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CAS No.: | 122892-31-3 |
---|---|
Name: | Itopride hydrochloride |
Article Data: | 10 |
Molecular Structure: | |
Formula: | C20H26N2O4.HCl |
Molecular Weight: | 394.898 |
Synonyms: | Benzamide,N-[[4-[2-(dimethylamino)ethoxy]phenyl]methyl]-3,4-dimethoxy-, monohydrochloride(9CI);Ganaton;HSR 803; |
EINECS: | 602-905-1 |
Melting Point: | 194-195 °C |
Boiling Point: | 510.1 °C at 760 mmHg |
Flash Point: | 262.3 °C |
Appearance: | white or pale brownish crystal |
Hazard Symbols: | N |
Risk Codes: | 50 |
Safety: | 61 |
PSA: | 60.03000 |
LogP: | 3.76710 |
itopride
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
With hydrogenchloride In water; iso-butanol at 50 - 55℃; for 0.5h; pH=2.0; | 93.7% |
With hydrogenchloride In ethanol at 0℃; | 93% |
With hydrogenchloride In ethanol | 90% |
With hydrogenchloride In isopropyl alcohol at 25 - 30℃; for 0.5h; pH=1 - 2; | 79% |
With hydrogenchloride In isopropyl alcohol at 25 - 30℃; for 0.5h; pH=1 - 2; | 79% |
veratronitrile
(4-(2-(dimethylamino)ethoxy)phenyl)methanol
itopride
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
Stage #1: veratronitrile; (4-(2-(dimethylamino)ethoxy)phenyl)methanol With trifluorormethanesulfonic acid In toluene at 80℃; for 8h; Stage #2: itopride With hydrogenchloride In ethanol at 0℃; Reagent/catalyst; | 93% |
N-(4-hydroxybenzyl)-3,4-dimethoxybenzamide
2-(dimethylamino)ethyl chloride
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
With potassium iodide In N,N-dimethyl-formamide at 130 - 135℃; Temperature; | 87% |
2-(N,N-dimethylamino)ethanol
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
Stage #1: 2-(N,N-dimethylamino)ethanol With sodium hydroxide In toluene for 0.5h; Reflux; Stage #2: 4-((3,4-dimethoxybenzamido)methyl)phenyl methanesulfonate In toluene for 1.5h; Reflux; Stage #3: With hydrogenchloride In dichloromethane; water for 0.5h; | 80% |
4-cyanophenol
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 0.5 h 1.2: 1 h 2.1: nickel dichloride; sodium tetrahydroborate / ethanol / 0.5 h / 20 - 25 °C 3.1: triethylamine / methanol / 2 h 4.1: sodium hydroxide / toluene / 0.5 h / Reflux 4.2: 1.5 h / Reflux 4.3: 0.5 h View Scheme | |
Multi-step reaction with 4 steps 1.1: triethylamine / dichloromethane / 0.5 h 1.2: 1 h 2.1: nickel dichloride; sodium tetrahydroborate / ethanol / 0.5 h / 20 - 25 °C 3.1: 1-hydroxy-pyrrolidine-2,5-dione / dichloromethane / 0.17 h / -10 - 0 °C 3.2: 2 h / Reflux 3.3: 2 h / Reflux 4.1: sodium hydroxide / toluene / 0.5 h / Reflux 4.2: 1.5 h / Reflux 4.3: 0.5 h View Scheme |
4-cyanophenyl mesylate
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: nickel dichloride; sodium tetrahydroborate / ethanol / 0.5 h / 20 - 25 °C 2.1: triethylamine / methanol / 2 h 3.1: sodium hydroxide / toluene / 0.5 h / Reflux 3.2: 1.5 h / Reflux 3.3: 0.5 h View Scheme | |
Multi-step reaction with 3 steps 1.1: nickel dichloride; sodium tetrahydroborate / ethanol / 0.5 h / 20 - 25 °C 2.1: 1-hydroxy-pyrrolidine-2,5-dione / dichloromethane / 0.17 h / -10 - 0 °C 2.2: 2 h / Reflux 2.3: 2 h / Reflux 3.1: sodium hydroxide / toluene / 0.5 h / Reflux 3.2: 1.5 h / Reflux 3.3: 0.5 h View Scheme |
