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Details

Stereochemistry ACHIRAL
Molecular Formula C11H12N4O3S.H2O
Molecular Weight 298.318
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SULFAMONOMETHOXINE MONOHYDRATE

SMILES

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

InChI

InChIKey=IZFXNOZWICAYKQ-UHFFFAOYSA-N
InChI=1S/C11H12N4O3S.H2O/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);1H2

HIDE SMILES / InChI

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
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 Sat Dec 16 05:30:55 GMT 2023
Edited
by admin
on Sat Dec 16 05:30:55 GMT 2023
Record UNII
0704XB60MB
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SULFAMONOMETHOXINE MONOHYDRATE
Common Name English
BENZENESULFONAMIDE, 4-AMINO-N-(6-METHOXY-4-PYRIMIDINYL)-, MONOHYDRATE
Systematic Name English
SULFAMONOMETHOXINE HYDRATE
JAN  
Common Name English
SULFAMONOMETHOXINE HYDRATE [JAN]
Common Name English
Code System Code Type Description
CAS
66652-06-0
Created by admin on Sat Dec 16 05:30:56 GMT 2023 , Edited by admin on Sat Dec 16 05:30:56 GMT 2023
PRIMARY
PUBCHEM
23724960
Created by admin on Sat Dec 16 05:30:56 GMT 2023 , Edited by admin on Sat Dec 16 05:30:56 GMT 2023
PRIMARY
FDA UNII
0704XB60MB
Created by admin on Sat Dec 16 05:30:56 GMT 2023 , Edited by admin on Sat Dec 16 05:30:56 GMT 2023
PRIMARY
EPA CompTox
DTXSID00216826
Created by admin on Sat Dec 16 05:30:56 GMT 2023 , Edited by admin on Sat Dec 16 05:30:56 GMT 2023
PRIMARY
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