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Trimethoprim

CAT: 0013-GTR19161609-02Size: 500 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19161609-02Size:500 mg
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Description
Trimethoprim is a Dihydrofolate Reductase Inhibitor Antibacterial. (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.
CAS Number
738-70-5
Product Name Alternative
NIH 204 | NSC 106568
Field of Research
Pharmacology & Drug Discovery
Purity
>98% (HPLC)
Solubility
DMSO: 58 mg/mL (199.77 mM)
Smiles
NC1=NC=C (CC2=CC (OC) =C (OC) C (OC) =C2) C (N) =N1
Molecular Formula
C14H18N4O3
Molecular Weight
290.32
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
5- (3,4,5-Trimethoxybenzyl) pyrimidine-2,4-diamine

Chemical Information

Trimethoprim

Trimethoprim is an aminopyrimidine antibiotic whose structure consists of pyrimidine 2,4-diamine and 1,2,3-trimethoxybenzene moieties linked by a methylene bridge. It has a role as a diuretic, a xenobiotic, an antibacterial drug, an EC 1.5.1.3 (dihydrofolate reductase) inhibitor, an environmental contaminant and a drug allergen. It is an aminopyrimidine and a member of methoxybenzenes.

CAS Number738-70-5
PubChem CID5578
IUPAC Name5-[(3,4,5-trimethoxyphenyl)methyl]pyrimidine-2,4-diamine
Molecular FormulaC14H18N4O3
Molecular Weight290.32
XLogP0.9
Topological Polar Surface Area106
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Heavy Atom Count21
Formal Charge0
Complexity307
SMILES
COC1=CC(=CC(=C1OC)OC)CC2=CN=C(N=C2N)N
InChI
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)
InChIKey
IEDVJHCEMCRBQM-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Trimethoprim
CAS: 738-70-5
CID: 5578
Formula: C14H18N4O3
MW: 290.32
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight290.32
XLogP30.9
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count5
Exact Mass290.13789045
Monoisotopic Mass290.13789045
Topological Polar Surface Area106 Ų
Heavy Atom Count21
Formal Charge0
Complexity307
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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