U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C19H29NO
Molecular Weight 287.4397
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of PROCYCLIDINE

SMILES

OC(CCN1CCCC1)(C2CCCCC2)C3=CC=CC=C3

InChI

InChIKey=WYDUSKDSKCASEF-UHFFFAOYSA-N
InChI=1S/C19H29NO/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

HIDE SMILES / InChI
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

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
KEMADRIN

Approved Use

KEMADRIN (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 Date

1955
Primary
KEMADRIN

Approved Use

KEMADRIN (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 Date

1955
Primary
KEMADRIN

Approved Use

KEMADRIN (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 Date

1955
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
116 ng/mL
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

AUC

ValueDoseCo-administeredAnalytePopulation
2705 ng × h/mL
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
2007 ng × h/mL
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
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
11.5 h
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
12.6 h
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
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG


OverviewOther

Other InhibitorOther SubstrateOther Inducer
Drug as victim

Drug as victim

PubMed

PubMed

TitleDatePubMed
Two medical therapies very effective shortly after high levels of soman poisoning in rats, but only one with universal utility.
2013-12-15
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011-07-14
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010-12
Identification of neuronal target areas for nerve agents and specification of receptors for pharmacological treatment.
2010-12
Structured relaxation in the treatment of akathisia: case series.
2010-05-25
Behavioral side effects in rats treated with acetylcholinesterase inhibitors suggested used as prophylactics against nerve agents.
2010-05
The use of organotypic hippocampal slice cultures to evaluate protection by non-competitive NMDA receptor antagonists against excitotoxicity.
2010-03
Ethanol extract of Angelica gigas inhibits croton oil-induced inflammation by suppressing the cyclooxygenase - prostaglandin pathway.
2010-03
Roles of perirhinal and posterior piriform cortices in control and generation of seizures: a microinfusion study in rats exposed to soman.
2010-01
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.
2009-12
Acute dystonic reactions in a lady presenting with repetitive involuntary muscle twitching: a case report.
2009-11-09
Selective T-type calcium channel blockade alleviates hyperalgesia in ob/ob mice.
2009-11
Fatalities associated with clozapine-related constipation and bowel obstruction: a literature review and two case reports.
2009-08-19
Trends in the molecular pathogenesis and clinical therapeutics of common neurodegenerative disorders.
2009-06-03
Physiological and pathological role of alpha-synuclein in Parkinson's disease through iron mediated oxidative stress; the role of a putative iron-responsive element.
2009-03
Enhanced cholinergic-mediated increase in the pro-inflammatory cytokine IL-6 in irritable bowel syndrome: role of muscarinic receptors.
2008-10
Role of the central cholinergic system in the therapeutics of schizophrenia.
2008-09
Stuttering priapism--a review of the therapeutic options.
2008-08
The present approaches to the development of prophylactic and therapeutic antidotes against nerve agents.
2008-06
Amisulpride plus valproate vs haloperidol plus valproate in the treatment of acute mania of bipolar I patients: a multicenter, open-label, randomized, comparative trial.
2008-06
Antiparkinson drugs used as prophylactics for nerve agents: studies of cognitive side effects in rats.
2008-06
Clozapine and co-prescribed psychotropics: a short report.
2008-04-25
Anticonvulsant efficacy of drugs with cholinergic and/or glutamatergic antagonism microinfused into area tempestas of rats exposed to soman.
2008-02
Low dose quetiapine induced galactorrhoea: a case report.
2007-07-24
Newer antipsychotics and the rabbit syndrome.
2007-06-11
An overview of the clinical use of ondansetron in preschool age children.
2007-06
Simultaneous prescribing of atypical antipsychotics, conventional antipsychotics and anticholinergics-a European study.
2007-06
Measurements with fluorescent probes in primary neural cultures; improved multiwell techniques.
2007-02-15
Effects of combinational prophylactics composed of physostigmine and procyclidine on soman-induced lethality, seizures and brain injuries.
2002-01
Anti-nicotinic properties of anticholinergic antiparkinson drugs.
1998-11
An extrapyramidal reaction to ondansetron.
1998-10
Bilateral ulnar nerve paralysis: an unreported complication of drug-induced extrapyramidal rigidity.
1997-06
Antipsychotic drug-induced dysphoria.
1996-10
Rapid cycling following antidepressant in an adolescent.
1990-05-15
Effects of mianserin in neuroleptic-induced parkinsonism.
1986
Neuroleptic malignant syndrome.
1983-06-18
Toxic neurological reaction to lithium/thioridazine.
1983-04-02
Fluphenazine enanthate and fluphenazine decanoate in the treatment of schizophrenic outpatients: extrapyramidal symptoms and therapeutic effect.
1982-03
Sleep disturbance associated with fluphenazine HCl: a case report.
1979-07
Ethopropazine and benztropine in neuroleptic-induced parkinsonism.
1979-03
Death attributed to ventricular arrhythmia induced by thioridazine in combination with a single Contac C capsule.
1978-10-07
A comparison of piribedil, procyclidine and placebo in the control of phenothiazine-induced parkinsonism.
1977-06
Abnormal involuntary movements induced by anticholinergic therapy.
1974
Letter: Delayed drug-induced dystonias.
1973-10-20
Parenteral long-acting phenothiazines.
1972-03-25
Central role of solar information flow in pregenetic evolution.
1971-06
Double-blind comparison of levodopa and procyclidine in parkinsonism, with illustrations of levodopa-induced movement disorders.
1970-12
Double-blind comparison of levodopa and procyclidine in parkinsonism, with illustrations of levodopa-induced movement disorders.
1970-12
Drug-induced extrapyramidal symptoms: their incidence and treatment.
1967-01
A controlled trial of anti-Parkinson drugs in drug-induced Parkinsonism.
1966-06
Patents

