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Details

Stereochemistry RACEMIC
Molecular Formula C20H32NO.Cl
Molecular Weight 337.927
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRICYCLAMOL CHLORIDE

SMILES

[Cl-].C[N+]3(CCC(O)(C1CCCCC1)C2=CC=CC=C2)CCCC3

InChI

InChIKey=PISKUTGWQHZKIK-UHFFFAOYSA-M
InChI=1S/C20H32NO.ClH/c1-21(15-8-9-16-21)17-14-20(22,18-10-4-2-5-11-18)19-12-6-3-7-13-19;/h2,4-5,10-11,19,22H,3,6-9,12-17H2,1H3;1H/q+1;/p-1

HIDE SMILES / InChI
Tricyclamol is a quaternary ammonium compound, which is a crystalline odorless substance, readily soluble in water. It may be given by mouth or by subcutaneous injection. Tricyclamol was used for its spasmolytic action on smooth muscle. In animals it inhibits the spasmogenic effects of acetylcholine (ACh), carbachol, pilocarpine and barium chloride. In relaxing ACh-induced spasm of isolated rabbit ileum the activities of the dextro and laevo isomers of tricyclamol were approximately 0.006 and 2 times that of atropine sulphate respectively. Further, in inhibiting the stretch reflex of isolated guinea-pig ileum the laevo isomer was much more active than the dextro and about twice as potent as the racemate. Tricyclamol blocks the superior cervical ganglion. Tricyclamol chloride has a marked effect in reducing the motility of the stomach and duodenum, and to a far greater extent than the results produced by hyoscyamine. This action may be of value in controlling the pain of peptic ulceration, since it is likely that the pain, at least in part, is due to spasm.

Approval Year

PubMed

PubMed

TitleDatePubMed
A controlled trial of anti-Parkinson drugs in drug-induced Parkinsonism.
1966 Jun
Double-blind comparison of levodopa and procyclidine in parkinsonism, with illustrations of levodopa-induced movement disorders.
1970 Dec
Central role of solar information flow in pregenetic evolution.
1971 Jun
Ethopropazine and benztropine in neuroleptic-induced parkinsonism.
1979 Mar
Neuroleptic malignant syndrome.
1983 Jun 18
Bilateral ulnar nerve paralysis: an unreported complication of drug-induced extrapyramidal rigidity.
1997 Jun
Anti-nicotinic properties of anticholinergic antiparkinson drugs.
1998 Nov
An extrapyramidal reaction to ondansetron.
1998 Oct
Effects of advanced candidate anticonvulsants under two rodent models of 'counting'.
2001 Dec
Effects of procyclidine on prepulse inhibition of the acoustic startle response in healthy human volunteers.
2001 Mar
Neuroleptics and family history of Parkinson diseases: case report.
2001 May
Acute dystonic reaction in an elderly patient with mood disorder after titration of paroxetine: possible mechanisms and implications for clinical care.
2002 Dec
Effects of procyclidine on eye movements in schizophrenia.
2003 Dec
Screening and semi-quantitative analysis of post mortem blood for basic drugs using gas chromatography/ion trap mass spectrometry.
2004 Dec 25
Protection by sustained release of physostigmine and procyclidine of soman poisoning in rats.
2004 Nov 28
Drug-human serum albumin binding studied by capillary electrophoresis with electrochemiluminescence detection.
2004 Oct
Self-reported parkinsonian symptoms in the EPIC-Norfolk cohort.
2005 Aug 24
Soman-induced convulsions in rats terminated with pharmacological agents after 45 min: neuropathology and cognitive performance.
2005 Jan
Primary care use of antipsychotic drugs: an audit and intervention study.
2005 Nov 29
Low dose quetiapine induced galactorrhoea: a case report.
2007 Jul 24
Clozapine and co-prescribed psychotropics: a short report.
2008 Apr 25
Anticonvulsant efficacy of drugs with cholinergic and/or glutamatergic antagonism microinfused into area tempestas of rats exposed to soman.
2008 Feb
Antiparkinson drugs used as prophylactics for nerve agents: studies of cognitive side effects in rats.
2008 Jun
Mechanisms of action of antipsychotic drugs of different classes, refractoriness to therapeutic effects of classical neuroleptics, and individual variation in sensitivity to their actions: Part II.
2009 Dec
Fatalities associated with clozapine-related constipation and bowel obstruction: a literature review and two case reports.
2009 Jul-Aug
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
The use of organotypic hippocampal slice cultures to evaluate protection by non-competitive NMDA receptor antagonists against excitotoxicity.
2010 Mar
Structured relaxation in the treatment of akathisia: case series.
2010 May 25
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Patents

Name Type Language
TRICYCLAMOL CHLORIDE
INN  
INN  
Official Name English
(±)-1-(3-CYCLOHEXYL-3-HYDROXY-3-PHENYLPROPYL)-1-METHYLPYRROLIDINIUM CHLORIDE
Systematic Name English
tricyclamol chloride [INN]
Common Name English
PROCYCLIDINE METHOCHLORIDE
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C29701
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID10959111
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
PRIMARY
FDA UNII
QYH21J350Z
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
PRIMARY
SMS_ID
100000077720
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
PRIMARY
PUBCHEM
72169
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
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ChEMBL
CHEMBL2110635
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
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CAS
3818-88-0
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
PRIMARY
EVMPD
SUB11279MIG
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
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NCI_THESAURUS
C152739
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
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DRUG CENTRAL
2736
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
PRIMARY
INN
458
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
PRIMARY
ECHA (EC/EINECS)
223-311-5
Created by admin on Fri Dec 15 17:53:58 GMT 2023 , Edited by admin on Fri Dec 15 17:53:58 GMT 2023
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