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CAS No.: | 15574-96-6 |
---|---|
Name: | Pizotifen |
Molecular Structure: | |
Formula: | C19H21 N S |
Molecular Weight: | 295.44 |
Synonyms: | 4H-Benzo[4,5]cyclohepta[1,2-b]thiophene,piperidine deriv.; 4-(1-Methyl-4-piperidylidene)-9,10-dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophene;4-(9,10-Dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thien-4-ylidene)-1-methylpiperidine;BC 105; Litec; Pizotifen; Pizotyline; Polomigran; Sandomigran |
EINECS: | 239-632-9 |
Density: | 1.164g/cm3 |
Melting Point: | 140-142°C |
Boiling Point: | 436.7°Cat760mmHg |
Flash Point: | 217.9°C |
Hazard Symbols: | Xi,Xn |
Risk Codes: | 36/37/38-22-63 |
Safety: | 26-37/39-36/37 |
PSA: | 31.48000 |
LogP: | 4.31210 |
pizotifen
4-(2-bromo-9,10-dihydro-1-thiabenzo[f]-azulen-4-ylidene)-1-methylpiperidine
Conditions | Yield |
---|---|
With bromine In chloroform at 0 - 20℃; for 2h; | 91% |
With bromine In chloroform at 0 - 20℃; for 2h; | 91% |
pizotifen
Conditions | Yield |
---|---|
With water-d2; silver In dimethyl sulfoxide at 40℃; for 12h; | 75% |
chloroformic acid ethyl ester
pizotifen
4-(9,10-dihydro-benzo[4,5]cyclohepta[1,2-b]thiophen-4-ylidene)-piperidine-1-carboxylic acid ethyl ester
Conditions | Yield |
---|---|
With triethylamine In toluene at 60℃; Reflux; | 9% |
pizotifen
Ethyl 4-(2-bromo-9,10-dihydro-1-thia-benzo[f]azulen-4-ylidene)piperidine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: triethylamine / toluene / 60 °C / Reflux 2: bromine / chloroform / 2 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: bromine / chloroform / 2 h / 0 - 20 °C 2: toluene / 6 h / Reflux View Scheme | |
Multi-step reaction with 2 steps 1: bromine / chloroform / 2 h / 0 - 20 °C 2: toluene / 6 h / Reflux View Scheme |
pizotifen
3-[4-piperidin-4-ylidene-4H-1-thiabenzo[f]azulen-2-yl]-propionic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: triethylamine / toluene / 60 °C / Reflux 2.1: trichlorophosphate / 1,2-dichloro-ethane / 1.5 h / 0 - 20 °C 2.2: 37 h / 50 °C 2.3: 1 h / 20 °C 3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere; Cooling 3.2: 2 h / 20 °C 4.1: hydrogen bromide / acetic acid / 4 h / 120 °C 4.2: 3 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: triethylamine / toluene / 60 °C / Reflux 2.1: bromine / chloroform / 2 h / 20 °C 3.1: triethylamine; tri-ortho-toluoylphosphine / palladium diacetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere 4.1: hydrogen bromide / acetic acid / 4 h / 120 °C 4.2: 3 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: bromine / chloroform / 2 h / 0 - 20 °C 2.1: toluene / 6 h / Reflux 3.1: triethylamine; tri-ortho-toluoylphosphine / palladium diacetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere 4.1: hydrogen bromide / acetic acid / 4 h / 120 °C 4.2: 3 h / 20 °C View Scheme |
pizotifen
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / toluene / 60 °C / Reflux 2.1: trichlorophosphate / 1,2-dichloro-ethane / 1.5 h / 0 - 20 °C 2.2: 37 h / 50 °C 2.3: 1 h / 20 °C View Scheme |
pizotifen
3-(4-piperidin-4-ylidene-9,10-dihydro-4H-1-thiabenzo[f]azulen-2-yl)acrylic acid
