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
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
Molecular Formula | C16H16O2 |
Molecular Weight | 240.297 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/2293214Curator's Comment: Description was created using several sources including:
http://adisinsight.springer.com/drugs/800008296; https://www.ncbi.nlm.nih.gov/pubmed/2399865; https://www.ncbi.nlm.nih.gov/pubmed/16256708; https://www.ncbi.nlm.nih.gov/pubmed/1447717; https://www.ncbi.nlm.nih.gov/pubmed/2870154; http://www.kegg.jp/entry/D01675
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2293214
Curator's Comment: Description was created using several sources including:
http://adisinsight.springer.com/drugs/800008296; https://www.ncbi.nlm.nih.gov/pubmed/2399865; https://www.ncbi.nlm.nih.gov/pubmed/16256708; https://www.ncbi.nlm.nih.gov/pubmed/1447717; https://www.ncbi.nlm.nih.gov/pubmed/2870154; http://www.kegg.jp/entry/D01675
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
Sources: http://adisinsight.springer.com/drugs/800008296
Curator's Comment: Developed by Pfizer as a drug for treatment of inflammation and pain
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: 1.00725208E8 Gene Symbol: Ptges2 Sources: http://adisinsight.springer.com/drugs/800008296 |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Palliative | Unknown Approved UseUnknown |
PubMed
Title | Date | PubMed |
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Enhancement of anti-inflammatory effects of biphenylylacetic acid by its incorporation into lipid microspheres. | 1986 Feb |
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[Clinical effect of LM-001, prostaglandin synthetic inhibitor, on pain from urinary tract stone and vesical urgency after operation of the bladder or prostate]. | 1990 May |
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Enhancement of the antiinflammatory effect of ethyl 4-biphenylyl acetate in ointment by beta-cyclodextrin derivatives: increased absorption and localized activation of the prodrug in rats. | 1990 Nov |
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Enhanced rectal absorption and reduced local irritation of the anti-inflammatory drug ethyl 4-biphenylylacetate in rats by complexation with water-soluble beta-cyclodextrin derivatives and formulation as oleaginous suppository. | 1992 Nov |
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6A-O-[(4-biphenylyl)acetyl]-alpha-, -beta-, and -gamma-cyclodextrins and 6A-deoxy-6A-[[(4-biphenylyl)acetyl]amino]-alpha-, -beta-, and -gamma-cyclodextrins: potential prodrugs for colon-specific delivery. | 1997 Aug 15 |
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Route dependent pulmonary first-pass metabolism of a series of biphenylacetic acid esters in rats. | 1998 Jan |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2399865
Unknown
Route of Administration:
Intravenous
Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 01:37:23 GMT 2023
by
admin
on
Sat Dec 16 01:37:23 GMT 2023
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Record UNII |
978ZPS989U
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Record Status |
Validated (UNII)
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Record Version |
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