Dihydropteroate

Dihydropteroate

Names
IUPAC name 4-{[(2-amino-4-oxo-1,4,7,8-tetrahydropteridin-6-yl)methyl]amino}benzoic acid
Identifiers
CAS Number	2134-76-1
3D model (Jmol)	Interactive image Interactive image
Beilstein Reference	1226443
ChEBI	CHEBI:4581
ChemSpider	165
KEGG	C00921
PubChem	170
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) Key: WBFYVDCHGVNRBH-UHFFFAOYSA-N InChI=1/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) Key: WBFYVDCHGVNRBH-UHFFFAOYAH
SMILES O=C(O)c1ccc(cc1)NCC/2=N/C=3C(=O)\N=C(/NC=3NC\2)N C1C(=NC2=C(N1)NC(=NC2=O)N)CNC3=CC=C(C=C3)C(=O)O
Properties
Chemical formula	C14H14N6O3
Molar mass	314.3 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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