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
Molecular Formula | C19H29NO |
Molecular Weight | 287.4397 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
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 |
---|---|---|---|---|
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 |
---|---|---|---|---|
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 |
---|---|---|
Death attributed to ventricular arrhythmia induced by thioridazine in combination with a single Contac C capsule. | 1978 Oct 7 |
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Fluphenazine enanthate and fluphenazine decanoate in the treatment of schizophrenic outpatients: extrapyramidal symptoms and therapeutic effect. | 1982 Mar |
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Pimozide-induced depression associated with polyuria and polydipsia. | 1992 Apr |
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Lessons to be learned: a case study approach. 'Spontaneous' intraperitoneal bladder rupture in a psychiatric patient--with diagnostic difficulties. | 2001 Jun |
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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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NMDA receptors might be involved in the impairing effects of procyclidine on cognition. | 2003 Dec |
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Cognitive side effects in rats caused by pharmacological agents used to prevent soman-induced lethality. | 2004 Jan 12 |
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Protection against soman-induced seizures in rats: relationship among doses of prophylactics, soman, and adjuncts. | 2004 May 1 |
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Protection by sustained release of physostigmine and procyclidine of soman poisoning in rats. | 2004 Nov 28 |
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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 |
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Simultaneous prescribing of atypical antipsychotics, conventional antipsychotics and anticholinergics-a European study. | 2007 Jun |
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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 |
|
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 |
|
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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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
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:04:35 GMT 2023
by
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on
Fri Dec 15 15:04:35 GMT 2023
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Record UNII |
C6QE1Q1TKR
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Record Status |
Validated (UNII)
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Record Version |
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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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8448
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7678
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SUB10064MIG
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7280
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DB00387
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |