e-Drug3D

310

SULFAMETHOXAZOLE


INN
SULFAMETHOXAZOLE

cas 723-46-6
CLASS

ANTIINFECTIVES
ANTIBIOTIC
ANTIBACTERIAL
SULFONAMIDES
INHIBITS BACTERIAL SYNTHESIS OF DIHYDROFOLIC ACID BY COMPETING WITH PARA-AMINOBENZOIC ACID (PABA)
DIHYDROPTEROATE SYNTHASE INHIBITOR
ANTIMALARIALS

ROUTE (list)

ORAL INJECTION

ATC code

J04AM08
J01EC01
J01EE01

PK parameters

Tmax 2.5 HOUR
VD 19.5 LITER (65 KILOGRAM)
Cl 1.4 LITER / HOUR (65 KILOGRAM)
PPB 70 PERCENT
t1/2 10 HOUR

Target

TARGET DIHYDROPTEROATE SYNTHASE (DHPS)

PDB
3TZF (CRYSTAL STRUCTURE OF THE YERSINIA PESTIS DIHYDROPTEROATE SYNTHASE WITH SULFONAMIDE DRUG COMPLEX.)

Ligand code = 08D (link to the list of PDB complexes)

Download experimental 3D coordinates of 08D with added hydrogens

DrugCentral

Dihydropteroate synthase UNIPROT P0AC13 folP

Download SDF file 4-amino-N-(5-methyl-1,2-oxazol-3-yl)benzenesulfonamide

Formula:
C10H11N3O3S

Calculated chemical properties:

MW 253.29
NB_atoms 17
XLogP 1.37
PSA 92.863
NB_HD 3
NB_HA 6
fsp3 0.10
Lipinski(0=no;1=yes) 1

