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Central nervous system drugs

Chlormezanone

Also known as Chlormethazanone, Trancopal, Chlormethazone

CAS 80-77-3Formula C11H12ClNO3SMolar mass 273.74 g/molEC 201-307-4
GHS signal word: Warning. Pictograms: Harmful or irritant 25 suppliers listed
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Chlormezanone chemical structure, C11H12ClNO3S, CAS 80-77-3
2D chemical structure

Key facts

What buyers check first

All properties
Appearance
Crystals
Melting point
116.2 to 118.2
Solubility
SOL (% WT/VOL) @ 25 °C: LESS THAN 0.25% IN WATER, LESS THAN 1.0% IN 95% ETHANOL
HS code
293499
Category
Central nervous system drugs
Illustrative photo, drums, an IBC tote and sacks in a chemical warehouse in a warehouse
Typical packagingIllustrative packaging image, not the actual product

What is Chlormezanone?

Plain description, key identifiers and synonyms

Chlormezanone is 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. It has a role as an anxiolytic drug, an antipsychotic agent and a muscle relaxant. It is a lactam, a sulfone, a 1,3-thiazine and a member of monochlorobenzenes.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
2-(4-chlorophenyl)-3-methyl-1,1-dioxo-1,3-thiazinan-4-one
CAS number
80-77-3 CAS number cross-checkedOther or deprecated CAS: 102818-66-6, 102818-67-7
EC number
201-307-4
Molecular formula
C11H12ClNO3S
UNII
4BU37OM8KL, C14WB33Y0S, GP568V9G19
MDL number
MFCD00143951
InChIKey
WEQAYVWKMWHEJO-UHFFFAOYSA-N
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
SMILES (canonical and isomeric)
CN1C(S(=O)(=O)CCC1=O)C2=CC=C(C=C2)Cl

Synonyms

  • Chlormethazanone
  • Trancopal
  • Chlormethazone
  • Chlormezanon
  • Clormetazanone
  • Clormetazon
  • Phenarol
  • dl-Chlormezanone
  • Banabin
  • Clorilax
  • Miorilax
  • Rilansyl
  • Rilaquil
  • Rilassol
  • Supotran
  • Tanafol
  • Bisina
  • Rexan
  • Rilax
  • Banabin-sintyal
  • Mio-sed
  • Banabil-sintyal
  • Chlormezanonum
  • Clormezanona
  • Clormezanone
Show all 39 synonyms
  • Lobak
  • (+-)-Chlormezanone
  • Dichloromethazanone
  • 2-(4-chlorophenyl)-3-methyl-1,1-dioxo-1,3-thiazinan-4-one
  • chlormezanona
  • Fenaprim
  • 2-(p-Chlorophenyl)tetrahydro-3-methyl-4H-1,3-thiazin-4-one 1,1-dioxide
  • 2-(4-Chlorophenyl)-3-methyl-4-metathiazanone-1,1-dioxide
  • 2-(p-Chlorphenyl)-3-methyl-1,3-perhydrothiazin-4-on-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
  • 2-(para-Chlorophenyl)tetrahydro-3-methyl-4H-1,3-thiazin-4-one, 1,1-dioxide
  • 2-(4-chlorophenyl)-3-methyl-1lambda6,3-thiazinane-1,1,4-trione
  • Lyseen new

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Crystalsexp.
Melting point
116.2 to 118.2exp.
Solubility
SOL (% WT/VOL) @ 25 °C: LESS THAN 0.25% IN WATER, LESS THAN 1.0% IN 95% ETHANOLexp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
273.74 g/molcalc.
Exact mass
273.0226 Dacalc.
LogP (octanol/water)
1.62calc.
Topological polar surface area
54.45 Ųcalc.
Hydrogen bond donors
0calc.
Hydrogen bond acceptors
3calc.
Rotatable bonds
1calc.
Heavy atoms
17calc.
Rings
2calc.
Aromatic rings
1calc.
Fraction sp3 carbons
0.36calc.
Formal charge
0calc.
Stereocentres
1calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=C1CCS(=O)(=O)C(c2ccccc2)N1

O=C1CCS(=O)(=O)C(c2ccccc2)N1

2 rings, 15 atoms, the 4H-1,3-Thiazin-4-one, tetrahydro-2-phenyl-, 1,1-dioxide ring system.

5 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Warning
GHS07: Harmful or irritant
Harmful or irritant

Hazard statements

  • H302Harmful if swallowed.
Precautionary statements (5)
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P301 + P317If swallowed: Get medical help.
  • P330Rinse mouth.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Chlormezanone suppliers

Sponsored listings first, then the documented ranking: membership, verification, replies, completeness, freshness and ratings

All 25 suppliers
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Suppliers marked Unclaimed profile have not claimed their profile yet. They are not verified by CompoundList, their offers are price on request and details may have changed, so please confirm them with the supplier. Company representatives can claim a profile with a business email on the company's own website domain. Our team verifies each claim and sends the result by email.

Where suppliers are based

25 suppliers in 5 countries

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Chlormezanone price

Indicative price range per kg from live supplier offers

No published prices right now

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Uses and applications

What the substance is used for, by industry and function

Use classes: Pharmaceuticals.

Industries and functions

Pharmacological actions

  • Anti-Anxiety Agents
  • Muscle Relaxants, Central

Roles

  • antipsychotic agent
  • anxiolytic drug
  • central nervous system depressant
  • central nervous system drug
  • muscle relaxant
  • neuromuscular agent
  • pharmaceutical
  • psychotropic drug
  • tranquilizing drug

How it is made

Prepn starting with 4-chlorobenzylidenemethylamine: surrey et al, j am chem soc 80, 3469 (1958): brit pat 815,203 (1959 to sterling drug).

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • EU Cosmetics Regulation Annex II, prohibited in cosmetics
    Name: Chlormezanone (INN), Ref no: 91, Annex ref: II/91

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Chlormezanone is traded under.

HS 2934.99Indicative HS code

Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934

World exports in 2024
$26.7B
+15.0% vs 2023, imports $26.3B
2019 to 2024
Top exporters
  1. Ireland26.3%
  2. China15.7%
  3. Singapore10.3%
Top importers
  1. United States24.5%
  2. Germany23.1%
  3. Japan4.5%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Chlormezanone is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Chlormezanone, based on the data on this page

What is Chlormezanone?

Chlormezanone is 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.

What is the CAS number of Chlormezanone?

The CAS registry number of Chlormezanone is 80-77-3. Other or deprecated CAS numbers: 102818-66-6, 102818-67-7.

What is the molecular formula and weight of Chlormezanone?

The molecular formula of Chlormezanone is C11H12ClNO3S and its molar mass is 273.74 g/mol.

What is Chlormezanone used for?

Use classes: Pharmaceuticals.

Is Chlormezanone hazardous?

Chlormezanone carries the GHS signal word "Warning". Main hazards: harmful if swallowed. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Chlormezanone?

Chlormezanone is usually classified under HS code 293499 (Nucleic acids and their salts, whether or not chemically defined, other heterocyclic…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Chlormezanone?

CompoundList lists 25 suppliers of Chlormezanone in China, United States, Germany, United Kingdom and 1 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Chlormezanone in India?

1 supplier in India list Chlormezanone on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Chlormezanone?

Suppliers quote Chlormezanone on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Chlormezanone

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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