Synonym
Zanoterone; Win 49,596; WIN-49596; WIN 49596; WIN49596; XQ5V1W49JG;
IUPAC/Chemical Name
(1S,2S,10S,13R,14S,17R,18S)-17-ethynyl-2,18-dimethyl-6-methylsulfonyl-6,7-diazapentacyclo[11.7.0.02,10.04,8.014,18]icosa-4,7-dien-17-ol
InChi Key
MHDDZDPNIDVLNK-ZGIWMXSJSA-N
InChi Code
1S/C23H32N2O3S/c1-5-23(26)11-9-19-17-7-6-16-12-20-15(14-25(24-20)29(4,27)28)13-21(16,2)18(17)8-10-22(19,23)3/h1,14,16-19,26H,6-13H2,2-4H3/t16-,17+,18-,19-,21-,22-,23-/m0/s1
SMILES Code
O[C@@]1(C#C)CC[C@@]2([H])[C@]3([H])CC[C@@]4([H])CC5=NN(S(=O)(C)=O)C=C5C[C@]4(C)[C@@]3([H])CC[C@]12C
Appearance
To be determined
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 -4 C for short term (days to weeks) or -20 C for long term(months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Preparing Stock Solutions
The following data is based on the
product
molecular weight
416.58
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Juniewicz PE, Hoekstra SJ, Lemp BM, Barbolt TA, Devin JA, Gauthier E, Frenette G, Dube JY, Tremblay RR. Effect of combination treatment with zanoterone (WIN 49596), a steroidal androgen receptor antagonist, and finasteride (MK-906), a steroidal 5 alpha-reductase inhibitor, on the prostate and testes of beagle dogs. Endocrinology. 1993 Aug;133(2):904-13. doi: 10.1210/endo.133.2.8393778. PMID: 8393778.
2: Berger BM, Naadimuthu A, Boddy A, Fisher HA, McConnell JD, Milam D, Mobley D, Rajfer J. The effect of zanoterone, a steroidal androgen receptor antagonist, in men with benign prostatic hyperplasia. The Zanoterone Study Group. J Urol. 1995 Sep;154(3):1060-4. PMID: 7543598.
3: Roberts AE, Ritz MA, Hoekstra S, Descotes G, Hincks JR. Induction of liver cytochrome P-450 (CYP) 3A in male and female rats by a steroidal androgen receptor antagonist, zanoterone. J Biochem Toxicol. 1996;11(3):101-10. doi: 10.1002/(SICI)1522-7146(1996)11:3<101::AID-JBT1>3.0.CO;2-O. PMID: 9029268.