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: triethylamine / toluene / 60 °C / Reflux 2.1: trichlorophosphate / 1,2-dichloro-ethane / 1.5 h / 0 - 20 °C 2.2: 37 h / 50 °C 2.3: 1 h / 20 °C 3.1: piperidine; hydrogenchloride / pyridine / Reflux 4.1: potassium hydroxide / isopropyl alcohol / 24 h / Reflux 4.2: pH 7 / Cooling View Scheme |
pizotifen
ethyl 4-[2-(2-ethoxycarbonylvinyl)-9,10-dihydro-1-thiabenzo[f]azulen-4-ylidene]piperidine-1-carboxylate
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: triethylamine / toluene / 60 °C / Reflux 2.1: trichlorophosphate / 1,2-dichloro-ethane / 1.5 h / 0 - 20 °C 2.2: 37 h / 50 °C 2.3: 1 h / 20 °C 3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere; Cooling 3.2: 2 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / toluene / 60 °C / Reflux 2: bromine / chloroform / 2 h / 20 °C 3: triethylamine; tri-ortho-toluoylphosphine / palladium diacetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: bromine / chloroform / 2 h / 0 - 20 °C 2: toluene / 6 h / Reflux 3: triethylamine; tri-ortho-toluoylphosphine / palladium diacetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere View Scheme | |
Multi-step reaction with 3 steps 1: bromine / chloroform / 2 h / 0 - 20 °C 2: toluene / 6 h / Reflux 3: triethylamine / tri-ortho-toluoylphosphine; palladium diacetate / water; argon; N,N-dimethyl-formamide / 80 °C / Inert atmosphere View Scheme |
pizotifen
ethyl 3-[4-(1-tert-butoxy-carbonylpiperidin-4-ylidene)-4H-1-thiabenzo[f]azulen-2-yl]-propionate
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1.1: triethylamine / toluene / 60 °C / Reflux 2.1: trichlorophosphate / 1,2-dichloro-ethane / 1.5 h / 0 - 20 °C 2.2: 37 h / 50 °C 2.3: 1 h / 20 °C 3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere; Cooling 3.2: 2 h / 20 °C 4.1: hydrogen bromide / acetic acid / 6 h / Reflux 5.1: acetonitrile / 20 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: triethylamine / toluene / 60 °C / Reflux 2: bromine / chloroform / 2 h / 20 °C 3: triethylamine; tri-ortho-toluoylphosphine / palladium diacetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere 4: hydrogen bromide / acetic acid / 6 h / Reflux 5: acetonitrile / 20 h / 20 °C View Scheme | |
Multi-step reaction with 5 steps 1: bromine / chloroform / 2 h / 0 - 20 °C 2: toluene / 6 h / Reflux 3: triethylamine; tri-ortho-toluoylphosphine / palladium diacetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere 4: hydrogen bromide / acetic acid / 6 h / Reflux 5: acetonitrile / 20 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: bromine / chloroform / 2 h / 0 - 20 °C 2.1: toluene / 6 h / Reflux 3.1: triethylamine / tri-ortho-toluoylphosphine; palladium diacetate / water; argon; N,N-dimethyl-formamide / 80 °C / Inert atmosphere 4.1: hydrogen bromide / acetic acid / 4 h / 120 °C 4.2: 3 h / 20 °C View Scheme |
pizotifen
3-[4-(1-tert-butoxycarbonylpiperidin-4-ylidene)-4H-1-thiabenzo[f]azulen-2-yl]propionic acid
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1.1: triethylamine / toluene / 60 °C / Reflux 2.1: trichlorophosphate / 1,2-dichloro-ethane / 1.5 h / 0 - 20 °C 2.2: 37 h / 50 °C 2.3: 1 h / 20 °C 3.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C / Inert atmosphere; Cooling 3.2: 2 h / 20 °C 4.1: hydrogen bromide / acetic acid / 6 h / Reflux 5.1: acetonitrile / 20 h / 20 °C 6.1: sodium hydroxide; water / ethanol / 20 h View Scheme | |
