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Key Documents

A2487

Sigma-Aldrich

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:
8064-90-2
Molecular Weight:
1556.71
UNSPSC Code:
51102829
NACRES:
NA.85

form

liquid

Quality Level

200

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

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.

Pictograms

Health hazard
GHS08

Signal Word

Warning

Hazard Statements

H361fd,H412

Hazard Classifications

Aquatic Chronic 3 - Repr. 2

Storage Class Code

12 - Non Combustible Liquids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Diaz MA, et al.
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