F8514
氟比洛芬
cyclooxygenase inhibitor
别名:
(±)-2-氟-α-甲基-4-联苯基乙酸, L-790,330
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关于此项目
线性分子式:
C6H5C6H3(F)CH(CH3)CO2H
化学文摘社编号:
分子量:
244.26
NACRES:
NA.76
PubChem Substance ID:
UNSPSC Code:
51102829
EC Number:
225-827-6
MDL number:
biological source
synthetic
Quality Level
form
powder
color
white to off-white
mp
110-112 °C (lit.)
solubility
methanol: 50 mg/mL
antibiotic activity spectrum
fungi
mode of action
enzyme | inhibits
SMILES string
CC(C(O)=O)c1ccc(c(F)c1)-c2ccccc2
InChI
1S/C15H13FO2/c1-10(15(17)18)12-7-8-13(14(16)9-12)11-5-3-2-4-6-11/h2-10H,1H3,(H,17,18)
InChI key
SYTBZMRGLBWNTM-UHFFFAOYSA-N
Gene Information
human ... ALB(213), APP(351), CYP1A2(1544), CYP2C9(1559), PTGS1(5742), PTGS2(5743)
rat ... Ptgs1(24693)
Application
Flurbiprofen is a nonsteroidal anti-inflammatory agent (NSAIA) with antipyretic, analgesic, and antifungal activity. Oral formulations of flurbiprofen may be used to treat rheumatoid arthritis, osteoarthritis and anklylosing spondylitis. Flurbiprofen is also used topically during ocular surgery to prevent or reduce intraoperative miosis. Flurbiprofen is structurally and pharmacologically related to ibuprofen. It is used to study the pathophysiological steps of NSAID enteropathy in the rat and the biotransformation of flurbiprofen by Cunninghamella species.
Biochem/physiol Actions
环氧合酶 (COX) 抑制剂；具有抗真菌活性的非甾体抗炎剂。S 对映体可抑制前列腺素的合成，同时具有消炎和镇痛活性，而 R 对映体不会抑制前列腺素的合成，只表现出镇痛活性。
Fluibiprofen is a cyclooxygenase (COX) inhibitor, which is an enzyme responsible for the conversion of arachidonic acid to prostaglandin G2 (PGG2) and PGG2 to prostaglandin H2 (PGH2) in the prostaglandin synthesis pathway. This decreases the prostaglandins which cause inflammation, pain, swelling and fever. Flurbiprofen inhibits the activity of both COX-1 and -2. The S enantiomer inhibits prostaglandin synthesis and has both anti-inflammatory and analgesic activity, while the R enantiomer does not inhibit prostaglandin synthesis and displays only analgesic activity.
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signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
存储类别
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
Jessica Amadio et al.
Applied and environmental microbiology, 76(18), 6299-6303 (2010-07-27)
The biotransformation of the fluorinated anti-inflammatory drug flurbiprofen was investigated in Cunninghamella spp. Mono- and dihydroxylated metabolites were detected using gas chromatography-mass spectrometry and fluorine-19 nuclear magnetic resonance spectroscopy, and the major metabolite 4'-hydroxyflurbiprofen was isolated by preparative high-pressure liquid
T Mahmud et al.
Gut, 43(6), 775-782 (1998-11-21)
Non-steroidal anti-inflammatory drugs (NSAIDs) cause gastrointestinal damage by a non-prostaglandin (PG) dependent "topical" action and by inhibiting cyclooxygenase. To discriminate between these two effects by studying some key pathophysiological steps in NSAID enteropathy following administration of (R)- and (S)-flurbiprofen, the
N M Davies
Clinical pharmacokinetics, 28(2), 100-114 (1995-02-01)
Flurbiprofen is a chiral nonsteroidal anti-inflammatory drug (NSAID) of the 2-arylpropionic acid class. Although it possesses a chiral centre, with the S-(+)-enantiomer possessing most of the beneficial anti-inflammatory activity, both enantiomers may possess analgesic activity and all flurbiprofen preparations to
全球贸易项目编号
| 货号 | GTIN |
|---|---|
| F8514-25G | 04061832991139 |
| F8514-1G | 04061833620755 |
| F8514-5G | 04061832991146 |