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
In Vitro Use Guide
Unknown
Name Type Language
ELORINE
Preferred Name English
PROCYCLIDINE
HSDB   INN   MI   VANDF   WHO-DD  
INN  
Official Name English
VAGOSIN
Brand Name English
LERGINE
Brand Name English
(±)-PROCYCLIDINE
Common Name English
PROCYCLIDINE [VANDF]
Common Name English
NSC-169103
Code English
Procyclidine [WHO-DD]
Common Name English
PROCYCLIDINE [MI]
Common Name English
1-CYCLOHEXYL-1-PHENYL-3-(1-PYRROLIDINYL)-1-PROPANOL
Systematic Name English
TRICOLOID
Brand Name English
KEMADRINE
Brand Name English
PROCYCLIDINE [HSDB]
Common Name English
procyclidine [INN]
Common Name English
Classification Tree Code System Code
WHO-VATC QN04AA04
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
NDF-RT N0000175370
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
NCI_THESAURUS C29704
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WHO-ATC N04AA04
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
NDF-RT N0000175574
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
Code System Code Type Description
WIKIPEDIA
PROCYCLIDINE
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
PRIMARY
DRUG CENTRAL
2276
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
PRIMARY
NCI_THESAURUS
C73270
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
PRIMARY
ECHA (EC/EINECS)
201-023-0
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PRIMARY
NSC
169103
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PRIMARY
MERCK INDEX
m9151
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PRIMARY Merck Index
PUBCHEM
4919
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PRIMARY
MESH
D011352
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PRIMARY
INN
224
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PRIMARY
RXCUI
8718
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PRIMARY RxNorm
SMS_ID
100000081116
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PRIMARY
ChEMBL
CHEMBL86715
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PRIMARY
CAS
56172-67-9
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
SUPERSEDED
CAS
107661-03-0
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
SUPERSEDED
CAS
77-37-2
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
PRIMARY
FDA UNII
C6QE1Q1TKR
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PRIMARY
EPA CompTox
DTXSID2023515
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PRIMARY
CHEBI
8448
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PRIMARY
HSDB
7678
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PRIMARY
EVMPD
SUB10064MIG
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PRIMARY
IUPHAR
7280
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PRIMARY
DRUG BANK
DB00387
Created by admin on Mon Mar 31 17:45:34 GMT 2025 , Edited by admin on Mon Mar 31 17:45:34 GMT 2025
PRIMARY