This drug entry is a stub and has not been fully annotated. It is scheduled to be annotated soon.

Identification

Name
Sulfameter
Accession Number
DB06821
Type
Small Molecule
Groups
Approved
Description

Long acting sulfonamide used in leprosy, urinary, and respiratory tract infections.

Structure
Thumb
Synonyms
  • Sulfa-5-methoxypyrimidine
  • Sulfamethoxydiazine
  • Sulfametoxidiazina
  • Sulfametoxydiazine
  • Sulfametoxydiazinum
External IDs
AHR-857 / BAY-5400 / Bayer 5400 / I-2586 / NSC-683528 / SH 613 / SH-613
Categories
UNII
3L179F09D6
CAS number
651-06-9
Weight
Average: 280.3
Monoisotopic: 280.063011436
Chemical Formula
C11H12N4O3S
InChI Key
GPTONYMQFTZPKC-UHFFFAOYSA-N
InChI
InChI=1S/C11H12N4O3S/c1-18-9-6-13-11(14-7-9)15-19(16,17)10-4-2-8(12)3-5-10/h2-7H,12H2,1H3,(H,13,14,15)
IUPAC Name
4-amino-N-(5-methoxypyrimidin-2-yl)benzene-1-sulfonamide
SMILES
COC1=CN=C(NS(=O)(=O)C2=CC=C(N)C=C2)N=C1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
ADihydropteroate synthase
inhibitor
Escherichia coli (strain K12)
Absorption
Not Available
Volume of distribution
Not Available
Protein binding
Not Available
Metabolism
Not Available
Route of elimination
Not Available
Half life
Not Available
Clearance
Not Available
Toxicity
Not Available
Affected organisms
Not Available
Pathways
Not Available
Pharmacogenomic Effects/ADRs
Not Available

Interactions

Drug Interactions
DrugInteraction
(R)-warfarinThe risk or severity of bleeding can be increased when Sulfameter is combined with (R)-warfarin.
(S)-WarfarinThe risk or severity of bleeding can be increased when Sulfameter is combined with (S)-Warfarin.
2,4-thiazolidinedioneThe therapeutic efficacy of 2,4-thiazolidinedione can be increased when used in combination with Sulfameter.
4-hydroxycoumarinThe risk or severity of bleeding can be increased when Sulfameter is combined with 4-hydroxycoumarin.
AcarboseThe therapeutic efficacy of Acarbose can be increased when used in combination with Sulfameter.
AcenocoumarolThe risk or severity of bleeding can be increased when Sulfameter is combined with Acenocoumarol.
AcetohexamideThe therapeutic efficacy of Acetohexamide can be increased when used in combination with Sulfameter.
Adenovirus type 7 vaccine liveThe therapeutic efficacy of Adenovirus type 7 vaccine live can be decreased when used in combination with Sulfameter.
AICA ribonucleotideThe therapeutic efficacy of AICA ribonucleotide can be increased when used in combination with Sulfameter.
AlbiglutideThe therapeutic efficacy of Albiglutide can be increased when used in combination with Sulfameter.
Food Interactions
Not Available

References

General References
Not Available
External Links
KEGG Drug
D02517
ChemSpider
5135
ChEBI
53727
ChEMBL
CHEMBL1200359
Wikipedia
Sulfametoxydiazine
ATC Codes
J01ED04 — SulfametoxydiazineG01AE10 — Combinations of sulfonamides

Clinical Trials

Clinical Trials
Not Available

Pharmacoeconomics

Manufacturers
Not Available
Packagers
Not Available
Dosage forms
Not Available
Prices
Not Available
Patents
Not Available

Properties

State
Solid
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.313 mg/mLALOGPS
logP0.53ALOGPS
logP0.23ChemAxon
logS-3ALOGPS
pKa (Strongest Acidic)7.06ChemAxon
pKa (Strongest Basic)1.98ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area107.2 Å2ChemAxon
Rotatable Bond Count3ChemAxon
Refractivity70.66 m3·mol-1ChemAxon
Polarizability26.24 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted ADMET features
Not Available

Spectra

Mass Spec (NIST)
Not Available
Spectra
SpectrumSpectrum TypeSplash Key
Predicted MS/MS Spectrum - 10V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Positive (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 10V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 20V, Negative (Annotated)Predicted LC-MS/MSNot Available
Predicted MS/MS Spectrum - 40V, Negative (Annotated)Predicted LC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-qTof , PositiveLC-MS/MSNot Available
LC-MS/MS Spectrum - LC-ESI-QTOF , positiveLC-MS/MSsplash10-0a4i-2960000000-d6c60ed2edc574dfcb49
MS/MS Spectrum - , positiveLC-MS/MSsplash10-001i-1590000000-97a9d57c56fb271fc603
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0a4i-3910000000-3c257f14a64853993a15

Taxonomy

Description
This compound belongs to the class of organic compounds known as aminobenzenesulfonamides. These are organic compounds containing a benzenesulfonamide moiety with an amine group attached to the benzene ring.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Benzenesulfonamides
Direct Parent
Aminobenzenesulfonamides
Alternative Parents
Benzenesulfonyl compounds / Aniline and substituted anilines / Alkyl aryl ethers / Pyrimidines and pyrimidine derivatives / Organosulfonamides / Heteroaromatic compounds / Aminosulfonyl compounds / Azacyclic compounds / Primary amines / Organopnictogen compounds
show 2 more
Substituents
Aminobenzenesulfonamide / Benzenesulfonyl group / Aniline or substituted anilines / Alkyl aryl ether / Pyrimidine / Organosulfonic acid amide / Organic sulfonic acid or derivatives / Organosulfonic acid or derivatives / Sulfonyl / Aminosulfonyl compound
show 15 more
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
sulfonamide, pyrimidines, sulfonamide antibiotic (CHEBI:53727)

Targets

Kind
Protein
Organism
Escherichia coli (strain K12)
Pharmacological action
Yes
Actions
Inhibitor
General Function
Metal ion binding
Specific Function
Catalyzes the condensation of para-aminobenzoate (pABA) with 6-hydroxymethyl-7,8-dihydropterin diphosphate (DHPt-PP) to form 7,8-dihydropteroate (H2Pte), the immediate precursor of folate derivatives.
Gene Name
folP
Uniprot ID
P0AC13
Uniprot Name
Dihydropteroate synthase
Molecular Weight
30614.855 Da
References
  1. Noutoshi Y, Ikeda M, Saito T, Osada H, Shirasu K: Sulfonamides identified as plant immune-priming compounds in high-throughput chemical screening increase disease resistance in Arabidopsis thaliana. Front Plant Sci. 2012 Oct 31;3:245. doi: 10.3389/fpls.2012.00245. eCollection 2012. [PubMed:23118736]

Drug created on September 14, 2010 10:21 / Updated on November 02, 2018 06:21