Conditions | Yield |
---|---|
With copper(l) iodide; potassium carbonate; L-proline In ethyl methyl ether at 90 - 110℃; Inert atmosphere; | 75% |
Conditions | Yield |
---|---|
Stage #1: 2-acetylphenothiazine With sodium hydride In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 3-(Dimethylamino)propyl chloride In N,N-dimethyl-formamide at 50℃; for 5h; | 22% |
With sodium hydride |
2-acetyl-phenothiazine-10-carboxylic acid 3-dimethylamino-propyl ester
acetopromazine
Conditions | Yield |
---|---|
oder unter vermindertem Druck; | |
With copper; 1,3-Dimethoxybenzene |
2-acetyl-10-(3'-chloropropyl)-10H-phenothiazine
dimethyl amine
acetopromazine
Conditions | Yield |
---|---|
In ethanol |
Conditions | Yield |
---|---|
Stage #1: 2-chloro-benzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 81% |
Conditions | Yield |
---|---|
Stage #1: 4-chlorobenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 78% |
Conditions | Yield |
---|---|
Stage #1: acetopromazine; benzaldehyde With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 68% |
Conditions | Yield |
---|---|
Stage #1: acetopromazine; 2,4-dichlorobenzaldeyhde With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 62% |
Conditions | Yield |
---|---|
Stage #1: 2-Trifluoromethylbenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 58% |
Conditions | Yield |
---|---|
Stage #1: 4-fluorobenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 57% |
Conditions | Yield |
---|---|
Stage #1: 3,4,5-trimethoxy-benzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 51% |
Conditions | Yield |
---|---|
Stage #1: m-bromobenzoic aldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 51% |
Conditions | Yield |
---|---|
Stage #1: acetopromazine; 3-methoxy-benzaldehyde With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 43% |
Conditions | Yield |
---|---|
Stage #1: 2-chloro-6-fluorobenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 43% |
Conditions | Yield |
---|---|
Stage #1: acetopromazine; 4-methoxy-benzaldehyde With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 41% |
Conditions | Yield |
---|---|
Stage #1: p-benzyloxybenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 40% |
Conditions | Yield |
---|---|
Stage #1: acetopromazine; 4-dimethylamino-benzaldehyde With sodium ethanolate In ethanol Cooling with ice; Sonication; Stage #2: With hydrogenchloride pH=5 - 7; | 39% |
7-chloro-4-hydrazinoquinoline
acetopromazine
Conditions | Yield |
---|---|
With acetic acid In ethanol for 24h; Reflux; | 35% |
acetopromazine
1-[10-(3-dimethylamino-propyl)-phenothiazin-2-yl]-ethanol
Conditions | Yield |
---|---|
With lithium aluminium tetrahydride; diethyl ether |
methyllithium
acetopromazine
2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-propan-2-ol
Conditions | Yield |
---|---|
In diethyl ether |
sodium acetylide
acetopromazine
2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-but-3-yn-2-ol
Conditions | Yield |
---|---|
In N,N-dimethyl-formamide at -14 - 20℃; for 2.5h; |
5-methyl-indole-2,3-dione
acetopromazine
2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-6-methyl-quinoline-4-carboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating; |
5-fluoro-1H-indole-2,3-dione
acetopromazine
2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-6-fluoro-quinoline-4-carboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating; |
5-methoxyisatine
acetopromazine
2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-6-methoxy-quinoline-4-carboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating; |
indole-2,3-dione
acetopromazine
2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-quinoline-4-carboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating; |
5-chloroindole 2,3-dione
acetopromazine
6-chloro-2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-quinoline-4-carboxylic acid
Conditions | Yield |
---|---|
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating; |
Conditions | Yield |
---|---|
With pyridine |
Conditions | Yield |
---|---|
With pyridine |
Molecular Structure of Acetopromazine (CAS NO.61-00-7):
IUPAC Name: 1-[10-[3-(dimethylamino)propyl]phenothiazin-2-yl]ethanone
Empirical Formula: C19H22N2OS
Molecular Weight: 326.4558
Index of Refraction: 1.609
Surface Tension: 45.4 dyne/cm
Density: 1.155 g/cm3
Flash Point: 254.4 °C
Enthalpy of Vaporization: 76.49 kJ/mol
Boiling Point: 497 °C at 760 mmHg
Vapour Pressure: 5.13E-10 mmHg at 25°C
Synonyms of Acetopromazine (CAS NO.61-00-7): acepromazine ; 10-[3-[Dimethylamino] propyl] phenothiazin-2-yl methyl ketone ; Acetylpromazine;Ethanone, 1-10-3-(dimethylamino)propyl-10H-phenothiazin-2-yl-;KETONEketone,10-(3-(dimethylamino)propyl)phenothiazin-2-ylmethyl ; 10-(3-dimethylaminopropyl)phenothiazine-3ethylone ; Acepromazine (base and/or unspecified salts) ; 1-[10-(3-dimethylaminopropyl)phenothiazin-2-yl]ethanone
1. | ipr-rat LD50:140 mg/kg | FATOAO Farmakologiya i Toksikologiya (Moscow). 24 (1961),136. | ||
2. | orl-mus LDLo:200 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 113 (1957),53. | ||
3. | ipr-mus LD50:350 mg/kg | RMNIBN Revista Medico-Chirurgicala. 81 (1977),105. | ||
4. | scu-mus LD50:130 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 113 (1957),53. | ||
5. | ivn-mus LD50:59 mg/kg | AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. 115 (1958),1. |
Poison by ingestion, intravenous, and subcutaneous routes. A flammable liquid. When heated to decomposition it emits toxic fumes of SOx and NOx. See also KETONES. An animal tranquilizer.
DOT Classification: 3; Label: Flammable Liquid
Acetopromazine (CAS NO.61-00-7) is an orange yellow oily liquid. Boiling point is 220-240 ℃ (66.5Pa),its maleate yellow crystal, melting point is 135-136 ℃, soluble in water, 0.1% of the aqueous solution pH is 5.2, no foul and bitter taste, flammable,thermal decomposition would release toxic fumes of nitrogen oxides and sulfur oxides,it should be stored in low temperature, ventilation, drying environmental conditions,separated with food and raw materials, besides water, carbon oxides and oxidation of toxic carbon dioxide, dry powder, sand, water mist fire extinguishing agent can be used if emergency.
Its use is similar with chlorpromazine , but stable activity is weaker than chlorpromazine , poorer treatment outcomes. Used for sedation, anti-psychotic, antiemetic, analgesic and anti-convulsive and so on. And analgesics, hypnotics, local anesthetics such as in combination can strengthen its role. Be connection with pethidine, promethazine combination agent for the artificial hibernation.
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