ChemicalBook > CAS DataBase List > Uniprofen

Uniprofen

Product Name
Uniprofen
CAS No.
51234-28-7
Chemical Name
Uniprofen
Synonyms
Opren;Coxigon;Oraflex;Inflamid;LY-90459;Uniprofen;LRCL-3794;NSC 299582;Aids128826;Lilly-90459
CBNumber
CB0875361
Molecular Formula
C16H12ClNO3
Formula Weight
301.73
MOL File
51234-28-7.mol
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Uniprofen Property

Melting point:
189.5°C
Boiling point:
446.2±30.0 °C(Predicted)
Density 
1.2411 (rough estimate)
refractive index 
1.6470 (estimate)
storage temp. 
Refrigerator
solubility 
DMSO: slightly; Methanol: slightly, sonicated
form 
A solid
pka
4.36±0.30(Predicted)
color 
Cream solid from EtOH
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Safety

Toxicity
LD50 oral in rat: 118mg/kg
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
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N-Bromosuccinimide Price

TRC
Product number
B165300
Product name
Benoxaprofen
Packaging
10mg
Price
$470
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0007668
Product name
BENOXAPROFEN
Purity
95.00%
Packaging
10MG
Price
$1045.28
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0007668
Product name
BENOXAPROFEN
Purity
95.00%
Packaging
100MG
Price
$4331.25
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0007668
Product name
BENOXAPROFEN
Purity
95.00%
Packaging
1MG
Price
$329.7
Updated
2021/12/16
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Uniprofen Chemical Properties,Usage,Production

Originator

Opren,Dista Lilly,UK,1980

Uses

A non-steroidal anti-inflammatory ophthalmic agent.

Definition

ChEBI: A monocarboxylic acid that is propionic acid substituted at position 2 by a 2-(4-chlorophenyl)-1,3-benzoxazol-5-yl group. It was used as a non-steroidal anti-inflammatory drug until 1982 when it was withdrawn from the market due to adverse side-effects inc uding liver necrosis, photosensitivity, and carcinogenicity in animals.

Manufacturing Process

The 6-benzoxazolyl analog of the 5-benzoxazolyl product is prepared as follows:
(a) Ethyl 2-(2-p-chlorophenyl-6-benzoxazolyl)propionate: A solution of ethyl 2-(3-hydroxy-4-aminophenyl)propionate (2.5 g) in pyridine (15 ml) was treated with p-chlorobenzoyl chloride (1.65 ml) at 5°C. After stirring for 2 hours at room temperature the solution was evaporated to dryness.
The residue was heated at 220°C until no more water was evolved, then was allowed to cool. This yielded ethyl 2-(2-p-Chlorophenyl-6- benzoxazolyl)propionate.
(b) 2-(2-p-Chlorophenyl-6-benzoxazolyl)propionic acid: A solution of ethyl 2- (2-chlorophenyl-6-benzoxazolyl)propionate (4 g) in aqueous sodium hydroxide (30 ml) was heated on a steam bath for one-half hour. On cooling the black solution was washed with chloroform. On acidification of the black solution with hydrochloric acid the mixture was extracted with chloroform. This solution on evaporation yielded 2-(2-p-chlorophenyl-6-benzoxazolyl)propionic acid, MP 196°C.

brand name

Oraflex (Lilly);90459 compound;Benoxapran;Bexopron;Compound 90459;Lilly 3794;Lilly 90459;Lrcl 3794;Oprenal.

Therapeutic Function

Antiinflammatory, Analgesic

World Health Organization (WHO)

Benoxaprofen, a nonsteroidal antiinflammatory agent, was introduced in 1980 for the treatment of rheumatic disorders. Following reports of serious adverse effects, some of which were fatal, it was withdrawn in several countries prior to worldwide withdrawal by the manufacturer in 1982.

Safety Profile

Poison by ingestion, subcutaneous, and intraperitoneal routes. Moderately toxic to humans by ingestion.Human systemic effects by ingestion: jaundice and gynecomastia (excessive development of the male mammary glands), changes in kidney tubules, decreased

Uniprofen Preparation Products And Raw materials

Raw materials

Preparation Products

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51234-28-7, UniprofenRelated Search:


  • Coxigon
  • Opren
  • Oraflex
  • Uniprofen
  • 2-(2-(4-chlorophenyl)benzo[d]oxazol-5-yl)propanoic acid
  • 2-[2-(4-Chlorophenyl)benzoxazol-5-yl]-propanoic Acid
  • dl-Benoxaprofen
  • NSC 299582
  • 2-(4-Chlorophenyl)-α-methyl-5-benzoxazoleacetic acid
  • Compound-90459
  • Lilly-90459
  • LRCL-3794
  • 2-(2-(4-Chlorophenyl)-1,3-benzoxazol-5-yl)propanoic acid
  • 2-(p-Chlorophenyl)-.alpha.-methyl-5-benzoxazoleacetic acid
  • 5-Benzoxazoleacetic acid, 2-(4-chlorophenyl)-.alpha.-methyl-
  • Aids128826
  • Aids-128826
  • Inflamid
  • 2-(4-Chlorophenyl)-alpha-methyl-5-benzoxazoleacetic acid
  • 5-Benzoxazoleacetic acid, 2-(4-chlorophenyl)-α-methyl-
  • Benoxaphen. Compound 90459
  • LY-90459
  • 4H-1-Benzopyran-4-one,7-hydroxy-3-(trifluoromethyl)-
  • inflammation,LRCL-3794,monocyte migration,inhibit,COX,Cyclooxygenase,LRCL 3794,LRCL3794,Inhibitor,lipoxygenase,Benoxaprofen,antipyretic compound
  • 2-[2-(4-Chlorophenyl)-5-benzoxazolyl]propanoic Acid
  • Benoxaprofen, 10 mM in DMSO
  • 51234-28-7
  • Aromatics
  • Heterocycles
  • Intermediates & Fine Chemicals
  • Pharmaceuticals
  • Isotope Labelled Compounds
  • Phamaceuticals