Solutions prepared in DMSO at 50 mg/mL may be stored in working aliquots at -20°C for up to 1 year. Avoid repeated freeze/thaw cycles.
92131
Trimethoprim
≥99.0% (HPLC)
Synonym(s):
2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine, NSC 106568
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About This Item
Empirical Formula (Hill Notation):
C14H18N4O3
CAS Number:
Molecular Weight:
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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Product Name
Trimethoprim, ≥99.0% (HPLC)
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
biological source
synthetic
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
Quality Level
Gene Information
human ... DHFRP1(573971), KCNH1(3756)
rat ... Dhfr(24312)
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This Item | T7883 | T2200000 | 1692505 |
|---|---|---|---|
| mode of action DNA synthesis | interferes, enzyme | inhibits | mode of action DNA synthesis | interferes, enzyme | inhibits | mode of action - | 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 - | antibiotic activity spectrum - |
| Quality Level 200 | Quality Level 200 | Quality Level - | Quality Level - |
| form powder | form powder | form - | form - |
| assay ≥99.0% (HPLC) | assay ≥98.5% | assay - | assay - |
| biological source synthetic | biological source - | biological source - | biological source - |
Application
Primarily used as an antibacterial agent. Dihydrofolate reductase inhibitor with selectivity for the prokaryote enzyme.
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.
General description
Chemical structure: pyrimidine
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.
Packaging
1g,5g,25g
signalword
Warning
hcodes
Hazard Classifications
Acute Tox. 4 Oral - Repr. 2
Storage Class
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
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.
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
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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Upon dilution in DMSO, what is the best storage condition for trimethoprim (fridge/freezer, how long is it stable for)?
1 answer-
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Is Trimethoprim soluble in DMSO or water?
1 answer-
The solubility of this product is not analyzed on a lot-to-lot basis. The compound is expected to be soluble in water at 0.4 mg/ml, ethanol at 2.6 mg/ml, methanol at 12.1 mg/ml, chloroform at 22.2 mg/ml, and DMSO at 50 mg/ml.
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What is the Department of Transportation shipping information for this product?
1 answer-
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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Is Trimethoprim stable in solution?
1 answer-
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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