Trimethoprim-sulfate

Category	Influenza Virus
CAS	56585-33-2
Description	Trimethoprim sulfate is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor. Trimethoprim sulfate is active against a wide range of Gram-positive and Gram-negative aerobic bacteria. Trimethoprim sulfate has the potential for the research of urinary tract infections, Shigellosis and Pneumocystis pneumonia. Trimethoprim sulfate can inhibit infection of Influenza A virus in chick embryo when combinated with zinc.

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Product Information

Synonyms	Trimethoprim sulfate\|56585-33-2\|UNII-E377MF8EQ8\|BW 72U\|E377MF8EQ8\|Trimethoprim sulfate [USAN:USP]\|Trimethoprimsulfat\|sulfuric acid;5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine\|Trimethoprim sulphate\|2,4-Pyrimidinediamine, 5-((3,4-trimethoxyphenyl)methyl)-, sulfate (2:1)\|Trimethoprim sulfate (USP)\|BW-72U\|CHEMBL2110367\|DTXSID40205138\|2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine sulfate (2:1)\|MFCD28386658\|D06236\|Q27276814\|2,4-Diamino-5-(3,4,5-trimethoxybenzyl)pyrimidine sulfate (2:1) (salt)\|2,4-Pyrimidinediamine, 5-((3,4-trimethoxyphenyl)methyl)-, sulfate (2:1) (salt)
Molecular Weight	388.4
Molecular Formula	C28H38N8O10S
Canonical SMILES	COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N.COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N.OS(=O)(=O)O
Purity	≥98% (HPLC)
Solubility	In vitro: 10 mM in DMSO
Appearance	Solid powder
Storage	Store at -20°C
Complexity	388
Exact Mass	678.24316061
In Vitro	Trimethoprim interrupts folate metabolism by inhibition of the activity of dihydrofolase reductase (DHFR), which reduces dihydrofolate to tetrahydrofolate (THF). Trimethoprim (3 μg/mL; 1 h) induces protein aggregation and main heat shock proteins (Hsps) in E. coli cells, which indicates that Trimethoprim sulfate presence leads to protein misfolding. Trimethoprim (1.5-3 μg/mL; 1 h) causes induction of DnaK, DnaJ, GroEL, ClpB, and IbpA/B Hsps in E. coli cells exposed to folate and heat stress.
In Vivo	Trimethoprim (10 mg/kg; i.v.; once every 12 h; 3 d) shows antibacterial activity against H. influenzae, S. pneumoniae, E. coli and N. meningitidis in infected mice. Trimethoprim can be connected with the thiomaltose (TM-TMP) and shows stability with a half-life of about 1 hour in complete serum, and has an MIC value around 1 μM against E. coli. Trimethoprim (10 mg/mL; 0.5 mL; inject with Trimethoprim-Zn combined suspension) decreases the virus titer and increases the survival rate of chicken embryo.
Target	Antifolate; Bacterial; Antibiotic; Influenza Virus