Compounds > tefludazine
Page last updated: 2024-12-06

tefludazine

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

Description

tefludazine: RN given refers to (trans-(+-)-isomer); RN for cpd without isomeric designation not available 3/88 [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID71240
CHEMBL ID95636
SCHEMBL ID2731565
MeSH IDM0154588

Synonyms (25)

Synonym
lu-18-012
CHEMBL95636 ,
80273-79-6
tefludazine
tefludazinum [latin]
lu 18-012
2-(4-(trans-3-(4-fluorphenyl-6-trifluormethyl-1-indanyl)-1-piperazinyl)ethanol
1-piperazineethanol, 4-(3-(4-fluorophenyl)-2,3-dihydro-6-(trifluoromethyl)-1h-indel-1-yl)-, trans-(+-)-
tefludazine [inn]
tefludazina [spanish]
trans-4-(3-(p-fluorophenyl)-6-(trifluoromethyl)-1-indanyl)-1-piperazineethanol
trans-4-[3-(p-fluorophenyl)-6-(trifluoromethyl)-1-indanyl]-1-piperazineethanol
2-{4-[(1r,3s)-3-(4-fluoro-phenyl)-6-trifluoromethyl-indan-1-yl]-piperazin-1-yl}-ethanol
bdbm50019966
unii-2xus19w8fe
tefludazinum
tefludazina
2xus19w8fe ,
1-piperazineethanol, 4-(3-(4-fluorophenyl)-2,3-dihydro-6-(trifluoromethyl)-1h-inden-1-yl)-, trans-(+/-)-
1-piperazineethanol, 4-((1r,3s)-3-(4-fluorophenyl)-2,3-dihydro-6-(trifluoromethyl)-1h-inden-1-yl)-, rel-
SCHEMBL2731565
80680-06-4
Q27255779
DTXSID20878607
jsbwgxqxcryytg-pzjwppbqsa-n
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (8)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
5-hydroxytryptamine receptor 2CRattus norvegicus (Norway rat)IC50 (µMol)0.00480.00040.629810.0000AID4791; AID4810; AID4826
5-hydroxytryptamine receptor 2ARattus norvegicus (Norway rat)IC50 (µMol)0.00480.00040.908610.0000AID4791; AID4810; AID4826
Alpha-1B adrenergic receptorRattus norvegicus (Norway rat)IC50 (µMol)0.01700.00021.874210.0000AID36869
DRattus norvegicus (Norway rat)IC50 (µMol)0.01900.00030.50267.7625AID61034
Alpha-1D adrenergic receptorRattus norvegicus (Norway rat)IC50 (µMol)0.01700.00021.270410.0000AID36869
5-hydroxytryptamine receptor 2BRattus norvegicus (Norway rat)IC50 (µMol)0.00480.00040.615610.0000AID4791; AID4810; AID4826
Alpha-1A adrenergic receptorRattus norvegicus (Norway rat)IC50 (µMol)0.01700.00001.819410.0000AID36869
D(2) dopamine receptorRattus norvegicus (Norway rat)IC50 (µMol)0.01360.00010.54948.4000AID61543; AID61545; AID61546; AID64262; AID64449
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (24)

