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Acetopromazine
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Name

Acetopromazine

 EINECS N/A
CAS No. 61-00-7 Density 1.1075 (rough estimate)
PSA 48.85000 LogP 4.50860
Solubility 16mg/L(25 oC) Melting Point <25 °C
Formula C19H22 N2 O S Boiling Point bp0.5 220-240°
Molecular Weight 326.462 Flash Point N/A
Transport Information N/A Appearance N/A
Safety 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. Risk Codes N/A
Molecular Structure Molecular Structure of 61-00-7 (acepromazine) Hazard Symbols N/A
Synonyms

Ketone,10-[3-(dimethylamino)propyl]phenothiazin-2-yl methyl (8CI);10-(3-Dimethylaminopropyl)phenothiazin-3-yl methyl ketone; 1522CB;2-Acetylpromazine; 3-Acetyl-10-(3-dimethylaminopropyl)phenothiazine;Acepromazin; Acepromazine; Acetacin; Acetazin; Acetazine; Acetopromazine;Acetylpromazine; Azepromazine; CC 64; Placivet; Plegicil; Plivafen; Vetranquil

Article Data 13

Acetopromazine Synthetic route

1219602-22-8

C13H19IN2O

6320-02-1

2-bromothiophenol

61-00-7

acetopromazine

Conditions
ConditionsYield
With copper(l) iodide; potassium carbonate; L-proline In ethyl methyl ether at 90 - 110℃; Inert atmosphere;75%
6631-94-3

2-acetylphenothiazine

109-54-6

3-(Dimethylamino)propyl chloride

61-00-7

acetopromazine

Conditions
ConditionsYield
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
59995-97-0

2-acetyl-phenothiazine-10-carboxylic acid 3-dimethylamino-propyl ester

61-00-7

acetopromazine

Conditions
ConditionsYield
oder unter vermindertem Druck;
With copper; 1,3-Dimethoxybenzene
39481-55-5

2-acetyl-10-(3'-chloropropyl)-10H-phenothiazine

124-40-3

dimethyl amine

61-00-7

acetopromazine

Conditions
ConditionsYield
In ethanol
109-54-6

3-(Dimethylamino)propyl chloride

lithium-compound of 2-<2-methyl-<1,3>dioxolan-2-yl>-phenothiazine

lithium-compound of 2-<2-methyl-<1,3>dioxolan-2-yl>-phenothiazine

61-00-7

acetopromazine

89-98-5

2-chloro-benzaldehyde

61-00-7

acetopromazine

(E)-3-(2-chlorophenyl)-1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-3-phenylprop-2-en-1-one

Conditions
ConditionsYield
Stage #1: 2-chloro-benzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;		81%
104-88-1

4-chlorobenzaldehyde

61-00-7

acetopromazine

(E)-3-(4-chlorophenyl)-1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-3-phenylprop-2-en-1-one

Conditions
ConditionsYield
Stage #1: 4-chlorobenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;		78%
61-00-7

acetopromazine

100-52-7

benzaldehyde

(E)-1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-3-phenylprop-2-en-1-one

Conditions
ConditionsYield
Stage #1: acetopromazine; benzaldehyde With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;		68%
61-00-7

acetopromazine

874-42-0

2,4-dichlorobenzaldeyhde

(E)-3-(2,4-dichlorophenyl)-1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-3-phenylprop-2-en-1-one

Conditions
ConditionsYield
Stage #1: acetopromazine; 2,4-dichlorobenzaldeyhde With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;		62%
447-61-0

2-Trifluoromethylbenzaldehyde

61-00-7

acetopromazine

(E)-1-(10-(3-((dimethylamino)propyl)-10H-phenothiazin-2-yl)-3-(2-triuoromethyl)phenyl)prop-2-en-1-one

Conditions
ConditionsYield
Stage #1: 2-Trifluoromethylbenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;		58%

Acetopromazine Chemical Properties

 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

Acetopromazine Toxicity Data With Reference

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.

Acetopromazine Safety Profile

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.

Acetopromazine Standards and Recommendations

DOT Classification:  3; Label: Flammable Liquid

Acetopromazine Specification

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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