Product Name

  • Name

    acepromazine

  • EINECS
  • CAS No. 61-00-7
  • Article Data13
  • CAS DataBase
  • Density 1.1075 (rough estimate)
  • 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
  • Transport Information
  • Appearance
  • 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
  • Molecular Structure Molecular Structure of 61-00-7 (acepromazine)
  • Hazard Symbols
  • 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
  • PSA 48.85000
  • LogP 4.50860

Synthetic route

C13H19IN2O
1219602-22-8

C13H19IN2O

2-bromothiophenol
6320-02-1

2-bromothiophenol

acetopromazine
61-00-7

acetopromazine

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

2-acetylphenothiazine

3-(Dimethylamino)propyl chloride
109-54-6

3-(Dimethylamino)propyl chloride

acetopromazine
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
2-acetyl-phenothiazine-10-carboxylic acid 3-dimethylamino-propyl ester
59995-97-0

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

acetopromazine
61-00-7

acetopromazine

Conditions
ConditionsYield
oder unter vermindertem Druck;
With copper; 1,3-Dimethoxybenzene
2-acetyl-10-(3'-chloropropyl)-10H-phenothiazine
39481-55-5

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

dimethyl amine
124-40-3

dimethyl amine

acetopromazine
61-00-7

acetopromazine

Conditions
ConditionsYield
In ethanol
3-(Dimethylamino)propyl chloride
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

acetopromazine
61-00-7

acetopromazine

2-chloro-benzaldehyde
89-98-5

2-chloro-benzaldehyde

acetopromazine
61-00-7

acetopromazine

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

(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%
4-chlorobenzaldehyde
104-88-1

4-chlorobenzaldehyde

acetopromazine
61-00-7

acetopromazine

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

(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%
acetopromazine
61-00-7

acetopromazine

benzaldehyde
100-52-7

benzaldehyde

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

(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%
acetopromazine
61-00-7

acetopromazine

2,4-dichlorobenzaldeyhde
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

(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%
2-Trifluoromethylbenzaldehyde
447-61-0

2-Trifluoromethylbenzaldehyde

acetopromazine
61-00-7

acetopromazine

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

(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%
4-fluorobenzaldehyde
459-57-4

4-fluorobenzaldehyde

acetopromazine
61-00-7

acetopromazine

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

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

Conditions
ConditionsYield
Stage #1: 4-fluorobenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;
57%
3,4,5-trimethoxy-benzaldehyde
86-81-7

3,4,5-trimethoxy-benzaldehyde

acetopromazine
61-00-7

acetopromazine

(E)-1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

(E)-1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one

Conditions
ConditionsYield
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%
m-bromobenzoic aldehyde
3132-99-8

m-bromobenzoic aldehyde

acetopromazine
61-00-7

acetopromazine

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

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

Conditions
ConditionsYield
Stage #1: m-bromobenzoic aldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;
51%
acetopromazine
61-00-7

acetopromazine

3-methoxy-benzaldehyde
591-31-1

3-methoxy-benzaldehyde

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

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

Conditions
ConditionsYield
Stage #1: acetopromazine; 3-methoxy-benzaldehyde With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;
43%
2-chloro-6-fluorobenzaldehyde
387-45-1

2-chloro-6-fluorobenzaldehyde

acetopromazine
61-00-7

acetopromazine

(E)-3-(2-chloro-6-uorophenyl)-1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-3-phenylprop-2-en-1-one

(E)-3-(2-chloro-6-uorophenyl)-1-(10-(3-(dimethylamino)propyl)-10H-phenothiazin-2-yl)-3-phenylprop-2-en-1-one

Conditions
ConditionsYield
Stage #1: 2-chloro-6-fluorobenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;
43%
acetopromazine
61-00-7

acetopromazine

4-methoxy-benzaldehyde
123-11-5

4-methoxy-benzaldehyde

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

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

Conditions
ConditionsYield
Stage #1: acetopromazine; 4-methoxy-benzaldehyde With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;
41%
p-benzyloxybenzaldehyde
4397-53-9

p-benzyloxybenzaldehyde

acetopromazine
61-00-7

acetopromazine

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

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

Conditions
ConditionsYield
Stage #1: p-benzyloxybenzaldehyde; acetopromazine With sodium ethanolate In ethanol Cooling with ice; Sonication;
Stage #2: With hydrogenchloride pH=5 - 7;
40%
acetopromazine
61-00-7

acetopromazine

4-dimethylamino-benzaldehyde
100-10-7

4-dimethylamino-benzaldehyde

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

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

Conditions
ConditionsYield
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
23834-14-2

