| Identification | More | [Name]
Xylazine | [CAS]
7361-61-7 | [Synonyms]
2-[2,6-DIMETHYLPHENYLAMINO]-4H-5,6-DIHYDROTHIAZINE
(5,6-DIHYDRO-4H-[1,3]THIAZIN-2-YL)-(2,6-DIMETHYLPHENYL)-AMINE
AKOS BBS-00000613
N-(2,6-DIMETHYLPHENYL)-5,6-DIHYDRO-4H-1,3-THIAZIN-2-AMINE
XYLAZINE
2-(2,6-dimethylanilino)-5,6-dihydro-4h-1,3-thiazine
2-(2,6-dimethylphenylamino)-4h-5,6-dihydro-1,3-thiazine
5,6-dihydro-2-(2,6-xylidino)-4h-1,3-thiazine
5,6-dihydro-2-(2,6-xylidino)-4h-3-thiazine
bay1470
n-(2,6-dimethylphenyl)-5,6-dihydro-4h-3-thiazine-2-amine
n-(5,6-dihydro-4h-1,3-thiazinyl)-6-xylidine
wh7286
Xylazine (free base)
xylazine free base
XYLAZINE HYDROCHLORIDE A2 ADRENOCEPTOR A GONI
XYLAZINE, IMPURITY EN-(2,6-DIMETHYLPHENYL)-S-METHYLDITHIOUREA EP STANDARD
XYLAZINE, USP STANDARD
XYLAZINE, IMPURITY C2,6-DIMETHYLPHENYL ISOTHIOCYANATE EP STANDARD
4H-1,3-Thiazin-2-amine, N-(2,6-dimethylphenyl)-5,6-dihydro- | [EINECS(EC#)]
230-902-1 | [Molecular Formula]
C12H16N2S | [MDL Number]
MFCD00057908 | [Molecular Weight]
220.33 | [MOL File]
7361-61-7.mol |
| Chemical Properties | Back Directory | [Melting point ]
140 C | [Boiling point ]
334.2±52.0 °C(Predicted) | [density ]
1.0905 (rough estimate) | [refractive index ]
1.5700 (estimate) | [storage temp. ]
−20°C
| [solubility ]
Soluble in methanol at 50mg/ml. Also soluble in dilute acid solutions. | [form ]
Powder | [pka]
7.67±0.20(Predicted) | [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]
S1CCCN=C1NC1=C(C)C=CC=C1C | [CAS DataBase Reference]
7361-61-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
T,Xi | [Risk Statements ]
R25:Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37/39:Wear suitable gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
UN 2811 6.1/PG 3
| [WGK Germany ]
3
| [RTECS ]
XJ0776300
| [HazardClass ]
6.1 | [HS Code ]
2934990002 | [Safety Profile]
Poison by ingestion,
subcutaneous, and intravenous routes.
Human systemic effects: change in motor
activity, fall in blood pressure, miosis,
pleural thickening, pulse rate decrease,
somnolence. When heated to decomposition
it emits very toxic fumes of NOx and SOx.
| [Toxicity]
LD50 in mice (mg/kg): 43 i.v.; 121 s.c.; 240 orally; LD50 in rats (mg/kg): 130 orally (Sagner) |
| Hazard Information | Back Directory | [Description]
Xylazine (7361-61-7) is an agonist of α2-adrenergic receptors (Ki = 194 nM).1 It is an analog of clonidine, an α2-adrenergic receptor agonist used to reduce blood pressure. Xylazine is used for sedation, anesthesia, and analgesia in non-human mammals.2,3 This product is also available as an analytical reference standard (Item No. 22641).
| [Originator]
Xylazine,Bayer | [Uses]
Antinociceptive;Alpha-2 adrenergic agonist | [Definition]
ChEBI: Xylazine is 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 alpha2 adrenergic receptor agonist and frequently used in veterinary medicine as an emetic and sedative with analgesic and muscle relaxant properties. It has a role as an emetic, an alpha-adrenergic agonist, a sedative, a muscle relaxant and an analgesic. It is a methylbenzene, a 1,3-thiazine and a secondary amino compound. It is a conjugate base of a xylazine(1+). | [Manufacturing Process]
2,6-Dimethylphenyl isothiocyanate, 31.0 g (0.2 mole), prepared from 2,6-
dimethylaniline with thiophosgene, were added dropwise during 15 min to a
well-stirred suspension of 15.0 g (0.2 mole) of 3-aminopropanol-1 in 100 ml
of ether. The ether started to boil. Stirring under reflux was continued for 30
min, and the ether was then distilled off. The residue was treated with 100 ml
of concentrated hydrochloric acid and boiled under reflux for 30 min. After
cooling, it was diluted with water, filtered free from impurities, and the base
was precipitated by the addition of concentrated sodium hydroxide solution.
When recrystallized from benzene-ligroin, the resulting compound 2-(2,6-
dimethyl-phenylamino)-4H-5,6-dihydro-1,3-thiazine, melting point 140-142°C
(yield 90% of the theoretical). | [Therapeutic Function]
Analgesic, Anesthetic | [General Description]
Xylazine is soluble in methanol (50 mg/ml), yielding a clear, colorless solution. It is also soluble in dilute HCl acid and in chloroform. Xylazine is practically insoluble in water and in alkali solutions. | [Biochem/physiol Actions]
Xylazine when used along with ketamine is considered to be a potent and safe anaesthetic in experimental animal. It is known to elevate the hepatic release of glucose, which aggravates to hyperglycemia. | [Mechanism of action]
Xylazine is marketed as its hydrochloride salt as Rompun (100 mg/mL) and
Anased (20 mg/mL) injectable solutions for intravenous administration to horses and dogs, respectively. The actions of xylazine may be reversed by the administration of yohimbine, an
indolalkylamine alkaloid, that blocks those α2-
adrenoreceptors that are stimulated by xylazine. |
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