Chlormezanone | 80-77-3

Chlormezanone Properties

Melting point	114 °C
Boiling point	534.5±50.0 °C(Predicted)
Density	1.2205 (rough estimate)
refractive index	1.6300 (estimate)
storage temp.	Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
form	Solid
pka	-2.37±0.40(Predicted)
color	White to Pale Yellow
Merck	14,2106
FDA UNII	GP568V9G19
ATC code	M03BB02
NIST Chemistry Reference	Chlormezanone(80-77-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS07

Signal word

Warning

Hazard statements

H302

Precautionary statements

P301+P312a-P330-P501a-P264-P270-P301+P312+P330-P501

RTECS

XJ1050000

HS Code

2934.99.4400

NFPA 704

	0
2		0

Chlormezanone price More Price(26)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TCI Chemical	C1221	Chlormezanone >98.0%(HPLC)(N)	80-77-3	1g	$33	2024-03-01	Buy
Cayman Chemical	25716	Chlormezanone ≥98%	80-77-3	500mg	$37	2024-03-01	Buy
Cayman Chemical	25716	Chlormezanone ≥98%	80-77-3	1g	$68	2024-03-01	Buy
Tocris	0456	Chlormezanone ≥99%(HPLC)	80-77-3	50	$85	2021-12-16	Buy
TRC	C602015	Chlormezanone	80-77-3	50mg	$55	2021-12-16	Buy

Product number	Packaging	Price	Buy
C1221	1g	$33	Buy
25716	500mg	$37	Buy
25716	1g	$68	Buy
0456	50	$85	Buy
C602015	50mg	$55	Buy

Chlormezanone Chemical Properties,Uses,Production

Originator

Trancopal,Winthrop-Breon,US,1958

Uses

Skeletal muscle relaxant

Uses

The use of chlormezanone is associated with large increases in the risk of Stevens-Johnson syndrome or toxic epidermal necrolysis.

Uses

Chlormezanone improves the emotional state of the patient, relieving moderate anxiety and stress. However, it has a number of side effects, and because it does not have any advantage over other anxiolytics, it is rarely used in practice.

Definition

ChEBI: A 1,3-thiazine that is 1,3-thiazinan-4-one S,S-dioxide in which a hydrogen at position 2 is substituted by a 4-chlorophenyl group and the hydrogen attached to the nitrogen is substituted by methyl. A non-benzodiazepine muscle relaxant, it was used in the management of anxiety and in the treatment of muscle spasms until being discontinued worldwide by its manufacturer in 1996, due to rare but serious cutaneous reactions.

Manufacturing Process

A solution of 4-chlorobenzaldehyde is reacted with beta-mercaptopropionic acid and with methylamine. The mixture is refluxed in benzene and water is removed from an overhead separator. The reaction mixture was cooled, washed with dilute ammonium hydroxide and water, and the benzene was removed by distillation in vacuo. The oily residue was taken up in ether from which it crystallized. The precipitate was recrystallized twice from ether to yield 2-(4-chlorophenyl)-3-methyl-4-metathiazanone.
A solution of 11.2 g of potassium permanganate in 100 ml of warm water was added dropwise to a well stirred solution of 10 g of 2-(4-chlorophenyl)-3- methyl-4-metathiazanone in 50 ml of glacial acetic acid. The temperature was kept below 30°C with external cooling. An aqueous sodium bisulfite solution was then added to remove the manganese dioxide. The thick whitish oil which separated was taken up in chloroform and the extract was washed with water. Removal of the chloroform by distillation in vacuo yielded an oily residue which solidified. The solid was recrystallized from isopropyl alcohol to give 5 gof the product, 2-(4-chlorophenyl)-3-methyl-4-metathiazanone-1,1-dioxide, MP 116.2° to 118.6°C (corr.).

brand name

Trancopal (Sanofi Aventis).

Therapeutic Function

Tranquilizer

World Health Organization (WHO)

Chlormezanone is a sedative with antianxiety properties and a central skeletal muscle relaxant effect. It had already been falling into obsolescence for several years.

Biological Activity

Anxiolytic and skeletal muscle relaxant that acts at the benzodiazepine site of GABA A receptors.

Synthesis

Chlormezanone, 2-(p-chlorophenyl)-tetrahydro-3-methyl-4H-1,3- tiazin-4-on-1,1-dioxide (5.2.8), is synthesized by joint condensation of mercaptopropionic acid, methylamine, and 4-chlorobenzaldehyde, evidently through the intermediate stage of formation of 4-chlorobenzylidenemethylamine, giving the aminothioacetal 2- (p-chlorophenyl)-tetrahydro-3-methyl-4H-1,3-tiazin-4-one (5.2.7). Oxidation of the sulfur atom using potassium permanganate gives chlormezanone (5.2.8) [62,63].

Synthesis_80-77-3

storage

Room temperature

Chlormezanone Preparation Products And Raw materials

Raw materials

3-Mercaptopropionic acid 4-Chlorobenzaldehyde

Preparation Products

whitener WG for wool Ketamine hydrochloride

Chlormezanone Suppliers

Global( 157)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Xiamen Wonderful Bio Technology Co., Ltd.	+8613043004613	Sara@xmwonderfulbio.com	China	305	58
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3620	58
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58
Hefei TNJ Chemical Industry Co.,Ltd.	0551-65418671	sales@tnjchem.com	China	34572	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29474	58
Dayang Chem (Hangzhou) Co.,Ltd.	571-88938639 +8617705817739	info@dycnchem.com	CHINA	52867	58
Labnetwork lnc.	+86-27-50766799 +8618062016861	contact@labnetwork.com	China	19994	58

