- Fluanisone
- Fluanisone hydrochloride
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Cas Database |
| Name |
Fluanisone |
EINECS | N/A |
| CAS No. | 1480-19-9 | Density | 1.146g/cm3 |
| PSA | 32.78000 | LogP | 3.62230 |
| Solubility | N/A | Melting Point |
67.5-68.5° |
| Formula | C21H25 F N2 O2 | Boiling Point | 511.8°Cat760mmHg |
| Molecular Weight | 356.44 | Flash Point | 263.3°C |
| Transport Information | N/A | Appearance | N/A |
| Safety | Poison by intraperitoneal route. Moderately toxic by ingestion and subcutaneous routes. An experimental teratogen. When heated to decomposition it emits toxic fumes of F− and NOx. | Risk Codes | N/A |
| Molecular Structure |
|
Hazard Symbols | N/A |
| Synonyms |
Butyrophenone,4'-fluoro-4-[4-(o-methoxyphenyl)-1-piperazinyl]- (6CI,7CI,8CI); 2028 MD;4-[4-(o-Methoxyphenyl)-1-piperazinyl]-p-fluorobutyrophenone;4'-Fluoro-4-[4-(o-methoxyphenyl)-1-piperazinyl]butyrophenone; Anti-Pica;Fluanison; Fluanisone; Haloanison; Haloanisone; MD 2028; NSC 170977; R 2028; R2167; Sedalande; p-Fluoro-g-[4-(o-methoxyphenyl)-1-piperazinyl]butyrophenone; g-(4-o-Methoxyphenylpiperazino)-4-fluorobutyrophenone |
Article Data | 7 |
Fluanisone Synthetic route
| Conditions | Yield |
|---|---|
| With sodium hydrogencarbonate; Dess-Martin periodane In dichloromethane at 20℃; for 3h; Inert atmosphere; | 92% |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1.1: zinc / tetrahydrofuran / 0.17 - 0.25 h / 20 °C 1.2: 3 h / 0 °C 2.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / acetonitrile / 5 h / Reflux 3.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 0 - 20 °C 3.2: 1 h / 0 °C 4.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C 5.1: acetic acid / methanol / 1 h / 0 - 20 °C 5.2: 3 h / 0 - 20 °C 6.1: 10% Pd/C; hydrogen / methanol / 10 h / 20 °C 7.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 20 °C / Inert atmosphere View Scheme |
- 86718-78-7, 136185-86-9
1-(4-fluorophenyl)-3-buten-1-ol
- 1480-19-9
fluanisone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1.1: potassium carbonate; tetra-(n-butyl)ammonium iodide / acetonitrile / 5 h / Reflux 2.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 0 - 20 °C 2.2: 1 h / 0 °C 3.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C 4.1: acetic acid / methanol / 1 h / 0 - 20 °C 4.2: 3 h / 0 - 20 °C 5.1: 10% Pd/C; hydrogen / methanol / 10 h / 20 °C 6.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 20 °C / Inert atmosphere View Scheme |
- 1143515-07-4
1-[1-(benzyloxy)-but-3-enyl]-4-fluorobenzene
- 1480-19-9
fluanisone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 0 - 20 °C 1.2: 1 h / 0 °C 2.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C 3.1: acetic acid / methanol / 1 h / 0 - 20 °C 3.2: 3 h / 0 - 20 °C 4.1: 10% Pd/C; hydrogen / methanol / 10 h / 20 °C 5.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 20 °C / Inert atmosphere View Scheme |
- 1402042-55-0
4-(benzyloxy)-4-(4-fluorophenyl)-butan-1-ol
- 1480-19-9
fluanisone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C 2.1: acetic acid / methanol / 1 h / 0 - 20 °C 2.2: 3 h / 0 - 20 °C 3.1: 10% Pd/C; hydrogen / methanol / 10 h / 20 °C 4.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 20 °C / Inert atmosphere View Scheme |
- 1402042-56-1
4-(benzyloxy)-4-(4-fluorophenyl)-butanal
- 1480-19-9
fluanisone
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1.1: acetic acid / methanol / 1 h / 0 - 20 °C 1.2: 3 h / 0 - 20 °C 2.1: 10% Pd/C; hydrogen / methanol / 10 h / 20 °C 3.1: Dess-Martin periodane; sodium hydrogencarbonate / dichloromethane / 3 h / 20 °C / Inert atmosphere View Scheme |
Fluanisone Chemical Properties
IUPAC Name: 1-(4-Fluorophenyl)-4-[4-(2-methoxyphenyl)piperazin-1-ium-1-yl]butan-1-one chloride
Molecular Formula: C21H25FN2O2
Molecular Weight: 356.48
EINECS: 216-038-8
Density: 1.146g/cm3
Melting Point: 67.5–68.5°C
Boiling Point: 511.8°C at 760mmHg
Flash Point: 263.3°C
Properties: crystals
Solubility: soluble in chloroform; sparingly soluble in methanol; sltly soluble in ether. practically insolublein water.
