Details
Stereochemistry | RACEMIC |
Molecular Formula | C13H18F3N3O4S2 |
Molecular Weight | 401.425 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCCCCC1NC2=CC(=C(C=C2S(=O)(=O)N1)S(N)(=O)=O)C(F)(F)F
InChI
InChIKey=AKHXXQAIVSMYIS-UHFFFAOYSA-N
InChI=1S/C13H18F3N3O4S2/c1-2-3-4-5-12-18-9-6-8(13(14,15)16)10(24(17,20)21)7-11(9)25(22,23)19-12/h6-7,12,18-19H,2-5H2,1H3,(H2,17,20,21)
DescriptionSources: http://www.genome.jp/dbget-bin/www_bget?D01241Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/3772156
Sources: http://www.genome.jp/dbget-bin/www_bget?D01241
Curator's Comment: Description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/3772156
Penflutizide is a thiazide diuretic drug, Na+-Cl- symport inhibitor. Penflutizide was shown to have high potency to photooxidize lipids. Penflutizide -photosensitized peroxidation of squalene was repressed by the presence of sodium azide or 2,5-dimethylfuran and was accelerated in a D2O suspension. These findings suggest the participation of singlet oxygen in Penflutizide photoperoxidation of squalene (type II mechanism). Penflutizide -photosensitized lysis of red blood cells (RBC) accompanied by formation of hydroperoxides in RBC membrane lipids was also noted. These results suggested that membrane lipids can be one of the target molecules of Penflutizide phototoxicity. Penflutizide is an ingredient of the drug Praemenstron manufactured by Nordmark Arzneimittel and consisting of Flumedroxone, Meprobamate, Penflutizide.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: Lipid peroxidation Sources: http://www.ncbi.nlm.nih.gov/pubmed/3772156 |
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Target ID: CHEMBL1876 Sources: http://www.genome.jp/dbget-bin/www_bget?D01241 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Primary | Praemenstron Approved UseCurrently is only licensed as an anxiolytic. |
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Primary | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
---|---|---|
[Therapeutic experiences with Praemenstron in the premenstrual syndrome]. | 1974 Mar 10 |
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Arginine reversion and lambda induction in E. coli with benzothiadiazine diuretics irradiated with near-ultraviolet light. | 1985 Dec |
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Lipid peroxidative potency of photosensitized thiazide diuretics. | 1986 Nov |
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UV-A induced DNA nicking activities of skin photosensitive drugs: phenothiazines, benzothiadiazines and afloqualone. | 1988 |
Sample Use Guides
In Vitro Use Guide
Sources: http://www.ncbi.nlm.nih.gov/pubmed/3772156
RBC (1 X 108 cells/ml) were irradiated with UVA (0-108 kJ/ m2) in the
presence of Penflutizide (625 uM).
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NCI_THESAURUS |
C49185
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217-186-6
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100000082480
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DTXSID3048815
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3398
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C008781
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C74409
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ACTIVE MOIETY