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5104-49-4

Basic Information
CAS No.: 5104-49-4
Name: Flurbiprofen
Article Data: 135
Molecular Structure:
Molecular Structure of 5104-49-4 (Flurbiprofen)
Formula: C15H13FO2
Molecular Weight: 244.265
Synonyms: 4-Biphenylaceticacid, 2-fluoro-a-methyl- (8CI);Hydratropic acid, 3-fluoro-4-phenyl- (7CI);2-(2-Fluoro-4-biphenylyl)propionic acid;2-Fluoro-a-methyl-4-diphenylacetic acid;3-Fluoro-4-phenylhydratropicacid;Adfeed;Ansaid;Antadys;BTS 18322;Cebutid;FP 70;FP-A;Flugalin;Racemic flurbiprofen;Stayban;U 27182;Zepolas;dl-2-(2-Fluoro-4-biphenylyl)propionic acid;rac-Flurbiprofen;
EINECS: 225-827-6
Density: 1.199 g/cm3
Melting Point: 110-112 °C(lit.)
Boiling Point: 376.2 °C at 760 mmHg
Flash Point: 181.3 °C
Solubility: 8mg/L(room temperature)
Appearance: white to off-white crystalline solid
Hazard Symbols: ToxicT,CorrosiveC
Risk Codes: 25-23/24/25
Safety: 36/37/39-45
PSA: 37.30000
LogP: 3.68080
Synthetic route
113544-38-0, 113544-39-1, 114376-61-3, 66202-86-6

methyl 2-(2-fluoro-4-biphenylyl)propionate

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
With sulfuric acid; water In 1,4-dioxane at 120℃; for 4h; Inert atmosphere;99%
With potassium hydroxide In ethanol75%
With sodium hydroxide
1201594-47-9

C12H16FNO5S

98-80-6

phenylboronic acid

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
Stage #1: C12H16FNO5S; phenylboronic acid With potassium phosphate; bis(tricyclohexylphosphine)nickel(II) dichloride In toluene at 130℃; for 24h; Suzuki-Miyaura coupling reaction; Inert atmosphere;
Stage #2: With sulfuric acid In 1,4-dioxane; water at 100℃; for 6h;
99%
74648-00-3

α-methyl-(2-fluoro-4-biphenylyl)acetonitrile

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
With sodium hydroxide In ethanol; water at 110℃; for 5h;99%
With sodium hydroxide In ethanol; water at 110℃; for 7h; Inert atmosphere;84%
Stage #1: α-methyl-(2-fluoro-4-biphenylyl)acetonitrile With sodium hydroxide In ethanol; water for 5h; Inert atmosphere; Reflux;
Stage #2: With sulfuric acid In ethanol; water at 20℃; Inert atmosphere;
82%
With sulfuric acid In water at 100℃; for 3h;
72625-13-9

3-(2-fluorobiphenyl-4-yl)butan-2-one

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
With sodium hypochlorite at 70℃; for 0.25h;95%

4-bromo-3-fluoro α-methylphenylacetic acid

98-80-6

phenylboronic acid

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
With palladium on activated charcoal; sodium carbonate In water for 6h; Reflux;94.98%
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium carbonate In ethanol; water; toluene for 6h; Concentration; Reagent/catalyst; Suzuki Coupling; Inert atmosphere; Reflux;81.7 g
5001-96-7

2-(2-fluoro-[1,1'-biphenyl]-4-yl)acetic acid

74-88-4

methyl iodide

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
Stage #1: 2-(2-fluoro-[1,1'-biphenyl]-4-yl)acetic acid With lithium hexamethyldisilazane In tetrahydrofuran at 20℃; for 0.333333h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran at 20℃; for 0.333333h; Inert atmosphere;
77%
With potassium tert-butylate; lithium diisopropyl amide 1.) THF, hexane, -25 deg C, 2 h; Yield given; Multistep reaction;
Stage #1: 2-(2-fluoro-[1,1'-biphenyl]-4-yl)acetic acid With n-butyllithium In tetrahydrofuran; hexanes at 0℃; for 0.166667h; Inert atmosphere;
Stage #2: methyl iodide In tetrahydrofuran; hexanes Inert atmosphere;
124-38-9

carbon dioxide

55258-76-9

1-ethyl-3-fluoro-4-phenylbenzene

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
With (4s,6s)-2,4,5,6-tetra(9H-carbazol-9-yl)isophthalonitrile; triisopropylsilanethiol In N,N-dimethyl-formamide at 0℃; under 3040.2 Torr; for 24h; Irradiation; Sealed tube;76%

