Details
Stereochemistry | RACEMIC |
Molecular Formula | C19H29NO.ClH |
Molecular Weight | 323.901 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.OC(CCN1CCCC1)(C2CCCCC2)C3=CC=CC=C3
InChI
InChIKey=ZFSPFXJSEHCTTR-UHFFFAOYSA-N
InChI=1S/C19H29NO.ClH/c21-19(17-9-3-1-4-10-17,18-11-5-2-6-12-18)13-16-20-14-7-8-15-20;/h1,3-4,9-10,18,21H,2,5-8,11-16H2;1H
Procyclidine is a muscarinic antagonist that crosses the blood-brain. Procyclidine hydrochloride (brand name Kemadrin) is a synthetic antispasmodic compound of relatively low toxicity. It has been shown to be useful for the symptomatic treatment of parkinsonism (paralysis agitans) and extrapyramidal dysfunction caused by tranquilizer therapy. Procyclidine hydrochloride was developed at The Wellcome Research Laboratories as the most promising of a series of antiparkinsonism compounds produced by chemical modification of antihistamines. Kemadrin is indicated in the treatment of parkinsonism including the postencephalitic, arteriosclerotic, and idiopathic types. Partial control of the parkinsonism symptoms is the usual therapeutic accomplishment. Procyclidine hydrochloride is usually more efficacious in the relief of rigidity than tremor; but tremor, fatigue, weakness, and sluggishness are frequently beneficially influenced. It can be substituted for all the previous medications in mild and moderate cases. For the control of more severe cases, other drugs may be added to procyclidine therapy as indications warrant. The mechanism of action is unknown. It is thought that procyclidine acts by blocking central cholinergic receptors, and thus balancing cholinergic and dopaminergic activity in the basal ganglia. Pharmacologic tests have shown that procyclidine hydrochloride has an atropine-like action and exerts an antispasmodic effect on smooth muscle. It is a potent mydriatic and inhibits salivation. It has no sympathetic ganglionblocking activity in doses as high as 4 mg/kg, as measured by the lack of inhibition of the response of the nictitating membrane to preganglionic electrical stimulation.
CNS Activity
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL216 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2253700 |
|||
Target ID: CHEMBL245 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1426023 |
|||
Target ID: CHEMBL211 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2253700 |
|||
Target ID: CHEMBL1821 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2253700 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | KEMADRIN Approved UseKEMADRIN (procyclidine hydrochloride) is indicated in the treatment of parkinsonism including the postencephalitic, arteriosclerotic, and idiopathic types. Partial control of the parkinsonism symptoms is the usual therapeutic accomplishment. Procyclidine hydrochloride is usually more efficacious in the relief of rigidity than
tremor; but tremor, fatigue, weakness, and sluggishness are frequently beneficially influenced. It can be substituted for all the previous medications in mild and moderate cases. For the control of more severe cases, other drugs may be added to procyclidine therapy as indications warrant. Launch Date1955 |
|||
Primary | KEMADRIN Approved UseKEMADRIN (procyclidine hydrochloride) is indicated in the treatment of parkinsonism including the postencephalitic, arteriosclerotic, and idiopathic types. Partial control of the parkinsonism symptoms is the usual therapeutic accomplishment. Procyclidine hydrochloride is usually more efficacious in the relief of rigidity than
tremor; but tremor, fatigue, weakness, and sluggishness are frequently beneficially influenced. It can be substituted for all the previous medications in mild and moderate cases. For the control of more severe cases, other drugs may be added to procyclidine therapy as indications warrant. Launch Date1955 |
|||
Primary | KEMADRIN Approved UseKEMADRIN (procyclidine hydrochloride) is indicated in the treatment of parkinsonism including the postencephalitic, arteriosclerotic, and idiopathic types. Partial control of the parkinsonism symptoms is the usual therapeutic accomplishment. Procyclidine hydrochloride is usually more efficacious in the relief of rigidity than
