Chlormezanone
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 317507

CAS#: 80-77-3

Description: Chlormezanone is a non-benzodiazepine that is used in the management of anxiety. Chlormezanone is a skeletal muscle relaxant, acting at the benzodiazepine site of GABAA receptors. Chlormezanone is a substrate of GABA receptor. It has been suggested for use in the treatment of muscle spasm.


Chemical Structure

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Chlormezanone
CAS# 80-77-3

Theoretical Analysis

MedKoo Cat#: 317507
Name: Chlormezanone
CAS#: 80-77-3
Chemical Formula: C11H12ClNO3S
Exact Mass:
Molecular Weight: 273.74
Elemental Analysis: C, 48.26; H, 4.42; Cl, 12.95; N, 5.12; O, 17.53; S, 11.71

Price and Availability

Size Price Availability Quantity
1.0g USD 250.0 2 Weeks
2.0g USD 450.0 2 Weeks
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Synonym: Chlormezanone; Chlormethazanone; Trancopal; Chlormethazone; Clormetazanone; Clorilax; Clormetazon; Miorilax

IUPAC/Chemical Name: 2-(4-chlorophenyl)-3-methyl-1,1-dioxo-1,3-thiazinan-4-one

InChi Key: WEQAYVWKMWHEJO-UHFFFAOYSA-N

InChi Code: 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 Code: CN1C(S(=O)(=O)CCC1=O)C2=CC=C(C=C2)Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 273.74 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Chen ZR, Chen LM, Du SM. [Determination of chlormezanone in serum by gas
chromatography]. Zhonghua Lao Dong Wei Sheng Zhi Ye Bing Za Zhi. 2012
May;30(5):391-2. Chinese. PubMed PMID: 22804998.

2: Yan S, Li HZ, Zhang XY, Li HJ. [Retrospective analysis of the combined therapy
of terazosin with chlormezanone for chronic prostatitis/chronic pelvic pain
syndrome]. Zhonghua Nan Ke Xue. 2009 Aug;15(8):717-20. Chinese. PubMed PMID:
19852273.

3: Sarrá S. [Acute confusional syndrome associated to chlormezanone]. Rev Med
Chil. 2002 Nov;130(11):1317-8. Spanish. PubMed PMID: 12587517.

4: Mehta U. Withdrawal of chlormezanone-containing products. S Afr Med J. 1999
Feb;89(2):137. PubMed PMID: 10191862.

5: Oelschläger H, Klinger W, Rothley D, Seeling A, Bockhard H, Hofmann B, Machts
H, Riederer H, Rackur H. [Cleavage and biotransformation of the central muscle
relaxant chlormezanone]. Pharmazie. 1998 Sep;53(9):620-4. German. PubMed PMID:
9770210.

6: von Boxberg C, Breidenbach K, Höhler H, Köbberling J. [Undesired drug effects
after taking chlormezanone (Muscle Trancopal) with lethal results]. Dtsch Med
Wochenschr. 1998 Jul 10;123(28-29):866-70. German. PubMed PMID: 9693657.

7: Lee AY, Lee YS. Provocation tests in a chlormezanone-induced fixed drug
eruption. DICP. 1991 Jun;25(6):604-5. PubMed PMID: 1831577.

8: Koppel C, Hopfe T, Menzel J. Central anticholinergic syndrome after ofloxacin
overdose and therapeutic doses of diphenhydramine and chlormezanone. J Toxicol
Clin Toxicol. 1990;28(2):249-53. PubMed PMID: 2398523.

9: Gamonal Aravena J. [Effectiveness of chlormezanone and flunitrazepam in
treatment of difficult children]. Rev Dent Chile. 1989 Aug;80(2):64-9. Spanish.
PubMed PMID: 2534822.

10: McFadden N. Fixed drug eruption due to chlormezanone. Dermatologica.
1988;176(2):106. PubMed PMID: 2967209.

11: Ali SL, Blume H. Determination of chlormezanone in human plasma after
administration of chlormezanone formulations. Arzneimittelforschung. 1987
Dec;37(12):1396-9. PubMed PMID: 3449070.

12: Paillassou-Vakanas B, Garnier R, Efthymiou ML. [Acute chlormezanone
poisoning: 204 cases at the Poison Control Center in Paris]. J Toxicol Clin Exp.
1987 Mar-Apr;7(2):123-5. French. PubMed PMID: 3656208.

13: Sweetman BJ, Baig A, Parsons DL. Mefenamic acid, chlormezanone-paracetamol,
ethoheptazine-aspirin-meprobamate: a comparative study in acute low back pain. Br
J Clin Pract. 1987 Feb;41(2):619-24. PubMed PMID: 2960369.

14: Köppel C, Tenczer J, Wagemann A. Metabolism of chlormezanone in man.
Arzneimittelforschung. 1986 Jul;36(7):1116-8. PubMed PMID: 3768082.

15: Ikeda H, Saito T, Ozawa H, Fujita M, Takahata N. [Case report of
chlormezanone (Trancopal) dependence]. Arukoru Kenkyuto Yakubutsu Ison. 1986
Jun;21(2):112-20. Japanese. PubMed PMID: 3767697.

16: Pomiersky C, Blaich E. [Drug-induced hepatitis with cholestasis following
therapy with chlormezanone]. Z Gastroenterol. 1985 Dec;23(12):684-6. German.
PubMed PMID: 4090569.

17: Chlormezanone: from sedative to hypnotic? Drug Ther Bull. 1983 Apr
22;21(8):32. PubMed PMID: 6343049.

18: Wojtulewski JA, Walter J. Treatment of sleep disturbance in arthritis with
chlormezanone. Curr Med Res Opin. 1983;8(7):456-60. PubMed PMID: 6354600.

19: Kirkeby OJ, Risøe C, Veel T. [A case of chlormezanone abuse]. Tidsskr Nor
Laegeforen. 1982 Dec 10;102(34-36):1863. Norwegian. PubMed PMID: 7170699.

20: Adam K, Oswald I. A comparison of the effects of chlormezanone and nitrazepam
on sleep. Br J Clin Pharmacol. 1982 Jul;14(1):57-65. PubMed PMID: 7104168; PubMed
Central PMCID: PMC1427586.