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xenytropium bromide

Product Name
xenytropium bromide
CAS No.
511-55-7
Chemical Name
xenytropium bromide
Synonyms
N399;N-399;N 399;Xenytropium;xenytropium bromide;[8-methyl-8-[(4-phenylphenyl)methyl]-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate bromide;[8-methyl-8-[(4-phenylphenyl)methyl]-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenyl-propanoate bromide;3-hydroxy-2-phenyl-propionic acid [8-methyl-8-(4-phenylbenzyl)-8-azoniabicyclo[3.2.1]octan-3-yl] ester bromide
CBNumber
CB7898150
Molecular Formula
C30H34NO3.Br
Formula Weight
536.507
MOL File
511-55-7.mol
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xenytropium bromide Property

color 
Crystals
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Safety

Toxicity
LD50 orl-rat: 1880 mg/kg OYYAA2 8,533,74
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Hazard and Precautionary Statements (GHS)

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xenytropium bromide Chemical Properties,Usage,Production

Originator

Xenytropium bromide,Licencia Budapest

Manufacturing Process

2 methods of preparation of endo-(+/-)-8-([1,1'-biphenyl]-4-ylmethyl)-3-(3- hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8-azoniabicyclo[3.2.1]octane bromide.
1). 28.9 g of dl-tropic acid ester of the tropine is dissolved in 300 ml of luke- warm acetone and to the solution are added 25.0 g of 4-diphenyl-methyl- bromide, dissolved in 75 ml of acetone. The solution is kept for 1 h at room temperature, thereafter during 6 h at 40-60°C. The separated quaternary salt is filtered off, washed with acetone and dried at gentle heat. The endo-(+/-)- 8-([1,1'-biphenyl]-4-ylmethyl)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8- methyl-8-azoniabicyclo[3.2.1]octane as snow-white microcrystalline powder, melting point 220-222°C (dec., recystallizing from ethyl alcohol) is obtained (yield 35.0-39.0 g).
2). 14.1 g of trans-tropanol are dissolved in 150 ml of acetone and the solution mixed with 24.7 g of 4-diphenyl-methyl-bromide dissolved in a little acetone. The solution is kept for some hours at about 50°C and therefater the separated 4-diphenyl-methyl-trans-tropinium-bromide is isolated in the usual manner. Yield about 90%. After recrystallising in ethyl alcohol the compound melts at about 230°C (dec.).
19.4 g of the quarternary aminoalcohol obtained in the above manner is mixed with 13.5 g of O-acetyl-dl-tropic acid bromide, in a vessel provided with a tube containing calcium chloride, and the mixture is warmed in an oil bath at 120-130°C until no more development of hydrogen bromide gas (approx. 3 h) takes place. For the purpose of splitting of the acetyl-residue the resulting ester is boiled for 0.5 h with 50 ml of 10% hydrobromic acid and the resulting solution evaporated to dryness in vacuo. On the endo-(+/-)-8-([1,1'- biphenyl]-4-ylmethyl)-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-8- azoniabicyclo[3.2.1]octane, melting point 221°C (dec., recrystallization from alcohol) is obtained.

Therapeutic Function

Antimuscarinic, Spasmolytic

Safety Profile

Poison by intravenous, subcutaneous, and intraperitoneal routes. Moderately toxic by ingestion. Experimental reproductive effects. When heated to decomposition it emits very toxic fumes of NOx and Br-. See also BROMIDES.

xenytropium bromide Preparation Products And Raw materials

Raw materials

Preparation Products

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xenytropium bromide Suppliers

TargetMol Chemicals Inc.
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United States
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511-55-7, xenytropium bromideRelated Search:


  • xenytropium bromide
  • Xenytropium
  • [8-methyl-8-[(4-phenylphenyl)methyl]-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenylpropanoate bromide
  • [8-methyl-8-[(4-phenylphenyl)methyl]-8-azoniabicyclo[3.2.1]octan-3-yl] 3-hydroxy-2-phenyl-propanoate bromide
  • 3-hydroxy-2-phenyl-propionic acid [8-methyl-8-(4-phenylbenzyl)-8-azoniabicyclo[3.2.1]octan-3-yl] ester bromide
  • N 399
  • N399
  • N-399
  • 511-55-7