U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of PENFLUTIZIDE

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)

HIDE SMILES / InChI

Description
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

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Praemenstron

Approved Use

Currently is only licensed as an anxiolytic.
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
[Therapeutic experiences with Praemenstron in the premenstrual syndrome].
1974 Mar 10
Arginine reversion and lambda induction in E. coli with benzothiadiazine diuretics irradiated with near-ultraviolet light.
1985 Dec
Lipid peroxidative potency of photosensitized thiazide diuretics.
1986 Nov
UV-A induced DNA nicking activities of skin photosensitive drugs: phenothiazines, benzothiadiazines and afloqualone.
1988
Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
RBC (1 X 108 cells/ml) were irradiated with UVA (0-108 kJ/ m2) in the presence of Penflutizide (625 uM).
Name Type Language
PENFLUTIZIDE
INN   JAN   MART.   WHO-DD  
INN  
Official Name English
PENTYLHYDROFLUMETHIAZIDE
Common Name English
FT-124
Code English
Penflutizide [WHO-DD]
Common Name English
3,4-DIHYDRO-3-PENTYL-6-(TRIFLUOROMETHYL)-2H-1,2,4-BENZOTHIADIAZINE-7-SULFONAMIDE 1,1-DIOXIDE
Systematic Name English
PENFLUTIZIDE [JAN]
Common Name English
penflutizide [INN]
Common Name English
(±)-PENTFLUTIZIDE
Common Name English
PENFLUTIZIDE [MART.]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C49185
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
Code System Code Type Description
ECHA (EC/EINECS)
217-186-6
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
SMS_ID
100000082480
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
EPA CompTox
DTXSID3048815
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107203
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
INN
3398
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
MESH
C008781
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
NCI_THESAURUS
C74409
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
EVMPD
SUB09665MIG
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
CAS
96782-78-4
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
SUPERSEDED
FDA UNII
91NGD0O6FZ
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
CAS
55126-39-1
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
SUPERSEDED
CAS
1766-91-2
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY
PUBCHEM
4726
Created by admin on Fri Dec 15 18:44:21 GMT 2023 , Edited by admin on Fri Dec 15 18:44:21 GMT 2023
PRIMARY