7-chloro-4-hydrazinoquinoline

acetopromazine
61-00-7

acetopromazine

(E)-3-(2-(1-(2-(7-chloroquinolin-4-yl)hydrazono)ethyl)-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine

(E)-3-(2-(1-(2-(7-chloroquinolin-4-yl)hydrazono)ethyl)-10H-phenothiazin-10-yl)-N,N-dimethylpropan-1-amine

Conditions
ConditionsYield
With acetic acid In ethanol for 24h; Reflux;35%
acetopromazine
61-00-7

acetopromazine

1-[10-(3-dimethylamino-propyl)-phenothiazin-2-yl]-ethanol
73644-43-6

1-[10-(3-dimethylamino-propyl)-phenothiazin-2-yl]-ethanol

Conditions
ConditionsYield
With lithium aluminium tetrahydride; diethyl ether
methyllithium
917-54-4

methyllithium

acetopromazine
61-00-7

acetopromazine

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-propan-2-ol
20828-92-6

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-propan-2-ol

Conditions
ConditionsYield
In diethyl ether
sodium acetylide
1066-26-8

sodium acetylide

acetopromazine
61-00-7

acetopromazine

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-but-3-yn-2-ol
110147-41-6

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-but-3-yn-2-ol

Conditions
ConditionsYield
In N,N-dimethyl-formamide at -14 - 20℃; for 2.5h;
5-methyl-indole-2,3-dione
608-05-9

5-methyl-indole-2,3-dione

acetopromazine
61-00-7

acetopromazine

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-6-methyl-quinoline-4-carboxylic acid
64290-13-7

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-6-methyl-quinoline-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating;
5-fluoro-1H-indole-2,3-dione
443-69-6

5-fluoro-1H-indole-2,3-dione

acetopromazine
61-00-7

acetopromazine

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-6-fluoro-quinoline-4-carboxylic acid
64290-12-6

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-6-fluoro-quinoline-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating;
5-methoxyisatine
39755-95-8

5-methoxyisatine

acetopromazine
61-00-7

acetopromazine

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-6-methoxy-quinoline-4-carboxylic acid
64290-14-8

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-6-methoxy-quinoline-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating;
indole-2,3-dione
91-56-5

indole-2,3-dione

acetopromazine
61-00-7

acetopromazine

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-quinoline-4-carboxylic acid
64290-11-5

2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-quinoline-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating;
5-chloroindole 2,3-dione
17630-76-1

5-chloroindole 2,3-dione

acetopromazine
61-00-7

acetopromazine

6-chloro-2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-quinoline-4-carboxylic acid
64323-68-8

6-chloro-2-[10-(3-dimethylamino-propyl)-10H-phenothiazin-2-yl]-quinoline-4-carboxylic acid

Conditions
ConditionsYield
With potassium hydroxide In 1,4-dioxane; ethanol; water for 24h; Heating;
N-methoxylamine hydrochloride
593-56-6

N-methoxylamine hydrochloride

acetopromazine
61-00-7

acetopromazine

1-[10-(3-Dimethylamino-propyl)-10H-phenothiazin-2-yl]-ethanone O-methyl-oxime

1-[10-(3-Dimethylamino-propyl)-10H-phenothiazin-2-yl]-ethanone O-methyl-oxime

Conditions
ConditionsYield
With pyridine
O-benzylhydoxylamine hydrochloride
2687-43-6

O-benzylhydoxylamine hydrochloride

acetopromazine
61-00-7

acetopromazine

1-[10-(3-Dimethylamino-propyl)-10H-phenothiazin-2-yl]-ethanone O-benzyl-oxime

1-[10-(3-Dimethylamino-propyl)-10H-phenothiazin-2-yl]-ethanone O-benzyl-oxime

Conditions
ConditionsYield
With pyridine

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/cm
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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