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
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)
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 Romazarit was withdrawn due to its toxicity profile.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
Cmax
Value | Dose | Co-administered | Analyte | Population |
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144 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/2088768 |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
ROMAZARIT plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
AUC
Value | Dose | Co-administered | Analyte | Population |
---|---|---|---|---|
958 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/2088768 |
1500 mg single, oral dose: 1500 mg route of administration: Oral experiment type: SINGLE co-administered: |
ROMAZARIT plasma | Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: FASTED |
PubMed
Title | Date | PubMed |
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Biologic properties of romazarit (Ro 31-3948), a potential disease-modifying antirheumatic drug. | 1990 Mar |
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Pharmacokinetics and tolerance of romazarit after oral administration of ascending single doses to healthy human volunteers. | 1990 Oct-Dec |
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Romazarit: a potential disease-modifying antirheumatic drug. | 1991 Feb |
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A pharmacokinetic and tolerance study of romazarit in patients with rheumatoid arthritis. | 1992 Mar |
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Population pharmacodynamics of romazarit. | 1995 Mar |
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Tetra substituted thiophenes as anti-inflammatory agents: exploitation of analogue-based drug design. | 2005 Dec 15 |
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Synthesis of 4-benzyl-1,3-thiazole derivatives as potential anti-inflammatory agents: an analogue-based drug design approach. | 2009 Jun |
Patents
Sample Use Guides
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
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2156999
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.
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NCI_THESAURUS |
C29634
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C063528
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CC-90
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CN68E94R2X
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C73094
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SUB10371MIG
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71321
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DTXSID6046216
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100000084354
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CHEMBL165090
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6393
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109543-76-2
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ACTIVE MOIETY
SALT/SOLVATE (PARENT)