U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS
This repository is under review for potential modification in compliance with Administration directives.

Details

Stereochemistry ACHIRAL
Molecular Formula C16H16O2
Molecular Weight 240.297
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FELBINAC ETHYL ESTER

SMILES

CCOC(=O)CC1=CC=C(C=C1)C2=CC=CC=C2

InChI

InChIKey=NPPJLSILDPVHCM-UHFFFAOYSA-N
InChI=1S/C16H16O2/c1-2-18-16(17)12-13-8-10-15(11-9-13)14-6-4-3-5-7-14/h3-11H,2,12H2,1H3

HIDE SMILES / InChI

Molecular Formula C16H16O2
Molecular Weight 240.297
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Felbinac ethyl ester or ethyl 4-biphenylyl acetate (EBA) is a small molecule drug class of analgesics, antipyretics, nonsteroidal anti-inflammatories, phenylacetates. It is a prodrug of non-steroidal anti-inflammatory drug 4-biphenylylacetic acid (BPAA)- an active metabolite of EBA. The use of EBA instead of free BPAA in the form of lipid microspheres or solubilized in cyclodextrins enhances the anti-inflammatory effects of biphenylylacetic acid. Solubilization of EBA in hydroxypropyl-beta-cyclodextrin (HP-beta-CyD) increases absorption and localized activation of the prodrug metabolic process in the epidermis when applied topically to the skin of rats and mice. Felbinac ethyl ester is a prostaglandin inhibitor. When intravenously administered felbinac ethyl ester incorporated in lipid microsphere at the onset of stone pain or vesical urgency in 54 patients with pain from urinary tract stones and 32 with vesical urgency after an operation on bladder or prostate be was found to be a useful drug for controlling stone pain and vesical urgency since an immediate effect, long durability and high response rates were obtained without severe side affects.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Unknown

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Intravenous
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
978ZPS989U
Record Status Validated (UNII)
Record Version