tremor; but tremor, fatigue, weakness, and sluggishness are frequently beneficially influenced. It can be substituted for all the previous medications in mild and moderate cases. For the control of more severe cases, other drugs may be added to procyclidine therapy as indications warrant. Launch Date1955 |
Cmax
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
116 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3987788 |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
PROCYCLIDINE HYDROCHLORIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
2007 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3987788 |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
PROCYCLIDINE HYDROCHLORIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
2705 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3987788 |
10 mg single, intravenous dose: 10 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
PROCYCLIDINE HYDROCHLORIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
12.6 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3987788 |
10 mg single, oral dose: 10 mg route of administration: Oral experiment type: SINGLE co-administered: |
PROCYCLIDINE HYDROCHLORIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
11.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3987788 |
10 mg single, intravenous dose: 10 mg route of administration: Intravenous experiment type: SINGLE co-administered: |
PROCYCLIDINE HYDROCHLORIDE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
Doses
Dose | Population | Adverse events |
---|---|---|
10 mg single, intravenous Dose: 10 mg Route: intravenous Route: single Dose: 10 mg Sources: |
healthy, 22-48 years n = 6 Health Status: healthy Age Group: 22-48 years Sex: M+F Population Size: 6 Sources: |
|
250 mg single, oral Overdose Dose: 250 mg Route: oral Route: single Dose: 250 mg Co-administed with:: amoxapine(2500 mg) Sources: |
unhealthy, 26 years n = 1 Health Status: unhealthy Condition: schizo-affective disorder Age Group: 26 years Sex: F Population Size: 1 Sources: |
Other AEs: Pancreatitis... |
15 mg single, oral Highest studied dose |
unhealthy n = 13 Health Status: unhealthy Condition: Schizophrenia Population Size: 13 Sources: |
|
250 mg single, oral Highest studied dose|Studied dose |
unhealthy n = 9 Health Status: unhealthy Condition: duodenal ulcer Population Size: 9 Sources: |
|
50 mg single, intramuscular Dose: 50 mg Route: intramuscular Route: single Dose: 50 mg Sources: |
unhealthy n = 3 |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
Pancreatitis | 1 patient | 250 mg single, oral Overdose Dose: 250 mg Route: oral Route: single Dose: 250 mg Co-administed with:: amoxapine(2500 mg) Sources: |
unhealthy, 26 years n = 1 Health Status: unhealthy Condition: schizo-affective disorder Age Group: 26 years Sex: F Population Size: 1 Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
A controlled trial of anti-Parkinson drugs in drug-induced Parkinsonism. | 1966 Jun |
|
Drug-induced extrapyramidal symptoms: their incidence and treatment. | 1967 Jan |
|
Central role of solar information flow in pregenetic evolution. | 1971 Jun |
|
A comparison of piribedil, procyclidine and placebo in the control of phenothiazine-induced parkinsonism. | 1977 Jun |
|
Death attributed to ventricular arrhythmia induced by thioridazine in combination with a single Contac C capsule. | 1978 Oct 7 |
|
Ethopropazine and benztropine in neuroleptic-induced parkinsonism. | 1979 Mar |
|
Effects of mianserin in neuroleptic-induced parkinsonism. | 1986 |
|
Acute dystonia due to amitriptyline. | 1992 May |
|
An extrapyramidal reaction to ondansetron. | 1998 Oct |
|
Nasal absorption of procyclidine in rats and dogs. | 2001 Jun |
|
Effects of procyclidine on prepulse inhibition of the acoustic startle response in healthy human volunteers. | 2001 Mar |
|
Physostigmine as treatment for severe CNS anticholinergic toxicity. | 2001 Sep |
|
Effects of oral procyclidine administration on cognitive functions in healthy subjects: implications for schizophrenia. | 2002 Apr |
|
Effects of combinational prophylactics composed of physostigmine and procyclidine on soman-induced lethality, seizures and brain injuries. | 2002 Jan |
|
NMDA receptors might be involved in the impairing effects of procyclidine on cognition. | 2003 Dec |
|
Effects of procyclidine on eye movements in schizophrenia. | 2003 Dec |
|