Freely Rotating Bonds: 7
Polar Surface Area: 32.78 Å2
Index of Refraction: 1.557
Molar Refractivity: 100.25 cm3
Molar Volume: 310.9 cm3
Polarizability: 39.74× 10-24 cm3
Surface Tension: 42.1 dyne/cm
Enthalpy of Vaporization: 78.28 kJ/mol
Vapour Pressure: 1.38E-10 mmHg at 25°C
The Cas Register Number of Haloanisone is 1480-19-9.The chemical synonyms of Haloanisone (CAS NO.1480-19-9) are 1-(4-Fluorophenyl)-4-[4-(2-methoxyphenyl)piperazin-1-yl]butan-1-one ; 1-Butanone, 1- (4-fluorophenyl)-4-[4-(2-methoxyphenyl)-1-piperazinyl]- ; 4-[4-(o-Methoxyphenyl)-1-piperazinyl]-p-fluorobutyrophenone ; 4'-Fluoro-4-[4-(o-methoxyphenyl)-1-piperazinyl]butyrophenone ; Butyrophenone, 4'-fluoro-4-[4- (o-methoxyphenyl)-1-piperazinyl]- ; 1-(4-Fluorophenyl)-4-[4-(2-methoxyphenyl)-1-piperazinyl]-1-butanone ; 1-(4-Fluoro-phenyl)-4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-butan-1-one ; 1-(4-Fluoro-phenyl)-4-[4-(2-methoxy-phenyl)-piperazin-1-yl]-butan-1-one(fluanisone) ; 1-Butanone, 1-(4-fluorophenyl)-4-(4-(2-methoxyphenyl)-1-piperazinyl)- (9CI) ; 4-(4-(o-Methoxyphenyl)-1-piperazinyl)-p-fluorobutyrophenone ; 4'-Fluoro-4-(4-(o-methoxyphenyl)-1-piperazinyl)- butyrophenone ; 4'-Fluoro-4-(4-(o-methoxyphenyl)-1-piperazinyl)butyrophenone ; Anti-Pica ; Butyrophenone, 4'-fluoro-4-(4-(o-methoxyphenyl)-1-piperazinyl)- ; Fluanison ; Fluanisone dihydrochloride ; Fluanisone monohydrochloride ; Haloanison ; Metorin ; Sedalande .The molecular structure of Haloanisone (CAS NO.1480-19-9) is
.
Fluanisone Uses
Haloanisone (CAS NO.1480-19-9)is used as Antipsychotic and in the treatment of schizophrenia and mania.
Fluanisone Toxicity Data With Reference
| 1. | orl-rat TDLo:132 mg/kg (15D preg):TER | PJPPAA Polish Journal of Pharmacology and Pharmacy. 32 (1980),199. | ||
| 2. | scu-rat LD50:420 mg/kg | MDCHAG Medicinal Chemistry: A Series of Monographs. 4 (2)(1967),199. | ||
| 3. | orl-mus LD50:550 mg/kg | APPHAX Acta Poloniae Pharmaceutica. 40 (1983),159. | ||
| 4. | ipr-mus LD50:200 mg/kg | FRPSAX Farmaco, Edizione Scientifica. 35 (1980),605. |
Fluanisone Safety Profile
Poison by intraperitoneal route. Moderately toxic by ingestion and subcutaneous routes. An experimental teratogen. When heated to decomposition it emits toxic fumes of F− and NOx.
Fluanisone Specification
It is a typical antipsychotic and sedative of the butyrophenone chemical class.
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