2-Fluoro-4-((E)-1-methyl-but-2-enyl)-biphenyl

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
With ozone In acetone at -78℃;75%
64858-90-8

ethyl 2-(2-fluoro-4-biphenylyl)-propionate

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
Stage #1: ethyl 2-(2-fluoro-4-biphenylyl)-propionate With water; sodium hydroxide at 95℃; for 3h;
Stage #2: In ethyl acetate; Petroleum ether at 65℃;
72.2%
With sodium hydroxide Reflux;
With lithium hydroxide In tetrahydrofuran; water at 20℃;93.9 mg
593-90-8

trimethylborane

41604-19-7

1-bromo-3-fluoro-4-phenylbenzene

4755-77-5

Ethyl oxalyl chloride

5104-49-4

fluorobiprofen

Conditions
ConditionsYield
Stage #1: 1-bromo-3-fluoro-4-phenylbenzene With magnesium
Stage #2: Ethyl oxalyl chloride
Stage #3: trimethylborane Further stages;
67%
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    5104-49-4 - Physico-chemical Properties Molecular Formula C15H13FO2 Molar Mass 244.26 Density 1.199±0.06 g/cm3(Predicted) Melting Point 110-113°C(lit.) Boling Point 376.2±

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Specification

The 3-Fluoro-4-phenylhydratropic acid, with the CAS registry number 5104-49-4 and EINECS registry number 225-827-6, has the systematic name of 2-(2-fluorobiphenyl-4-yl)propanoic acid. It is a kind of white to off-white crystalline solid, and belongs to the following product categories: Intermediates & Fine Chemicals; Pharmaceuticals; API's. And the molecular formula of the chemical is C15H13FO2.

The physical properties of 3-Fluoro-4-phenylhydratropic acid are as following: (1)ACD/LogP: 4.12; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 2.74; (4)ACD/LogD (pH 7.4): 0.98; (5)ACD/BCF (pH 5.5): 33.34; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 174.19; (8)ACD/KOC (pH 7.4): 3.01; (9)#H bond acceptors: 2; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 3; (12)Polar Surface Area: 26.3 Å2; (13)Index of Refraction: 1.567; (14)Molar Refractivity: 66.58 cm3; (15)Molar Volume: 203.6 cm3; (16)Polarizability: 26.39×10-24cm3; (17)Surface Tension: 44 dyne/cm; (18)Density: 1.199 g/cm3; (19)Flash Point: 181.3 °C; (20)Enthalpy of Vaporization: 65.81 kJ/mol; (21)Boiling Point: 376.2 °C at 760 mmHg; (22)Vapour Pressure: 2.5E-06 mmHg at 25°C.

Preparation and uses of 3-Fluoro-4-phenylhydratropic acid: It can be prepared via the oxidation, esterification, transesterification, hydrolysis and decarboxylation of 2-fluoride acetophenone. What's more, it is an anti-inflammatory used as an analgesic.

You should be cautious while dealing with this chemical. It is toxic by inhalation, in contact with skin and if swallowed, and it is also toxic if swallowed. Therefore, you had better take the following instructions: Wear suitable protective clothing, gloves and eye/face protection, and in case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES: Fc2cc(ccc2c1ccccc1)C(C(=O)O)C
(2)InChI: InChI=1/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)
(3)InChIKey: SYTBZMRGLBWNTM-UHFFFAOYAJ

The toxicity data is as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rabbit LDLo intravenous 110mg/kg (110mg/kg) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Zeitschrift fuer die Gesamte Experimentelle Medizin. Vol. 52, Pg. 779, 1926.