cycrimine
cycrimine Basic information
- Product Name:
- cycrimine
- Synonyms:
-
- 1-cyclopentyl-1-phenyl-3-piperidin-1-ylpropan-1-ol
- 1-cyclopentyl-1-phenyl-3-piperidino-propan-1-ol
- 1-Piperidinepropanol, a-cyclopentyl-a-phenyl-
- cycrimine
- 1-Phenyl-1-cyclopentyl-3-piperidino-1-propanol
- α-Cyclopentyl-α-phenyl-1-piperidine-1-propanol
- 1-cyclopentyl-1-phenyl-3-piperidin-1-yl-propan-1-ol
- cycrimine USP/EP/BP
- CAS:
- 77-39-4
- MF:
- C19H29NO
- MW:
- 287.444
- EINECS:
- 201-024-6
- Mol File:
- 77-39-4.mol
cycrimine Chemical Properties
- Melting point:
- 90-92°C
- Boiling point:
- 125-135 °C(Press: 0.02 Torr)
- Density
- 1.057±0.06 g/cm3(Predicted)
- storage temp.
- -20°C Freezer, Under inert atmosphere
- solubility
- Chloroform (Slightly), Ethyl Acetate, Methanol (Slightly)
- form
- Solid
- pka
- 14.40±0.29(Predicted)
- color
- Off-White to Pale Yellow
- Stability:
- Stable under recommended storage conditions., Stable Under Recommended Storage C
cycrimine Usage And Synthesis
Originator
Pagitane,Lilly,US,1953
Uses
Cycrimine is a cholinolytic anti-Parkinson drug which can cause neuromuscular blockades in isolated rat diaphragms.
Definition
ChEBI: A member of the class of piperidines that is 3-(piperidin-1-yl)propan-1-ol in which one of the hydrogen atoms at the 1-position is substituted by cyclopentyl, and the other is substituted by phenyl. A central anticholinergic, it is used as its hydrochlorid salt in the management and treatment of Parkinson's disease.
Manufacturing Process
The manufacture of the cyclohexyl analog is as follows. Phenyl magnesium bromide was prepared from 48.5 g (0.308 mol) of bromobenzene, 7 g (0.29 mol) of magnesium, and 125 ml of dry ether. To it was added at 5°C over a period of ? hour 40 g (0.18 mol) of cyclohexyl β-(N-piperidyl)-ethyl ketone (BP 115° to 117°C/1 mm) in 125 ml of dry ether. The mixture was allowed slowly to come to room temperature, refluxed for one hour, and then poured into ice containing 80 ml of concentrated hydrochloric acid. Ammonium chloride (100 g) and 200 ml of concentrated ammonium hydroxide were added and the organic layer was separated. After drying and removing the solvent, the residue was distilled under reduced pressure. The base distilled at 158° to 170°C (1 mm) and solidified. Upon recrystallization from methanol it melted at 112° to 113°C.
brand name
Pagitane (Lilly).
Therapeutic Function
Muscle relaxant, Antiparkinsonian
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