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Details

Stereochemistry ACHIRAL
Molecular Formula C15H16ClNO4
Molecular Weight 309.745
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ROMAZARIT

SMILES

CC1=C(COC(C)(C)C(O)=O)OC(=N1)C2=CC=C(Cl)C=C2

InChI

InChIKey=LNXXSBRGLBOASF-UHFFFAOYSA-N
InChI=1S/C15H16ClNO4/c1-9-12(8-20-15(2,3)14(18)19)21-13(17-9)10-4-6-11(16)7-5-10/h4-7H,8H2,1-3H3,(H,18,19)

HIDE SMILES / InChI

Description

Romazarit, (Ro 31-3948, 7), 2-[[2-(4-chlorophenyl)-4-methyl-5-oxazolyl]methoxy]-2-methylpropionic acid is a substituted heterocyclic alkoxypropionic acid. Romazarit was considered to be a potential disease-modifying antirheumatic drug. Romazarit was withdrawn due to its toxicity profile.

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Cmax

ValueDoseCo-administeredAnalytePopulation
144 mg/L
1500 mg single, oral
ROMAZARIT plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
958 mg × h/L
1500 mg single, oral
ROMAZARIT plasma
Homo sapiens

Doses

PubMed

Sample Use Guides

In Vivo Use Guide
patients with rheumatoid arthritis: 200 mg or 450 mg every 12 h for up to 24 weeks, 100 mg t.i.d., 350 mg b.i.d., or 350 mg t.i.d., for 6 days.
Route of Administration: Oral
In Vitro Use Guide
In vitro romazarit was an extremely weak inhibitor of prostaglandin synthetase activity in both sheep seminal vesicle (IC50 6500 microM) and rat renal medulla (IC50 greater than 300 microM) cell-free preparations.