A skeletal muscle relaxant
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Product Categories

Product Type

Biochemicals

Research Area

Xenobiotic Metabolism
Cytochrome P450s

Zoxazolamine

Item No. 17565

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-chloro-2-benzoxazolamine
CAS Number
61-80-3
Synonyms
  • 2-Amino-5-chlorobenzoxazole
  • Contrazole
  • NSC 24995
Molecular Formula
C7H5ClN2O
Formula Weight
168.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 50 mg/mlDMSO:PBS(pH7.2) (1:1): 0.5 mg/mlEthanol: 10 mg/ml
λmax
244, 286 nm
SMILES
NC1=NC2=CC(Cl)=CC=C2O1
InChi Code
InChI=1S/C7H5ClN2O/c8-4-1-2-6-5(3-4)10-7(9)11-6/h1-3H,(H2,9,10)
InChi Key
YGCODSQDUUUKIV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 g

    $36

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    5 g

    $120

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    10 g

    $203

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    25 g

    $294

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    Product Description

    Zoxazolamine is a potent skeletal muscle relaxant that also has uricosuric activity.1 It is metabolized by an array of cytochrome P450 (CYP450) isoforms. As a result, recovery time from zoxazolamine-induced paralysis is used as a measure for change in CYP450 expression in mice.2,3 Zoxazolamine also dose-dependently modulates the expression of pigmentation factors in a keratinocyte-melanocyte co-culture system.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Montgomery, D.B., and Ogryzlo, M.A. Comparison of the uricosuric effect of sulfinpyrazone (anturan) and zoxazolamine (flexin). Can. Med. Assoc. J. 83, 885-888 (1960).

    2. Hernandez, J.P., Mota, L.C., Huang, W., et al. Sexually dimorphic regulation and induction of P450s by the constitutive androstane receptor (CAR). Toxicology 256(1-2), 53-64 (2009).

    3. Chen, W.D., Fu, X., Dong, B., et al. Neonatal activation of the nuclear receptor CAR results in epigenetic memory and permanent change of drug metabolism in mouse liver. Hepatology 56(4), 1499-1509 (2012).

    4. Lee, J.H., Chen, H., Kolev, V., et al. High-throughput, high-content screening for novel pigmentation regulators using a keratinocyte/melanocyte co-culture system. Exp. Dermatol. 23(2), 125-129 (2014).