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Details

Stereochemistry ACHIRAL
Molecular Formula C14H18N4O2S
Molecular Weight 306.383
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METIOPRIM

SMILES

COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1SC

InChI

InChIKey=HRZQMMXCASMDBP-UHFFFAOYSA-N
InChI=1S/C14H18N4O2S/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15/h5-7H,4H2,1-3H3,(H4,15,16,17,18)

HIDE SMILES / InChI

Molecular Formula C14H18N4O2S
Molecular Weight 306.383
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Metioprim is a competitive inhibitor of bacterial dihydrofolate reductase with an in vitro activity against most important gram-negative and gram-positive bacteria causing urinary and respiratory tract infections. The use of this drug was studied in the treatment of pyelonephritis and against atypical mycobacterial infections - especially leprosy. Information about the current use of this compound is not available.

Approval Year

PubMed

PubMed

TitleDatePubMed
Pharmacokinetics and metabolism of metioprim in pigs and goats.
1987-11
Pharmacokinetics of metioprim in normal subjects and patients with impaired renal function.
1983-08
Bacterial growth kinetics of Escherichia coli and mycobacteria in the presence of brodimoprim and metioprim alone and in combination with sulfamerazine and dapsone (VI).
1983

Sample Use Guides

one tablet containing 100 mg of metioprim
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:57:30 GMT 2025
Edited
by admin
on Mon Mar 31 17:57:30 GMT 2025
Record UNII
K29KWU39J0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
RO 12-6995
Preferred Name English
METIOPRIM
INN   MART.   USAN  
INN   USAN  
Official Name English
METIOPRIM [MART.]
Common Name English
metioprim [INN]
Common Name English
2,4-PYRIMIDINEDIAMINE, 5-((3,5-DIMETHOXY-4-(METHYLTHIO)PHENYL)METHYL)-
Systematic Name English
2,4-Diamino-5-[3,5-dimethoxy-4-(methylthio)benzyl]pyrimidine
Systematic Name English
RO-12-6995
Code English
METIOPRIM [USAN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C258
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
Code System Code Type Description
MESH
C036263
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
NCI_THESAURUS
C66126
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
ChEMBL
CHEMBL56318
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
CAS
68902-57-8
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
INN
4721
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
SMS_ID
100000080933
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
PUBCHEM
68590
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
EPA CompTox
DTXSID60218982
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
FDA UNII
K29KWU39J0
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
EVMPD
SUB08889MIG
Created by admin on Mon Mar 31 17:57:30 GMT 2025 , Edited by admin on Mon Mar 31 17:57:30 GMT 2025
PRIMARY
Related Record Type Details
ACTIVE MOIETY