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A propos de cet article
Formule empirique (notation de Hill) :
C14H18N4O3
Numéro CAS:
Poids moléculaire :
290.32
UNSPSC Code:
51285203
NACRES:
NA.85
PubChem Substance ID:
EC Number:
212-006-2
Beilstein/REAXYS Number:
625127
MDL number:
Service technique
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Laissez-nous vous aiderbiological source
synthetic
Quality Level
assay
≥99.0% (HPLC)
form
powder
color
white to light yellow
mp
≥199.0 °C
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
human ... DHFRP1(573971), KCNH1(3756)
rat ... Dhfr(24312)
General description
Chemical structure: pyrimidine
Application
Produit principalement utilisé comme agent antibactérien. Inhibiteur de la dihydrofolate réductase présentant une sélectivité pour l'enzyme procaryote.
Trimethoprim is primarily used as an antibacterial agent. It is used in susceptibility studies of Mycobacterium tuberculosis and mechanism of resistance studies in Haemophilus influenzae .
Biochem/physiol Actions
Inhibits the synthesis of tetrahydrofolate by procaryote specific dihydrofolate reductase (DHFR).
Trimethoprim is a dihydrofolate reductase inhibitor with selectivity for the prokaryote enzyme.
Packaging
1g,5g,25g
Other Notes
Keep container tightly closed in a dry and well-ventilated place.Light sensitive. Store under inert gas. Moisture sensitive. Product is sensitive to light and moisture.
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signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Repr. 2
Classe de stockage
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
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Susceptibility of Mycobacterium tuberculosis to sulfamethoxazole, trimethoprim and their combination over a 12 year period in Taiwan.
Tsi-Shu Huang1,2,3, Calvin M. Kunin, et al.
The Journal of Antimicrobial Chemotherapy, 10, 633-637 (2011)
R de Groot et al.
Antimicrobial agents and chemotherapy, 32(4), 477-484 (1988-04-01)
We studied 10 trimethoprim-resistant (Tmpr) Haemophilus influenzae isolates for which agar dilution MICs were 10 to greater than 200 micrograms/ml. Trimethoprim resistance was transferred from two Tmpr H. influenzae isolates to a Tmps strain by conjugation or transformation. Wild-type Tmpr
Kate S Baker et al.
The Lancet. Infectious diseases, 15(8), 913-921 (2015-05-06)
Shigellosis is an acute, severe bacterial colitis that, in high-income countries, is typically associated with travel to high-risk regions (Africa, Asia, and Latin America). Since the 1970s, shigellosis has also been reported as a sexually transmitted infection in men who

