Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C16H21NO5S |
| Molecular Weight | 339.407 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CCOC(=O)CC(=O)N1CCSC1COC2=CC=CC=C2OC
InChI
InChIKey=WSYVIAQNTFPTBI-UHFFFAOYSA-N
InChI=1S/C16H21NO5S/c1-3-21-16(19)10-14(18)17-8-9-23-15(17)11-22-13-7-5-4-6-12(13)20-2/h4-7,15H,3,8-11H2,1-2H3
| Molecular Formula | C16H21NO5S |
| Molecular Weight | 339.407 |
| Charge | 0 |
| Count |
|
| Stereochemistry | RACEMIC |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Optical Activity | ( + / - ) |
Moguisteine is a non-narcotic antitussive compound. Moguisteine demonstrated inhibitory effect on rapidly adapting irritant receptors that could account for the antitussigenic effect of this compound. Furthermore, it is possible that ATP-sensitive K(+) channels may be involved in the anti-tussive effect of peripherally acting non-narcotic moguisteine. The drug did not show any toxic effect on the dams and their fetuses, nor did it have any teratogenic effect in either of the tested species. Finally, moguisteine had no adverse effects, either on parturition or on peri-and postnatal survival and/or development of the offspring. It was reported that moguisteine to be effective in reducing cough frequency in chronic cough of bronchitis and COPD. It was recommended for the short-term symptomatic relief of coughing. Preregistration of moguisteine in Italy is discontinued.
CNS Activity
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7921605
Curator's Comment: poor penetration - 0.01% of the administered dose (guinea-pigs data)
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: Rapidly adapting receptors |
|||
Target ID: ATP-sensitive potassium channel (guinea pigs) Sources: https://www.ncbi.nlm.nih.gov/pubmed/10794823 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Unknown Approved UseUnknown |
Cmax
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
3570.47 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30703444 |
400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered: |
MOGUISTEINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
1397.87 ng/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30703444 |
200 mg 3 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
MOGUISTEINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
AUC
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
11637.72 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30703444 |
400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered: |
MOGUISTEINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
5547.88 ng × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30703444 |
200 mg 3 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
MOGUISTEINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
T1/2
| Value | Dose | Co-administered | Analyte | Population |
|---|---|---|---|---|
1.54 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30703444 |
400 mg single, oral dose: 400 mg route of administration: Oral experiment type: SINGLE co-administered: |
MOGUISTEINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
|
1.57 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/30703444 |
200 mg 3 times / day multiple, oral dose: 200 mg route of administration: Oral experiment type: MULTIPLE co-administered: |
MOGUISTEINE plasma | Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED |
Doses
| Dose | Population | Adverse events |
|---|---|---|
400 mg single, oral Highest studied dose |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: FASTED Sources: |
|
200 mg 3 times / day multiple, oral Studied dose Dose: 200 mg, 3 times / day Route: oral Route: multiple Dose: 200 mg, 3 times / day Sources: |
healthy, ADULT Health Status: healthy Age Group: ADULT Sex: M+F Food Status: FASTED Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of four antitussives on airway neurogenic inflammation in a guinea pig model of chronic cough induced by cigarette smoke exposure. | 2013-12 |
|
| The efficacy and safety of moguisteine in comparison with codeine phosphate in patients with chronic cough. | 1995-04 |
|
| Reproductive toxicology of the new antitussive moguisteine. | 1994-12 |
|
| General toxicology of the new antitussive moguisteine. | 1994-11 |
|
| Moguisteine: a novel peripheral non-narcotic antitussive drug. | 1994-07 |
|
| Assay of moguisteine metabolites in human plasma and urine: conventional and chiral high-performance liquid chromatographic methods. | 1994-05-13 |
|
| Clinical trial of the efficacy and safety of moguisteine in patients with cough associated with chronic respiratory diseases. | 1993 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7613554
100 mg three times a day
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:25:28 GMT 2025
by
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on
Mon Mar 31 18:25:28 GMT 2025
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6Y556547YY
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Validated (UNII)
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C74536
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759829
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Moguisteine
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CHEMBL146980
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C66178
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SUB09038MIG
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