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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
Structure of PIRAZOLAC

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)

HIDE SMILES / InChI

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.

Approval Year

PubMed

PubMed

TitleDatePubMed
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

Sample Use Guides

In Vivo Use Guide
Sources: DOI: 10.1007/BF03259371
300 mg twice daily for 24 weeks
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:35:53 GMT 2025
Edited
by admin
on Mon Mar 31 17:35:53 GMT 2025
Record UNII
FWY2578LP5
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZK 76 604
Preferred Name English
PIRAZOLAC
INN   MART.   MI   USAN  
USAN   INN  
Official Name English
ZK-76 604
Code English
pirazolac [INN]
Common Name English
PIRAZOLAC [MI]
Common Name English
PIRAZOLAC [MART.]
Common Name English
ZK-76604
Code English
PIRAZOLAC [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Mon Mar 31 17:35:53 GMT 2025 , Edited by admin on Mon Mar 31 17:35:53 GMT 2025
Code System Code Type Description
ECHA (EC/EINECS)
275-102-3
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PRIMARY
ChEMBL
CHEMBL249446
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PRIMARY
CAS
71002-09-0
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PRIMARY
NCI_THESAURUS
C66413
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PRIMARY
INN
4788
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PRIMARY
SMS_ID
100000081660
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PRIMARY
FDA UNII
FWY2578LP5
Created by admin on Mon Mar 31 17:35:53 GMT 2025 , Edited by admin on Mon Mar 31 17:35:53 GMT 2025
PRIMARY
MESH
C046317
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PRIMARY
EPA CompTox
DTXSID00221233
Created by admin on Mon Mar 31 17:35:53 GMT 2025 , Edited by admin on Mon Mar 31 17:35:53 GMT 2025
PRIMARY
EVMPD
SUB09898MIG
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PRIMARY
MERCK INDEX
m895
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PRIMARY Merck Index
PUBCHEM
51222
Created by admin on Mon Mar 31 17:35:53 GMT 2025 , Edited by admin on Mon Mar 31 17:35:53 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY