Xylazine (CED0000927)

Record Information
Version1.0
Creation Date2016-05-22 04:27:53 UTC
Update Date2026-08-18 18:51:35 UTC
Accession NumberCHEM017562
Identification
Common NameXylazine
ClassSmall Molecule
Description
Xylazine is an organic compound with the formula C12H16N2S and an average molecular weight of 220.33 g/mol. Xylazine belongs to the xylenes, a subclass of benzene and substituted derivatives within the organic compounds. Biologically, the compound functions as an analgesic and a muscle relaxant (PMC11598047). Its mechanism of action involves acting as an agonist of the Alpha-2A (ADRA2A), Alpha-2B (ADRA2B), and Alpha-2C (ADRA2C) adrenergic receptors. Regarding health effects, Xylazine is associated with muscle weakness (PMC11598047). The compound is recorded in 16 sources. These include household cleaning and consumer products, specifically non electric simulated smoking devices; building and construction materials, such as floors; and food, food processing and cookware, including the preparation of vinegar, food preservation, fermentation processes for beer, and the preparation of wort. Additionally, it is found in electrical and electronic equipment, including antennas, amplifiers, conductors or conductive bodies characterised by the conductive materials, electric hearing aids, and electrically stimulated smoking devices, among five other sources. Literature supports smoking as a route of exposure (PMC11363649).
Contaminant TypeNot Available
Chemical Structure
Synonyms
ValueSource
2-(2,6-Dimethylanilino)-5,6-dihydro-4H-1,3-thiazineChEBI
2-(2,6-Dimethylphenylamino)-4H-5,6-dihydro-1,3-thiazineChEBI
5,6-Dihydro-2-(2,6-xylidino)-4H-1,3-thiazineChEBI
BAY 1470ChEBI
ChanazineChEBI
N-(5,6-Dihydro-4H-1,3-thiazinyl)-2,6-xylidineChEBI
RompunChEBI
WH 7286ChEBI
XilazinaChEBI
XilazineChEBI
XylazinumChEBI
BAY va 1470MeSH
BAY-va 1470MeSH
BAYVa 1470MeSH
XylaxineMeSH
XylazinMeSH
XylazineMeSH
Xylazine hydrochlorideMeSH
Xylazine monohydrochlorideMeSH
Xylazine phosphate (1:1)MeSH
Chemical FormulaC12H16N2S
Average Molecular Mass220.330 g/mol
Monoisotopic Mass220.103 g/mol
CAS Registry Number7361-61-7
IUPAC NameN-(2,6-dimethylphenyl)-5,6-dihydro-4H-1,3-thiazin-2-amine
Traditional Namexylazine
SMILESCC1=CC=CC(C)=C1NC1=NCCCS1
InChI IdentifierInChI=1S/C12H16N2S/c1-9-5-3-6-10(2)11(9)14-12-13-7-4-8-15-12/h3,5-6H,4,7-8H2,1-2H3,(H,13,14)
InChI KeyBPICBUSOMSTKRF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as m-xylenes. These are aromatic compounds that contain a m-xylene moiety, which is a monocyclic benzene carrying exactly two methyl groups at the 1- and 3-positions.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassXylenes
Direct Parentm-Xylenes
Alternative Parents
Substituents
  • M-xylene
  • Aniline or substituted anilines
  • Meta-thiazine
  • Isothiourea
  • Azacycle
  • Organoheterocyclic compound
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
ApplicationsNot Available
Biological Roles
Chemical RolesNot Available
Organoleptic EffectsNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.26 g/LALOGPS
logP3.23ALOGPS
logP3.63ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)6.94ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area24.39 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity68.82 m³·mol⁻¹ChemAxon
Polarizability24.76 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted GC-MSPredicted GC-MS Spectrumsplash10-00di-2920000000-828d7051a7615e6674a1Not AvailableView Spectrum
Predicted GC-MSPredicted GC-MS SpectrumNot AvailableNot AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0229-3920000000-b822873abe0cc77b6500Not AvailableView Spectrum
LC-MS/MSLC-MS/MS Spectrumsplash10-0229-3920000000-b822873abe0cc77b6500Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-5190000000-4a2426f255239ce7000fNot AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-00di-2890000000-e9d742e119aa7bebbf65Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0006-9100000000-874da3019fe4c2a17d31Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0159-1940000000-9ca9274ae36bfc2ed740Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-03ka-2900000000-ab30d3e7c0d334cfbb33Not AvailableView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrumsplash10-0c0c-9700000000-d509da0c01ee84ed9b7fNot AvailableView Spectrum
Toxicity Profile
Mechanism of ToxicityNot Available
Carcinogenicity (IARC Classification)Not Available
Minimum Risk LevelNot Available
SymptomsNot Available
TreatmentNot Available
Toxicity Values
Toxicity ValueUnitValue RangeOrganismDose DescriptorRoute of ExposurePredicted or ExperimentalReference
227.0Log mg/kg[130:400]RatLD50oralpredictedNot Available
Health Effects
Health EffectRelationshipDirectionReference
muscle weaknessassociated_withNot AvailablePMC11598047
Exposure Sources
Source IDSourceSectorReference
10InsecticidesAgriculture & land managementNot Available
233BrushesPersonal care & cosmeticsNot Available
497FloorsBuilding & ConstructionNot Available
505AmplifiersElectrical & Electronic EquipmentNot Available
506AntennasElectrical & Electronic EquipmentNot Available
511Conductors Or Conductive Bodies Characterised By The Conductive MaterialsElectrical & Electronic EquipmentNot Available
516Electric Hearing AidsElectrical & Electronic EquipmentNot Available
518Electrically Stimulated Smoking DevicesElectrical & Electronic EquipmentNot Available
519ElectrodesElectrical & Electronic EquipmentNot Available
524Hybrid CapacitorsElectrical & Electronic EquipmentNot Available
527MagnetsElectrical & Electronic EquipmentNot Available
537Television SystemsElectrical & Electronic EquipmentNot Available
539Video GamesElectrical & Electronic EquipmentNot Available