Variable effects of previously untested muscarinic receptor antagonists on experimental myopia. | 2003 Mar |
|
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 |
|
Development of a screening method for the most commonly abused anticholinergic drugs in Jordan; trihexyphenidyl, procyclidine and biperiden. | 2004 Oct |
|
Soman-induced convulsions in rats terminated with pharmacological agents after 45 min: neuropathology and cognitive performance. | 2005 Jan |
|
Protection by a transdermal patch containing physostigmine and procyclidine of soman poisoning in dogs. | 2005 Nov 21 |
|
Primary care use of antipsychotic drugs: an audit and intervention study. | 2005 Nov 29 |
|
Abdominal pain with rigidity secondary to the anti-emetic drug metoclopramide. | 2006 May |
|
Low dose quetiapine induced galactorrhoea: a case report. | 2007 Jul 24 |
|
An overview of the clinical use of ondansetron in preschool age children. | 2007 Jun |
|
Simultaneous prescribing of atypical antipsychotics, conventional antipsychotics and anticholinergics-a European study. | 2007 Jun |
|
Stuttering priapism--a review of the therapeutic options. | 2008 Aug |
|
Amisulpride plus valproate vs haloperidol plus valproate in the treatment of acute mania of bipolar I patients: a multicenter, open-label, randomized, comparative trial. | 2008 Jun |
|
Antiparkinson drugs used as prophylactics for nerve agents: studies of cognitive side effects in rats. | 2008 Jun |
|
Enhanced cholinergic-mediated increase in the pro-inflammatory cytokine IL-6 in irritable bowel syndrome: role of muscarinic receptors. | 2008 Oct |
|
Role of the central cholinergic system in the therapeutics of schizophrenia. | 2008 Sep |
|
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 |
|
Acute dystonic reactions in a lady presenting with repetitive involuntary muscle twitching: a case report. | 2009 Nov 9 |
|
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method. | 2010 Dec |
|
Roles of perirhinal and posterior piriform cortices in control and generation of seizures: a microinfusion study in rats exposed to soman. | 2010 Jan |
|
Behavioral side effects in rats treated with acetylcholinesterase inhibitors suggested used as prophylactics against nerve agents. | 2010 May |
|
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. | 2011 Jul 14 |
|
Two medical therapies very effective shortly after high levels of soman poisoning in rats, but only one with universal utility. | 2013 Dec 15 |
Patents
Sample Use Guides
For initial treatment is 2.5 mg administered three times daily after meals. If well tolerated, this dose may be gradually increased to 5 mg three times a day and occasionally 5 mg given before retiring. In some cases smaller doses may be employed with good therapeutic results.
Route of Administration:
Oral
Name | Type | Language | ||
---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Brand Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Code | English | ||
|
Common Name | English | ||
|
Common Name | English |
Classification Tree | Code System | Code | ||
---|---|---|---|---|
|
NCI_THESAURUS |
C38149
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
Code System | Code | Type | Description | ||
---|---|---|---|---|---|
|
CHEMBL86715
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
m9151
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | Merck Index | ||
|
CQC932Z7YW
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
216-141-8
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
SUB04054MIG
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
Procyclidine hydrochloride
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
100000085102
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
DBSALT001008
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
142443
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | RxNorm | ||
|
207841
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
C47689
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
757293
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
DTXSID8045357
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
1567004
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY | |||
|
1508-76-5
Created by
admin on Fri Dec 15 17:14:41 GMT 2023 , Edited by admin on Fri Dec 15 17:14:41 GMT 2023
|
PRIMARY |
ACTIVE MOIETY
SUBSTANCE RECORD