CHLORZOXAZONE

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Trade Names
Synonyms
Status
Molecule Category Free-form
ATC M03BB03
UNII H0DE420U8G
EPA CompTox DTXSID9022813

Structure

InChI Key TZFWDZFKRBELIQ-UHFFFAOYSA-N
Smiles O=c1[nH]c2cc(Cl)ccc2o1
InChI
InChI=1S/C7H4ClNO2/c8-4-1-2-6-5(3-4)9-7(10)11-6/h1-3H,(H,9,10)

Physicochemical Descriptors

Property Name Value
Molecular Formula C7H4ClNO2
Molecular Weight 169.57
AlogP 1.77
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 1.0
Number of Rotational Bond 0.0
Polar Surface Area 46.0
Molecular species NEUTRAL
Aromatic Rings 2.0
Heavy Atoms 11.0

Bioactivity

Mechanism of Action Action Reference
Intermediate conductance calcium-activated potassium channel protein 4 opener OPENER PubMed PubMed PubMed
Protein: Intermediate conductance calcium-activated potassium channel protein 4
Description: Intermediate conductance calcium-activated potassium channel protein 4
Organism : Homo sapiens
O15554 ENSG00000104783
Targets EC50(nM) IC50(nM) Kd(nM) Ki(nM) Inhibition(%)
Enzyme Hydrolase
- - - -
Enzyme
- 14100 - -
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC21/SLCO family of organic anion transporting polypeptides
- - - - -1-104
Transporter Electrochemical transporter SLC superfamily of solute carriers SLC22 family of organic cation and anion transporters
- - - - 7
Assay Description Organism Bioactivity Reference
Antiinflammatory activity in Wistar rat peritoneal mast cells assessed as inhibition of concanavalin A-induced histamine release at 1000 uM treated 10 mins before concanavalin A challenge measured after 30 mins Rattus norvegicus 77.3 %
Antiinflammatory activity in Wistar rat peritoneal mast cells assessed as inhibition of IgE-induced histamine release at 1000 uM treated 10 mins before IgE challenge measured after 5 mins Rattus norvegicus 72.5 %
Inhibition of 4-(4-(dimethylamino)styryl)-N-methylpyridinium uptake at human OCT1 expressed in HEK293 cells at 100 uM by confocal microscopy Homo sapiens 6.8 %
Muscle relaxant activity in Wistar rat assessed as inhibition of electrically-stimulated sciatic nerve tibialis muscle contraction at 50 mg/kg, ip after 10 mins Rattus norvegicus 18.5 %
Muscle relaxant activity in Wistar rat assessed as inhibition of electrically-stimulated sciatic nerve tibialis muscle contraction at 50 mg/kg, ip after 20 mins Rattus norvegicus 25.88 %
Muscle relaxant activity in Wistar rat assessed as inhibition of electrically-stimulated sciatic nerve tibialis muscle contraction at 50 mg/kg, ip after 30 mins Rattus norvegicus 33.43 %
Muscle relaxant activity in Wistar rat assessed as inhibition of electrically-stimulated sciatic nerve tibialis muscle contraction at 50 mg/kg, ip after 45 mins Rattus norvegicus 35.26 %
Muscle relaxant activity in Wistar rat assessed as inhibition of electrically-stimulated sciatic nerve tibialis muscle contraction at 50 mg/kg, ip after 60 mins Rattus norvegicus 33.45 %
Muscle relaxant activity in Wistar rat assessed as inhibition of electrically-stimulated sciatic nerve tibialis muscle contraction at 50 mg/kg, ip after 75 mins Rattus norvegicus 21.65 %
Muscle relaxant activity in Wistar rat assessed as inhibition of electrically-stimulated sciatic nerve tibialis muscle contraction at 50 mg/kg, ip after 90 mins Rattus norvegicus 15.25 %
Muscle relaxant activity in Wistar rat assessed as inhibition of electrically-stimulated sciatic nerve tibialis muscle contraction at 50 mg/kg, ip after 120 mins Rattus norvegicus 0.0 %
Inhibition of human FAAH at 1 uM Homo sapiens -3.2 %
TP_TRANSPORTER: inhibition of Digoxin transepithelial transport (basal to apical)(Digoxin: 5 uM, Chlorzoxazone: 100 uM) in Caco-2 cells None 24.0 %
Inhibition of human liver OATP1B1 expressed in HEK293 Flp-In cells assessed as reduction in E17-betaG uptake at 20 uM by scintillation counting Homo sapiens 20.1 %
Inhibition of human liver OATP1B3 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E17-betaG uptake at 20 uM incubated for 5 mins by scintillation counting Homo sapiens -1.0 %
Inhibition of human liver OATP2B1 expressed in HEK293 Flp-In cells assessed as reduction in [3H]E3S uptake at 20 uM incubated for 5 mins by scintillation counting Homo sapiens 12.0 %
Antiinflammatory activity in Kunming mouse assessed as inhibition of xylene-induced ear edema at 150 mg/kg, po administered 45 mins prior to xylene challenge measured 15 mins post challenge Mus musculus 33.2 %
Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 115.26 %
Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM Cricetulus griseus 103.62 %
Antibacterial activity against Staphylococcus aureus MRSA ATCC 43300 (CO-ADD:GP_020); MIC in CAMBH media, using NBS plates, by OD(600) Staphylococcus aureus subsp. aureus 11.4 %
Antibacterial activity against Escherichia coli ATCC 25922 (CO-ADD:GN_001); MIC in CAMBH media using NBS plates, by OD(600) Escherichia coli 4.27 %
Antibacterial activity against Klebsiella pneumoniae MDR ATCC 70063 (CO-ADD:GN_003); MIC in CAMBH media using NBS plates, by OD(600) Klebsiella pneumoniae 19.8 %
Antibacterial activity against Pseudomonas aeruginosa ATCC 27853 (CO-ADD:GN_042); MIC in CAMBH media using NBS plates, by OD(600) Pseudomonas aeruginosa 11.39 %
Antibacterial activity against Acinetobacter baumannii ATCC 19606 (CO-ADD:GN_034); MIC in CAMBH media using NBS plates, by OD600 Acinetobacter baumannii 27.03 %
Antifungal activity against Candida albicans ATCC 90028 (CO-ADD:FG_001); MIC in YNB media using NBS plates, by OD630 Candida albicans 2.42 %
Antifungal activity against Cryptococcus neoformans H99 ATCC 208821 (CO-ADD:FG_002); MIC in YNB media using NBS plates, by Resazurin OD(600-570) Cryptococcus neoformans -2.03 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of Caco-2 cells at 10 uM after 48 hours by high content imaging Homo sapiens -2.41 %
SARS-CoV-2 3CL-Pro protease inhibition percentage at 20µM by FRET kind of response from peptide substrate Severe acute respiratory syndrome coronavirus 2 25.61 %
Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.11 % Antiviral activity determined as inhibition of SARS-CoV-2 induced cytotoxicity of VERO-6 cells at 10 uM after 48 hours exposure to 0.01 MOI SARS CoV-2 virus by high content imaging Chlorocebus sabaeus -0.11 %

Cross References

Resources Reference
ChEBI 3655
ChEMBL CHEMBL1371
DrugBank DB00356
DrugCentral 626
FDA SRS H0DE420U8G
Human Metabolome Database HMDB0014500
Guide to Pharmacology 2322
KEGG C07931
PDB CLW
PharmGKB PA448971
PubChem 2733
SureChEMBL SCHEMBL35177
ZINC ZINC000084843283
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