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7361-61-7

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7361-61-7 Usage

Description

Xylazine is an agonist of α2-adrenergic receptors (Ki = 194 nM). 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. This product is also available as an analytical reference standard .

Originator

Xylazine,Bayer

Uses

Different sources of media describe the Uses of 7361-61-7 differently. You can refer to the following data:
1. Antinociceptive;Alpha-2 adrenergic agonist
2. Xylazine is an α2 class of adrenergic receptor agonist. Xylazine is a clonidine analoque that acts on presynaptic and postsynaptic receptors as an a 2-adrenergic agonist.

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.

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.

Check Digit Verification of cas no

The CAS Registry Mumber 7361-61-7 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 7,3,6 and 1 respectively; the second part has 2 digits, 6 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 7361-61:
(6*7)+(5*3)+(4*6)+(3*1)+(2*6)+(1*1)=97
97 % 10 = 7
So 7361-61-7 is a valid CAS Registry Number.
InChI:InChI=1/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)

7361-61-7SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name N-(2,6-dimethylphenyl)-5,6-dihydro-4H-1,3-thiazin-2-amine

1.2 Other means of identification

Product number -
Other names Xilazina [INN-Spanish]

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:7361-61-7 SDS

7361-61-7Synthetic route

1-(2,6-dimethylphenyl)-3-(3-propanol)thiourea

1-(2,6-dimethylphenyl)-3-(3-propanol)thiourea

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
With hydrogenchloride In water at 80 - 95℃; Industrial scale;95%
2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
With acetic anhydride In tetrahydrofuran; ethanol113.8 g (84%)
tetrahydrofuran ("THF")

tetrahydrofuran ("THF")

2,6-dimethylphenylisothiocyanate
19241-16-8

2,6-dimethylphenylisothiocyanate

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide In water; acetone
2,6-dimethylphenylisothiocyanate
19241-16-8

2,6-dimethylphenylisothiocyanate

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
With hydrogenchloride In water16.3 g (80%)
N-(2,6-dimethylphenyl)acetamide
2198-53-0

N-(2,6-dimethylphenyl)acetamide

xylazine
7361-61-7

xylazine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: sodium hydride / tetrahydrofuran; toluene / 0.5 h / Industrial scale
2: 50 - 80 °C / Industrial scale
3: hydrogenchloride / water / 80 - 95 °C / Industrial scale
View Scheme
ammonium hydroxide
1336-21-6

ammonium hydroxide

chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

xylazine
7361-61-7

xylazine

isopropyl alcohol
67-63-0

isopropyl alcohol

2,6-dimethylaniline
87-62-7

2,6-dimethylaniline

2,6-dimethylphenylisothiocyanate
19241-16-8

2,6-dimethylphenylisothiocyanate

Conditions
ConditionsYield
With carbon disulfide In propan-1-ol; water55.2%
gloutaric dichloride
2873-74-7

gloutaric dichloride

xylazine
7361-61-7

xylazine

C17H21ClN2O2S

C17H21ClN2O2S

Conditions
ConditionsYield
With triethylamine at 4℃;
benzoyl chloride
98-88-4

benzoyl chloride

xylazine
7361-61-7

xylazine

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-benzamide
29280-54-4

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-benzamide

Conditions
ConditionsYield
With pyridine
4-methoxy-benzoyl chloride
100-07-2

4-methoxy-benzoyl chloride

xylazine
7361-61-7

xylazine

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-4-methoxy-benzamide
29280-56-6

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-4-methoxy-benzamide

Conditions
ConditionsYield
With pyridine
ortho-toluoyl chloride
933-88-0

ortho-toluoyl chloride

xylazine
7361-61-7

xylazine

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-2-methyl-benzamide
29280-58-8

N-(5,6-dihydro-4H-[1,3]thiazin-2-yl)-N-(2,6-dimethyl-phenyl)-2-methyl-benzamide

Conditions
ConditionsYield
With pyridine
chloroformic acid ethyl ester
541-41-3

chloroformic acid ethyl ester

xylazine
7361-61-7

xylazine

A

(5,6-dihydro-4H-[1,3]thiazin-2-yl)-(2,6-dimethyl-phenyl)-carbamic acid ethyl ester
40523-99-7

(5,6-dihydro-4H-[1,3]thiazin-2-yl)-(2,6-dimethyl-phenyl)-carbamic acid ethyl ester

B

2-((Z)-2,6-dimethyl-phenylimino)-[1,3]thiazinane-3-carboxylic acid ethyl ester
67057-44-7

2-((Z)-2,6-dimethyl-phenylimino)-[1,3]thiazinane-3-carboxylic acid ethyl ester

Conditions
ConditionsYield
With pyridine

7361-61-7Relevant articles and documents

Chemical synthesis method of 2,6-dimethylaniline thiazine

-

Paragraph 0027-0056, (2019/01/16)

The invention discloses a chemical synthesis method of 2,6-dimethylaniline thiazine. The method comprises the following steps: dissolving dried acetyl (2,6-dimethyl) aniline into an anhydrous solution; carrying out quantitative reaction on a mixed solution and carbon disulfide under the action of metal hydride to generate isothiocyanic acid-2,6-dimethyl phenyl ester; carrying out aminolysis on theisothiocyanic acid-2,6-dimethyl phenyl ester and 3-aminopropanol to obtain 1-(2,6-dimethyl)-phenyl-3-propanolyl thiourea after drying and purifying; and catalyzing and cyclizing with concentrated hydrochloric acid to obtain a target product 2,6-dimethylaniline thiazine. The preparation method disclosed by the invention has the advantages of easily-obtained raw materials, rigorous requirements onoperating conditions, simplicity in actual production and suitability for industrial mass production.

Process for the production of xylazine

-

, (2008/06/13)

In the preparation of 2,6-dimethylphenylisothiocyanate by reacting N-(2,6-dimethylphenyl)acetamide with sodium hydride in an organic solvent to form the corresponding anion of said amide, then reacting carbon disulfide with said anion to form said 2,6-dimethylphenylisothiocyanate, unexpectedly high yields are obtained by using as the organic solvent tetrahydrofuran or a mixture of N,N-dimethylacetamide and toluene. 2,6-Dimethylphenylisothiocyanate is an intermediate in the preparation of xylazine useful, for instance, as a sedative, an analgesic and muscle relaxant.