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Cotrimoxazole

Name: Cotrimoxazole
Brand: SIGMA

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

MDL number:

MFCD00242808

UNSPSC Code:

51102829

NACRES:

NA.85

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Properties

Quality Segment

200

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

Description

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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Show Differences

1 of 1

This Item	SBR00024	SML3191	SBR00014
Sigma-Aldrich A2487 Cotrimoxazole	Sigma-Aldrich SBR00024 Trimethoprim	Sigma-Aldrich SML3191 Cotrimoxazole	Sigma-Aldrich SBR00014 Daptomycin
antibiotic activity spectrum Gram-negative bacteria, fungi, Gram-positive bacteria, parasites	antibiotic activity spectrum Gram-negative bacteria, Gram-positive bacteria, mycobacteria	antibiotic activity spectrum -	antibiotic activity spectrum Gram-positive bacteria
mode of action DNA synthesis \| interferes	mode of action DNA synthesis \| interferes, enzyme \| inhibits	mode of action -	mode of action DNA synthesis \| interferes, protein synthesis \| interferes
Quality Level 200	Quality Level -	Quality Level 100	Quality Level 200
form liquid, ready-to-use solution	form liquid, ready-to-use solution	form powder	form liquid, ready-to-use solution
storage temp. −20°C	storage temp. −20°C	storage temp. −20°C	storage temp. −20°C
concentration 100 mg/mL in DMSO	concentration 25 mg/mL in DMSO	concentration -	concentration 1 mg/mL in DMSO

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pictograms

GHS08

signalword

Warning

hcodes

H361fd,H412

pcodes

P202 - P273 - P280 - P308 + P313 - P405 - P501

Hazard Classifications

Aquatic Chronic 3 - Repr. 2

Storage Class

12 - Non Combustible Liquids

flash_point_f

Not applicable

flash_point_c