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Merck

T7883

Triméthoprime

≥98.5%

Synonyme(s) :

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

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5 G

189,00 €

25 G

699,00 €

100 G

1 740,00 €

189,00 €


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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:

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Nom du produit

Triméthoprime, ≥98.5%

InChI key

IEDVJHCEMCRBQM-UHFFFAOYSA-N

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)

SMILES string

COc1cc(Cc2cnc(N)nc2N)cc(OC)c1OC

assay

≥98.5%

form

powder

storage condition

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

color

white to light yellow

antibiotic activity spectrum

Gram-negative bacteria
Gram-positive bacteria
mycobacteria

mode of action

DNA synthesis | interferes
enzyme | inhibits

storage temp.

2-8°C

Quality Level

Gene Information

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Cet article
92131469841692505
mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

DNA synthesis | interferes, enzyme | inhibits

mode of action

-

antibiotic activity spectrum

Gram-negative bacteria, mycobacteria, Gram-positive bacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycobacteria

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria, mycoplasma

antibiotic activity spectrum

-

Quality Level

200

Quality Level

200

Quality Level

100

Quality Level

-

assay

≥98.5%

assay

≥99.0% (HPLC)

assay

-

assay

-

form

powder

form

powder

form

-

form

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

Application

Le triméthoprime est principalement utilisé comme agent antibactérien. Il possède une activité d'inhibition de la dihydrofolate réductase avec une sélectivité pour l'enzyme procaryote. Il est utilisé dans le traitement des infections urinaires, des prostatites aigües modérées, des cystites chroniques, des bactériuries asymptomatiques gravidiques et des infections respiratoires[1].
Produit principalement utilisé comme agent antibactérien. Inhibiteur de la dihydrofolate réductase présentant une sélectivité pour l'enzyme procaryote.

Biochem/physiol Actions

L'association triméthoprime/sulfaméthoxazole perturbe le métabolisme cellulaire de l'acide folique chez la bactérie en inhibant la biosynthèse des nucléotides. Le triméthoprime se fixe à la dihydrofolate réductase et inhibe la réduction de l'acide dihydrofolique (DHF) en acide tétrahydrofolique (THF). Le THF est un précurseur essentiel de la voie de synthèse de la thymidine et toute perturbation de cette voie inhibe la synthèse de l'ADN bactérien[1].

General description

Structure chimique : pyrimidine

Other Notes

Conserver le récipient bien fermé dans un endroit sec et bien ventilé. À conserver dans un endroit sec.

Packaging

5G, 25G, 100G

pictograms

Health hazardExclamation mark

signalword

Warning

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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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
Kate S Baker et al.
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Questions

1–5 of 5 Questions  
  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer
    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/418/501/product-dating-information-06-25-mk.pdf

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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer
    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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  3. Is it soluable in water or dmso and at what concentration should I use it?

    1 answer
    1. This material is practically insoluble in water at 0.4 mg/mL Additional solvents include the following:
      DMSO at 50 mg/mL
      methanol at 12 mg/mL
      chloroform at 18 mg/mL
      propyleneglycol at 25 mg/mL
      benzyl alcohol at 72 mg/mL
      dimethylacetamide at 138 mg/mL

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  4. Is Trimethoprim stable in solution?

    1 answer
    1. Triemethoprim in a solution of 52% N,N dimethylacetamide:48% propylene glycol at 50 mg/ml is stable when stored at 25° C. There is only a 10% degradation of trimethoprim under these conditions after 885 days.

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  5. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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