Chlorzoxazone

  • CAT Number: A000571
  • CAS Number: 95-25-0
  • Molecular Formula: C7H4ClNO2
  • Molecular Weight: 169.6
  • Purity: ≥95%
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Chlorzoxazone is a centrally acting muscle relaxant used to treat muscle spasm and the resulting pain or discomfort. Although its exact mechanism of action is unknown, chlorzoxazone acts at the spinal cord and subcortical levels of the brain to inhibit multisynaptic reflex arcs involved in producing and maintaining muscle spasms. It can also be administered for acute pain in general and for tension headache.

Catalog Number A000571
CAS Number 95-25-0
Molecular Formula

C7H4ClNO2

Purity 95%
Storage -20°C
InChI 1S/C7H4ClNO2/c8-4-1-2-6-5(3-4)9-7(10)11-6/h1-3H,(H,9,10)
InChIKey TZFWDZFKRBELIQ-UHFFFAOYSA-N
SMILES C1=CC2=C(C=C1Cl)NC(=O)O2
Reference

1: Bedada SK, Neerati P. The effect of quercetin on the pharmacokinetics of
chlorzoxazone, a CYP2E1 substrate, in healthy subjects. Eur J Clin Pharmacol.
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28983678.

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2: Bedada SK, Boga PK. Effect of piperine on CYP2E1 enzyme activity of
chlorzoxazone in healthy volunteers. Xenobiotica. 2017 Dec;47(12):1035-1041. doi:
10.1080/00498254.2016.1241450. Epub 2016 Nov 16. PubMed PMID: 27670974.
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3: Moqbel HA, ElMeshad AN, El-Nabarawi MA. Comparative study of different
approaches for preparation of chlorzoxazone orodispersible tablets. Drug Dev Ind
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2. PubMed PMID: 27534668.
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4: Yamada A, Shimizu N, Hikima T, Takata M, Kobayashi T, Takahashi H. Effect of
Cholesterol on the Interaction of Cytochrome P450 Substrate Drug Chlorzoxazone
with the Phosphatidylcholine Bilayer. Biochemistry. 2016 Jul 19;55(28):3888-98.
doi: 10.1021/acs.biochem.6b00286. Epub 2016 Jul 7. PubMed PMID: 27347790.
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5: Nielsen RV, Fomsgaard JS, Siegel H, Martusevicius R, Mathiesen O, Dahl JB. The
effect of chlorzoxazone on acute pain after spine surgery. A randomized, blinded
trial. Acta Anaesthesiol Scand. 2016 Sep;60(8):1152-60. doi: 10.1111/aas.12754.
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6: Witt L, Suzuki Y, Hohmann N, Mikus G, Haefeli WE, Burhenne J. Ultrasensitive
quantification of the CYP2E1 probe chlorzoxazone and its main metabolite
6-hydroxychlorzoxazone in human plasma using ultra performance liquid
chromatography coupled to tandem mass spectrometry after chlorzoxazone
microdosing. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Aug
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7: Toubar SS, Hegazy MA, Elshahed MS, Helmy MI. Novel pure component
contribution, mean centering of ratio spectra and factor based algorithms for
simultaneous resolution and quantification of overlapped spectral signals: An
application to recently co-formulated tablets of chlorzoxazone, aceclofenac and
paracetamol. Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jun 15;163:89-95. doi:
10.1016/j.saa.2016.03.035. Epub 2016 Mar 24. PubMed PMID: 27038581.
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8: Moqbel HA, ElMeshad AN, El-Nabarawi MA. A pharmaceutical study on
chlorzoxazone orodispersible tablets: formulation, in-vitro and in-vivo
evaluation. Drug Deliv. 2016 Oct;23(8):2998-3007. Epub 2016 Feb 1. PubMed PMID:
26828616.
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9: Raval MK, Patel JM, Parikh RK, Sheth NR. Dissolution enhancement of
chlorzoxazone using cogrinding technique. Int J Pharm Investig. 2015
Oct-Dec;5(4):247-58. doi: 10.4103/2230-973X.167689. PubMed PMID: 26682195; PubMed
Central PMCID: PMC4675006.
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10: Bedada SK, Neerati P. Resveratrol Pretreatment Affects CYP2E1 Activity of
Chlorzoxazone in Healthy Human Volunteers. Phytother Res. 2016 Mar;30(3):463-8.
doi: 10.1002/ptr.5549. Epub 2015 Dec 17. PubMed PMID: 26680654.

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