EPIRIZOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H14N4O2
Molecular Weight	234.2545
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(C)=NN1C2=NC(C)=CC(OC)=N2

InChI

InChIKey=RHAXSHUQNIEUEY-UHFFFAOYSA-N

InChI=1S/C11H14N4O2/c1-7-5-9(16-3)13-11(12-7)15-10(17-4)6-8(2)14-15/h5-6H,1-4H3

HIDE SMILES / InChI

Description
Sources: http://jikm.or.kr/upload/pdf/200103/04-%EA%B9%80%EC%9B%90%EC%9D%BC%20.pdf

Epirizole (also known as Mepirizole) is a nonsteroidal anti-inflammatory drug developed for the treatment of such conditions as chronic rheumatoid arthritis. Although the drug was tested in a clinical trial, its current status is unknown and is supposed to be discontinued. Epirizole is known to be a duodenal ulcerogen, and its effect is mediated by generation of ROS.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Chronic rheumatoid arthritis 4 Sources: http://www.ncbi.nlm.nih.gov/pubmed/4581124	Palliative		Phase II 1147	Unknown Approved Use Unknown

C_max

Value	Dose	Co-administered	Analyte	Population
0.8 μg/mL CLINICAL TRIAL https://www.jstage.jst.go.jp/article/cpb1958/24/6/24_6_1305/_pdf/-char/en	200 mg single, oral dose: 200 mg route of administration: Oral experiment type: SINGLE co-administered:		EPIRIZOLE serum	Homo sapiens population: HEALTHY age: UNKNOWN sex: MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
600 mg 3 times / day multiple, oral Highest studied dose Dose: 600 mg, 3 times / day Route: oral Route: multiple Dose: 600 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/4556166/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: FED Sources: https://pubmed.ncbi.nlm.nih.gov/4556166/	Other AEs: Stomachache, Nausea... Other AEs: Stomachache Nausea Sources: https://pubmed.ncbi.nlm.nih.gov/4556166/

AEs

AE	Significance	Dose	Population
Nausea		600 mg 3 times / day multiple, oral Highest studied dose Dose: 600 mg, 3 times / day Route: oral Route: multiple Dose: 600 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/4556166/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: FED Sources: https://pubmed.ncbi.nlm.nih.gov/4556166/
Stomachache		600 mg 3 times / day multiple, oral Highest studied dose Dose: 600 mg, 3 times / day Route: oral Route: multiple Dose: 600 mg, 3 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/4556166/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: FED Sources: https://pubmed.ncbi.nlm.nih.gov/4556166/

PubMed

Title	Date	PubMed
Gastric antisecretory and anti-ulcer effect of ME3407, a new benzimidazole derivative, in rats.	2004	15146935
Synthesis, crystal structure, magnetic properties, and theoretical studies of [(Cu(mepirizole)Br)2(mu-OH)(mu-pz)] (mepirizole=4-methoxy-2-(5-methoxy-3-methyl-1H-pyrazol-1-yl)-6-methylpyrimidine; pz=pyrazolate), a novel mu-pyrazolato-mu-hydroxo-dibridged copper(II) complex.	2003-12-15	14658885
Study of the modifications caused by cisplatin, transplatin, and Pd(II) and Pt(II) mepirizole derivatives on pBR322 DNA by atomic force microscopy.	2002-10-01	12270242

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Unknown

Name

Type

Language

EPIRIZOLE

Official Name

English

MEBRON

Preferred Name

English

EPIRIZOLE [MI]

Common Name

English

EPIRIZOLE [JAN]

Common Name

English

epirizole [INN]

Common Name

English

EPIRIZOLE [USAN]

Common Name

English

EPIRIZOLE [MART.]

Common Name

English

DA-398

Code

English

Epirizole [WHO-DD]

Common Name

English

MEPIRIZOLE

Common Name

English

METHOPYRIMAZOLE

Common Name

English

PYRIMIDINE, 4-METHOXY-2-(5-METHOXY-3-METHYL-1H-PYRAZOL-1-YL)-6-METHYL-

Systematic Name

English

4-Methoxy-2-(5-methoxy-3-methylpyrazol-1-yl)-6-methylpyrimidine

Systematic Name

English

2-(3-METHYL-5-METHOXY-1-PYRAZOLYL)-4-METHOXY-6-METHYL-PYRIMIDINE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C257