Supplier	Advantage
Xiamen Wonderful Bio Technology Co., Ltd.	58
Shanghai Zheyan Biotech Co., Ltd.	58
career henan chemical co	58
Chongqing Chemdad Co., Ltd	58
CONIER CHEM AND PHARMA LIMITED	58
TargetMol Chemicals Inc.	58
Hefei TNJ Chemical Industry Co.,Ltd.	58
Dideu Industries Group Limited	58
Dayang Chem (Hangzhou) Co.,Ltd.	58
Labnetwork lnc.	58

View Lastest Price from Chlormezanone manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2024-01-18	Chlormezanone 80-77-3	US $15.00 / KG	1250KG	99%	330T	Xiamen Wonderful Bio Technology Co., Ltd.
2021-07-23	Chlormezanone USP/EP/BP 80-77-3	US $1.10 / g	1g	99.9%	100 Tons min	Dideu Industries Group Limited
2019-08-05	Chlormezanone 80-77-3	US $7.00 / KG	1KG	99%	100kg	Career Henan Chemical Co

Chlormezanone
80-77-3
US $15.00 / KG
99%
Xiamen Wonderful Bio Technology Co., Ltd.

Chlormezanone USP/EP/BP
80-77-3
US $1.10 / g
99.9%
Dideu Industries Group Limited

Chlormezanone
80-77-3
US $7.00 / KG
99%
Career Henan Chemical Co

Chlormezanone Spectrum

Chlormezanone(80-77-3)MS Chlormezanone(80-77-3)¹HNMR Chlormezanone(80-77-3)¹³CNMR Chlormezanone(80-77-3)IR1 Chlormezanone(80-77-3)IR2

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Carbon dioxide Phenothiazine Methyl

1of4

2-(4-Chlorophenyl)-3-methyl-1,3-thiazinan-4-one 1,1-dioxide 2-(4-Chlorophenyl)-3-methyl-4-metathiazanone-1,1-dioxide 2-(4-Chlorophenyl)-3-methyl-4-thiazanone 1,1-dioxide 2-(para-chlorophenyl)tetrahydro-3-methyl-4h-1,3-thiazin-4-one,1,1-dioxide 2-(p-chlorophenyl)-3-methyl-1,3-perhydrothiazin-4-on-1,1-dioxide 2-(p-Chlorophenyl)tetrahydro-3-methyl-4H-1,3-thiazin-4-one 2-(4-chlorophenyl)-3-methyl-1,1-dioxo-1,3-thiazinan-4-one ChlorMezanone (Trancopal) 1,1-dioxide-2-(4-chlorophenyl)tetrahydro-3-methyl-4H-1,3-thiazin-4-one 4H-1,3-Thiazin-4-one, 2-(4-chlorophenyl)tetrahydro-3-methyl-, 1,1-dioxide 4H-1,3-Thiazin-4-one, 2-(p-chlorophenyl)tetrahydro-3-methyl-, 1,1-dioxide 4H-1,3-Thiazin-4-one, tetrahydro-2-(p-chlorophenyl)-3-methyl-, 1,1-dioxide 4h-1,3-thiazin-4-one,2-(4-chlorophenyl)tetrahydro-3-methyl-1,1-dioxide 4h-1,3-thiazin-4-one,2-(p-chlorophenyl)tetrahydro-3-methyl-,1,1,-dioxide 4h-1,3-thiazin-4-one,2-(p-chlorophenyl)tetrahydro-3-methyl-1,1-dioxide win4692 2-(p-Chlorophenyl)tetrahydro-3-methyl-4H-1,3-thiazin-4-one 1,1-dioxide 2-(p-chlorophenyl)tetrahydro-3-methyl-4h-1,3-thiazin-4-one1,1-dioxide 2-(p-Chlorphenyl)-3-methyl-1,3-perhydrothiazin-4-on-1,1-dioxide FENAROL CHLORMEZANONE 4h-1,3-thiazin-4-one, 2-(p-chlorophenyl)tetrahydro-3-methyl-, 1,1,-dioxide 2-(4-chlorophenyl)-3-methyl-4-metathiazanone-1,1-dioxide 2-(p-chlorophenyl)-3-methyl-1,3-perhydrothiazin-4-on-1,1-dioxide 2-(p-chlorophenyl)tetrahydro-3-methyl-4h-1,3-thiazin-4-one 1,1-dioxide 2-(p-chlorphenyl)-3-methyl-1,3-perhydrothiazin-4-on-1,1-dioxide 2-(para-chlorophenyl)tetrahydro-3-methyl-4h-1,3-thiazin-4-one, 1,1-dioxide 4h-1,3-thiazin-4-one, 2-(4-chlorophenyl)tetrahydro-3-methyl-1,1-dioxide 2-(4-chlorophenyl)-1,1-diketo-3-methyl-1,3-thiazinan-4-one 2-(4-chlorophenyl)-3-methyl-4-methathiazanone-1,1-dioxide 2-(4-CHLOROPHENYL)TETRAHYDRO-3-METHYL-4H,1,3-THIAZIN-4-ONE 1,1-DIOXIDE 4h-1,3-thiazin-4-one,tetrahydro-2-(p-chlorophenyl)-3-methyl-,1,1-dioxide Alinam banabil-sintyal Banabin Banabin-Sintyal Banabin-syntyal Bisina Chlomedinon Chlormethazanone Chlormethazone Chlormezanon Clorilax Clormetazanone Clormetazon Dichloromethazanone Dichloromezanone Lobak Miorilax Mio-Sed Muskel Muskel-Trancopal muskel-trancophl Myolespen Phenarol Rexan Rilansyl Rilaquil Rilasol Rilassol Rilax Rillasol Supotran Suprotan