Assay IDTitleYearJournalArticle
AID61546Binding affinity against Dopamine receptor D2 using [3H]spiroperidol1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Conformational analysis and structural comparisons of (1R,3S)-(+)- and (1S,3R)-(-)-tefludazine, (S)-(+)- and (R)-(-)-octoclothepin, and (+)-dexclamol in relation to dopamine receptor antagonism and amine-uptake inhibition.
AID4810Inhibition of [3H]ketanserin binding to rat 5-hydroxytryptamine 2 receptors.1992Journal of medicinal chemistry, Mar-20, Volume: 35, Issue:6
Noncataleptogenic, centrally acting dopamine D-2 and serotonin 5-HT2 antagonists within a series of 3-substituted 1-(4-fluorophenyl)-1H-indoles.
AID61034Binding affinity towards dopamine receptor D1 by displacement of [3H]-SCH- radioligand in rat striatal membranes1993Journal of medicinal chemistry, Oct-01, Volume: 36, Issue:20
A structure-activity study of four dopamine D-1 and D-2 receptor antagonists, representing the phenylindan, -indene, and -indole structural classes of compounds.
AID61545Binding affinity at dopamine D2 receptor by [3H]spiperone displacement.1994Journal of medicinal chemistry, Apr-01, Volume: 37, Issue:7
Development of a receptor-interaction model for serotonin 5-HT2 receptor antagonists. Predicting selectivity with respect to dopamine D2 receptors.
AID177864Inhibition of 5-HT induced pressor response in pithed rats, after intravenous administration, activity is expressed as ED501988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID64449Inhibition of [3H]spiperone binding to Dopamine receptor D2 from rat striatal membranes1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID179956Inhibition of [3H]norepinephrine uptake in rat brain synaptosomes1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Conformational analysis and structural comparisons of (1R,3S)-(+)- and (1S,3R)-(-)-tefludazine, (S)-(+)- and (R)-(-)-octoclothepin, and (+)-dexclamol in relation to dopamine receptor antagonism and amine-uptake inhibition.
AID63417Tested in vivo for methyl phenidate-induced gnawing behavior antagonistic activity against dopamine D2 receptor in mice1992Journal of medicinal chemistry, Mar-20, Volume: 35, Issue:6
Noncataleptogenic, centrally acting dopamine D-2 and serotonin 5-HT2 antagonists within a series of 3-substituted 1-(4-fluorophenyl)-1H-indoles.
AID178870Inhibition of quipazine induced head twitches in rats1992Journal of medicinal chemistry, Mar-20, Volume: 35, Issue:6
Noncataleptogenic, centrally acting dopamine D-2 and serotonin 5-HT2 antagonists within a series of 3-substituted 1-(4-fluorophenyl)-1H-indoles.
AID36869Inhibition of [3H]prazosin binding to alpha-1 adrenergic receptor from rat cortical membranes1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID61543Binding affinity towardst dopamine D2 receptor by displacement of [3H]-SPI radioligand in rat striatal membranes1993Journal of medicinal chemistry, Oct-01, Volume: 36, Issue:20
A structure-activity study of four dopamine D-1 and D-2 receptor antagonists, representing the phenylindan, -indene, and -indole structural classes of compounds.
AID189226Percent reduction of systolic arterial blood pressure(SAP) in spontaneously hypertensive rat after 10 min at intraperitoneal administration of 5 mg/kg1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID4826Inhibition of [3H]spiperone binding to 5-hydroxytryptamine 2 receptor from rat cortical membranes1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID130902Inhibition of methyl phenidate induced stereotyped gnawing in mice1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID177735Inhibition of 5-HT induced pressor response in pithed rats, after intravenous administration1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID189204Percent reduction of diastolic arterial blood pressure(DAP) in spontaneously hypertensive rat after 10 min at intraperitoneal administration of 5 mg/kg1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID172549Inhibition of phenylephrine induced pressor response in pithed rats (following i.v. administration of 0.31 mg/kg)1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID172548Inhibition of 5-HT induced pressor response in pithed rats, after intravenous administration of 0.02 mg/kg1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID61233Tested in vivo for induction of catalepsy against D2 receptor in rats1992Journal of medicinal chemistry, Mar-20, Volume: 35, Issue:6
Noncataleptogenic, centrally acting dopamine D-2 and serotonin 5-HT2 antagonists within a series of 3-substituted 1-(4-fluorophenyl)-1H-indoles.
AID179954Inhibition of [3H]-dopamine uptake in rat brain synaptosomes1988Journal of medicinal chemistry, Feb, Volume: 31, Issue:2
Conformational analysis and structural comparisons of (1R,3S)-(+)- and (1S,3R)-(-)-tefludazine, (S)-(+)- and (R)-(-)-octoclothepin, and (+)-dexclamol in relation to dopamine receptor antagonism and amine-uptake inhibition.
AID64262Tested for the inhibition of [3H]spiperone binding to dopamine D2 receptor1992Journal of medicinal chemistry, Mar-20, Volume: 35, Issue:6
Noncataleptogenic, centrally acting dopamine D-2 and serotonin 5-HT2 antagonists within a series of 3-substituted 1-(4-fluorophenyl)-1H-indoles.
AID230116Ratio of phenylephrine ED50/ 5-HT ED501988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
AID4791Binding affinity at serotonin 5-hydroxytryptamine 2 receptor by [3H]ketanserin displacement.1994Journal of medicinal chemistry, Apr-01, Volume: 37, Issue:7
Development of a receptor-interaction model for serotonin 5-HT2 receptor antagonists. Predicting selectivity with respect to dopamine D2 receptors.
AID177875Inhibition of L-5-HTP (L-5-hydroxytryptophan) induced head twitches in rat1988Journal of medicinal chemistry, Dec, Volume: 31, Issue:12
Antihypertensive activity in a series of 1-piperazino-3-phenylindans with potent 5-HT2-antagonistic activity.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (6)

