Basic information
- CAS
3485-62-9- Standard SMILES
C[N+]12CCC(CC1)C(OC(=O)C(O)(c1ccccc1)c1ccccc1)C2.[Br-]- InChIKey
GKEGFOKQMZHVOW-UHFFFAOYSA-M- Molecular formula
- C22H26BrNO3
- Average molar mass
- 432.3 g/mol
- Monoisotopic mass
- 431.10961
Overview
Clidinium bromide is 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. It has a role as an anti-arrhythmia drug, a parasympatholytic and an antispasmodic drug. It is a quaternary ammonium salt and an organic bromide salt. It contains a clidinium. It is functionally related to a 3-quinuclidinol and a benzilic acid.
Names & identifiers
- Preferred name
- Clidinium Bromide
- IUPAC
- (1-methyl-1-azoniabicyclo[2.2.2]octan-3-yl) 2-hydroxy-2,2-diphenylacetate bromide
- English name
- Clidinium bromide
- Molecular formula
- C22H26BrNO3
- Molecular weight
- 432.35
Names & synonyms
CLIDINIUM BROMIDE3485-62-9QuarzanBromuro de clidinioBromure de clidiniumClidinii bromidumRo 2-37733-Hydroxy-1-methylquinuclidinium bromide benzilateQuinuclidinol methylbromide, benzilateDTXSID702283591ZQW5JF1Z1-Methyl-3-(benziloyloxy)quinuclidinium bromide
Show more names
ClidiniumRo-3773AV54315AV 54315AV-54315quarzanbromideClidinium Brimide
3-(Benziloyloxy)-1-methylquinuclidinium bromideNSC-7566863-(2,2-Diphenyl-2-hydroxyethanoyloxy)-quinuclidinium bromideRo-23773Ro-2-3773CHEBI:3744DTXCID7028351-Azoniabicyclo(2.2.2)octane, 3-((hydroxydiphenylacetyl)oxy)-1-methyl-, bromide
Database identifiers
- CAS
3485-62-9- PubChem CID
- 19004
- DTXSID
DTXSID7022835- ChEMBL
CHEMBL1200950
Properties
Computed structural properties
- Topological polar surface area
- 46.5 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 5
- Heavy atoms
- 27
- Formal charge
- 0
- Complexity
- 482
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section183.3 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 240 · 240-241°C
- storage temp.
- Inert atmosphere,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly, Sonicated), Water (Slightly)
- form
- Solid
- color
- White to Off-White
- Major Application
- forensics and toxicologypharmaceutical (small molecule)veterinary
- InChI
- 1S/C22H26NO3.BrH/c1-23-14-12-17(13-15-23)20(16-23)26-21(24)22(25,18-8-4-2-5-9-18)19-10-6-3-7-11-19;/h2-11,17,20,25H,12-16H2,1H3;1H
- InChIKey
- WVDSMJSQJXGCNY-UHFFFAOYSA-N
- SMILES
- Br.C[N]12CCC(CC1)C(C2)OC(=O)C(O)(c3ccccc3)c4ccccc4
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Warning
H302 (95.3%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 43 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Other Safety InformationIMAP assessments - 1-Azoniabicyclo[2.2.2]octane, 3-[(hydroxydiphenylacetyl)oxy]-1-methyl-, bromide: Environment tier I assessment
Hazard Classes and CategoriesAcute Tox. 4 (95.3%)
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- rtecs
- VD6125000
- ridadr
- 3249
- hs_code
- 2933399090
- risk_code
- 22
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 36
- hazard_class
- 6.1(b)
- Storage Class
- 11 - Combustible Solids
- packing_group
- III
- Hazard statements
- H302
- Hazard Classifications
Chemistry & industry
Pharmacology
MeSH Pharmacological ClassificationAgents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS.
Applications
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.
UsesAn anticholinergic. Used as an antispasmodic.
UsesClidinium inhibits muscarinic action of acetylcholine on postganglionic parasympathetic effector regions. It is used for treating stomach ulcers.
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.
Upstream & downstream products
Upstream raw materials
Suppliers66 total
国药集团化学试剂有限公司86-21-63210123 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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