Multi-step reaction with 6 steps 1.1: triethylamine / toluene / 60 °C / Reflux 2.1: trichlorophosphate / 1,2-dichloro-ethane / 1.5 h / 0 - 20 °C 2.2: 37 h / 50 °C 2.3: 1 h / 20 °C 3.1: piperidine; hydrogenchloride / pyridine / Reflux 4.1: potassium hydroxide / isopropyl alcohol / 8 h / Reflux 4.2: 4 h / 60 °C 5.1: hydrogen bromide / acetic acid / 2 h / 20 - 100 °C 6.1: sodium hydroxide / isopropyl alcohol; water / 20 h / 20 °C View Scheme | |
Multi-step reaction with 6 steps 1: triethylamine / toluene / 60 °C / Reflux 2: bromine / chloroform / 2 h / 20 °C 3: triethylamine; tri-ortho-toluoylphosphine / palladium diacetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere 4: hydrogen bromide / acetic acid / 6 h / Reflux 5: acetonitrile / 20 h / 20 °C 6: sodium hydroxide; water / ethanol / 20 h View Scheme | |
Multi-step reaction with 6 steps 1: bromine / chloroform / 2 h / 0 - 20 °C 2: toluene / 6 h / Reflux 3: triethylamine; tri-ortho-toluoylphosphine / palladium diacetate / N,N-dimethyl-formamide / 80 °C / Inert atmosphere 4: hydrogen bromide / acetic acid / 6 h / Reflux 5: acetonitrile / 20 h / 20 °C 6: sodium hydroxide; water / ethanol / 20 h View Scheme |
Product Name: Pizotifen
Molecular Structure:
Molecular Formula: C19H21NS
Molecular Weight: 295.4417
Synonyms of Pizotifen (CAS NO.15574-96-6): Pizotyline ; Pizotyline [USAN] ; 4-(9,10-Dihydro-4H-benzo(4,5)cyclohepta(1,2-b)thien-4-ylidene)-1-methylpiperidine ; BC 105 ; BRN 0753534 ; EINECS 239-632-9 ; Litec ; Piperidine, 4-(9,10-dihydro-4H-benzo(4,5)cyclohepta(1,2-b)thien-4-ylidene)-1-methyl- ; Pizotifene ; Pizotifene [INN-French] ; Pizotifeno ; Pizotifeno [INN-Spanish] ; Pizotifenum ; Pizotifenum [INN-Latin] ; Pizotyline ; Sandomigran ; Sandomygran ; UNII-0BY8440V3N
CAS NO: 15574-96-6
Classification Code: Anabolic ; Analgesics ; Analgesics, non-narcotic ; Antidepressant ; Antidepressive agents ; Central Nervous System Agents ; Drug / Therapeutic Agent ; Human Data ; Neurotransmitter Agents ; Peripheral Nervous System Agents ; Psychotropic Drugs ; Sensory System Agents ; Serotonin Agents ; Serotonin antagonists ; Serotonin inhibitor [specific in migraine]
Index of Refraction: 1.63
Molar Refractivity: 90.37 cm3
Molar Volume: 253.7 cm3
Surface Tension: 47.7 dyne/cm
Density: 1.164 g/cm3
Flash Point: 217.9 °C
Enthalpy of Vaporization: 69.32 kJ/mol
Boiling Point: 436.7 °C at 760 mmHg
Vapour Pressure: 7.92E-08 mmHg at 25°C
Pizotifen (CAS NO.15574-96-6) is mainly medical purposes that is used in vascular headache, including migraine and cluster headache prevention. It can be used for other applications, including as anti-depressants, or anxiety or social phobia treatment.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
man | TDLo | oral | 12857ug/kg/12 (12.857mg/kg) | LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED" | Archives of Internal Medicine. Vol. 144, Pg. 815, 1984. |
rat | LD50 | oral | 410mg/kg (410mg/kg) | Pharmacologist. Vol. 12, Pg. 297, 1970. |
Hazard Codes of Pizotifen (CAS NO.15574-96-6): Xi
Risk Statements: 36/37/38
R36/37/38: Irritating to eyes, respiratory system and skin.
Safety Statements: 26-37/39
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S37/39: Wear suitable gloves and eye/face protection.