TimeframeStudies, This Drug (%)All Drugs %
pre-19902 (33.33)18.7374
1990's3 (50.00)18.2507
2000's1 (16.67)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]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
octoclothepine
octoclothepine: major tranquilizer with action similar to those of the phenothiazines; used in schizophrenic & manic psychoses; minor decriptor (77-86); on-line & INDEX MEDICUS search DIBENZOTHIEPINS (77-86); RN given refers to parent cpd without isomeric designation		2.3920dibenzothiepine
cyproheptadine
Cyproheptadine: A serotonin antagonist and a histamine H1 blocker used as antipruritic, appetite stimulant, antiallergic, and for the post-gastrectomy dumping syndrome, etc.. cyproheptadine : The product resulting from the formal oxidative coupling of position 5 of 5H-dibenzo[a,d]cycloheptene with position 4 of 1-methylpiperidine resulting in the formation of a double bond between the two fragments. It is a sedating antihistamine with antimuscarinic and calcium-channel blocking actions. It is used (particularly as the hydrochloride sesquihydrate) for the relief of allergic conditions including rhinitis, conjunctivitis due to inhalant allergens and foods, urticaria and angioedema, and in pruritic skin disorders. Unlike other antihistamines, it is also a seratonin receptor antagonist, making it useful in conditions such as vascular headache and anorexia.		1.9810piperidines;
tertiary amine		anti-allergic agent;
antipruritic drug;
gastrointestinal drug;
H1-receptor antagonist;
serotonergic antagonist
haloperidol
Haloperidol: A phenyl-piperidinyl-butyrophenone that is used primarily to treat SCHIZOPHRENIA and other PSYCHOSES. It is also used in schizoaffective disorder, DELUSIONAL DISORDERS, ballism, and TOURETTE SYNDROME (a drug of choice) and occasionally as adjunctive therapy in INTELLECTUAL DISABILITY and the chorea of HUNTINGTON DISEASE. It is a potent antiemetic and is used in the treatment of intractable HICCUPS. (From AMA Drug Evaluations Annual, 1994, p279). haloperidol : A compound composed of a central piperidine structure with hydroxy and p-chlorophenyl substituents at position 4 and an N-linked p-fluorobutyrophenone moiety.		1.9810aromatic ketone;
hydroxypiperidine;
monochlorobenzenes;
organofluorine compound;
tertiary alcohol		antidyskinesia agent;
antiemetic;
dopaminergic antagonist;
first generation antipsychotic;
serotonergic antagonist
ketanserin
Ketanserin: A selective serotonin receptor antagonist with weak adrenergic receptor blocking properties. The drug is effective in lowering blood pressure in essential hypertension. It also inhibits platelet aggregation. It is well tolerated and is particularly effective in older patients.. ketanserin : A member of the class of quinazolines that is quinazoline-2,4(1H,3H)-dione which is substituted at position 3 by a 2-[4-(p-fluorobenzoyl)piperidin-1-yl]ethyl group.		2.3820aromatic ketone;
organofluorine compound;
piperidines;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
cardiovascular drug;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
serotonergic antagonist
prazosin
Prazosin: A selective adrenergic alpha-1 antagonist used in the treatment of HEART FAILURE; HYPERTENSION; PHEOCHROMOCYTOMA; RAYNAUD DISEASE; PROSTATIC HYPERTROPHY; and URINARY RETENTION.. prazosin : A member of the class of piperazines that is piperazine substituted by a furan-2-ylcarbonyl group and a 4-amino-6,7-dimethoxyquinazolin-2-yl group at positions 1 and 4 respectively.		1.9710aromatic ether;
furans;
monocarboxylic acid amide;
piperazines;
quinazolines		alpha-adrenergic antagonist;
antihypertensive agent;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor
risperidone
Risperidone: A selective blocker of DOPAMINE D2 RECEPTORS and SEROTONIN 5-HT2 RECEPTORS that acts as an atypical antipsychotic agent. It has been shown to improve both positive and negative symptoms in the treatment of SCHIZOPHRENIA.. risperidone : A member of the class of pyridopyrimidines that is 2-methyl-6,7,8,9-tetrahydropyrido[1,2-a]pyrimidin-4-one carrying an additional 2-[4-(6-fluoro-1,2-benzoxazol-3-yl)piperidin-1-yl]ethyl group at position 2.		1.98101,2-benzoxazoles;
heteroarylpiperidine;
organofluorine compound;
pyridopyrimidine		alpha-adrenergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
H1-receptor antagonist;
psychotropic drug;
second generation antipsychotic;
serotonergic antagonist
ritanserin
Ritanserin: A selective and potent serotonin-2 antagonist that is effective in the treatment of a variety of syndromes related to anxiety and depression. The drug also improves the subjective quality of sleep and decreases portal pressure.. ritanserin : A thiazolopyrimidine that is 5H-[1,3]thiazolo[3,2-a]pyrimidin-5-one which is substituted at position 7 by a methyl group and at position 6 by a 2-{4-[bis(4-fluorophenyl)methylidene]piperidin-1-yl}ethyl group. A potent and long-acting seratonin (5-hydroxytryptamine, 5-HT) antagonist of the subtype 5-HT2 (Ki = 0.39 nM), it is used in the treatment of a variety of disorders including anxiety, depression and schizophrenia. It has little sedative action.		2.3820organofluorine compound;
piperidines;
thiazolopyrimidine		antidepressant;
antipsychotic agent;
anxiolytic drug;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
serotonergic antagonist
w-a 335
danitracen: was MH 1980-92 (see under PIPERIDINES 1980-90); WA 335 was see DANITRACEN 1980-92; use PIPERIDINES to search DANITRACEN 1980-92; antagonists or inhibitor of serotonin, probably due to receptor blockade; it has been proposed as an antidepressant and is used in the study of serotonergic mechanisms		1.9810
butaclamol
[no description available]		1.9710amino alcohol;
organic heteropentacyclic compound;
tertiary alcohol;
tertiary amino compound		dopaminergic antagonist
sertindole
sertindole : A phenylindole that is 1H-indole which is substituted on the nitrogen by a p-chlorophenyl group, at position 5 by chlorine, and at position 3 by a piperidin-4-yl group, which is itself substituted on the nitrogen by a 2-(2-oxoimidazolidin-1-yl)ethyl group.		2.3820heteroarylpiperidine;
imidazolidinone;
organochlorine compound;
organofluorine compound;
phenylindole		alpha-adrenergic antagonist;
H1-receptor antagonist;
second generation antipsychotic;
serotonergic antagonist
irindalone
[no description available]		2.3820
octoclothepine, (s)-isomer
[no description available]		2.6730
clozapine
Clozapine: A tricylic dibenzodiazepine, classified as an atypical antipsychotic agent. It binds several types of central nervous system receptors, and displays a unique pharmacological profile. Clozapine is a serotonin antagonist, with strong binding to 5-HT 2A/2C receptor subtype. It also displays strong affinity to several dopaminergic receptors, but shows only weak antagonism at the dopamine D2 receptor, a receptor commonly thought to modulate neuroleptic activity. Agranulocytosis is a major adverse effect associated with administration of this agent.. clozapine : A benzodiazepine that is 5H-dibenzo[b,e][1,4]diazepine substituted by a chloro group at position 8 and a 4-methylpiperazin-1-yl group at position 11. It is a second generation antipsychotic used in the treatment of psychiatric disorders like schizophrenia.		2.3920benzodiazepine;
N-arylpiperazine;
N-methylpiperazine;
organochlorine compound		adrenergic antagonist;
dopaminergic antagonist;
EC 3.4.21.26 (prolyl oligopeptidase) inhibitor;
environmental contaminant;
GABA antagonist;
histamine antagonist;
muscarinic antagonist;
second generation antipsychotic;
serotonergic antagonist;
xenobiotic
ConditionIndicatedRelationship StrengthStudiesTrials