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OPIPRAMOL

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OPIPRAMOL Basic information

Product Name:
OPIPRAMOL
Synonyms:
  • NSC 169867
  • OPIPRAMOL
  • 4-[3-(5H-Dibenz[b,f]azepin-5-yl)propyl]-1-piperazineethanol
  • N-[3-[4-(2-hydroxyethyl)piperazino]propyl]iminostilbene
  • 1-Piperazineethanol, 4-3-(5H-dibenzb,fazepin-5-yl)propyl-
  • 4-(3-(DIBENZ(B,F)AZEPIN-5-YL)PROPYL)-1-PIPERAZINEETHANOL
  • G-33040
  • GR-33040
CAS:
315-72-0
MF:
C23H29N3O
MW:
363.5
EINECS:
206-254-0
Product Categories:
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
Mol File:
315-72-0.mol
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OPIPRAMOL Chemical Properties

Melting point:
100-1010C
Boiling point:
494.88°C (rough estimate)
Density 
1.0920 (rough estimate)
refractive index 
1.6500 (estimate)
storage temp. 
-20°C Freezer
solubility 
Acetonitrile: slightly soluble; Chloroform: slightly soluble; Methanol: slightly soluble
pka
pKa 8(H2O,t =25,I=0.01(NaCl)) (Uncertain)
form 
Solid
color 
Light yellow to yellow
BRN 
627076
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Safety Information

Hazard Codes 
Xn,N
Risk Statements 
22-50/53
Safety Statements 
60-61
RIDADR 
UN 3077 9 / PGIII
WGK Germany 
1
RTECS 
TL8750000
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OPIPRAMOL Usage And Synthesis

Chemical Properties

Crystalline Solid

Originator

Insidon,Geigy,W. Germany,1962

Uses

Antidepressant; antipsychotic

Definition

ChEBI: 2-[4-[3-(11-benzo[b][1]benzazepinyl)propyl]-1-piperazinyl]ethanol is a dibenzoazepine.

Manufacturing Process

A solution of 5-(3-toluene-p-sulfonyloxypropyl)dibenzazepine (9.2g) and 1-(2hydroxyethyl)piperazine (8.6g) in anhydrous toluene (50 cc) is heated at boiling point under reflux for 4 hours.
After cooling, distilled water (75 cc) is added. The aqueous phase is decanted. The toluene solution is washed with distilled water (25 cc) and then extracted with N hydrohloric acid (40 cc). The hydrochloric acid solution is made alkaline to phenolphthalein with sodium hydroxide (d = 1.33).The base which separates is extracted with chloroform (50 cc). The chloroform solution is dried over anhydrous sodium sulfate and then evaporated to dryness. There are obtained 5-[3-(4-β-hydroxyethylpiperazino)propyl]dibenzazepine (7.95g), the dihydrochloride of which, crystallized from ethanol, melts at about 210°C.

Therapeutic Function

Antidepressant, Antipsychotic

OPIPRAMOLSupplier

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