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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
Structure of MOGUISTEINE

SMILES

CCOC(=O)CC(=O)N1CCSC1COC2=C(OC)C=CC=C2

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

HIDE SMILES / InChI

Molecular Formula C16H21NO5S
Molecular Weight 339.407
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Description

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

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
3570.47 ng/mL
400 mg single, oral
MOGUISTEINE plasma
Homo sapiens
1397.87 ng/mL
200 mg 3 times / day multiple, oral
MOGUISTEINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
11637.72 ng × h/mL
400 mg single, oral
MOGUISTEINE plasma
Homo sapiens
5547.88 ng × h/mL
200 mg 3 times / day multiple, oral
MOGUISTEINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
1.54 h
400 mg single, oral
MOGUISTEINE plasma
Homo sapiens
1.57 h
200 mg 3 times / day multiple, oral
MOGUISTEINE plasma
Homo sapiens

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
100 mg three times a day
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
6Y556547YY
Record Status Validated (UNII)
Record Version