SULFAMONOMETHOXINE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C11H12N4O3S
Molecular Weight	280.303
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=CC(NS(=O)(=O)C2=CC=C(N)C=C2)=NC=N1

InChI

InChIKey=WMPXPUYPYQKQCX-UHFFFAOYSA-N

InChI=1S/C11H12N4O3S/c1-18-11-6-10(13-7-14-11)15-19(16,17)9-4-2-8(12)3-5-9/h2-7H,12H2,1H3,(H,13,14,15)

HIDE SMILES / InChI

Molecular Formula	C11H12N4O3S
Molecular Weight	280.303
Charge	0
Count

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

Description
Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html
Curator's Comment: description was created based on several sources, including https://www.goldbio.com/product/3383/sulfamonomethoxine http://ft.chqmarket.com/en/1059-compound-sulfamonomethoxine-sodium-injection-baclean.html

Sulfamonomethoxine is a long-acting sulfonamide antibiotic. It is active against Streptococcus spp. (Including Streptococcus pneumoniae, Enterococcus spp.), Staphylococcus spp., Escherichia coli, Shigella spp., some strains of Proteus spp., Neisseria gonorrhoeae, Neisseria meningitides. Sulfamonomethoxine also active against Chlamydia spp., Toxoplasma gondii, Plasmodium. Rapidly absorbed from the gastrointestinal tract, it penetrates the BBB. The relatively low toxicity. Sulfamonomethoxine is a competitive inhibitor of dihydropteroate synthetase used to block the synthesis of folic acid. By preventing the production of folate in bacteria, the sulfonamide antibiotics ultimately suppress bacterial DNA replication.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
batcerial dihydropteroate synthetase 4 Target ID: batcerial dihydropteroate synthetase Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html	Inhibitor 8504

Conditions

Condition	Modality	Targets	Highest Phase	Product
Bacterial Infections 63 Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html	Curative		Approved 8583	Unknown Approved Use Unknown

AUC

Value	Dose	Co-administered	Analyte	Population
2130.6 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1981528/	10 mg/kg bw single, oral dose: 10 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered:		SULFAMONOMETHOXINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
2489.4 mg × h/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1981528/	10 mg/kg bw single, oral dose: 10 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered:		SULFAMONOMETHOXINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
25 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1981528/	10 mg/kg bw single, oral dose: 10 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered:		SULFAMONOMETHOXINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
29.8 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1981528/	10 mg/kg bw single, oral dose: 10 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered:		SULFAMONOMETHOXINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN

F_unbound

Value	Dose	Analyte	Population
8.1% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1981528/	10 mg/kg bw single, oral dose: 10 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered:	SULFAMONOMETHOXINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
7.4% EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/1981528/	10 mg/kg bw single, oral dose: 10 mg/kg bw route of administration: Oral experiment type: SINGLE co-administered:	SULFAMONOMETHOXINE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: UNKNOWN
20.3% EXPERIMENT https://link.springer.com/article/10.1007/BF00779111		SULFAMONOMETHOXINE serum	Homo sapiens

Doses

Dose	Population	Adverse events
1 g 1 times / day multiple, oral Recommended Dose: 1 g, 1 times / day Route: oral Route: multiple Dose: 1 g, 1 times / day Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html	Other AEs: Headache, Skin rash... Other AEs: Headache Skin rash Leukopenia Drug fever Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html

AEs

AE	Dose	Population
Drug fever	1 g 1 times / day multiple, oral Recommended Dose: 1 g, 1 times / day Route: oral Route: multiple Dose: 1 g, 1 times / day Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html
Headache	1 g 1 times / day multiple, oral Recommended Dose: 1 g, 1 times / day Route: oral Route: multiple Dose: 1 g, 1 times / day Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html
Leukopenia	1 g 1 times / day multiple, oral Recommended Dose: 1 g, 1 times / day Route: oral Route: multiple Dose: 1 g, 1 times / day Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html
Skin rash	1 g 1 times / day multiple, oral Recommended Dose: 1 g, 1 times / day Route: oral Route: multiple Dose: 1 g, 1 times / day Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: http://www.rusmedserv.com/lekarstva/komponent/sulfamonomethoxine.html

PubMed

Title	Date	PubMed
In-vitro antifungal activities of sulfa drugs against clinical isolates of Aspergillus and Cryptococcus species.	2007	17287722
Inhibition of recombinant Pneumocystis carinii dihydropteroate synthetase by sulfa drugs.	1995-08	7486915

Patents

Sample Use Guides

In Vivo Use Guide

adult: 1 tablet per day (500 mg- 1 g per day) children: 25 mg/kg per day at the first day, then 12,5 mg/kg per day

Route of Administration: Oral

In Vitro Use Guide

It was shown that 9 strains of P. mallei were sensitive to sulfanilamides and their combinations with trimethoprim: sulfamonomethoxine + trimethoprim (2.5:1), etc. The activity of the sulfamonomethoxine combination with trimethoprim (sulfate) was lower.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:10:35 GMT 2025` Edited by `admin` on `Mon Mar 31 18:10:35 GMT 2025`
Record UNII	U700P169W2
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DAIMETON

Preferred Name

English

SULFAMONOMETHOXINE

Official Name

English

SULFAMONOMETHOXINE [MART.]

Common Name

English

NSC-757862

Code

English

SULFAMONOMETHOXINE [JAN]

Common Name

English

sulfamonomethoxine [INN]

Common Name

English

SULFAMONOMETHOXINE [USAN]

Common Name

English

Sulfamonomethoxine [WHO-DD]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QJ01EQ18