SULFAMOXOLE

Possibly Marketed Outside US

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

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

Molecular Formula	C11H13N3O3S
Molecular Weight	267.304
Charge	0
Count	MOL RATIO 1 MOL RATIO (average)

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial dihydropteroate synthase 44	Inhibitor 8,504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial infections 235	Curative		Approved 8,583	Sulfuno

PubMed

Show entries

Title	Date	PubMed
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

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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.

Substance Class	Chemical
Record UNII	HGG82XE020
Record Status	`Validated (UNII)`
Record Version

Show entries

Name

Type

Language

NSC-683535

Preferred Name

English

SULFAMOXOLE

Official Name

English

BENZENESULFONAMIDE, 4-AMINO-N-(4,5-DIMETHYL-2-OXAZOLYL)-

Systematic Name

English

sulfamoxole [INN]

Common Name

English

SULFAMOXOLE [MI]

Common Name

English

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Classification Tree

Code System

Code

Combinations of sulfonamides and trimethoprim, incl. derivatives

WHO-ATC

J01EE04

Intermediate-acting sulfonamides

WHO-ATC

J01EC03

Anti-Infective Agent

NCI_THESAURUS

C29739

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Code System

Code

Type

Description

ECHA (EC/EINECS)

211-982-7

PRIMARY

RXCUI

10183

PRIMARY

RxNorm

FDA UNII

HGG82XE020

PRIMARY

CAS

729-99-7

PRIMARY

DRUG BANK

DB08798

PRIMARY

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Related Record

Type

Details


					HGG82XE020

SULFAMOXOLE

ACTIVE MOIETY

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