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^N
3D model (JSmol)	Interactive image Interactive image
Beilstein Reference	{{{Beilstein}}}
ChEBI	CHEBI:4581^Y
ChemSpider	165^Y
KEGG	C00921^N
PubChem CID	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)^Y Key: WBFYVDCHGVNRBH-UHFFFAOYSA-N^Y 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).
N (what is ^YN ?)
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.

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