SULFAMOXOLE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H13N3O3S
Molecular Weight	267.304
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

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
Sources: https://www.drugs.com/international/sulfamoxole.html | http://www.medindia.net/drug-price/sulfamoxole/sulfuno-500mg.htm | https://www.drugbank.ca/drugs/DB08798

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial dihydropteroate synthase 44 Target ID: CHEMBL2364668 Sources: https://www.drugbank.ca/drugs/DB08798	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial infections 234 Sources: http://www.medindia.net/drug-price/sulfamoxole/sulfuno-500mg.htm http://www.medindia.net/doctors/drug_information/sulfamoxole.htm https://www.drugs.com/international/sulfamoxole.html	Curative		Approved 8429	Sulfuno Approved Use Sulfuno (500mg) (Sulfamoxole) is a sulfonamide antibacterial, prescribed for susceptible infections.

PubMed

Title	Date	PubMed
Sulfamoxole (Nuprin), a new sulfonamide, in pediatric practice.	1961 Sep-Oct	13888264
Drugs as allergens: detection and combining site specificities of IgE antibodies to sulfamethoxazole.	1988 Dec	3237218
Inhibition of recombinant Pneumocystis carinii dihydropteroate synthetase by sulfa drugs.	1995 Aug	7486915
Hydrogen bonding in sulfonamides.	2001 Dec	11745765
In vitro evaluation of sulfadrugs against fungi causing otomycosis.	2002 Feb-Nov	15061593
Determination of some sulfonamides and trimethoprim in chicken, fish muscle and eggs by liquid chromatography-tandem mass spectrometry.	2004 Apr-Jun	20437390
Photochemical fate of sulfa drugs in the aquatic environment: sulfa drugs containing five-membered heterocyclic groups.	2004 Jul 15	15298203
Characterization of sulfonamides by flow injection and liquid chromatography-electrospray ionization-mass spectrometry after online photoderivatization.	2004 Nov-Dec	15768836
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	16820156
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	17373466
Selection of cytotoxicity markers for the screening of new chemical entities in a pharmaceutical context: a preliminary study using a multiplexing approach.	2009 Mar	19110050

Patents

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

Official 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 [WHO-DD]

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