Sulfamethoxypyridazine

Basic Info

Common NameSulfamethoxypyridazine(F05841)
2D Structure
FRCD IDF05841
CAS Number80-35-3
PubChem CID5330
FormulaC11H12N4O3S
IUPAC Name

4-amino-N-(6-methoxypyridazin-3-yl)benzenesulfonamide

InChI Key

VLYWMPOKSSWJAL-UHFFFAOYSA-N

InChI

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

Canonical SMILES

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

Isomeric SMILES

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

Synonyms
        
            Sulfapyridazine
        
            sulfamethoxypyridazine
        
            80-35-3
        
            Sulphamethoxypyridazine
        
            Sulfalex
        
            Midicel
        
            Sulfametoxipiridazine
        
            Spofadazine
        
            Sulfdurazin
        
            Longin
Classifies
                

                  
                    Predicted: Veterinary Drug
Update DateNov 13, 2018 17:07

Chemical Taxonomy

KingdomOrganic compounds
SuperclassBenzenoids
ClassBenzene and substituted derivatives
SubclassBenzenesulfonamides
Intermediate Tree NodesNot available
Direct ParentAminobenzenesulfonamides
Alternative Parents
Molecular FrameworkAromatic heteromonocyclic compounds
SubstituentsAminobenzenesulfonamide - Benzenesulfonyl group - Aniline or substituted anilines - Alkyl aryl ether - Pyridazine - Organosulfonic acid amide - Imidolactam - Organic sulfonic acid or derivatives - Organosulfonic acid or derivatives - Sulfonyl - Aminosulfonyl compound - Heteroaromatic compound - Organoheterocyclic compound - Ether - Azacycle - Organic oxygen compound - Organic oxide - Amine - Organic nitrogen compound - Organopnictogen compound - Primary amine - Organosulfur compound - Organooxygen compound - Organonitrogen compound - Hydrocarbon derivative - Aromatic heteromonocyclic compound
DescriptionThis 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.

Properties

Property NameProperty Value
Molecular Weight280.302
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Complexity376
Monoisotopic Mass280.063
Exact Mass280.063
XLogP0.3
Formal Charge0
Heavy Atom Count19
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Isotope Atom Count0
Covalently-Bonded Unit Count1

ADMET

Model Result Probability
Absorption
Blood-Brain BarrierBBB+0.8178
Human Intestinal AbsorptionHIA+0.9857
Caco-2 PermeabilityCaco2+0.5401
P-glycoprotein SubstrateNon-substrate0.7596
P-glycoprotein InhibitorNon-inhibitor0.8803
Non-inhibitor0.9818
Renal Organic Cation TransporterNon-inhibitor0.8979
Distribution
Subcellular localizationMitochondria0.5657
Metabolism
CYP450 2C9 SubstrateNon-substrate0.6949
CYP450 2D6 SubstrateNon-substrate0.8866
CYP450 3A4 SubstrateNon-substrate0.7066
CYP450 1A2 InhibitorNon-inhibitor0.9045
CYP450 2C9 InhibitorNon-inhibitor0.9071
CYP450 2D6 InhibitorNon-inhibitor0.9405
CYP450 2C19 InhibitorNon-inhibitor0.9025
CYP450 3A4 InhibitorNon-inhibitor0.8309
CYP Inhibitory PromiscuityLow CYP Inhibitory Promiscuity0.7612
Excretion
Toxicity
Human Ether-a-go-go-Related Gene InhibitionWeak inhibitor0.9611
Non-inhibitor0.8328
AMES ToxicityNon AMES toxic0.7300
CarcinogensNon-carcinogens0.8187
Fish ToxicityLow FHMT0.6442
Tetrahymena Pyriformis ToxicityHigh TPT0.6134
Honey Bee ToxicityLow HBT0.7989
BiodegradationNot ready biodegradable0.9960
Acute Oral ToxicityIII0.8004
Carcinogenicity (Three-class)Non-required0.5426
Model Value Unit
Absorption
Aqueous solubility-3.2173LogS
Caco-2 Permeability0.9459LogPapp, cm/s
Distribution
Metabolism
Excretion
Toxicity
Rat Acute Toxicity1.9787LD50, mol/kg
Fish Toxicity1.9225pLC50, mg/L
Tetrahymena Pyriformis Toxicity0.2510pIGC50, ug/L

MRLs

FoodProduct CodeCountryMRLsApplication DateNotes
Pig,Edible OffalJapan0.1ppm
Pig,KidneyJapan0.05ppm
Pig,LiverJapan0.05ppm
Pig,FatJapan0.05ppm
Pig,MuscleJapan0.03ppm

References

TitleJournalDatePubmed ID
Towards the determination of sulfonamides in meat samples: A magnetic andmesoporous metal-organic framework as an efficient sorbent for magnetic solidphase extraction combined with high-performance liquid chromatography.J Chromatogr A2017 Jun 228408042
A Drug Combination Screen Identifies Drugs Active against Amoxicillin-InducedRound Bodies of In Vitro Borrelia burgdorferi Persisters from an FDA DrugLibrary.Front Microbiol2016 May 2327242757
Facile synthesis of magnetic hypercrosslinked polystyrene and its application in the magnetic solid-phase extraction of sulfonamides from water and milk samplesbefore their HPLC determination.Talanta2016 May 1526992512
Detection of veterinary drug residues in surface waters collected nearby farming areas in Galicia, North of Spain.Environ Sci Pollut Res Int2014 Feb24068562
Biocompatibility and antibacterial activity of photolytic products ofsulfonamides.Chemosphere2014 Apr24321335
Development and validation of a procedure for determination of sulfonamideresidues in pasteurized milk using modified QuEChERS method and liquidchromatography/tandem mass spectrometry.J AOAC Int2012 Sep-Oct23175989
Development and validation of a pressurised liquid extraction liquidchromatography-electrospray-tandem mass spectrometry method for beta-lactams and sulfonamides in animal feed.J Chromatogr A2010 Jun 2520527677
Degradation and elimination of various sulfonamides during anaerobicfermentation: a promising step on the way to sustainable pharmacy?Environ Sci Technol2009 Apr 119452918
Multiwalled carbon nanotubes as sorbent for on-line coupling of solid-phaseextraction to high-performance liquid chromatography for simultaneousdetermination of 10 sulfonamides in eggs and pork.J Chromatogr A2006 Sep 1516820156
Evidence for in vitro and in vivo interaction between ochratoxin A and three acidic drugs.Food Cosmet Toxicol1980 Oct7203295
[Toxic epidermal necrolysis--Lyell's syndrome induced by sulamin].Med Pregl19724647536