Basic Information | Post buying leads | Suppliers | Cas Database |
Name |
Clomipramine |
EINECS | 206-144-2 |
CAS No. | 303-49-1 | Density | 1.119 g/cm3 |
PSA | 6.48000 | LogP | 4.59340 |
Solubility | 25 mg/mL in water | Melting Point |
189.5°C |
Formula | C19H23ClN2 | Boiling Point | 434.2 °C at 760 mmHg |
Molecular Weight | 314.858 | Flash Point | 216.4 °C |
Transport Information | N/A | Appearance | white to off-white powder |
Safety | 36 | Risk Codes | 20/21/22 |
Molecular Structure | Hazard Symbols | Xn | |
Synonyms |
5H-Dibenz[b,f]azepine,3-chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro- (6CI,7CI,8CI);3-Chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro-5H-dibenz[b,f]azepine;Chlorimipramine;G 34586;NSC 169865; |
Article Data | 120 |
clomipramine N-oxide
Clomipramine
Conditions | Yield |
---|---|
With sodium tetrahydroborate In water at 50 - 60℃; chemoselective reaction; | 82% |
3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine
N,N-dimethyl-3-bromopropylamine
Clomipramine
Conditions | Yield |
---|---|
Stage #1: 3-chloro-10,11-dihydro-5H-dibenzo[b,f]azepine With sodium hydride In tetrahydrofuran at 110℃; for 2h; Glovebox; Inert atmosphere; Schlenk technique; Stage #2: N,N-dimethyl-3-bromopropylamine In tetrahydrofuran at 110℃; for 22h; Glovebox; Inert atmosphere; Schlenk technique; | 66% |
3-chloro-5H-dibenzo[b,f]azepine
3-(Dimethylamino)propyl chloride
Clomipramine
Conditions | Yield |
---|---|
Stage #1: 3-chloro-5H-dibenzo[b,f]azepine With methanol; magnesium at 50℃; for 1.5h; Stage #2: 3-(Dimethylamino)propyl chloride |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: caesium carbonate; triphenylphosphine; palladium diacetate; potassium iodide / N,N-dimethyl-formamide / 46 h / 105 °C / Schlenk technique; Inert atmosphere 2: N,N-dimethyl-formamide / 24 h / 130 °C / Schlenk technique; Inert atmosphere 3: magnesium; methanol / 1.5 h / 50 °C View Scheme |
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: caesium carbonate; triphenylphosphine; palladium diacetate; potassium iodide / N,N-dimethyl-formamide / 46 h / 105 °C / Schlenk technique; Inert atmosphere 2: N,N-dimethyl-formamide / 24 h / 130 °C / Schlenk technique; Inert atmosphere 3: magnesium; methanol / 1.5 h / 50 °C View Scheme |
3-chloro-5-(3-dimethylaminopropyl)-10,11-dihydro-5H-dibenzo(6,5)azepine
Clomipramine
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: potassium hydroxide; triethyl borane / tetrahydrofuran / 24 h / 100 °C / Inert atmosphere; Schlenk technique; Sealed tube 2.1: sodium hydroxide; water / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube 3.1: sodium hydride / tetrahydrofuran / 2 h / 110 °C / Glovebox; Inert atmosphere; Schlenk technique 3.2: 22 h / 110 °C / Glovebox; Inert atmosphere; Schlenk technique View Scheme |
Clomipramine
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: sodium hydroxide; water / tetrahydrofuran / 1 h / 25 °C / Inert atmosphere; Schlenk technique; Sealed tube 2.1: sodium hydride / tetrahydrofuran / 2 h / 110 °C / Glovebox; Inert atmosphere; Schlenk technique 2.2: 22 h / 110 °C / Glovebox; Inert atmosphere; Schlenk technique View Scheme |
Clomipramine
Conditions | Yield |
---|---|
Stage #1: Clomipramine With hydrogenchloride In 1,4-dioxane; ethyl acetate Inert atmosphere; Stage #2: With 3,6-bis(dimethylamino)-9-(2,6-dimethylphenyl)-10-methylacridinium bromide; water-d2; lithium carbonate; triisopropylsilanethiol In 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Inert atmosphere; Irradiation; regioselective reaction; | 98% |
