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Clidinium bromide

Product Name
Clidinium bromide
CAS No.
3485-62-9
Chemical Name
Clidinium bromide
Synonyms
Clidinium;QUARZAN;Ro-3773;AV54315;AV 54315;AV-54315;RO-2-3773;quarzanbromide;CLIDINIUM BROMIDE;Clidinium Brimide
CBNumber
CB5419496
Molecular Formula
C22H26BrNO3
Formula Weight
432.35
MOL File
3485-62-9.mol
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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)
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Safety

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
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
C0414
Product name
Clidinium bromide
Purity
analytical standard
Packaging
1g
Price
$98.1
Updated
2024/03/01
Sigma-Aldrich
Product number
1135000
Product name
Clidinium bromide
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
500mg
Price
$436
Updated
2024/03/01
Cayman Chemical
Product number
21428
Product name
Clidinium (bromide)
Purity
≥98%
Packaging
500mg
Price
$44
Updated
2024/03/01
Cayman Chemical
Product number
21428
Product name
Clidinium (bromide)
Purity
≥98%
Packaging
1g
Price
$73
Updated
2024/03/01
TRC
Product number
C576250
Product name
Clidinium bromide
Packaging
50g
Price
$1580
Updated
2021/12/16
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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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Clidinium bromide Suppliers

MedChemexpress LLC
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View Lastest Price from Clidinium bromide manufacturers

Baoji Guokang Bio-Technology Co., Ltd.
Product
Clidinium bromide 3485-62-9
Price
US $132.00/g
Min. Order
1g
Purity
98%
Supply Ability
10-100kg
Release date
2021-06-04
Shaanxi Dideu Medichem Co. Ltd
Product
Clidinium Bromide 3485-62-9
Price
US $1.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
20T
Release date
2024-07-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Clidinium bromide 3485-62-9
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-10

3485-62-9, Clidinium bromideRelated Search:


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