An inhibitor of steroid 5α-reductase
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Dutasteride

Item No. 15956

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2,5-bis(trifluoromethyl)phenyl]-2,4aR,4bS,5,6,6aS,7S,8,9,9aS,9bS,10,11,11aR-tetradecahydro-4a,6a-dimethyl-2-oxo-1H-indeno[5,4-f]quinoline-7-carboxamide
CAS Number
164656-23-9
Molecular Formula
C27H30F6N2O2
Formula Weight
528.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMF:PBS(pH7.2) (1:2): 0.3 mg/mlDMSO: 10 mg/mlEthanol: 10 mg/ml
λmax
206, 241, 278 nm
SMILES
O=C1C=C[C@@]2(C)[C@](CC[C@]3([H])[C@]2([H])CC[C@@]4(C)[C@@]3([H])CC[C@@H]4C(NC5=CC(C(F)(F)F)=CC=C5C(F)(F)F)=O)([H])N1
InChi Code
InChI=1S/C27H30F6N2O2/c1-24-11-9-17-15(4-8-21-25(17,2)12-10-22(36)35-21)16(24)6-7-19(24)23(37)34-20-13-14(26(28,29)30)3-5-18(20)27(31,32)33/h3,5,10,12-13,15-17,19,21H,4,6-9,11H2,1-2H3,(H,34,37)(H,35,36)/t15-,16-,17-,19+,21+,24-,25+/m0/s1
InChi Key
JWJOTENAMICLJG-QWBYCMEYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Cayman Chemical
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    Product Description

    Dutasteride is a dual inhibitor of 5α-reductase types I and II (Kis = 6 and 7 nM, respectively).1,2,3 Its inhibition is time-dependent inhibitor with apparent Ki values of 17 and 4.3 nM at 10- and 30-minute reaction times, respectively.1 Dutasteride decreases prostate weight in a rat model of benign prostatic hypertrophy induced by testosterone after castration when administered daily for 28 days at doses of 0.045 mg/kg as a solution or 0.756 mg/kg in subcutaneous microspheres.4 It also decreases prostate weight in large probasin-large T antigen mice, a transgenic model of prostate cancer.5 Formulations containing dutasteride have been used in the treatment of benign prostatic hyperplasia.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Makridakis, N., and Reichardt, J.K. Pharmacogenetic analysis of human steroid 5α reductase type II: Comparison of finasteride and dutasteride. J. Mol. Endocrinol. 34(3), 617-623 (2005).

    2. Bramson, H.N., Hermann, D., Batchelor, K.W., et al. Unique preclinical characteristics of GG745, a potent dual inhibitor of 5AR. J. Pharmacol. Exp. Ther. 282(3), 1496-1502 (1997).

    3. Tian, G., Stuart, J.D., Moss, M.L., et al. 17β-(N-tert-butylcarbamoyl)-4-aza-5 α-androstan-1-en-3-one is an active site-directed slow time-dependent inhibitor of human steroid 5 α-reductase 1. Biochemistry 33(8), 2291-2296 (1994).

    4. Xie, X., Yang, Y., Chi, Q., et al. Controlled release of dutasteride from biodegradable microspheres: In vitro and in vivo studies. PLoS One 9(12), e114835 (2014).

    5. Shao, T.C., Li, H., Ittmann, M., et al. Effects of dutasteride on prostate growth in the large probasin-large T antigen mouse model of prostate cancer. J. Urol. 178(4 Pt. 1), 1521-1527 (2007).