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
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
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 |
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Target ID: CHEMBL216 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2253700 |
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Target ID: CHEMBL245 Sources: https://www.ncbi.nlm.nih.gov/pubmed/1426023 |
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Target ID: CHEMBL211 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2253700 |
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Target ID: CHEMBL1821 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2253700 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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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 |
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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 |
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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 |
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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 |
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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 |
|
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 |
T1/2
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
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 |
|
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 |
PubMed
Title | Date | PubMed |
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Drug-induced extrapyramidal symptoms: their incidence and treatment. | 1967 Jan |
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Sleep disturbance associated with fluphenazine HCl: a case report. | 1979 Jul |
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Anti-nicotinic properties of anticholinergic antiparkinson drugs. | 1998 Nov |
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An extrapyramidal reaction to ondansetron. | 1998 Oct |
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Effects of procyclidine on prepulse inhibition of the acoustic startle response in healthy human volunteers. | 2001 Mar |
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Acute dystonic reaction in an elderly patient with mood disorder after titration of paroxetine: possible mechanisms and implications for clinical care. | 2002 Dec |
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Effects of 10 mg and 15 mg oral procyclidine on critical flicker fusion threshold and cardiac functioning in healthy human subjects. | 2002 Jun |
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[Neutropenia in a patient treated with clozapine in combination with other psychotropic drugs]. | 2002 Nov-Dec |
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Probable dystonic reaction after a single dose of cyclizine in a patient with a history of encephalitis. | 2003 Mar |
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Variable effects of previously untested muscarinic receptor antagonists on experimental myopia. | 2003 Mar |
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Screening and semi-quantitative analysis of post mortem blood for basic drugs using gas chromatography/ion trap mass spectrometry. | 2004 Dec 25 |
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Self-reported parkinsonian symptoms in the EPIC-Norfolk cohort. | 2005 Aug 24 |
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Protection by a transdermal patch containing physostigmine and procyclidine of soman poisoning in dogs. | 2005 Nov 21 |
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Primary care use of antipsychotic drugs: an audit and intervention study. | 2005 Nov 29 |
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Efficacy of immediate and subsequent therapies against soman-induced seizures and lethality in rats. | 2006 Feb |
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Abdominal pain with rigidity secondary to the anti-emetic drug metoclopramide. | 2006 May |
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Pharmacological therapies against soman-induced seizures in rats 30 min following onset and anticonvulsant impact. | 2006 Oct 24 |
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The combination of donepezil and procyclidine protects against soman-induced seizures in rats. | 2007 Apr 15 |
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Stuttering priapism--a review of the therapeutic options. | 2008 Aug |
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Enhanced cholinergic-mediated increase in the pro-inflammatory cytokine IL-6 in irritable bowel syndrome: role of muscarinic receptors. | 2008 Oct |
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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 |
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Fatalities associated with clozapine-related constipation and bowel obstruction: a literature review and two case reports. | 2009 Jul-Aug |
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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 Mar |
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Acute dystonic reactions in a lady presenting with repetitive involuntary muscle twitching: a case report. | 2009 Nov 9 |
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Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method. | 2010 Dec |
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Roles of perirhinal and posterior piriform cortices in control and generation of seizures: a microinfusion study in rats exposed to soman. | 2010 Jan |
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Ethanol extract of Angelica gigas inhibits croton oil-induced inflammation by suppressing the cyclooxygenase - prostaglandin pathway. | 2010 Mar |
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Behavioral side effects in rats treated with acetylcholinesterase inhibitors suggested used as prophylactics against nerve agents. | 2010 May |
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Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2. | 2011 Jul 14 |
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
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Classification Tree | Code System | Code | ||
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WHO-VATC |
QN04AA04
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NDF-RT |
N0000175370
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NCI_THESAURUS |
C29704
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WHO-ATC |
N04AA04
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NDF-RT |
N0000175574
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PROCYCLIDINE
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2276
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C73270
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201-023-0
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169103
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m9151
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4919
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D011352
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224
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8718
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100000081116
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CHEMBL86715
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56172-67-9
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107661-03-0
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77-37-2
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C6QE1Q1TKR
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DTXSID2023515
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SUB10064MIG
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7280
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DB00387
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)