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Fenclofenac

Fenclofenac structure

Fenclofenac 

structure
  • CAS No:

    34645-84-6

  • Formula:

    C14H10Cl2O3

  • Chemical Name:

    Fenclofenac

  • Synonyms:

    Benzeneacetic acid,2-(2,4-dichlorophenoxy)-;2-(2,4-Dichlorophenoxy)benzeneacetic acid;Fenclofenac;RX 67408;Flenac;R 67408;[o-(2,4-Dichlorophenoxy)phenyl]acetic acid;2-[2-(2,4-Dichlorophenoxy)phenyl]acetic acid

Description

Fenclofenac is an aromatic ether.

Fenclofenac Basic Attributes

297.13

297.13

252-126-2

Y01JW64D01

DTXSID6048830

2918990090

Characteristics

46.53000

4.41280

1.3076

109-115 °C

410.72°C (rough estimate)

199.9ºC

1.5209 (estimate)

8.439mg/L(25 ºC)

LD50 oral in rat: 2280mg/kg

pKa 4.53 (Uncertain)

Drug Information

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions.They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

2-(2,4-dichlorophenoxy)phenylacetic acid

Fenclofenac Use and Manufacturing

Methods of Manufacturing

1-[2-(2,5-Dichloro-phenoxy)-phenyl]-ethanone was prepared from a mixture of 2,4-dichlorphenol, 2-chloroacetophenone and copper catalyst (prepared according to R.Q. Brewster and T. Groening Organic Syntheses, John Wiley and Sons, Inc., New York, 1943, Coll. Vol.11, p.446). 1 mol of the above phenoxy compound was mixed with 3 mol of sulfur and 3.5 mol of morpholine and heated under gentle reflux for 72 hours. The mixture was evaporated, water was added and extracted with ether. The aueous layer was then acidified with concentrated hydrochloric acid and the product was extracted into ether, the ether extract was dried and evaporated. The solid residue was recrystallized from CCl4 to give [2-(2,4-dichlorophenoxy)-phenyl]acetic acid, Yield 37%; MP: 134°-136°C.

Uses

Anti-inflammatory.

Computed Properties

Molecular Weight:297.1
XLogP3:4.8
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:4
Exact Mass:296.0006996
Monoisotopic Mass:296.0006996
Topological Polar Surface Area:46.5
Heavy Atom Count:19
Complexity:311
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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