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92131

Sigma-Aldrich

Triméthoprime

≥99.0% (HPLC)

Synonyme(s) :

2,4-diamino-5-(3,4,5-triméthoxybenzyl)pyrimidine, NSC 106568

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About This Item

Formule empirique (notation de Hill):
C14H18N4O3
Numéro CAS:
738-70-5
Poids moléculaire :
290.32
Beilstein:
625127
Numéro CE :
212-006-2
Numéro MDL:
MFCD00036761
Code UNSPSC :
51285203
ID de substance PubChem :
57653467
Nomenclature NACRES :
NA.85

Source biologique

synthetic

Niveau de qualité

200

Essai

≥99.0% (HPLC)

Forme

powder

Couleur

white to light yellow

Pf

≥199.0 °C

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 

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)

Clé InChI

IEDVJHCEMCRBQM-UHFFFAOYSA-N

Informations sur le gène

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

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Description générale

Chemical structure: pyrimidine

Application

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 .
Produit principalement utilisé comme agent antibactérien. Inhibiteur de la dihydrofolate réductase présentant une sélectivité pour l'enzyme procaryote.

Actions biochimiques/physiologiques

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

Conditionnement

1g,5g,25g

Autres remarques

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.

Pictogrammes

Health hazardExclamation mark
GHS08,GHS07

Mention d'avertissement

Warning

Mentions de danger

H302,H361d

Classification des risques

Acute Tox. 4 Oral - Repr. 2

Code de la classe de stockage

11 - Combustible Solids

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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Certificats d'analyse (COA)

Lot/Batch Number
109M4002V
037M4068V
056M4132V
088M4032V
097M4049V

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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)
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
Sohei Harada et al.
Antimicrobial agents and chemotherapy, 54(9), 3545-3550 (2010-06-23)
Integrating conjugative elements (ICEs) are mobile genetic elements that can transfer from the chromosome of a host to the chromosome of a new host through the process of excision, conjugation, and integration. Although SXT/R391-related ICEs, originally demonstrated in Vibrio cholerae
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