FDA
NDA 013294 (pdf not found) INN (PHENAZOPYRIDINE HYDROCHLORIDE ; SULFAMETHOXAZOLE) AZO GANTANOL (ROCHE) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 018946 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (HEATHER) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070063 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULMEPRIM (USL PHARMA) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070064 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULMEPRIM PEDIATRIC (USL PHARMA) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070203 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (USL PHARMA) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070204 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (USL PHARMA) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 070223 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (ABRAXIS PHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071299 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (INTERPHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071300 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (INTERPHARM) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071341 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOPRIM (QUAD PHARMS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071556 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071815 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) UROPLUS SS (SHIONOGI) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 071816 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) UROPLUS DS (SHIONOGI) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072289 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) TRIMETH/SULFA (ALPHARMA US PHARMS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072383 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (BEDFORD) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072398 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) TRIMETH/SULFA (ALPHARMA US PHARMS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072408 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (MARTEC USA LLC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072417 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM DOUBLE STRENGTH (MARTEC USA LLC) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 072769 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM DOUBLE STRENGTH (ROXANE) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 085053 (pdf not found) INN (SULFAMETHOXAZOLE) SULFAMETHOXAZOLE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 086000 (pdf not found) INN (SULFAMETHOXAZOLE) SULFAMETHOXAZOLE (WATSON LABS) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 086163 (pdf not found) INN (SULFAMETHOXAZOLE) SULFAMETHOXAZOLE (HEATHER) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 087307 (pdf not found) INN (SULFAMETHOXAZOLE) UROBAK (SHIONOGI) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 087662 (pdf not found) INN (SULFAMETHOXAZOLE) SULFAMETHOXAZOLE (ASCOT) APPROVAL= - YEAR= 0 DISCONTINUED
NDA 012715 (pdf not found) INN (SULFAMETHOXAZOLE) GANTANOL (ROCHE) APPROVAL= AP YEAR= 1965 NEWMOLECULARENTITY DISCONTINUED
NDA 013664 (pdf not found) INN (SULFAMETHOXAZOLE) GANTANOL (ROCHE) APPROVAL= AP YEAR= 1965 DISCONTINUED
NDA 017376 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SEPTRA (MONARCH PHARMS) APPROVAL= AP YEAR= 1973
NDA 017377 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) BACTRIM (SUN PHARM INDUSTRIES) APPROVAL= AP YEAR= 1973
NDA 017560 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) BACTRIM (SUN PHARM INDUSTRIES) APPROVAL= AP YEAR= 1975 DISCONTINUED
NDA 017598 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SEPTRA (MONARCH PHARMS) APPROVAL= AP YEAR= 1975 DISCONTINUED
NDA 085844 (pdf not found) INN (SULFAMETHOXAZOLE) SULFAMETHOXAZOLE (RISING) APPROVAL= AP YEAR= 1978 DISCONTINUED
NDA 018242 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (TEVA) APPROVAL= AP YEAR= 1981 DISCONTINUED
NDA 018374 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) BACTRIM (SUN PHARM INDS INC) APPROVAL= AP YEAR= 1981 DISCONTINUED
NDA 018452 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SEPTRA (MONARCH PHARMS) APPROVAL= AP YEAR= 1981 DISCONTINUED
NDA 018598 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (FOSUN PHARMA) APPROVAL= AP YEAR= 1982 DISCONTINUED
NDA 018615 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFATRIM PEDIATRIC (PHARM ASSOC) APPROVAL= AP YEAR= 1983
NDA 018812 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (TEVA) APPROVAL= AP YEAR= 1983 DISCONTINUED
NDA 018852 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (WATSON LABS) APPROVAL= AP YEAR= 1983 DISCONTINUED
NDA 018854 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM DOUBLE STRENGTH (WATSON LABS) APPROVAL= AP YEAR= 1983 DISCONTINUED
NDA 087189 (pdf not found) INN (SULFAMETHOXAZOLE) SULFAMETHOXAZOLE (BARR) APPROVAL= AP YEAR= 1983 DISCONTINUED
NDA 070000 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (WATSON LABS) APPROVAL= AP YEAR= 1984 DISCONTINUED
NDA 070002 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (WATSON LABS) APPROVAL= AP YEAR= 1984 DISCONTINUED
NDA 070006 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (MUTUAL PHARM) APPROVAL= AP YEAR= 1984 DISCONTINUED
NDA 070007 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM DOUBLE STRENGTH (MUTUAL PHARM) APPROVAL= AP YEAR= 1984 DISCONTINUED
NDA 070022 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOPRIM (NOVEL LABS INC) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070028 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (ANI PHARMS) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070030 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM SINGLE STRENGTH (HERITAGE PHARMA AVET) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070032 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOPRIM-DS (NOVEL LABS INC) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070034 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) COTRIM (TEVA) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070037 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM DOUBLE STRENGTH (HERITAGE PHARMA AVET) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070048 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) COTRIM D.S. (TEVA) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070065 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFATRIM-SS (SUPERPHARM) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070066 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFATRIM-DS (SUPERPHARM) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070215 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (PLIVA) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070216 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (PLIVA) APPROVAL= AP YEAR= 1985 DISCONTINUED
NDA 070889 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (AIPING PHARM INC) APPROVAL= AP YEAR= 1986 DISCONTINUED
NDA 070890 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (AIPING PHARM INC) APPROVAL= AP YEAR= 1986 DISCONTINUED
NDA 071016 (pdf not found) INN (SULFAMETHOXAZOLE) SULFAMETHOXAZOLE AND TRIMETHOPRIM (MUTUAL PHARM) APPROVAL= AP YEAR= 1986 DISCONTINUED OBSOLETE
NDA 071017 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (SUN PHARM INDUSTRIES) APPROVAL= AP YEAR= 1986
NDA 070627 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (HIKMA) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 070628 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (HIKMA) APPROVAL= AP YEAR= 1987 DISCONTINUED
NDA 072399 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) TRIMETH/SULFA (NASKA) APPROVAL= AP YEAR= 1988 DISCONTINUED
NDA 072768 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (ROXANE) APPROVAL= AP YEAR= 1991 DISCONTINUED
NDA 073303 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (TEVA PHARMS USA) APPROVAL= AP YEAR= 1991
NDA 073199 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (HOSPIRA) APPROVAL= AP YEAR= 1992 DISCONTINUED
NDA 074650 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (HIKMA) APPROVAL= AP YEAR= 1997 DISCONTINUED
NDA 021105 (pdf not found) INN (PHENAZOPYRIDINE HYDROCHLORIDE ; SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM AND PHENAZOPYRIDINE HYDROCHLORIDE (ABLE) APPROVAL= AP YEAR= 2001 DISCONTINUED
NDA 076817 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (VISTA PHARMS) APPROVAL= AP YEAR= 2005
NDA 076899 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (AMNEAL PHARMS NY) APPROVAL= AP YEAR= 2005
NDA 077612 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (PRASCO) APPROVAL= AP YEAR= 2006
NDA 077785 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (CHARTWELL MOLECULAR) APPROVAL= AP YEAR= 2007
NDA 078060 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (CHARTWELL MOLECULES) APPROVAL= AP YEAR= 2007
NDA 090624 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (AUROBINDO PHARMA) APPROVAL= AP YEAR= 2010
NDA 091348 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (AUROBINDO PHARMA) APPROVAL= AP YEAR= 2010
NDA 090828 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (GLENMARK PHARMS LTD) APPROVAL= AP YEAR= 2010
NDA 206607 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (PHARMOBEDIENT) APPROVAL= AP YEAR= 2017
NDA 212231 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (SOMERSET) APPROVAL= AP YEAR= 2019
NDA 212699 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (LUPIN LTD) APPROVAL= AP YEAR= 2021 DISCONTINUED
NDA 214330 (pdf not found) INN (SULFAMETHOXAZOLE ; TRIMETHOPRIM) SULFAMETHOXAZOLE AND TRIMETHOPRIM (NOVITIUM PHARMA) APPROVAL= AP YEAR= 2022

Other links:

PubChem
ChemicalProbes

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VigiAccess
SIDER side effects

ChemSynthesis
Patent@SureChEMBL