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TAK 700
- Orteronel
- Optical Purity: Optically pure
- Soluble in DMSO
- MF: C18H17N3O2
- MW: 307.35
Description
TAK 700 (Orteronel) is a potent, orally available and highly selective CYP17A1 17,20-lyase inhibitor with reported IC50 values of 19 nM for human and 48 nM for rat enzyme activity. It reduces androgen synthesis by targeting steroidogenic CYP17A1 function.
CYP17A1 is a central enzyme in androgen biosynthesis and a pharmacological target in prostate cancer and endocrine pathway research. TAK 700 is useful for studying selective blockade of androgen production with reduced emphasis on broader steroid hydroxylase activity.
Key Features
- Potent CYP17A1 17,20-lyase inhibitor
- Orally available steroidogenesis inhibitor
- Reduces androgen synthesis pathways
- Relevant to prostate cancer endocrine pharmacology
Applications
- CYP17A1 enzyme assays
- Androgen biosynthesis studies
- Prostate cancer research models
- Steroid hormone pathway profiling
More Information
| Parent CAS No. | 566939-85-3 |
|---|---|
| Chemical Name | (S)-6-(7-hydroxy-6,7-dihydro-5H-pyrrolo[1,2-c]imidazol-7-yl)-N-methyl-2-naphthamide |
| SMILES | C1=C2C(C=C([C@]3(O)C4=CN=CN4CC3)C=C2)=CC=C1C(NC)=O |&1:5,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C18H17N3O2/c1-19-17(22)14-3-2-13-9-15(5-4-12(13)8-14)18(23)6-7-21-11-20-10-16(18)21/h2-5,8-11,23H,6-7H2,1H3,(H,19,22)/t18-/m0/s1 |
| InChiKey | OZPFIJIOIVJZMN-SFHVURJKSA-N |
| CID | 9796590 |
| Short Description | CYP17A1 inhibitor |
References
- T. Kaku et al. Discovery of orteronel (TAK-700), a naphthylmethylimidazole derivative, as a highly selective 17,20-lyase inhibitor with potential utility in the treatment of prostate cancer. Bioorg. Med. Chem. 2011, 19(21), 6383-99.
- M. Yamaoka et al. Orteronel (TAK-700), a novel non-steroidal 17,20-lyase inhibitor: effects on steroid synthesis in human and monkey adrenal cells and serum steroid levels in cynomolgus monkeys. J. Steroid Biochem. Mol. Biol. 2012, 129, 115-128.
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