CAS No.1480-19-9,Fluanisone Suppliers

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Basic Information

Molecular Structure:
CAS No.:	1480-19-9
Name:	Fluanisone
Article Data:	7

Formula:	C21H25 F N2 O2
Molecular Weight:	356.44
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
Density:	1.146g/cm³
Melting Point:	67.5-68.5°
Boiling Point:	511.8°Cat760mmHg
Flash Point:	263.3°C
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 NO_x.
PSA:	32.78000
LogP:	3.62230

Synthetic route

: 857-62-5
Anisopirol

: 1480-19-9
fluanisone

Conditions

Conditions	Yield
With sodium hydrogencarbonate; Dess-Martin periodane In dichloromethane at 20℃; for 3h; Inert atmosphere;	92%

: 459-57-4
4-fluorobenzaldehyde

: 1480-19-9
fluanisone

Conditions

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

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

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

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

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

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

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

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

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Chemistry

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/cm³Melting 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^-24cm³
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.

Uses

Haloanisone (CAS NO.1480-19-9)is used as Antipsychotic and in the treatment of schizophrenia and mania.

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.

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 NO_x.

Specification

It is a typical antipsychotic and sedative of the butyrophenone chemical class.