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
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
| 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 |
| Molecular Formula | C18H27NO2 |
| Molecular Weight | 289.4125 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
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
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | SKF TUSS-ORNADE Approved UseUnknown |
|||
| Primary | parpanit Approved UseUnknown |
Doses
| Dose | Population | Adverse events |
|---|---|---|
20 mg single, oral |
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) Sources: Dizziness (2 patients) |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Dizziness | 2 patients | 20 mg single, oral |
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 |
healthy, adult n = 30 Health Status: healthy Condition: cough Age Group: adult Sex: unknown Population Size: 30 Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Anti-nicotinic properties of anticholinergic antiparkinson drugs. | 1998 Nov |
|
| Caramiphen and scopolamine prevent soman-induced brain damage and cognitive dysfunction. | 2002 May |
|
| Anticholinergic and antiglutamatergic agents protect against soman-induced brain damage and cognitive dysfunction. | 2003 Sep |
|
| Extrapolating from animal studies to the efficacy in humans of a pretreatment combination against organophosphate poisoning. | 2007 May |
|
| Anticonvulsant efficacy of drugs with cholinergic and/or glutamatergic antagonism microinfused into area tempestas of rats exposed to soman. | 2008 Feb |
|
| Efficacy of antidotal treatment against sarin poisoning: the superiority of benactyzine and caramiphen. | 2008 Feb 15 |
|
| Antiparkinson drugs used as prophylactics for nerve agents: studies of cognitive side effects in rats. | 2008 Jun |
|
| 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 |
|
| [Novel antidepressant-like action of drugs possessing GIRK channel blocking action in rats]. | 2010 May |
|
| Antidepressant-like effect of centrally acting non-narcotic antitussive caramiphen in a forced swimming test. | 2010 Sep 13 |
|
| 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
| Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:05:00 GMT 2023
by
admin
on
Fri Dec 15 15:05:00 GMT 2023
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| Record UNII |
4858SN190E
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| Record Status |
Validated (UNII)
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| Record Version |
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NCI_THESAURUS |
C66917
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DBSALT002875
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CHEMBL61946
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125-85-9
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4858SN190E
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m3048
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204-758-5
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C76470
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67173
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ACTIVE MOIETY |