CHEBI:92386 - xylazine

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ChEBI Name xylazine
ChEBI ID CHEBI:92386
Definition A methyl benzene that is 1,3-dimethylbenzene which is substituted by a 5,6-dihydro-4H-1,3-thiazin-2-ylnitrilo group at position 2. It is an α2 adrenergic receptor agonist and frequently used in veterinary medicine as an emetic and sedative with analgesic and muscle relaxant properties.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C12H16N2S
Net Charge 0
Average Mass 220.330
Monoisotopic Mass 220.10342
InChI InChI=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)
InChIKey BPICBUSOMSTKRF-UHFFFAOYSA-N
SMILES C=1(C=CC=C(C1NC2=NCCCS2)C)C
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
Application(s): emetic
Any agent that induces nausea and vomiting.
alpha-adrenergic agonist
An agent that selectively binds to and activates alpha-adrenergic receptors.
sedative
A central nervous system depressant used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.
muscle relaxant
A drug used to produce muscle relaxation (excepting neuromuscular blocking agents). Its primary clinical and therapeutic use is the treatment of muscle spasm and immobility associated with strains, sprains, and injuries of the back and, to a lesser degree, injuries to the neck. Also used for the treatment of a variety of clinical conditions that have in common only the presence of skeletal muscle hyperactivity, for example, the muscle spasms that can occur in multiple sclerosis.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
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ChEBI Ontology
Outgoing xylazine (CHEBI:92386) has role α-adrenergic agonist (CHEBI:35569)
xylazine (CHEBI:92386) has role analgesic (CHEBI:35480)
xylazine (CHEBI:92386) has role emetic (CHEBI:149552)
xylazine (CHEBI:92386) has role muscle relaxant (CHEBI:51371)
xylazine (CHEBI:92386) has role sedative (CHEBI:35717)
xylazine (CHEBI:92386) is a 1,3-thiazine (CHEBI:46975)
xylazine (CHEBI:92386) is a methylbenzene (CHEBI:38975)
xylazine (CHEBI:92386) is a secondary amino compound (CHEBI:50995)
xylazine (CHEBI:92386) is conjugate base of xylazine(1+) (CHEBI:149565)
Incoming xylazine(1+) (CHEBI:149565) is conjugate acid of xylazine (CHEBI:92386)
IUPAC Name
N-(2,6-dimethylphenyl)-5,6-dihydro-4H-1,3-thiazin-2-amine
INNs Sources
xilazina WHO MedNet
xylazine WHO MedNet
xylazine WHO MedNet
xylazinum WHO MedNet
Synonyms Sources
2-(2,6-dimethylanilino)-5,6-dihydro-4H-1,3-thiazine ChemIDplus
2-(2,6-dimethylphenylamino)-4H-5,6-dihydro-1,3-thiazine ChemIDplus
5,6-dihydro-2-(2,6-xylidino)-4H-1,3-thiazine ChemIDplus
BAY 1470 DrugBank
N-(5,6-dihydro-4H-1,3-thiazinyl)-2,6-xylidine ChemIDplus
WH 7286 DrugBank
xilazine ChEBI
Brand Names Sources
Chanazine KEGG DRUG
Rompun ChEBI
Manual Xrefs Databases
D08683 KEGG DRUG
DB11477 DrugBank
LSM-2477 LINCS
Xylazine Wikipedia
View more database links
Registry Number Type Source
7361-61-7 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
27049320 PubMed citation Europe PMC
31652007 PubMed citation Europe PMC
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Last Modified
24 June 2020