Pirprofen
- CAS No.
- 31793-07-4
- Chemical Name:
- Pirprofen
- Synonyms
- Su-21524;Pirprofen;Pirprofen USP/EP/BP;PIDSZXPFGCURGN-UHFFFAOYSA-N;3-Chloro-4-(3-pyrrolin-1-yl)hydratropic acid;2-[3-Chloro-4-(3-pyrrolin-1-yl)phenyl]propanoic acid;2-(3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)phenyl)propanoic acid;2-[3-Chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)phenyl]propionic acid;2-[3-Chloro-4-(2,5-dihydro-1H-pyrrole-1-yl)phenyl]propanoic acid;Benzeneacetic acid, 3-chloro-4-(2,5-dihydro-1H-pyrrol-1-yl)-α-methyl-
- CBNumber:
- CB2875239
- Molecular Formula:
- C13H14ClNO2
- Molecular Weight:
- 251.71
- MOL File:
- 31793-07-4.mol
- MSDS File:
- SDS
- Modify Date:
- 2023/5/4 17:34:37
| Melting point | 98-100° |
|---|---|
| Boiling point | 410.8±45.0 °C(Predicted) |
| Density | 1.1778 (rough estimate) |
| refractive index | 1.5270 (estimate) |
| storage temp. | -20°C Freezer, Under inert atmosphere |
| solubility | DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly) |
| form | Solid |
| pka | 4.56±0.10(Predicted) |
| color | Off-White |
Pirprofen Chemical Properties,Uses,Production
Uses
Pirprofen is a non-steroidal anti-inflammatory drug.
World Health Organization (WHO)
Pirprofen, a nonsteroidal anti-inflammatory agent, was introduced in 1982 primarily for the treatment of rheumatic diseases, as well as for use in posttraumatic and post-operative inflammatory conditions, acute gout and dysmenorrhoea. Reports of serious adverse effects, in particular cases of liver toxicity, some of which were fatal, led the manufacturer, in 1985 and in 1989, to amend the approved product information of the drug, limiting duration of treatment and lowering the recommended doses. In the light of these successive restrictions, which have considerably reduced the field of application of pirprofen and in view of available alternatives, the manufacturer has decided to discontinue the drug worldwide.
Trade name
Rengasil (Ciba, Greece), Seflenyl (Geigy, Argentina).
Clinical Use
Pirprofen has been used to treat rheumatoid arthritis, osteoarthritis, and ankylosing spondylitis. An optimal dosing regimen of 200 mg three times a day has been developed for maximal activity with minimal adverse effects. Pirprofen also is effective in relieving pain from malignant disease and oral surgery.
Synthesis
Synthesis: treatment of the sodium
salt of diethyl methylmalonate with 2,4-
dichloronitrobenzene yields diethyl (3-chloro-
4-nitrophenyl)methylmalonate. Saponification,
decarboxylation, and subsequent reesterification followed by catalytic reduction gives ethyl
4-amino-3-chloro-α-methylbenzeneacetate hydrochloride. Treatment of the latter with 1,4-
dichloro-2-butene in the presence of sodium
carbonate followed by saponification affords
pirprofen.
Pirprofen Preparation Products And Raw materials
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | China | 24607 | 58 | Inquiry |
| Aladdin Scientific | +1-+1(833)-552-7181 | United States | 57511 | 58 | Inquiry |
| Shanghai Aladdin Biochemical Technology Co.,Ltd. | +86-18521732826 | China | 48467 | 58 | Inquiry |
| TargetMol Chemicals Inc. | 15002134094 | China | 28091 | 58 | Inquiry |
| Shanghai Haohong Pharmaceutical Co., Ltd. | 4008210725 4008210725 | China | 54986 | 58 | Inquiry |
| Shanghai New Union Textra Import & Export Co., Ltd | +861-348-227-9455 | China | 2752 | 60 | Inquiry |
| Waterstone Technology, LLC | 317 644 0862 | United States | 6801 | 30 | Inquiry |
| Lanospharma Laboratories Co.,Ltd | 13440048448 | China | 6343 | 56 | Inquiry |
| Shanghai Hao Zhun Biological Technology Co., Ltd. | 15800340161 | CHINA | 6846 | 58 | Inquiry |
| United States Biological | 800.520.3011 or 781.639.5092 | United States | 6256 | 80 | Inquiry |