(4-methanesulfonyloxyphenylmethane)amine
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1.1: triethylamine / methanol / 2 h 2.1: sodium hydroxide / toluene / 0.5 h / Reflux 2.2: 1.5 h / Reflux 2.3: 0.5 h View Scheme |
phenol
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 5 steps 1: potassium hydroxide / ethanol; water / 4 h / 55 - 60 °C 2: hydrogenchloride / water / 2 h / -10 °C 3: ammonium hydroxide / methanol / 6 h / 80 °C / Autoclave 4: N-ethyl-N,N-diisopropylamine / toluene / 2 h / 70 °C / Cooling with ice 5: hydrogenchloride / ethanol View Scheme |
dimethyl(2-phenoxyethyl)amine
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: hydrogenchloride / water / 2 h / -10 °C 2: ammonium hydroxide / methanol / 6 h / 80 °C / Autoclave 3: N-ethyl-N,N-diisopropylamine / toluene / 2 h / 70 °C / Cooling with ice 4: hydrogenchloride / ethanol View Scheme |
[2-(4-Chloromethyl-phenoxy)-ethyl]-dimethyl-amine
N-<4-<2-(dimethylamino)ethoxy>benzyl>-3,4-dimethoxybenzamide hydrochloride
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: ammonium hydroxide / methanol / 6 h / 80 °C / Autoclave 2: N-ethyl-N,N-diisopropylamine / toluene / 2 h / 70 °C / Cooling with ice 3: hydrogenchloride / ethanol View Scheme |
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IUPAC Name: N-[[4-(2-Dimethylaminoethyloxy)phenyl]methyl]-3,4-dimethoxybenzamide hydrochloride
CAS: 122892-31-3
Formula: C20H27ClN2O4
Molecular Weight: 394.89
Molecular Structure of N-[[4-(2-Dimethylaminoethyloxy)phenyl]methyl]-3,4-dimethoxybenzamide hydrochloride (122892-31-3 ):
Flash Point: 262.3 °C
Melting Point: 194-195 °C
Boiling Point: 510.1 °C at 760 mmHg
Vapour Pressure: 1.6E-10 mmHg at 25°C
Appearance: Crystalline Solid
Enthalpy of Vaporization: 78.08 kJ/mol
The classification of N-[[4-(2-Dimethylaminoethyloxy)phenyl]methyl]-3,4-dimethoxybenzamide hydrochloride (122892-31-3) are Active Pharmaceutical Ingredients;Intermediates & Fine Chemicals;Pharmaceuticals;Itopride.
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD50 | oral | 600mg/kg (600mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 740, 1995. | |
mouse | LD50 | intravenous | 164mg/kg (164mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 740, 1995. | |
mouse | LD50 | oral | > 2gm/kg (2000mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 740, 1995. | |
rat | LD50 | intravenous | 275mg/kg (275mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 740, 1995. | |
rat | LD50 | oral | > 2gm/kg (2000mg/kg) | Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 740, 1995. |
The chemical synonyms of N-[[4-(2-Dimethylaminoethyloxy)phenyl]methyl]-3,4-dimethoxybenzamide hydrochloride (122892-31-3) are N-((4-(2-(Dimethylamino)ethoxy)phenyl)methyl)-3,4-dimethoxybenzamidemonohydr ; N-((4-(2-(Dimethylamino)ethoxy)phenyl)methyl)-3,4-dimethoxy-benzamidmonohy ; N-((4-(2-(Dimethylamino)ethoxy)phenyl)methyl)-3,4-dimethoxy-benzamidmonohydrochloride ; N-(4-(2-(Dimethylamino)ethoxy)benzyl)-3,4-dimethoxidebenzamidehydrochloride .The product of N-[[4-(2-Dimethylaminoethyloxy)phenyl]methyl]-3,4-dimethoxybenzamide hydrochloride (122892-31-3 ) can enhance Dopamine D2-receptor antagonist with anticholinesterase activity. Gastroprokinetic.