Dihydropteroate

Dihydropteroate
IUPAC name 4-{[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoic acid
Identifiers
CAS number	2134-76-1 N
PubChem	170
ChemSpider	165 Y
KEGG	C00921 N
ChEBI	CHEBI:4581 Y
Beilstein Reference	1226443
Jmol-3D images	Image 1 Image 2
SMILES C1C(=NC2=C(N1)NC(=NC2=O)N) CNC3=CC=C(C=C3)C(=O)O O=C(O)c1ccc(cc1)NCC/2=N/C=3C(=O)\N=C(/NC=3NC\2)N
InChI InChI=1S/C14H14N6O3/c15-14-19-11-10(12(21)20-14)18-9(6-17-11)5-16-8-3-1-7(2-4-8)13(22)23/h1-4,16H,5-6H2,(H,22,23)(H4,15,17,19,20,21) Y Key: WBFYVDCHGVNRBH-UHFFFAOYSA-N Y
Properties
Molecular formula	C14H14N6O3
Molar mass	314.3 g/mol
N (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Dihydropteroate is a pterin created from para-aminobenzoic acid (PABA) by the enzyme dihydropteroate synthase. It is an important intermediate in folate synthesis.

Bacteriostatic agents, such as sulfonamides, target dihydropteroate synthetase. The effect of dihydropteroate synthetase inhibition is comparable to that of dihydrofolate reductase inhibition by trimethoprim, another bacteriostatic agent. Together these two drugs - trimethoprim-sulfamethoxazole [TMP-SMX] - are commonly used to treat recurrent urinary tract, Shigella, Salmonella, and Pneumocystis jivoreci infections.

See also

• Dihydrofolic acid