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
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 | ( + / - ) |
Molecular Formula | ClH |
Molecular Weight | 36.461 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
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 |
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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 |
---|---|---|---|---|
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 |
---|---|---|
Central role of solar information flow in pregenetic evolution. | 1971 Jun |
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Parenteral long-acting phenothiazines. | 1972 Mar 25 |
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Abnormal involuntary movements induced by anticholinergic therapy. | 1974 |
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Sleep disturbance associated with fluphenazine HCl: a case report. | 1979 Jul |
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Rapid cycling following antidepressant in an adolescent. | 1990 May 15 |
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Antipsychotic drug-induced dysphoria. | 1996 Oct |
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Anti-nicotinic properties of anticholinergic antiparkinson drugs. | 1998 Nov |
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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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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 |
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Effects of oral procyclidine administration on cognitive functions in healthy subjects: implications for schizophrenia. | 2002 Apr |
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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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A possible association between high normal and high dose olanzapine and prolongation of the PR interval. | 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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Anti-parkinsonian agents procyclidine and ethopropazine alleviate thermal hyperalgesia in neuropathic rats. | 2003 May |
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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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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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Drug-human serum albumin binding studied by capillary electrophoresis with electrochemiluminescence detection. | 2004 Oct |
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Self-reported parkinsonian symptoms in the EPIC-Norfolk cohort. | 2005 Aug 24 |
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Soman-induced convulsions in rats terminated with pharmacological agents after 45 min: neuropathology and cognitive performance. | 2005 Jan |
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The combination of donepezil and procyclidine protects against soman-induced seizures in rats. | 2007 Apr 15 |
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Low dose quetiapine induced galactorrhoea: a case report. | 2007 Jul 24 |
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Clozapine and co-prescribed psychotropics: a short report. | 2008 Apr 25 |
|
Stuttering priapism--a review of the therapeutic options. | 2008 Aug |
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Anticonvulsant efficacy of drugs with cholinergic and/or glutamatergic antagonism microinfused into area tempestas of rats exposed to soman. | 2008 Feb |
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The present approaches to the development of prophylactic and therapeutic antidotes against nerve agents. | 2008 Jun |
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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 |
|
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 |
|
Identification of neuronal target areas for nerve agents and specification of receptors for pharmacological treatment. | 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 |
|
Ethanol extract of Angelica gigas inhibits croton oil-induced inflammation by suppressing the cyclooxygenase - prostaglandin pathway. | 2010 Mar |
|
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
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 17:14:41 GMT 2023
by
admin
on
Fri Dec 15 17:14:41 GMT 2023
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Record UNII |
CQC932Z7YW
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C38149
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CHEMBL86715
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m9151
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CQC932Z7YW
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216-141-8
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SUB04054MIG
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Procyclidine hydrochloride
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100000085102
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DBSALT001008
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142443
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207841
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C47689
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757293
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DTXSID8045357
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1567004
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1508-76-5
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PARENT -> SALT/SOLVATE |
Related Record | Type | Details | ||
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ACTIVE MOIETY |