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T7883

Sigma-Aldrich

Trimethoprim

≥98.5%

Sinonimo/i:

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

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About This Item

Formula empirica (notazione di Hill):
C14H18N4O3
Numero CAS:
738-70-5
Peso molecolare:
290.32
Beilstein:
625127
Numero CE:
212-006-2
Numero MDL:
MFCD00036761
Codice UNSPSC:
51285203
ID PubChem:
24278201
NACRES:
NA.85

Livello qualitativo

200

Saggio

≥98.5%

Stato

powder

Condizioni di stoccaggio

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

Colore

white to light yellow

Spettro attività antibiotica

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

Modalità d’azione

DNA synthesis | interferes
enzyme | inhibits

Temperatura di conservazione

2-8°C

Stringa SMILE

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)
IEDVJHCEMCRBQM-UHFFFAOYSA-N

Informazioni sul gene

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

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Categorie correlate

Descrizione generale

Chemical structure: pyrimidine

Applicazioni

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.

Azioni biochim/fisiol

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.

Confezionamento

5G,25G,100G

Altre note

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

Pittogrammi

Health hazardExclamation mark
GHS08,GHS07

Avvertenze

Warning

Indicazioni di pericolo

H302,H361d

Classi di pericolo

Acute Tox. 4 Oral - Repr. 2

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

Eyeshields, Gloves, type N95 (US)

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Certificati d'analisi (COA)

Lot/Batch Number
066M4057V
039M4001V
019M4019V
019M4102V
098M4075V

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Slide 1 of 9

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Sulfamethoxazole European Pharmacopoeia (EP) Reference Standard

S2100000

Sulfamethoxazole

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

Supelco

76177

Sulfamethoxazole

Trimethoprim British Pharmacopoeia (BP) Reference Standard

BP344

Trimethoprim

Trimethoprim for system suitability European Pharmacopoeia (EP) Reference Standard

Y0000684

Trimethoprim for system suitability

Sulfamethoxazole Pharmaceutical Secondary Standard; Certified Reference Material

Supelco

PHR1126

Sulfamethoxazole

Sulfamethoxazole VETRANAL®, analytical standard

Supelco

31737

Sulfamethoxazole

Sulfamethoxazole British Pharmacopoeia (BP) Reference Standard

BP314

Sulfamethoxazole

Sulfamethoxazole United States Pharmacopeia (USP) Reference Standard

USP

1631001

Sulfamethoxazole

Sulfadiazine 99.0-101.0%

Sigma-Aldrich

S8626

Sulfadiazine

Ariel Gilad et al.
Nature communications, 11(1), 1744-1744 (2020-04-10)
Association areas in neocortex encode novel stimulus-outcome relationships, but the principles of their engagement during task learning remain elusive. Using chronic wide-field calcium imaging, we reveal two phases of spatiotemporal refinement of layer 2/3 cortical activity in mice learning whisker-based
Mira Rakic-Martinez et al.
Applied and environmental microbiology, 77(24), 8714-8721 (2011-10-18)
Listeria monocytogenes is a leading agent for severe food-borne illness and death in the United States and other nations. Even though drug resistance has not yet threatened therapeutic interventions for listeriosis, selective pressure associated with exposure to antibiotics and disinfectants
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
Kyuho Han et al.
Nature methods, 11(1), 86-93 (2013-11-12)
Protein concentrations are often regulated by dynamic changes in translation rates. Nevertheless, it has been challenging to directly monitor changes in translation in living cells. We have developed a reporter system to measure real-time changes of translation rates in human
O Sköld
Veterinary research, 32(3-4), 261-273 (2001-07-04)
Sulfonamides and trimethoprim have been used for many decades as efficient and inexpensive antibacterial agents for animals and man. Resistance to both has, however, spread extensively and rapidly. This is mainly due to the horizontal spread of resistance genes, expressing
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