An androgen receptor agonist
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Danazol

Item No. 16471

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
pregna-2,4-dien-20-yno[2,3-d]isoxazol-17α-ol
CAS Number
17230-88-5
Synonyms
  • Danocrine
  • Ladogal
  • NSC 270916
  • WIN 17,757
Molecular Formula
C22H27NO2
Formula Weight
337.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS(pH 7.2) (1:2): 0.3 mg/mlEthanol: 20 mg/ml
λmax
285 nm
SMILES
O[C@@]1(C#C)CC[C@@]2([H])[C@]3([H])CCC4=CC5=C(C=NO5)C[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
InChI=1S/C22H27NO2/c1-4-22(24)10-8-18-16-6-5-15-11-19-14(13-23-25-19)12-20(15,2)17(16)7-9-21(18,22)3/h1,11,13,16-18,24H,5-10,12H2,2-3H3/t16-,17+,18+,20+,21+,22+/m1/s1
InChi Key
POZRVZJJTULAOH-LHZXLZLDSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $49

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    100 mg

    $82

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    250 mg

    $178

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    500 mg

    $306

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    Cayman Chemical
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    Product Description

    Danazol is a derivative of testosterone (Item No. 15645) and ethisterone that can bind to androgen receptors and sex hormone-binding globulin causing a 3-fold increase in free testosterone.1,2,3 It possesses weak androgenic effects and inhibits the production of gonadotropins.4 It has been used to address symptoms of endometriosis and to inhibit the growth of endocrine-responsive pancreatic and breast cancer cells but has also been linked to the development of ovarian cancer.2,4,5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ma, R., Cotton, B., Lichtensteiger, W., et al. UV filters with antagonistic action at androgen receptors in the MDA-kb2 cell transcriptional-activation assay. Toxicol. Sci. 74(1), 43-50 (2003).

    2. Cottreau, C.M., Ness, R.B., Modugno, F., et al. Endometriosis and its treatment with danazol or lupron in relation to ovarian cancer. Clin. Cancer Res. 9(14), 5142-5144 (2003).

    3. Haning, R.V., Jr., Carlson, I.H., Cortes, J., et al. Danazol and its principal metabolites interfere with binding of testosterone, cortisol, and thyroxin by plasma proteins. Clin. Chem. 28(4 Pt 1), 696-698 (1982).

    4. Peters, T.G., Lewis, J.D., Wilkinson, E.J., et al. Danazol therapy in hormone-sensitive mammary carcinoma. Cancer 40(6), 2797-2800 (1977).

    5. Benz, C., Hollander, C., and Miller, B. Endocrine-responsive pancreatic carcinoma: Steroid binding and cytotoxicity studies in human tumor cell lines. Cancer Res. 46(5), 2276-2281 (1986).