Chlormezanone
- CAS No.
- 80-77-3
- Chemical Name:
- Chlormezanone
- Synonyms
- Lobak;Rexan;Rilax;Alinam;Bisina;Muskel;win4692;FENAROL;Banabin;Mio-Sed
- CBNumber:
- CB8355331
- Molecular Formula:
- C11H12ClNO3S
- Molecular Weight:
- 273.74
- MDL Number:
- MFCD00143951
- MOL File:
- 80-77-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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 |
| InChI | InChI=1S/C11H12ClNO3S/c1-13-10(14)6-7-17(15,16)11(13)8-2-4-9(12)5-3-8/h2-5,11H,6-7H2,1H3 |
| InChIKey | WEQAYVWKMWHEJO-UHFFFAOYSA-N |
| SMILES | S1(=O)(=O)CCC(=O)N(C)C1C1=CC=C(Cl)C=C1 |
| FDA UNII | GP568V9G19 |
| ATC code | M03BB02 |
| NIST Chemistry Reference | Chlormezanone(80-77-3) |
| UNSPSC Code | 12352119 |
| NACRES | NA.21 |
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 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral | |||||||||
| Hazardous Substances Data | 80-77-3(Hazardous Substances Data) | |||||||||
| NFPA 704 |
|
Chlormezanone price More Price(39)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | C1221 | Chlormezanone >98.0%(HPLC)(N) | 80-77-3 | 1g | $31 | 2026-04-30 | Buy |
| Cayman Chemical | 25716 | Chlormezanone ≥98% | 80-77-3 | 500mg | $41 | 2026-04-30 | Buy |
| Cayman Chemical | 25716 | Chlormezanone ≥98% | 80-77-3 | 1g | $75 | 2026-04-30 | Buy |
| Usbiological | 270600 | 2-(4-Chlorophenyl)-3-methyl-4-methathiazanone-1,1-dioxide | 80-77-3 | 1g | $315 | 2026-06-03 | Buy |
| Usbiological | 270600 | 2-(4-Chlorophenyl)-3-methyl-4-methathiazanone-1,1-dioxide | 80-77-3 | 2g | $426 | 2026-06-03 | Buy |
Chlormezanone Chemical Properties,Uses,Production
Chemical Properties
White crystalline powder. Melting point 116.2-118.2℃. Slightly soluble in water or ethanol, easily soluble in acetone, chloroform, insoluble in benzene. Slightly odor. Decomposed when heated in inorganic acid or alkali.
Originator
Trancopal,Winthrop-Breon,US,1958
Uses
Skeletal muscle relaxant
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.
Uses
The use of chlormezanone is associated with large increases in the risk of Stevens-Johnson syndrome or toxic epidermal necrolysis.
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].
storage
Room temperature
Chlormezanone Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Dandong Yichuang Pharmaceutical Co., Ltd | -- | China | 35 | 60 | |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| Maya High Purity Chemicals | +86 (573) 82222445 (0)18006601000 452520369 | sales@maya-r.com | China | 11693 | 57 |
| ShangHai YuanYe Biotechnology Co., Ltd. | 15026964105 | shyysw007@163.com | China | 4998 | 60 |
| Haoyuan Chemexpress Co., Ltd. | 021-58950125 | info@chemexpress.com | China | 7545 | 61 |
| TOKYO CHEMICAL INDUSTRY CO., LTD. | 03-36680489 | Sales-JP@TCIchemicals.com | Japan | 28364 | 80 |
| TCI Europe | 320-37350700 | sales@tcieurope.eu | Europe | 23654 | 75 |
View Lastest Price from Chlormezanone manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-20 | Chlormezanone
80-77-3
|
$40.00 | 99.86% | 10g | TargetMol Chemicals Inc. | ||
 |
2026-07-20 | Chlormezanone
80-77-3
|
$40.00 | 99.86% | 10g | TargetMol Chemicals Inc. | ||
 |
2025-05-01 | Chlormezanone
80-77-3
|
$29.00 | 99.97% | 10g | TargetMol Chemicals Inc. |
-
- Chlormezanone
80-77-3
- $40.00
- 99.86%
- TargetMol Chemicals Inc.
-
- Chlormezanone
80-77-3
- $40.00
- 99.86%
- TargetMol Chemicals Inc.
-
- Chlormezanone
80-77-3
- $29.00
- 99.97%
- TargetMol Chemicals Inc.
