LY2452473 is a novel, potent, selective and orally bioavailable androgen receptor modulator (SARM) that is strong, selective, and orally bioavailable. It may also have tissue-specific androgenic/anti-androgenic effects. In certain tissues and organs, such as the penis, skeletal muscle, and bone, LY2452473 functions as an agonist by binding to and activating the androgen receptor (AR); in the prostate, on the other hand, it functions as an antagonist by preventing both AR activation and AR-mediated cellular proliferation. While not promoting prostate growth, this may help with erectile dysfunction, bone formation, and muscle mass and strength.
Physicochemical Properties
| Molecular Formula | C22H22N4O2 |
| Molecular Weight | 374.435684680939 |
| Exact Mass | 374.174 |
| Elemental Analysis | C, 70.57; H, 5.92; N, 14.96; O, 8.55 |
| CAS # | 1029692-15-6 |
| Related CAS # | 1029692-15-6 |
| PubChem CID | 24963749 |
| Appearance | White to off-white solid powder |
| LogP | 3.762 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 5 |
| Heavy Atom Count | 28 |
| Complexity | 615 |
| Defined Atom Stereocenter Count | 1 |
| SMILES | O(C(C)C)C(N[C@H]1CC2C3C=C(C#N)C=CC=3N(CC3C=CC=CN=3)C=2C1)=O |
| InChi Key | IHIWYQYVBNODSV-KRWDZBQOSA-N |
| InChi Code | InChI=1S/C22H22N4O2/c1-14(2)28-22(27)25-17-10-19-18-9-15(12-23)6-7-20(18)26(21(19)11-17)13-16-5-3-4-8-24-16/h3-9,14,17H,10-11,13H2,1-2H3,(H,25,27)/t17-/m0/s1 |
| Chemical Name | propan-2-yl N-[(2S)-7-cyano-4-(pyridin-2-ylmethyl)-2,3-dihydro-1H-cyclopenta[b]indol-2-yl]carbamate |
| