Details
Stereochemistry | ACHIRAL |
Molecular Formula | C24H25F4NOS |
Molecular Weight | 451.52 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 1 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OCCC1CCN(CCC=C2C3=CC=C(F)C=C3SC4=C2C=C(C=C4)C(F)(F)F)CC1
InChI
InChIKey=CCUOZZURYIZOKX-FQJNFEMKSA-N
InChI=1S/C24H25F4NOS/c25-18-4-5-20-19(2-1-10-29-11-7-16(8-12-29)9-13-30)21-14-17(24(26,27)28)3-6-22(21)31-23(20)15-18/h2-6,14-16,30H,1,7-13H2/b19-2+
Piflutixol is a thioxanthene neuroleptic which combines a very potent dopamine antagonistic effect with a potent effect in tests for sedative properties. It was found to have a very strong antagonistic effect against stereotypies induced by dopamine agonists in mice, rats and dogs as well as against apomorphine induced vomiting in dogs. This indicates that piflutixol must be considered as one of the most potent dopamine receptor blocking agents. Piflutixol seems to be the hitherto most potent inhibitor of dopamine-stimulated adenylate cyclase. There was a linear relationship between D-1 dopamine receptor occupation by [3H]piflutixol and inhibition of dopamine sensitive adenylate cyclase. Piflutixol markedly antagonizes the effect of noradrenaline, 5-HT and to some extent histamine, whereas the affinity for muscarinic receptors was rather weak. Piflutixol has a high affinity for dopamine structures within the brain. It is a compound with a very long duration of action.
Approval Year
PubMed
Title | Date | PubMed |
---|---|---|
The pharmacology of a new potent, long acting neuroleptic, piflutixol. | 1977 Oct |
|
Selective and stereospecific interactions of R-SK & F 38393 with [3H]piflutixol but not [3H]spiperone binding to striatal D1 and D2 dopamine receptors: comparisons with SCH 23390. | 1984 Mar 2 |
|
Loss of rat striatal dopamine receptors with ageing is selective for D-2 but not D-1 sites: association with increased non-specific binding of the D-1 ligand [3H]piflutixol. | 1984 Oct 1 |
|
Pharmacological characterisation of the dopamine-sensitive adenylate cyclase in cockroach brain: evidence for a distinct dopamine receptor. | 1987 Dec 21 |
|
The hypothermic response of mice to delta-9-tetrahydrocannabinol is enhanced by chlorpromazine, thioxanthenes, alpha-adrenoceptor antagonists and pentolinium but not by SCH 23390 or sulpiride. | 1988 Feb |
|
The relationship between the occupation of the D-1 dopamine receptor by [3H]piflutixol and the activity of dopamine-sensitive adenylate cyclase in rat striatal membranes. | 1991 Jul 5 |
Name | Type | Language | ||
---|---|---|---|---|
|
Official Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English |
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
C170318
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY | |||
|
CHEMBL2107162
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY | |||
|
3861
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY | |||
|
54341-02-5
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY | |||
|
SUB09830MIG
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY | |||
|
DTXSID20202721
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY | |||
|
C015448
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY | |||
|
100000081927
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY | |||
|
68714
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY | |||
|
F52O5YF6CA
Created by
admin on Fri Dec 15 15:42:50 GMT 2023 , Edited by admin on Fri Dec 15 15:42:50 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
SALT/SOLVATE (PARENT)