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

Identification

Name
Xylazine
Accession Number
DB11477
Type
Small Molecule
Groups
Vet approved
Description

Xylazine is an analogue of clonidine and an agonist at the α2 class of adrenergic receptor. Veterinarians also use xylazine as an emetic, especially in cats.

Structure
Thumb
Synonyms
  • Xilazina
  • Xylazinum
External IDs
BAY 1470 / WH 7286
Product Ingredients
IngredientUNIICASInChI Key
Xylazine hydrochlorideNGC3S0882S23076-35-9QYEFBJRXKKSABU-UHFFFAOYSA-N
International/Other Brands
Anased / Chanazine / Rompun / Sedazine
Categories
UNII
2KFG9TP5V8
CAS number
7361-61-7
Weight
Average: 220.33
Monoisotopic: 220.103419697
Chemical Formula
C12H16N2S
InChI Key
BPICBUSOMSTKRF-UHFFFAOYSA-N
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)
IUPAC Name
N-(2,6-dimethylphenyl)-5,6-dihydro-4H-1,3-thiazin-2-amine
SMILES
CC1=CC=CC(C)=C1NC1=NCCCS1

Pharmacology

Indication
Not Available
Pharmacodynamics
Not Available
Mechanism of action
TargetActionsOrganism
AAlpha-2 adrenergic receptors
agonist
Human
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
7-NitroindazoleThe risk or severity of adverse effects can be increased when 7-Nitroindazole is combined with Xylazine.
AcebutololThe therapeutic efficacy of Xylazine can be decreased when used in combination with Acebutolol.
AcepromazineThe risk or severity of adverse effects can be increased when Acepromazine is combined with Xylazine.
AceprometazineThe risk or severity of adverse effects can be increased when Aceprometazine is combined with Xylazine.
AdipiplonThe risk or severity of adverse effects can be increased when Adipiplon is combined with Xylazine.
AgomelatineThe risk or severity of adverse effects can be increased when Agomelatine is combined with Xylazine.
AlaproclateThe risk or severity of adverse effects can be increased when Xylazine is combined with Alaproclate.
AlfaxaloneThe risk or severity of adverse effects can be increased when Alfaxalone is combined with Xylazine.
AlfentanilThe risk or severity of adverse effects can be increased when Alfentanil is combined with Xylazine.
AlfuzosinThe therapeutic efficacy of Xylazine can be decreased when used in combination with Alfuzosin.
Food Interactions
Not Available

References

General References
  1. Knight AP: Xylazine. J Am Vet Med Assoc. 1980 Mar 1;176(5):454-5. [PubMed:7358565]
  2. Beasley M: Xylazine. N Z Vet J. 1995 Jun;43(3):125. [PubMed:16031828]
  3. Fyffe JJ: Xylazine. N Z Vet J. 1995 Oct;43(5):204-5. [PubMed:16031851]
  4. Folkers ER: Xylazine precaution. J Am Vet Med Assoc. 1980 May 15;176(10 Pt 1):956. [PubMed:7189750]
  5. Haskins SC, Patz JD, Farver TB: Xylazine and xylazine-ketamine in dogs. Am J Vet Res. 1986 Mar;47(3):636-41. [PubMed:3963565]
  6. Haigh JC: Misuse of xylazine. Can Vet J. 1988 Oct;29(10):782-4. [PubMed:17423135]
  7. Wollen TS: Xylazine and tranquilizers. Mod Vet Pract. 1978 Feb;59(2):80-1. [PubMed:24166]
  8. Authors unspecified: More comments on xylazine. J Am Vet Med Assoc. 1985 Sep 1;187(5):456-7. [PubMed:4055470]
  9. Mbiuki SM: Xylazine analgesia in cattle. Vet Med Small Anim Clin. 1981 Oct;76(10):1463-4. [PubMed:6916527]
  10. Hsu WH: Xylazine-atropine interaction. Am J Vet Res. 1983 May;44(5):928. [PubMed:6870002]
External Links
KEGG Drug
D08683
ChemSpider
5505
BindingDB
50027069
ChEBI
92386
ChEMBL
CHEMBL297362
Wikipedia
Xylazine

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
Not Available
Experimental Properties
Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.261 mg/mLALOGPS
logP3.23ALOGPS
logP3.63ChemAxon
logS-2.9ALOGPS
pKa (Strongest Basic)6.94ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area24.39 Å2ChemAxon
Rotatable Bond Count1ChemAxon
Refractivity68.82 m3·mol-1ChemAxon
Polarizability24.76 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
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
MS/MS Spectrum - , positiveLC-MS/MSsplash10-0229-3920000000-b822873abe0cc77b6500

Taxonomy

Description
This compound 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.
Kingdom
Organic compounds
Super Class
Benzenoids
Class
Benzene and substituted derivatives
Sub Class
Xylenes
Direct Parent
m-Xylenes
Alternative Parents
Aniline and substituted anilines / 1,3-thiazines / Isothioureas / Propargyl-type 1,3-dipolar organic compounds / Azacyclic compounds / Organopnictogen compounds / Organonitrogen compounds / Hydrocarbon derivatives
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
Molecular Framework
Aromatic heteromonocyclic compounds
External Descriptors
Not Available

Targets

Kind
Protein group
Organism
Human
Pharmacological action
Yes
Actions
Agonist
General Function
Thioesterase binding
Specific Function
Alpha-2 adrenergic receptors mediate the catecholamine-induced inhibition of adenylate cyclase through the action of G proteins. The rank order of potency for agonists of this receptor is oxymetazo...

Components:
References
  1. Schwartz DD, Clark TP: Affinity of detomidine, medetomidine and xylazine for alpha-2 adrenergic receptor subtypes. J Vet Pharmacol Ther. 1998 Apr;21(2):107-11. [PubMed:9597647]

Drug created on February 25, 2016 12:05 / Updated on August 02, 2018 07:56