Conditions | Yield |
---|---|
With C17H24N5Ru(1+)*F6P(1-); potassium acetate; potassium carbonate In 1-methyl-pyrrolidin-2-one at 35℃; for 24h; Inert atmosphere; | 97% |
Clomipramine
Conditions | Yield |
---|---|
Stage #1: Clomipramine With hydrogenchloride In 1,4-dioxane; ethyl acetate Inert atmosphere; Stage #2: With 9-(4-methoxyphenyl)-10-methylacridinium bromide; water-d2; lithium carbonate; triisopropylsilanethiol In 1-methyl-pyrrolidin-2-one at 20℃; for 24h; Inert atmosphere; Irradiation; regioselective reaction; | 88% |
MF: C19H23ClN2
MW: 314.85
MS:
EINECS: 206-144-2
Mol File: 303-49-1.mol
Solubility H2O: 25 mg/mL
Form: powder
color: white to off-white
Surface Tension: 41.7 dyne/cm
Density: 1.119 g/cm3
Flash Point: 216.4 °C
Enthalpy of Vaporization: 69.03 kJ/mol
Boiling Point: 434.2 °C at 760 mmHg
Vapour Pressure: 9.63E-08 mmHg at 25°C
3-(9-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine hydrochloride (303-49-1 ) have effects on the performance of a variety of causes and symptoms of depression,Obsessive-compulsive disorder,associated with narcolepsy of cataplexy disorder, panic attacks, phobias, chronic pain state and nocturnal enuresis.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
man | TDLo | oral | 357ug/kg (0.357mg/kg) | gastrointestinal: nausea or vomiting | Journal of Clinical Pyschopharmacology. Vol. 2, Pg. 215, 1982. |
mouse | LD50 | intraperitoneal | 150mg/kg (150mg/kg) | | Journal of Medicinal Chemistry. Vol. 21, Pg. 448, 1978. |
mouse | LD50 | intravenous | 27mg/kg (27mg/kg) | | Acta Pharmaceutica Suecica. Vol. 13, Pg. 485, 1976. |
mouse | LD50 | oral | 380mg/kg (380mg/kg) | behavioral: wakefulness | German Offenlegungsschrift Patent Document. Vol. #2618152, |
rat | LD50 | intraperitoneal | 149mg/kg (149mg/kg) | | Toxicology. Vol. 24, Pg. 335, 1982. |
rat | LD50 | oral | 613mg/kg (613mg/kg) | | Toxicology. Vol. 24, Pg. 335, 1982. |
women | TDLo | intravenous | 3400ug/kg/47M (3.4mg/kg) | behavioral: convulsions or effect on seizure threshold | British Medical Journal. Vol. 3, Pg. 698, 1972. |
women | TDLo | oral | 10mg/kg/5D-I (10mg/kg) | vascular: bp elevation not characterized in autonomic section | British Medical Journal. Vol. 1, Pg. 406, 1971. |
women | TDLo | oral | 30mg/kg (30mg/kg) | behavioral: coma | Journal of Toxicology, Clinical Toxicology. Vol. 32, Pg. 425, 1994 |
Hazard Codes : Xn
Risk Statements: 20/21/22
20/21/22 : 3-(9-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine hydrochloride (303-49-1 ) is harmful by inhalation, in contact with skin and if swallowed .
Safety Statements : 36
36: Keep away from sources of ignition - No smoking
WGK Germany: 3
RTECS: HN9055000
IUPAC Name: 3-(9-chloro-5,6-dihydrobenzo[b][1]benzazepin-11-yl)-N,N-dimethylpropan-1-amine hydrochloride (303-49-1 )
CAS: 303-49-1
Synonyms: 3-(3-Chloro-10,11-dihydro-5H-dibenzo[b,f]azepin-5-yl)-N,N-dimethyl-1-propanamine ; 3-Chloro-5-(3-(dimethylamino)propyl)-10,11-dihydro-5H-dibenz(b,f)azepine ; 3-Chloroimipramine ; 5H-Dibenz(b,f)azepine, 10,11-dihydro-3-chloro-5-(3-(dimethylamino)propyl)- ; 5H-Dibenz[b,f]azepine, 3-chloro-5-[3-(dimethylamino)propyl]-10,11-dihydro- ; 5H-Dibenz[b,f]azepine-5-propanamine, 3-chloro-10,11-dihydro-N,N-dimethyl- ; Anafranil (free base) ; Anafranil base