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T0667

Sigma-Aldrich

Trimethoprim lactate salt

≥98%

Synonyme(s) :

5-(3,4,5-Trimethoxybenzyl)pyrimidine-2,4-diamine 2-hydroxypropanoate, 2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine lactate salt

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About This Item

Formule empirique (notation de Hill):
C14H18N4O3 · C3H6O3
Numéro CAS:
23256-42-0
Poids moléculaire :
380.40
Numéro CE :
245-533-1
Numéro MDL:
MFCD00171722
Code UNSPSC :
51285203
ID de substance PubChem :
329826610
Nomenclature NACRES :
NA.85

Niveau de qualité

200

Pureté

≥98%

Forme

powder

Conditions de stockage

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

Couleur

white

Solubilité

H2O: soluble 20 mg/mL

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Température de stockage

2-8°C

Chaîne SMILES 

CC(O)C(O)=O.COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC

InChI

1S/C14H18N4O3.C3H6O3/c1-19-10-5-8(6-11(20-2)12(10)21-3)4-9-7-17-14(16)18-13(9)15;1-2(4)3(5)6/h5-7H,4H2,1-3H3,(H4,15,16,17,18);2,4H,1H3,(H,5,6)

Clé InChI

IIZVTUWSIKTFKO-UHFFFAOYSA-N

Catégories apparentées

Description générale

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 clinically to treat urinary tract infections, mild acute prostatitis, recurrent cystitis, asymptomatic bacteriuria during pregnancy and respiratory tract infections. Trimethoprim lactate salt is used as a selection agent.

Actions biochimiques/physiologiques

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 prokaryote-specific dihydrofolate reductase (DHFR) 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.

Autres remarques

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

Pictogrammes

Skull and crossbonesHealth hazard
GHS06,GHS08

Mention d'avertissement

Danger

Mentions de danger

H301,H361d

Classification des risques

Acute Tox. 3 Oral - Repr. 2

Code de la classe de stockage

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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