5-[(3,4,5-Trimethoxyphenyl)methyl]pyrimidine-2,4-diamine hydrochloride

Category	Influenza Virus
CAS	60834-30-2
Description	Trimethoprim hydrochloride is a bacteriostatic antibiotic and an orally active dihydrofolate reductase inhibitor.

Quotation Now

Product Information

Synonyms	TRIMETHOPRIM HYDROCHLORIDE\|Trimethoprim HCl\|60834-30-2\|UNII-9XE000OU9B\|9XE000OU9B\|5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine hydrochloride\|Trimpex (TN)\|5-((3,4,5-Trimethoxyphenyl)methyl)pyrimidine-2,4-diamine hydrochloride\|Trimplex\|Trimplex 200\|EINECS 262-450-6\|Primsol (TN)\|SCHEMBL1236697\|CHEMBL1201080\|DTXSID40209671\|D11085\|Q27273348
IUPAC Name	5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine;hydrochloride
Molecular Weight	326.78
Molecular Formula	C14H18N4O3.HCl
Canonical SMILES	COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N.Cl
InChI	InChI=1S/C14H18N4O3.ClH/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);1H
InChIKey	YLCCEQZHUHUYPA-UHFFFAOYSA-N
Purity	≥98% (HPLC)
Solubility	In vitro: 10 mM in DMSO
Appearance	Solid powder
Storage	Store at -20°C
Complexity	307
Exact Mass	326.1145682
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.
PSA	106.97000
Target	Antifolate; Bacterial; Antibiotic; Influenza Virus