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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 of SULFAMONOMETHOXINE

SMILES

COC1=NC=NC(NS(=O)(=O)C2=CC=C(N)C=C2)=C1

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
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

Curator's Comment: BACLEAN (Sulfamonomethoxine Sodium and Trimethoprim ) can rapidly penetrate the blood-brain barrier and maintain high blood concentration http://ft.chqmarket.com/en/1059-compound-sulfamonomethoxine-sodium-injection-baclean.html

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Inhibition of recombinant Pneumocystis carinii dihydropteroate synthetase by sulfa drugs.
1995 Aug
In-vitro antifungal activities of sulfa drugs against clinical isolates of Aspergillus and Cryptococcus species.
2007
Patents

Patents

Sample Use Guides

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 Fri Dec 15 15:50:35 GMT 2023
Edited
by admin
on Fri Dec 15 15:50:35 GMT 2023
Record UNII
U700P169W2
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SULFAMONOMETHOXINE
INN   JAN   MART.   USAN   WHO-DD  
INN   USAN  
Official Name English
SULFAMONOMETHOXINE [MART.]
Common Name English
NSC-757862
Code English
SULFAMONOMETHOXINE [JAN]
Common Name English
DAIMETON
Brand 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
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
WHO-VATC QJ01EW17
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
NCI_THESAURUS C29739
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
Code System Code Type Description
SMS_ID
100000083273
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
PUBCHEM
5332
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
NCI_THESAURUS
C72853
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
ChEMBL
CHEMBL462990
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
CAS
1220-83-3
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
EPA CompTox
DTXSID8045351
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
INN
1020
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
DRUG CENTRAL
2519
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
NSC
757862
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
EVMPD
SUB10716MIG
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
FDA UNII
U700P169W2
Created by admin on Fri Dec 15 15:50:35 GMT 2023 , Edited by admin on Fri Dec 15 15:50:35 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
SALT/SOLVATE -> PARENT
SOLVATE->ANHYDROUS
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY