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Details

Stereochemistry RACEMIC
Molecular Formula C20H32NO.I
Molecular Weight 429.3787
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TRICYCLAMOL IODIDE

SMILES

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

InChI

InChIKey=KKNHYFDAGNWDPZ-UHFFFAOYSA-M
InChI=1S/C20H32NO.HI/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

Molecular Formula C20H31NO
Molecular Weight 301.4662
Charge 0
Count
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula HI
Molecular Weight 127.9124
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Death attributed to ventricular arrhythmia induced by thioridazine in combination with a single Contac C capsule.
1978 Oct 7
Effects of mianserin in neuroleptic-induced parkinsonism.
1986
Rapid cycling following antidepressant in an adolescent.
1990 May 15
Neuroleptics and family history of Parkinson diseases: case report.
2001 May
Simultaneous determination of enantiomers of structurally related anticholinergic analogs in human serum by liquid chromatography-electrospray ionization mass spectrometry with on-line sample cleanup.
2001 Oct 25
A possible association between high normal and high dose olanzapine and prolongation of the PR interval.
2002 Jun
NMDA receptors might be involved in the impairing effects of procyclidine on cognition.
2003 Dec
Anti-parkinsonian agents procyclidine and ethopropazine alleviate thermal hyperalgesia in neuropathic rats.
2003 May
Protection by sustained release of physostigmine and procyclidine of soman poisoning in rats.
2004 Nov 28
Soman-induced convulsions in rats terminated with pharmacological agents after 45 min: neuropathology and cognitive performance.
2005 Jan
The combination of donepezil and procyclidine protects against soman-induced seizures in rats.
2007 Apr 15
Clozapine and co-prescribed psychotropics: a short report.
2008 Apr 25
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
Selective T-type calcium channel blockade alleviates hyperalgesia in ob/ob mice.
2009 Nov
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 05:09:23 GMT 2023
Edited
by admin
on Sat Dec 16 05:09:23 GMT 2023
Record UNII
HSX230668V
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TRICYCLAMOL IODIDE
Common Name English
1-(3-CYCLOHEXYL-3-HYDROXY-3-PHENYLPROPYL)-1-METHYLPYRROLIDINIUM IODIDE
Systematic Name English
PYRROLIDINIUM, 1-(3-CYCLOHEXYL-3-HYDROXY-3-PHENYLPROPYL)-1-METHYL-, IODIDE
Systematic Name English
(±)-1-(3-CYCLOHEXYL-3-HYDROXY-3-PHENYLPROPYL)-1-METHYLPYRROLIDINIUM IODIDE
Systematic Name English
PYRROLIDINIUM, 1-(3-CYCLOHEXYL-3-HYDROXY-3-PHENYLPROPYL)-1-METHYL-, IODIDE (1:1)
Systematic Name English
Code System Code Type Description
CAS
6856-40-2
Created by admin on Sat Dec 16 05:09:24 GMT 2023 , Edited by admin on Sat Dec 16 05:09:24 GMT 2023
PRIMARY
PUBCHEM
201805
Created by admin on Sat Dec 16 05:09:24 GMT 2023 , Edited by admin on Sat Dec 16 05:09:24 GMT 2023
PRIMARY
FDA UNII
HSX230668V
Created by admin on Sat Dec 16 05:09:24 GMT 2023 , Edited by admin on Sat Dec 16 05:09:24 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY