Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C17H12ClFN2O2 |
| Molecular Weight | 330.741 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CC1=NN(C=C1C2=CC=C(Cl)C=C2)C3=CC=C(F)C=C3
InChI
InChIKey=YAMFWQIVVMITPG-UHFFFAOYSA-N
InChI=1S/C17H12ClFN2O2/c18-12-3-1-11(2-4-12)15-10-21(20-16(15)9-17(22)23)14-7-5-13(19)6-8-14/h1-8,10H,9H2,(H,22,23)
| Molecular Formula | C17H12ClFN2O2 |
| Molecular Weight | 330.741 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Pirazolac is a pyrazole-acetic acid derived from indomethacin. It is a nonsteroidal anti-inflammatory agent. Pirazolac concentration-relatedly inhibited the accumulation of prostanoids in incubates of human gastric mucosa, but this inhibition was less than that by indomethacin and other commonly used non-steroidal anti-inflammatory drugs. Pirazolac was at least as effective as sulindac in the treatment of patients with rheumatoid arthritis. The abnormal activity of neutrophils from patients with rheumatoid arthritis was partially corrected with pirazolac. Patients with ankylosing spondylitis benefited similarly from treatment with pirazolac and indomethacin. Pirazolac was developed in an effort to overcome the adverse gastrointestinal effects of indomethacin. However, more patients with ankylosing spondylitis withdrew from treatment because of intolerable adverse events with pirazolac than with indomethacin in a clinical trial. In patients with rheumatoid arthritis, pirazolac had similar tolerability to sulindac.
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| The pharmacokinetics of pirazolac in human subjects. | 1990 |
|
| A 12-week double-blind study of the efficacy, safety and tolerance of pirazolac b.i.d. compared with indomethacin t.i.d. in patients with ankylosing spondylitis. | 1990 |
|
| Multicentre double-blind study of the efficacy, safety and tolerance of pirazolac compared with sulindac in patients with rheumatoid arthritis. | 1990 |
|
| Neutrophil functional and arachidonic acid metabolic correlates and clinical disease activity in pirazolac-treated rheumatoid arthritis patients. | 1990 |
|
| Effect of pirazolac on prostanoid synthesis by human gastric mucosa in vitro. | 1990 |
|
| Pharmacokinetics of pirazolac, a new anti-inflammatory drug, in human volunteers. III. Steady state plasma levels. | 1988-07-01 |
|
| Effects of pirazolac on arachidonic acid metabolism in the human synovial system. | 1987 |
|
| Transsynovial distribution and protein binding of pirazolac in patients with rheumatoid arthritis. | 1986 |
|
| Pharmacokinetics of Pirazolac - a New Anti-Inflammatory Drug - in Human Volunteers II. Dose Linearity of Plasma Levels and Excretion. | 1985-07 |
|
| Pharmacokinetics of pirazolac--a new anti-inflammatory drug--in human volunteers. I. Absorption, disposition, biotransformation and excretion. | 1985-01-01 |
|
| Differential dosing study of pirazolac, a new non-steroidal anti-inflammatory agent, in patients with rheumatoid arthritis. | 1985 |
|
| Comparison of occult blood loss caused by pirazolac and diclofenac sodium: a double-blind crossover study. | 1985 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 17:35:53 GMT 2025
by
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| Record UNII |
FWY2578LP5
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Validated (UNII)
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C257
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275-102-3
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CHEMBL249446
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71002-09-0
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C66413
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4788
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100000081660
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FWY2578LP5
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C046317
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DTXSID00221233
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m895
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51222
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