Details
Stereochemistry | ACHIRAL |
Molecular Formula | C13H15BrN4O2 |
Molecular Weight | 339.188 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COC1=CC(CC2=CN=C(N)N=C2N)=CC(OC)=C1Br
InChI
InChIKey=BFCRRLMMHNLSCP-UHFFFAOYSA-N
InChI=1S/C13H15BrN4O2/c1-19-9-4-7(5-10(20-2)11(9)14)3-8-6-17-13(16)18-12(8)15/h4-6H,3H2,1-2H3,(H4,15,16,17,18)
Brodimoprim, is a new 2,4-diaminobenzylpyrimidine that , that selectively inhibits bacterial and resistance plasmid dihydrofolate reductases to a similar or greater extent than trimethoprim. Brodimoprim is two to three times more potent than trimethoprim and has more than 100-fold the affinity for dihydrofolate reductase with analogous enzymatic activity of eukaryotic cells. Brodimoprim’s in vitro activity is similar to that of trimethoprim. Brodimoprim is decidedly superior to trimethoprim in vivo in the mouse acute infection model, due to its much longer elimination half-life and better tissue diffusion. Acute and subacute toxicity tests in traditional laboratory animals show that there is little difference between brodimoprim and trimethoprim. Brodimoprim had no teratogenic or embryotoxic effects and mutagenic analysis was negative
Approval Year
PubMed
Title | Date | PubMed |
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Comparison of dosages, intervals, and drugs in the prevention of Pneumocystis carinii pneumonia. | 1988 May |
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Antimicrobial activities of dihydrofolate reductase inhibitors, used singly or in combination with dapsone, against Mycobacterium ulcerans. | 2001 Jan |
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Retrospective analysis of drug-induced urticaria and angioedema: a survey of 2287 patients. | 2001 Nov |
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Relationships between structural and thermal properties of anhydrous and solvated crystalline forms of brodimoprim. | 2007 May |
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Liquid chromatography/tandem mass spectrometry method for simultaneous evaluation of activities of five cytochrome P450s using a five-drug cocktail and application to cytochrome P450 phenotyping studies in rats. | 2008 Aug 1 |
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Establishment of a liquid chromatographic/mass spectrometry method for quantification of tetrandrine in rat plasma and its application to pharmacokinetic study. | 2008 Nov 4 |
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A compendium of antibiotic-induced transcription profiles reveals broad regulation of Pasteurella multocida virulence genes. | 2008 Oct 15 |
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The transcriptional response of Pasteurella multocida to three classes of antibiotics. | 2009 Jul 14 |
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Liquid chromatographic/mass spectrometry assay of bromotetrandrine in rat plasma and its application to pharmacokinetic study. | 2009 Jun |
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WHO-ATC |
J01EA02
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WHO-VATC |
QJ01EA02
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NCI_THESAURUS |
C2153
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V1YC7T6LLI
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DB13795
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100000088666
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CHEMBL31891
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19727
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C037079
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C73255
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DTXSID20205070
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BRODIMOPRIM
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m2657
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4910
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260-238-8
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56518-41-3
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68760
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SUB05898MIG
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398
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ACTIVE MOIETY