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Details

Stereochemistry UNKNOWN
Molecular Formula C19H23NO
Molecular Weight 281.392
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 2
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of CINNAMEDRINE

SMILES

CC(C(O)C1=CC=CC=C1)N(C)C\C=C\C2=CC=CC=C2

InChI

InChIKey=YMJMZFPZRVMNCH-FMIVXFBMSA-N
InChI=1S/C19H23NO/c1-16(19(21)18-13-7-4-8-14-18)20(2)15-9-12-17-10-5-3-6-11-17/h3-14,16,19,21H,15H2,1-2H3/b12-9+

HIDE SMILES / InChI

Molecular Formula C19H23NO
Molecular Weight 281.392
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 1
Optical Activity UNSPECIFIED

Description

Cinnamedrine is an active ingredient of midol (a combination of cinnamedrine hydrochloride, aspirin, phenacetin, and caffeine) used to relieve dysmenorrhea. Midol was an over-the-counter drug, which was discontinued due to a marketing decision.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
midol

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Midol (a combination of cinnamedrine hydrochloride, aspirin, phenacetin, and caffeine) - two tablets every four hours, with a maximum eight tablets per day.
Route of Administration: Oral
In Vitro Use Guide
It was examined influence of cinnamedrine on the smooth muscle relaxing properties using rat uterus. Cinnamedrine exhibited dose-related spasmolytic activity in the isolated spontaneously contracting rat uterus and in uterine tissue pretreated with oxytocin to augment spasms. The IC50's for cinnamedrine was 36.2 microM; the IC50's after oxytocin pretreatment was 25.7 microM for cinnamedrine.
Substance Class Chemical
Record UNII
Y1245J8012
Record Status Validated (UNII)
Record Version