ChemicalBook > CAS DataBase List > Clidinium bromide
Clidinium bromide
Clidinium bromide
- CAS No.3485-62-9
- Chemical Name:Clidinium bromide
- CBNumber:CB5419496
- Molecular Formula:C22H26BrNO3
- Formula Weight:432.35
- MOL File:3485-62-9.mol
Clidinium bromide Property
- Melting point 240-241°C
- storage temp. Inert atmosphere,Room Temperature
- solubility DMSO (Slightly), Methanol (Slightly, Sonicated), Water (Slightly)
- form Solid
- color White to Off-White
- CAS DataBase Reference 3485-62-9(CAS DataBase Reference)
- FDA UNII 91ZQW5JF1Z
- UNSPSC Code 41116107
- NACRES NA.24
Safety
-
Symbol(GHS)
- Signal wordWarning
- Hazard statements H302
- Precautionary statements P264-P270-P301+P312-P501
Clidinium bromide Price
More Price(1)
- Brand: Sigma-Aldrich(India)
- Product number: C0414
- Product name : Clidinium bromide
- Purity: analytical standard
- Packaging: 1G
- Price: ₹9341.98
- Updated: 2022/06/14
- Buy: Buy
Clidinium bromide Chemical Properties,Usage,Production
- Description Clidinium is a gastrointestinal muscarinic receptor antagonist (Ki = 3 nM against [3H]quinuclidinyl benzilate binding in rat colonic enterocytes). Administration of clidinium, at a dose of 1 mg/kg, slows intestinal transit and induces constipation in mice. This clidinium-induced constipation induces serum hyperammonemia and decreases clonic, myoclonic, and tonic seizure thresholds in a murine pentylenetetrazole-induced epilepsy model.
- Chemical Properties White Crystalline Solid
- Originator Librax,Roche,US,1961
- Uses An anticholinergic. Used as an antispasmodic.
- Uses Clidinium inhibits muscarinic action of acetylcholine on postganglionic parasympathetic effector regions. It is used for treating stomach ulcers.
- Definition ChEBI: The bromide salt of clinidium. It is used for the symptomatic treatment of peptic ulcer disease and also to help relieve abdominal or stomach spasms or cramps due to colicky abdominal pain, diverticulitis, and irritable bowel syndrome.
-
Manufacturing Process
5.12 g of 1-azabicyclo[2.2.2]-3-octanol were refluxed with a suspension of
0.92 g of finely divided sodium in 50 cc of toluene, until most of the sodium
had reacted (about 4 hours). The thus obtained suspension of the white
amorphous alcoholate was cooled with ice, and reacted with 10.16 g of
diphenylchloroacetyl chloride, which was added in form of a solution in
approximately 40 cc of toluene. The mixture was stirred for 1 hour at room
temperature. Small amounts of unreacted sodium were destroyed with
isopropanol, and 120 cc of 1 N hydrochloric acid were then added, The
mixture was refluxed for 1/2 hour, in order to convert the first formed
product, diphenylchloroacetic acid ester of 1-azabicyclo[2.2.2]-3-octanol, into
the corresponding benzilic acid ester.
The toluene phase was separated and discarded. The aqueous phase, together with a precipitated water- and toluene-insoluble oil, was made alkaline and extracted repeatedly with chloroform. The chloroform solution was concentrated in vacuo. The residue was recrystallized from a mixture of acetone and ether (alternatively, from chloroform and ether), and formed needles melting at 164° to 165°C. It was identified as 3-benziloyloxy-1- azabicyclo[2.2.2]octane.
3-Benziloyloxy-1-azabicyclo[2.2.2]octane methobromide was prepared by adding 20 cc of a 30% solution of methyl bromide in ether to a solution of 2.5 g of 3-benziloyloxy-1-azabicyclo[2.2.2]octane in 20 cc of chloroform. After standing for 3 hours at room temperature and 15 hours at +5°C, a crystalline precipitate had formed. This was filtered off and recrystallized from a mixture of methanol, acetone, and ether; prisms melting at 240° to 241°C. - brand name Quarzan (Roche).
- Therapeutic Function Anticholinergic, Antiulcer
- General Description Clidinium bromide, 3-hydroxy-1-methylquinuclidinium bromide benzilate (Quarzan),is a white or nearly white, almost odorless, crystalline powderthat is optically inactive. It is soluble in water and alcohol butonly very slightly soluble in ether and benzene.
- Clinical Use This anticholinergic agent is marketed alone and in combinationwith the minor tranquilizer chlordiazepoxide (Librium)in a product known as Librax. The rationale of the combinationfor the treatment of GI complaints is the use of an anxiety-reducing agent together with an anticholinergic agent,based on the recognized contribution of anxiety to the developmentof the diseased condition. It is suggested for pepticulcer, hyperchlorhydria, ulcerative or spastic colon, anxietystates with GI manifestations, nervous stomach, irritable orspastic colon, and others. Clidinium bromide is contraindicatedin glaucoma and other conditions that may be aggravatedby the parasympatholytic action, such as prostatic hypertrophyin elderly men, which could lead to urinary retention.
-
Synthesis
Clidinium, 3-benzyloyloxy-1-methylcynuclidinium bromide (14.1.19), is
synthesized by reacting 3-hydroxycynuclidine (14.1.17) with the of benzilic acid chloride
producing the ester (14.1.18), which if further alkylated at the nitrogen atom by methylbromide, giving clidinium (14.1.19) [16].
Clidinium bromide Preparation Products And Raw materials
Raw materials
Preparation Products
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- C22H26BrNO3
- C22H26BO3Rn
- C22H26NO3Br
- 克利溴铵,10 MM DMSO 溶液
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- 3485-62-9
- Clidinium bromide, 10 mM in DMSO
- Clidinium
- QUARZAN
- AV-54315
- AV54315
- AV 54315
- Clidinium Bromide (1135000)
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- 3-(2-Hydroxy-2,2-diphenylacetoxy)-1-methylquinuclidin-1-ium bromide
- 2-hydroxy-2,2-diphenylacetic acid (1-methyl-1-azoniabicyclo[2.2.2]octan-3-yl) ester bromide
- Clidinium iodide D3
- quinuclidinium,3-hydroxy-1-methyl-,bromide,benzilate
- quarzanbromide
- benzilicacid,esterwith3-hydroxy-1-methylquinuclidinium
- 3-(benziloyloxy)-1-methylquinuclidiniumbromide
- 3-(2,2-diphenyl-2-hydroxyethanoyloxy)-quinuclidiniumbromide
- 3-HYDROXY-1-METHYLQUINUCLIDINIUM BROMIDE BENZILATE
- 3-[(HYDROXYPHENYLACETYL)OXY]-1-METHYL-1-AZONIABICYCLO[2,2,2]OCTANE BROMIDE
- CLIDINIUM BROMIDE
- 3-((hydroxydiphenylacetyl)oxy)-1-methyl-1-azoniabicyclo(2.2.2)octanbromi
- 1-methyl-3-benzil-oxyloxy-quinuclidiniumbromide
- 3-[(2-hydroxy-2,2-diphenylacetyl)oxy]-1-Methyl-1-azabicyclo[2.2.2]octan-1-iuM broMide
- Clidinium Bromide (2 g)
- Clidinium Bromide (500 mg)
- Clidinium Brimide
- 3-[(Hydroxydiphenylacetyl)oxy]-1-methyl-1-azoniabicyclo[2.2.2]octane
- Ro-3773