Basic information Safety Supplier Related

BENZILIC ACID 1-ETHYLPIPERIDIN-3-YL ESTER METHOBROMIDE

Basic information Safety Supplier Related

BENZILIC ACID 1-ETHYLPIPERIDIN-3-YL ESTER METHOBROMIDE Basic information

Product Name:
BENZILIC ACID 1-ETHYLPIPERIDIN-3-YL ESTER METHOBROMIDE
Synonyms:
  • PIPENZOLATE BROMIDE
  • 1-ethyl-3-hydroxy-1-methyl-piperidiniumbromidebenzilate
  • 1-Ethyl-3-(2-hydroxy-2,2-diphenylacetoxy)-1-methyl-1-piperidinium Bromide
  • 1-ethyl-3-piperidylbenzilatemethylbromide
  • benzilicacid,1-ethyl-3-piperidylestermethylbromide
  • benzilicacid,esterwith1-ethyl-3-hydroxy-1-methylpiperidiniumbromide
  • jb-323
  • n-ethyl-3-piperidylbenzilatemethobromide
CAS:
125-51-9
MF:
C22H28BrNO3
MW:
434.37
EINECS:
204-741-2
Product Categories:
  • PIPTAL
  • Inhibitors
  • Building Blocks
  • C16 to C36
  • Chemical Synthesis
  • Heterocyclic Building Blocks
  • Piperidines
Mol File:
125-51-9.mol
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BENZILIC ACID 1-ETHYLPIPERIDIN-3-YL ESTER METHOBROMIDE Chemical Properties

Melting point:
179-180°
form 
powder
color 
white
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
RTECS 
TN5425000
Toxicity
LD50 oral in rat: 916mg/kg

MSDS

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BENZILIC ACID 1-ETHYLPIPERIDIN-3-YL ESTER METHOBROMIDE Usage And Synthesis

Originator

Piptal ,Merrell National ,US ,1955

Uses

Piptalake is used in the treatment with copper-tolylterpyridine and platinum-tolylterpyridine that targets telomeres and telomerase for regulation of chromosome mis-segregation rates for cancer therapy.

Uses

antispasmodic

Manufacturing Process

N-ethyl-3-chloropiperidine was prepared according to the method of Fuson and Zirkle described in Volume 70, J. Am. Chem. Soc., p 2760. 12.0 g (0.081 mol) of N-ethyl-3-chloropiperidine was mixed with 18.6 g (0.081 mol) of benzilic acid and 80 cc of anhydrous isopropyl alcohol as a solvent. The mixture was refluxed for 72 hours. The solution was then filtered and concentrated at 30 mm of mercury. The concentrate was dissolved in water, acidified with hydrochloric acid and extracted with ether to remove theThe aqueous layer was neutralized with sodium bicarbonate and the product was extracted with ether. The ethereal solution of the product was dried with potassium carbonate, the ether was removed by distillation and the residue was distilled at 0.12 to 0.18 mm of mercury, the BP being 194° to 198°C. A yield of 16.5 g (60% of theoretical) of N-ethyl-3-piperidyl-benzilate was obtained.
34 g (0.1 mol) of the basic ester is dissolved in 75 cc of isopropyl alcohol and treated with 9.5 g (0.1 mol) of methyl bromide. The mixture is allowed to stand at room temperature until precipitation is complete. The product is removed by filtration and washed with isopropyl alcohol, yield 33 g, MP 175° to 177°C. On recrystallization from isopropyl alcohol, the MP was raised to 179° to 180°C dec.

brand name

Piptal (Marion Merrell Dow).

Therapeutic Function

Spasmolytic

BENZILIC ACID 1-ETHYLPIPERIDIN-3-YL ESTER METHOBROMIDESupplier

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