544Fermentation Processes For BeerFood, food processing & cookwareNot Available
545Food PreservationFood, food processing & cookwareNot Available
548Preparation Of VinegarFood, food processing & cookwareNot Available
550Preparation Of WortFood, food processing & cookwareNot Available
559Non Electric Simulated Smoking DevicesHousehold cleaning & consumer productsNot Available
596AcaricidesAgriculture & land managementNot Available
600Herbicides And AlgicidesAgriculture & land managementNot Available
603NematocidesAgriculture & land managementNot Available
605Pest RepellantsAgriculture & land managementNot Available
606Plant Growth RegulatorsAgriculture & land managementNot Available
610Aftersun ProductsPersonal care & cosmeticsNot Available
611Anti Perspirants Or Body DeoderantsPersonal care & cosmeticsNot Available
613DepilatoriesPersonal care & cosmeticsNot Available
615Eye Makeup ProductsPersonal care & cosmeticsNot Available
618Lip Makeup ProductsPersonal care & cosmeticsNot Available
632ApparelTextiles, leather & furnishingsNot Available
642FootwearTextiles, leather & furnishingsNot Available
653SewingTextiles, leather & furnishingsNot Available
655Slide FastenersTextiles, leather & furnishingsNot Available
662Yarns Or ThreadsTextiles, leather & furnishingsNot Available
Pathways
0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets
StructureProteinUniProt IDOrganismRelationshipDetails
Alpha-2A adrenergic receptor structureClick to view 3D structureAlpha-2A adrenergic receptorP08913HumansPredicted (SEA)1946.23
Tyrosine-protein kinase Lck structureClick to view 3D structureTyrosine-protein kinase LckP06239HumansPredicted (SEA)5011.7
Alpha-2B adrenergic receptor structureClick to view 3D structureAlpha-2B adrenergic receptorP18089HumansPredicted (SEA)2139.76
Click to view 3D structureAlpha-1D adrenergic receptorP25100HumansPredicted (SEA)1701.24
Click to view 3D structureAlpha-1B adrenergic receptorP35368HumansPredicted (SEA)2085.74
Tyrosine-protein kinase HCK structureClick to view 3D structureTyrosine-protein kinase HCKP08631HumansPredicted (SEA)2617.68
5-hydroxytryptamine receptor 7 structureClick to view 3D structure5-hydroxytryptamine receptor 7P34969HumansPredicted (SEA)3624.35
Histone deacetylase 5 structureClick to view 3D structureHistone deacetylase 5Q9UQL6HumansPredicted (SEA)2028.91
Click to view 3D structureAlpha-1A adrenergic receptorP18130Bos taurusPredicted (SEA)818.585
Tyrosine-protein kinase JAK3 structureClick to view 3D structureTyrosine-protein kinase JAK3P52333HumansPredicted (SEA)5288.53
Tyrosine-protein kinase Fyn structureClick to view 3D structureTyrosine-protein kinase FynP06241HumansPredicted (SEA)4992.31
Epidermal growth factor receptor structureClick to view 3D structureEpidermal growth factor receptorP00533HumansPredicted (SEA)5828.8
Proto-oncogene tyrosine-protein kinase Src structureClick to view 3D structureProto-oncogene tyrosine-protein kinase SrcP12931HumansPredicted (SEA)5545.67
Click to view 3D structureAlpha-1A adrenergic receptorP43140Rattus norvegicusPredicted (SEA)2040.9
Nischarin structureClick to view 3D structureNischarinQ9Y2I1HumansPredicted (SEA)129.93
Voltage-gated inwardly rectifying potassium channel KCNH2 structureClick to view 3D structureVoltage-gated inwardly rectifying potassium channel KCNH2Q12809HumansPredicted (SEA)6944.77
Click to view 3D structureNischarinQ4G017Rattus norvegicusPredicted (SEA)31.0618
Click to view 3D structureAlpha-1B adrenergic receptorP15823Rattus norvegicusPredicted (SEA)1533.16
Click to view 3D structureSigma non-opioid intracellular receptor 1Q60492Cavia porcellusPredicted (SEA)2768.4
Click to view 3D structureSigma intracellular receptor 2Q5U3Y7Rattus norvegicusPredicted (SEA)1913.92
5-hydroxytryptamine receptor 2C structureClick to view 3D structure5-hydroxytryptamine receptor 2CP28335HumansPredicted (SEA)5588.72
Prostaglandin G/H synthase 2 structureClick to view 3D structureProstaglandin G/H synthase 2P35354HumansPredicted (SEA)2814.79
Histone deacetylase 8 structureClick to view 3D structureHistone deacetylase 8Q9BY41HumansPredicted (SEA)1399.03
Alpha-1A adrenergic receptor structureClick to view 3D structureAlpha-1A adrenergic receptorP35348HumansPredicted (SEA)1223.63
Alpha-2C adrenergic receptor structureClick to view 3D structureAlpha-2C adrenergic receptorP18825HumansPredicted (SEA)1256.18
Concentrations
Not Available
External Links
DrugBank IDDB11477
HMDB IDHMDB0259938
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkXylazine
Chemspider ID5505
ChEBI ID92386
PubChem Compound IDNot Available
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=27049320
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=31652007
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=31778611
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=31863505
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=31890977
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=31945776
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=31952632
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=31965616
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=31985287
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=31992523
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=32016857
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=32048309
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=32059754
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=32119148
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=32166760
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=32278647
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=32299311