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T7883

Sigma-Aldrich

Trimethoprim

≥98.5%

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Synonym(s):
2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine, NSC 106568
Empirical Formula (Hill Notation):
C14H18N4O3
CAS Number:
Molecular Weight:
290.32
Beilstein:
625127
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.85

Quality Level

Assay

≥98.5%

form

powder

storage condition

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

color

white to light yellow

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Mode of action

DNA synthesis | interferes
enzyme | inhibits

storage temp.

2-8°C

SMILES string

COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC

InChI

1S/C14H18N4O3/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)

InChI key

IEDVJHCEMCRBQM-UHFFFAOYSA-N

Gene Information

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1 of 4

This Item
9213116967PHR1056
Trimethoprim ≥98.5%

Sigma-Aldrich

T7883

Trimethoprim

Trimethoprim ≥99.0% (HPLC)

Sigma-Aldrich

92131

Trimethoprim

Trimethoprim certified reference material, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

Supelco

16967

Trimethoprim

Trimethoprim Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1056

Trimethoprim

form

powder

form

powder

form

-

form

-

storage condition

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

storage condition

-

storage condition

-

storage condition

-

color

white to light yellow

color

white to light yellow

color

-

color

-

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

antibiotic activity spectrum

-

antibiotic activity spectrum

-

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

-

mode of action

-

General description

Chemical structure: pyrimidine

Application

Trimethoprim is primarily used as an antibacterial agent. It has dihydrofolate reductase inhibitor activity with selectivity for the prokaryote enzyme. It is used to treat urinary tract infections, mild acute prostatitis, recurrent cystitis, asymptomatic bacteriuria during pregnancy and respiratory tract infections.
Primarily used as an antibacterial agent. Dihydrofolate reductase inhibitor with selectivity for the prokaryote enzyme.

Biochem/physiol Actions

The 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 and inhibits the reduction of dihydrofolic acid (DHF) to tetrahydrofolic acid (THF). THF is an essential precursor in the thymidine synthesis pathway and interference with this pathway inhibits bacterial DNA synthesis.

Packaging

5G,25G,100G

Other Notes

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

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Repr. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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S2100000

Sulfamethoxazole

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