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92131

Sigma-Aldrich

Trimethoprim

≥99.0% (HPLC)

Synonym(e):

2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidin, NSC 106568

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About This Item

Empirische Formel (Hill-System):
C14H18N4O3
CAS-Nummer:
738-70-5
Molekulargewicht:
290.32
Beilstein:
625127
EG-Nummer:
212-006-2
MDL-Nummer:
MFCD00036761
UNSPSC-Code:
51285203
PubChem Substanz-ID:
57653467
NACRES:
NA.85

Biologische Quelle

synthetic

Qualitätsniveau

200

Assay

≥99.0% (HPLC)

Form

powder

Farbe

white to light yellow

mp (Schmelzpunkt)

≥199.0 °C

Wirkungsspektrum von Antibiotika

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Wirkungsweise

DNA synthesis | interferes
enzyme | inhibits

Lagertemp.

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)

InChIKey

IEDVJHCEMCRBQM-UHFFFAOYSA-N

Angaben zum Gen

human ... DHFRP1(573971) , KCNH1(3756)
rat ... Dhfr(24312)

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Allgemeine Beschreibung

Chemical structure: pyrimidine

Anwendung

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 .
Antibakterieller Wirkstoff, Dihydrofolatreduktase-Inhibitor mit Selektivität für prokaryotische Enzyme.

Biochem./physiol. Wirkung

Inhibits the synthesis of tetrahydrofolate by procaryote specific dihydrofolate reductase (DHFR).
Trimethoprim is a dihydrofolate reductase inhibitor with selectivity for the prokaryote enzyme.

Verpackung

1g,5g,25g

Sonstige Hinweise

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.

Piktogramme

Health hazardExclamation mark
GHS08,GHS07

Signalwort

Warning

H-Sätze

H302,H361d

Gefahreneinstufungen

Acute Tox. 4 Oral - Repr. 2

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Gloves, type N95 (US)

Analysenzertifikate (COA)

Suchen Sie nach Analysenzertifikate (COA), indem Sie die Lot-/Chargennummer des Produkts eingeben. Lot- und Chargennummern sind auf dem Produktetikett hinter den Wörtern ‘Lot’ oder ‘Batch’ (Lot oder Charge) zu finden.

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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
E Van Duijkeren et al.
Journal of veterinary pharmacology and therapeutics, 17(1), 64-73 (1994-02-01)
The indications for use, side-effects, and pharmacokinetic parameters of trimethoprim, sulfonamides and their combinations in the horse are reviewed. Trimethoprim/sulfonamide (TMPS) combinations are used for the treatment of various diseases caused by gram-positive and gram-negative bacteria, including infections of the
Karin Tegmark Wisell et al.
The Journal of antimicrobial chemotherapy, 62(1), 35-40 (2008-04-15)
The lack of oral treatment alternatives for enterococcal urinary tract infections (UTIs) has led to a renewed interest in trimethoprim. Enterococci can incorporate exogenously produced folates and thereby reverse the effect of trimethoprim. Although a large proportion of enterococci appear
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