Clidinium bromide

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Products Intro: Product Name:Clidinium iodide D3
CAS:3485-62-9
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CAS:3485-62-9
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CAS:3485-62-9
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CAS:3485-62-9
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Products Intro: Product Name:Clidinium bromide;Ro 2-3773
CAS:3485-62-9
Purity:99.86% Package:100 mg;200 mg Remarks:REAGENT;FOR LABORATORY USE ONLY

Clidinium bromide manufacturers

  • Clidinium bromide
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  • $132.00 / 1g
  • 2023-06-15
  • CAS:3485-62-9
  • Min. Order: 1g
  • Purity: 98%
  • Supply Ability: 10-100kg
  • Clidinium bromide
  • Clidinium bromide pictures
  • $15.00 / 1KG
  • 2021-07-13
  • CAS:3485-62-9
  • Min. Order: 1KG
  • Purity: 99%+ HPLC
  • Supply Ability: Monthly supply of 1 ton
  • Clidinium bromide
  • Clidinium bromide pictures
  • $15.00 / 1KG
  • 2021-07-09
  • CAS:3485-62-9
  • Min. Order: 1KG
  • Purity: 99%+ HPLC
  • Supply Ability: Monthly supply of 1 ton
Clidinium bromide Basic information
Product Name:Clidinium bromide
Synonyms:RO-2-3773;quinuclidinolmethylbromide,benzilate;3-[(Hydroxyphenylacetyl)oxy]-1-methyl-1-azoniabicyclo[2,2,2]octane Bromide, Ro-2-3773, Quarzan;(1-Methyl-1-azoniabicyclo[2.2.2]octan-8-yl) 2-hydroxy-2,2-diphenylacetate bromide;1-Azoniabicyclo[2.2.2]octane, 3-[(hydroxydiphenylacetyl)oxy]-1-methyl-, bromide;3-[(Hydroxydiphenylacetyl)oxy]-1-methyl-1-azoniabicyclo[2.2.2]octane bromide;Ro-3773;3-[(Hydroxydiphenylacetyl)oxy]-1-methyl-1-azoniabicyclo[2.2.2]octane
CAS:3485-62-9
MF:C22H26BrNO3
MW:432.35
EINECS:222-471-3
Product Categories:QUARZAN;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:3485-62-9.mol
Clidinium bromide Structure
Clidinium bromide Chemical Properties
Melting point 240-241°C
storage temp. Inert atmosphere,Room Temperature
solubility DMSO (Slightly), Methanol (Slightly, Sonicated), Water (Slightly)
color White to Off-White
CAS DataBase Reference3485-62-9(CAS DataBase Reference)
Safety Information
Hazard Codes Xn
Risk Statements 22
Safety Statements 36
RIDADR 3249
WGK Germany 3
RTECS VD6125000
HazardClass 6.1(b)
PackingGroup III
HS Code 2933399090
Clidinium bromide Usage And Synthesis
DescriptionClidinium 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 PropertiesWhite Crystalline Solid
OriginatorLibrax,Roche,US,1961
UsesAn anticholinergic. Used as an antispasmodic.
UsesClidinium inhibits muscarinic action of acetylcholine on postganglionic parasympathetic effector regions. It is used for treating stomach ulcers.
DefinitionChEBI: 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 Process5.12 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 nameQuarzan (Roche).
Therapeutic FunctionAnticholinergic, Antiulcer
General DescriptionClidinium 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 UseThis 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.
SynthesisClidinium, 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].

Synthesis_3485-62-9

Clidinium bromide Preparation Products And Raw materials
Raw materialsMethyl bromide-->2-CHLORO-2,2-DIPHENYLACETYL CHLORIDE-->Sodium
Tag:Clidinium bromide(3485-62-9) Related Product Information
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