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Details

Stereochemistry ACHIRAL
Molecular Formula C18H27NO2.ClH
Molecular Weight 325.873
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARAMIPHEN HYDROCHLORIDE

SMILES

Cl.CCN(CC)CCOC(=O)C1(CCCC1)C2=CC=CC=C2

InChI

InChIKey=MUPNXGNOIBYHSG-UHFFFAOYSA-N
InChI=1S/C18H27NO2.ClH/c1-3-19(4-2)14-15-21-17(20)18(12-8-9-13-18)16-10-6-5-7-11-16;/h5-7,10-11H,3-4,8-9,12-15H2,1-2H3;1H

HIDE SMILES / InChI
Caramiphen is a muscarinic M1 acetylcholine receptor antagonist, which was used for the treatment of Parkinson Disease and cough, but then there using were discontinued. Caramiphen is also used in local anesthesia, and effect could be achieved through the suppression of voltage-gated Na⁺ currents.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: voltage-gated Na⁺ currents
52.1 µM [IC50]
Target ID: P11229
Gene ID: 1128.0
Gene Symbol: CHRM1
Target Organism: Homo sapiens (Human)
1.2 nM [Ki]
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
SKF TUSS-ORNADE

Approved Use

Unknown
Primary
parpanit

Approved Use

Unknown
Doses

Doses

DosePopulationAdverse events​
20 mg single, oral
Dose: 20 mg
Route: oral
Route: single
Dose: 20 mg
Sources:
healthy, adult
n = 30
Health Status: healthy
Condition: cough
Age Group: adult
Sex: unknown
Population Size: 30
Sources:
Other AEs: Nausea, Dizziness...
Other AEs:
Nausea (3 patients)
Dizziness (2 patients)
Sources:
AEs

AEs

AESignificanceDosePopulation
Dizziness 2 patients
20 mg single, oral
Dose: 20 mg
Route: oral
Route: single
Dose: 20 mg
Sources:
healthy, adult
n = 30
Health Status: healthy
Condition: cough
Age Group: adult
Sex: unknown
Population Size: 30
Sources:
Nausea 3 patients
20 mg single, oral
Dose: 20 mg
Route: oral
Route: single
Dose: 20 mg
Sources:
healthy, adult
n = 30
Health Status: healthy
Condition: cough
Age Group: adult
Sex: unknown
Population Size: 30
Sources:
PubMed

PubMed

TitleDatePubMed
Anti-nicotinic properties of anticholinergic antiparkinson drugs.
1998 Nov
Anticonvulsant efficacy of drugs with cholinergic and/or glutamatergic antagonism microinfused into area tempestas of rats exposed to soman.
2008 Feb
Therapy against organophosphate poisoning: the importance of anticholinergic drugs with antiglutamatergic properties.
2008 Oct 15
The anticholinergic and antiglutamatergic drug caramiphen reduces seizure duration in soman-exposed rats: synergism with the benzodiazepine diazepam.
2012 Mar 15
Patents

Sample Use Guides

2.5 to 6.0 mg/kg
Route of Administration: Intravenous
It was investigated the effect of caramiphen (300uM) on voltage-gated sodium channels in differentiated neuronal NG108-15 cells. Caramiphen exhibited a milder state-dependence of block (IC₅₀ of 52.1 and 99.5 µM at holding potentials of -70 and -100 mV, respectively).
Name Type Language
CARAMIPHEN HYDROCHLORIDE
MI   WHO-DD  
Common Name English
1-PHENYLCYCLOPENTANECARBOXYLIC ACID 2-DIETHYLAMINOETHYL ESTER HYDROCHLORIDE
Systematic Name English
CARAMIPHEN HYDROCHLORIDE [MI]
Common Name English
CARAMIPHEN HCL
Common Name English
2-DIETHYLAMINOETHYL 1-PHENYLCYCLOPENTANE-1-CARBOXYLATE HYDROCHLORIDE
Systematic Name English
Caramiphen hydrochloride [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C66917
Created by admin on Fri Dec 15 15:05:00 GMT 2023 , Edited by admin on Fri Dec 15 15:05:00 GMT 2023
Code System Code Type Description
DRUG BANK
DBSALT002875
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PRIMARY
ChEMBL
CHEMBL61946
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PRIMARY
CAS
125-85-9
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PRIMARY
FDA UNII
4858SN190E
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MERCK INDEX
m3048
Created by admin on Fri Dec 15 15:05:00 GMT 2023 , Edited by admin on Fri Dec 15 15:05:00 GMT 2023
PRIMARY Merck Index
ECHA (EC/EINECS)
204-758-5
Created by admin on Fri Dec 15 15:05:00 GMT 2023 , Edited by admin on Fri Dec 15 15:05:00 GMT 2023
PRIMARY
EPA CompTox
DTXSID70154544
Created by admin on Fri Dec 15 15:05:00 GMT 2023 , Edited by admin on Fri Dec 15 15:05:00 GMT 2023
PRIMARY
NCI_THESAURUS
C76470
Created by admin on Fri Dec 15 15:05:00 GMT 2023 , Edited by admin on Fri Dec 15 15:05:00 GMT 2023
PRIMARY
PUBCHEM
67173
Created by admin on Fri Dec 15 15:05:00 GMT 2023 , Edited by admin on Fri Dec 15 15:05:00 GMT 2023
PRIMARY