1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID3720Binding affinity against 5-hydroxytryptamine 1A receptor of rat hippocampal tissue with [3H]8-OH-DPAT1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and biological activity of the putative metabolites of the atypical antipsychotic agent tiospirone.
AID63811Displacement of [3H]NPA from rat brain Dopamine receptor D21996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID1079939Cirrhosis, proven histopathologically. Value is number of references indexed. [column 'CIRRH' in source]
AID177516In vivo inhibition of conditional avoidance response in rats(CAR), after po administration1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and biological activity of the putative metabolites of the atypical antipsychotic agent tiospirone.
AID176803In vivo activity administered intraperitoneally was determined by intracranial self stimulation in rat1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID1079937Severe hepatitis, defined as possibly life-threatening liver failure or through clinical observations. Value is number of references indexed. [column 'MASS' in source]
AID1079944Benign tumor, proven histopathologically. Value is number of references indexed. [column 'T.BEN' in source]
AID1079933Acute liver toxicity defined via clinical observations and clear clinical-chemistry results: serum ALT or AST activity > 6 N or serum alkaline phosphatases activity > 1.7 N. This category includes cytolytic, choleostatic and mixed liver toxicity. Value is
AID1079938Chronic liver disease either proven histopathologically, or through a chonic elevation of serum amino-transferase activity after 6 months. Value is number of references indexed. [column 'CHRON' in source]
AID176735Dose (administered orally) inhibiting spontaneous locomotor behavior in rats1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID176734Dose (administered orally) inhibiting apomorphine-induced stereotypy in rats1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID4803Compound was measured for affinity at 5-hydroxytryptamine 2 receptor in rat cortical by [3H]spiroperidol displacement.1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID1079940Granulomatous liver disease, proven histopathologically. Value is number of references indexed. [column 'GRAN' in source]
AID1079945Animal toxicity known. [column 'TOXIC' in source]
AID1079932Highest frequency of moderate liver toxicity observed during clinical trials, expressed as a percentage. [column '% BIOL' in source]
AID1079947Comments (NB not yet translated). [column 'COMMENTAIRES' in source]
AID184034In vivo activity administered intraperitoneally was determined by social interaction of rat at 1.0 uM1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID1079936Choleostatic liver toxicity, either proven histopathologically or where the ratio of maximal ALT or AST activity above normal to that of Alkaline Phosphatase is < 2 (see ACUTE). Value is number of references indexed. [column 'CHOLE' in source]
AID227557In vitro ability to displace [3H]ketanserin from 5-hydroxytryptamine 2A receptor in rat brain1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID1079941Liver damage due to vascular disease: peliosis hepatitis, hepatic veno-occlusive disease, Budd-Chiari syndrome. Value is number of references indexed. [column 'VASC' in source]
AID1079931Moderate liver toxicity, defined via clinical-chemistry results: ALT or AST serum activity 6 times the normal upper limit (N) or alkaline phosphatase serum activity of 1.7 N. Value is number of references indexed. [column 'BIOL' in source]
AID61562Compound was measured for affinity at dopamine receptor D2 labeled with [3H]spiroperidol radioligand in striatum tissue1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID36708Binding affinity against Alpha-1 adrenergic receptor of rat cerebral cortex with [3H]WB-41011991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and biological activity of the putative metabolites of the atypical antipsychotic agent tiospirone.
AID231370Ratio representing inhibitory activity against spontaneous locomotor behavior to inhibitory activity against amphetamine-induced stereotypy in rats1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID1079935Cytolytic liver toxicity, either proven histopathologically or where the ratio of maximal ALT or AST activity above normal to that of Alkaline Phosphatase is > 5 (see ACUTE). Value is number of references indexed. [column 'CYTOL' in source]
AID61404Binding affinity against Dopamine receptor D2 receptor of rat corpus striatal tissue with [3H]spiperone1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and biological activity of the putative metabolites of the atypical antipsychotic agent tiospirone.
AID36016Displacement of [3H]prazosin from rat brain Alpha-1 adrenergic receptor1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID231369Ratio representing inhibitory activity against catalepsy to inhibitory activity against amphetamine-induced locomotor behavior in rats1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID177515In vivo inhibition of conditional avoidance response in rats(CAR), after im administration1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and biological activity of the putative metabolites of the atypical antipsychotic agent tiospirone.
AID1079943Malignant tumor, proven histopathologically. Value is number of references indexed. [column 'T.MAL' in source]
AID176805In vivo activity administered intraperitoneally was determined by pole climb escape failures in rat1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID1079934Highest frequency of acute liver toxicity observed during clinical trials, expressed as a percentage. [column '% AIGUE' in source]
AID176743Dose inducing catalepsy in rats after oral administration1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID63640Selectivity ratio of IC50 for dopamine receptor and Alpha-1 receptor1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and biological activity of the putative metabolites of the atypical antipsychotic agent tiospirone.
AID1079949Proposed mechanism(s) of liver damage. [column 'MEC' in source]
AID176733Dose (administered orally) inhibiting amphetamine-induced locomotor behavior in rats1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID65713Displacement of [3H]NPA from rat brain Dopamine receptor D21996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID3743Affinity for 5-hydroxytryptamine 1A receptor labeled with [3H]8-OH-DPAT radioligand in hippocampus tissue1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID5573Relative binding affinity for D2 receptor and 5-hydroxytryptamine 2A receptor, ratio of Ki1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID5102Binding affinity against rat 5-hydroxytryptamine 2 receptor in rat cerebral cortex tissue using [3H]spiperone as radioligand1991Journal of medicinal chemistry, Nov, Volume: 34, Issue:11
Synthesis and biological activity of the putative metabolites of the atypical antipsychotic agent tiospirone.
AID5328Displacement of [3H]-ketanserin from rat brain 5-hydroxytryptamine 2A receptor1996Journal of medicinal chemistry, Jan-05, Volume: 39, Issue:1
3-Benzisothiazolylpiperazine derivatives as potential atypical antipsychotic agents.
AID130881Inhibition of apomorphine induced mouse climbing, administered intraperitoneally1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID177506In vivo inhibition of apomorphine induced stereotypy in rat by the compound administered intraperitoneally1991Journal of medicinal chemistry, Mar, Volume: 34, Issue:3
Synthesis and biological evaluation of a series of substituted N-alkoxyimides and -amides as potential atypical antipsychotic agents.
AID1079942Steatosis, proven histopathologically. Value is number of references indexed. [column 'STEAT' in source]
AID1345154Rat 5-HT6 receptor (5-Hydroxytryptamine receptors)1994The Journal of pharmacology and experimental therapeutics, Mar, Volume: 268, Issue:3
Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors.
AID1345615Human 5-HT1A receptor (5-Hydroxytryptamine receptors)1998European journal of pharmacology, Aug-21, Volume: 355, Issue:2-3
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.
AID1346893Human 5-HT2C receptor (5-Hydroxytryptamine receptors)2000The Journal of pharmacology and experimental therapeutics, Oct, Volume: 295, Issue:1
Inverse agonist activity of atypical antipsychotic drugs at human 5-hydroxytryptamine2C receptors.
AID624215Antagonists at Human 5-Hydroxytryptamine receptor 5-HT1A1998European journal of pharmacology, Aug-21, Volume: 355, Issue:2-3
Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study.
AID1345235Rat 5-HT7 receptor (5-Hydroxytryptamine receptors)1994The Journal of pharmacology and experimental therapeutics, Mar, Volume: 268, Issue:3
Binding of typical and atypical antipsychotic agents to 5-hydroxytryptamine-6 and 5-hydroxytryptamine-7 receptors.
AID1345170Human 5-HT6 receptor (5-Hydroxytryptamine receptors)1996Journal of neurochemistry, Jan, Volume: 66, Issue:1
Cloning, characterization, and chromosomal localization of a human 5-HT6 serotonin receptor.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (23)

TimeframeStudies, This Drug (%)All Drugs %
pre-199011 (47.83)18.7374
1990's10 (43.48)18.2507
2000's2 (8.70)29.6817
2010's0 (0.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 20.36

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index20.36 (24.57)
Research Supply Index3.40 (2.92)
Research Growth Index4.47 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (20.36)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (7.41%)5.53%
Reviews1 (3.70%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other24 (88.89%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]