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Details

Stereochemistry ACHIRAL
Molecular Formula C11H13N3O3S
Molecular Weight 267.304
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFAMOXOLE

SMILES

CC1=C(C)N=C(NS(=O)(=O)C2=CC=C(N)C=C2)O1

InChI

InChIKey=CYFLXLSBHQBMFT-UHFFFAOYSA-N
InChI=1S/C11H13N3O3S/c1-7-8(2)17-11(13-7)14-18(15,16)10-5-3-9(12)4-6-10/h3-6H,12H2,1-2H3,(H,13,14)

HIDE SMILES / InChI

Description

Sulfamoxole is a sulfonamide antibacterial compound. Sulfamoxole is a competitive inhibitor of the bacterial enzyme dihydropteroate synthetase. Sulfamoxole alone or in combination with trimethoprim is used for the treatment of susceptible infections.

CNS Activity

Originator

Target Info

Target Info

Primary TargetPharmacologyConditionPotency
Condition Info

Condition Info

ConditionModalityTargetsHighest PhaseProduct
Primary
Sulfuno
PMID

PMID

TitleDatePMID
Sulfamoxole (Nuprin), a new sulfonamide, in pediatric practice.
1961 Sep-Oct
Drugs as allergens: detection and combining site specificities of IgE antibodies to sulfamethoxazole.
1988 Dec
Inhibition of recombinant Pneumocystis carinii dihydropteroate synthetase by sulfa drugs.
1995 Aug
Hydrogen bonding in sulfonamides.
2001 Dec
In vitro evaluation of sulfadrugs against fungi causing otomycosis.
2002 Feb-Nov
Determination of some sulfonamides and trimethoprim in chicken, fish muscle and eggs by liquid chromatography-tandem mass spectrometry.
2004 Apr-Jun
Photochemical fate of sulfa drugs in the aquatic environment: sulfa drugs containing five-membered heterocyclic groups.
2004 Jul 15
Characterization of sulfonamides by flow injection and liquid chromatography-electrospray ionization-mass spectrometry after online photoderivatization.
2004 Nov-Dec
Multiwalled carbon nanotubes as sorbent for on-line coupling of solid-phase extraction to high-performance liquid chromatography for simultaneous determination of 10 sulfonamides in eggs and pork.
2006 Sep 15
Simultaneous determination of 17 sulfonamides and the potentiators ormetoprim and trimethoprim in salmon muscle by liquid chromatography with tandem mass spectrometry detection.
2007 Jan-Feb
Selection of cytotoxicity markers for the screening of new chemical entities in a pharmaceutical context: a preliminary study using a multiplexing approach.
2009 Mar
Patent

Patent

Sample Use Guides

In Vivo Use Guide
Adults Dose: Initially 1g to be taken twice daily followed by 500 mg two times a day Child Dose: Initial dose is 50 to 60 mg/kg daily Maximum daily dose is 75mg daily
Route of Administration: Oral
In Vitro Use Guide
sulfamoxole was taken in different doses (500, 1000, 1500, 2000 and 2500 ppm) to test their effectiveness against five pathogenic fungi for the control of mycelial growth and sporulation.
Name Type Language
SULFAMOXOLE
INN   MART.   MI   USAN   WHO-DD  
USAN   INN  
Official Name English
SULFAMOXOLE [WHO-DD]
Common Name English
NSC-683535
Code English
BENZENESULFONAMIDE, 4-AMINO-N-(4,5-DIMETHYL-2-OXAZOLYL)-
Systematic Name English
SULFAMOXOLE [INN]
Common Name English
SULFAMOXOLE [MI]
Common Name English
SULFAMOXOLE [MART.]
Common Name English
SULPHAMOXOLE
Common Name English
SULFAMOXOLE [USAN]
Common Name English
Classification Tree Code System Code
WHO-ATC J01EE04
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
WHO-ATC J01EC03
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
Code System Code Type Description
ECHA (EC/EINECS)
211-982-7
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY
RXCUI
10183
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY RxNorm
CAS
729-99-7
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY
DRUG BANK
DB08798
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY
MERCK INDEX
M10326
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY Merck Index
EPA CompTox
729-99-7
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY
WIKIPEDIA
SULFAMOXOLE
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY
EVMPD
SUB10717MIG
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY
ChEMBL
CHEMBL2105399
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY
PUBCHEM
12894
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY SWITZERF
INN
1277
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY
MESH
D013423
Created by admin on Tue Mar 06 11:28:12 UTC 2018 , Edited by admin on Tue Mar 06 11:28:12 UTC 2018
PRIMARY