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OXITROPIUM BROMIDE

CAS No.
30286-75-0
Chemical Name:
OXITROPIUM BROMIDE
Synonyms
Ba 253;ba253br;Oxivent;Ventilat;Tersigan;tersigat;oxitropium;ba-253-br-l;Oxitropiumbromid;oxitropiobromuro
CBNumber:
CB1727939
Molecular Formula:
C19H26BrNO4
Molecular Weight:
412.32
MDL Number:
MFCD05664584
MOL File:
30286-75-0.mol
Last updated:2023-05-18 11:31:08

OXITROPIUM BROMIDE Properties

Melting point 203-204° (dec)
alpha D21 -25° (c = 2.0 in water)
storage temp. Hygroscopic, -20°C Freezer, Under inert atmosphere
solubility Very soluble in water, freely soluble in methanol, sparingly soluble in ethanol (96 per cent), practically insoluble in methylene chloride.
color Off-White to Pale Yellow
Stability Hygroscopic
FDA UNII SF4NW7NH7C
ATC code R03BB02

SAFETY

Risk and Safety Statements

Toxicity LD50 orl-rat: 2250 mg/kg DRFUD44,117,79

OXITROPIUM BROMIDE price More Price(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000709 Oxitropium bromide European Pharmacopoeia (EP) Reference Standard 30286-75-0 y0000709 $220 2024-03-01 Buy
TRC O847165 Oxitropium bromide 30286-75-0 10mg $105 2021-12-16 Buy
American Custom Chemicals Corporation API0003715 OXITROPIUM BROMIDE 95.00% 30286-75-0 5MG $503.89 2021-12-16 Buy
Product number Packaging Price Buy
Y0000709 y0000709 $220 Buy
O847165 10mg $105 Buy
API0003715 5MG $503.89 Buy

OXITROPIUM BROMIDE Chemical Properties,Uses,Production

Description

Oxitropium bromide is an analog of the anticholinergics methscopolamine bromide and ipratropium bromide, useful in the treatment of bronchial asthma. Cited advantages include a long duration of action and lack of cardiovascular effects.

Chemical Properties

White or almost white, crystalline powder.

Originator

Boehringer Ingelheim (W. Germany)

Uses

Oxitropium Bromide is an anticholinergic agent.

Uses

Anticholinergic; treatment of reversible airways obstruction.

Manufacturing Process

14.5 g (0.05 mol) of (-)-norscopolamine and 5.4 g (0.05 mol) of ethyl bromide were dissolved in 300 cc of acetonitrile, 5.3 g (0.05 mol) of anhydrous sodium carbonate were suspended in the solution, and the suspension was heated at the boiling point for 10 hours. After a boiling time of 2.5 and 5 hours, respectively, the supply of ethyl bromide and sodium carbonate in the reaction mixture was replenished by adding each time 5.4 g (0.05 mol) of ethyl bromide and 5.3 g (0.05 mol) of anhydrous sodium carbonate. At the end of 10 hours of boiling, the inorganic sodium salts which had separated out were separated by vacuum filtration, the filter cake was washed with acetonitrile, and the acetonitrile was distilled out of the filtrate. The distillation residue was dissolved in ether, the solution was extracted with a small amount of water and then dried, and the ether was distilled off, yielding raw (-)-N-ethylnorscopolamine.
7.0 g (0.022 mol) of (-)-N-ethylnorscopolamine were dissolved in acetonitrile, 10.4 g (0.11 mol) of methyl bromide were added to the solution, and the mixture was allowed to stand at room temperature. The crystalline precipitate formed thereby was collected and recrystallized from acetonitrile.8.9 g (97.8% of theory) of white crystalline (-)-N-ethylnorscopolamine methobromide, melting point 203°C to 204°C (decomposition), were obtained.

brand name

Oxivent (Boehringer Ingelheim);TERSIGAT.

Therapeutic Function

Anticholinergic bronchodilator

Safety Profile

Poison by intravenous route. Moderately toxic by ingestion and subcutaneous routes. An anticholinergic bronchodilator. When heated to decomposition it emits very toxic fumes of NOx and Brí.

OXITROPIUM BROMIDE Preparation Products And Raw materials

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(-)-n-ethyl-norhyoscine-methobromide 3-oxa-9-azoniatricyclo(3.3.1.0(sup2,4))nonane,9-ethyl-7-(3-hydroxy-1-oxo-2-ph ba253br ba-253-br-l bromurodeoxitropio Oxivent Scopolamine ethobromide Tersigan Ventilat Oxitropiumbromid N-Ethylnorscopolammonium bromide OXITROPIUM BROMIDE enylpropoxy)-9-methyl-,bromide,(7(s)-(1-alpha,2-beta,4-beta,5-alpha,7-beta)) n-ethyl-norscopolaminemethobromide oxitropiobromuro oxitropium oxytropiumbromide tersigat 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 9-ethyl-7-(3-hydroxy-1-oxo-2-phenylpropoxy)-9-methyl-, bromide, [7(S)-(1a,2b,4b,5a,7b)]- 3-Oxa-9-azoniatricyclo[3.3.1.02,4]nonane, 9-ethyl-7-[(2S)-3-hydroxy-1-oxo-2-phenylpropoxy]-9-methyl-, bromide, (1a,2b,4b,5a,7b)- (9CI) Ba 253 Hyoscine ethobromide N-Ethylnorscopolamine methylbromide N-Ethylnorscopolamine-methyl bromide N-Ethylscopolammonium bromide (6CI, 7CI) Oxitropium bromide CRS (1R,2R,4S,5S,7s,9R)-9-ethyl-7-(((S)-3-hydroxy-2-phenylpropanoyl)oxy)-9-methyl-3-oxa-9-azatricyclo[3.3.1.02,4]nonan-9-ium bromide 30286-75-0 C19H26NO4Br C19H26BrNO4