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Merck

A2487

Cotrimoxazole

Ready Made Solution, 100 mg/mL in DMSO

Synonym(s):

Trimethoprim-Sulfamethoxazole, TMP-SMX

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About This Item

Empirical Formula (Hill Notation):
C14H18N4O3 · 5 C10H11N3O3S
CAS Number:
Molecular Weight:
1556.71
MDL number:
UNSPSC Code:
51102829
NACRES:
NA.85
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Quality Segment

form

liquid, ready-to-use solution

concentration

100 mg/mL in DMSO

color

colorless to faint yellow

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, fungi, parasites

mode of action

DNA synthesis | interferes

shipped in

dry ice

storage temp.

−20°C

SMILES string

[S](=O)(=O)(Nc4n[o]c(c4)C)c3ccc(cc3)N.Nc1nc(c(cn1)Cc2cc(c(c(c2)OC)OC)OC)N

InChI

1S/C14H18N4O3.C10H11N3O3S/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-7-6-10(12-16-7)13-17(14,15)9-4-2-8(11)3-5-9/h5-7H,4H2,1-3H3,(H4,15,16,17,18);2-6H,11H2,1H3,(H,12,13)

InChI key

WZRJTRPJURQBRM-UHFFFAOYSA-N

Application

Cotrimoxazole has been used as an antimicrobial agent.

Biochem/physiol Actions

Cotrimoxazole, a combination of trimethoprim and sulfamethoxazole, interferes with the cellular metabolism of folic acid in the bacterial cell by blocking the biosynthesis of nucleotides. Trimethoprim binds to dihydrofolate reductase (DHFR) which inhibits the reduction of dihydrofolic acid (DHF) to tetrahydrofolic acid (THF), resulting in an antimicrobial effect. Sulfamethoxazole interferes with the synthesis of nucleic acids in sensitive microorganisms by blocking the conversion of p-aminobenzoic acid to the coenzyme dihydrofolic acid. The net effect of these actions is to inhibit thymidine synthesis which prevents bacterial DNA synthesis.

Packaging

1ml

Preparation Note

prepared using a 1:5 mixture of trimethoprim:sulfamethoxazole

Other Notes

Keep container tightly closed in a dry and well-ventilated place.


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pictograms

Health hazard

signalword

Warning

Hazard Classifications

Aquatic Chronic 3 - Repr. 2

Storage Class

12 - Non Combustible Liquids

flash_point_f

Not applicable

flash_point_c

Not applicable



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