Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C24H25F4NOS.ClH |
| Molecular Weight | 487.981 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.OCCC1CCN(CCC=C2C3=CC=C(F)C=C3SC4=CC=C(C=C24)C(F)(F)F)CC1
InChI
InChIKey=NAPIVRWXCRDUBI-SUNHAQFUSA-N
InChI=1S/C24H25F4NOS.ClH/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;1H/b19-2+;
| Molecular Formula | C24H25F4NOS |
| Molecular Weight | 451.52 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 1 |
| Optical Activity | NONE |
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 |
|---|---|---|
| Inhibition of conditional avoidance response by neuroleptics upon repeated administration. | 1976 Dec 21 |
|
| Effect of piflutixol on turnover of catecholamines in mouse brain and rat corpus striatum. | 1977 Nov |
|
| 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 |
|
| Characterization of the binding of 3H-SCH 23390, a selective D-1 receptor antagonist ligand, in rat striatum. | 1984 Oct 29 |
|
| Repeated treatment with imipramine decreased the number of [3H]piflutixol binding sites in the rat striatum. | 1985 Feb 12 |
|
| Specific [3H]piflutixol binding to CHAPS-solubilised rat striatal preparations involves dopamine D-2 but not D-1 binding sites. | 1986 Feb |
|
| Characterization of binding of 3H-SCH 23390 to dopamine D-1 receptors. Correlation to other D-1 and D-2 measures and effect of selective lesions. | 1987 |
|
| Pharmacological characterisation of the dopamine-sensitive adenylate cyclase in cockroach brain: evidence for a distinct dopamine receptor. | 1987 Dec 21 |
|
| Biochemical and pharmacological characterization of [3H]GBR 12935 binding in vitro to rat striatal membranes: labeling of the dopamine uptake complex. | 1987 Jun |
|
| 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 |
|
| Ontogeny of dopamine D1 receptors in rat striatum. | 1988 Mar |
|
| 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 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 08:33:56 GMT 2023
by
admin
on
Sat Dec 16 08:33:56 GMT 2023
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| Record UNII |
DUK2M4VC4U
|
| Record Status |
Validated (UNII)
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| Record Version |
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312907
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6446125
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60197-32-2
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DUK2M4VC4U
Created by
admin on Sat Dec 16 08:33:56 GMT 2023 , Edited by admin on Sat Dec 16 08:33:56 GMT 2023
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| Related Record | Type | Details | ||
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