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29025-14-7

29025-14-7 Structure

29025-14-7 Structure
IdentificationBack Directory
[Name]

butropium bromide
[CAS]

29025-14-7
[Synonyms]

BHB
Coliopan
Butropan
Butropium
[3(S)-endo]-
butropium bromide
butoxybenzyl hyoscyamine
N-(Butoxybenzyl)hyoscyamine bromide
(p-Butoxybenzyl)hyoscyaminium bromide
1αH,5αH-Tropanium, 8-(p-butoxybenzyl)-3α-hydroxy-, bromide, (-)-tropate (8CI)
8-Azoniabicyclo[3.2.1]octane, 8-[(4-butoxyphenyl)methyl]-3-(3-hydroxy-1-oxo-2-phenylpropoxy)-8-methyl-, bromide, [3(S)-endo]-
[EINECS(EC#)]

249-375-4
[Molecular Formula]

C28H38NO4.Br
[MDL Number]

MFCD01741617
[MOL File]

29025-14-7.mol
[Molecular Weight]

532.515
Chemical PropertiesBack Directory
[Melting point ]

166-168oC
[alpha ]

D20 -21.7° (c = 0.5 in water)
[storage temp. ]

Refrigerator
[solubility ]

DMSO (Slightly), Methanol (Slightly, Sonicated)
[form ]

Solid
[color ]

White to Off-White
Hazard InformationBack Directory
[Chemical Properties]

Crystalline Solid
[Originator]

Coliopan,Eisai,Japan,1974
[Uses]

Anticholinergic. Antispasmodic.
[Definition]

ChEBI: Butropium bromide is an organic bromide salt of butropium. It is a drug which suppresses spasm of smooth muscles of internal organs, inhibits gastric acid secretion and relieves abdominal pain. It is used in the treatment of spasmodic pains associated with gastritis, gastric ulcers and cholelithiasis. It has a role as an antispasmodic drug and a muscarinic antagonist. It is an organic bromide salt and a quaternary ammonium salt. It contains a butropium.
[Manufacturing Process]

To 100 ml of an isopropanol solution containing 11.8 grams of hyoscyamine base were added drop by drop with stirring 10 ml of an isopropanol solution containing 11 grams of p-n-butoxybenzyl bromide. After a while, the reaction mixture had a turbid appearance followed by separation of white crystals.
After stirring for 5 hours at room temperature, the crystals were recovered by filtration, which were then recrystallized from 120 ml of isopropanol. There was obtained 15.8 grams of white needles having the melting point of 158°- 160°C.
[Therapeutic Function]

Spasmolytic
Safety DataBack Directory
[Toxicity]

LD50 in male mice (mg/kg): 1500 orally; 660 s.c.; 12.0 i.v. (Tanaka, Hashimoto, 1972)
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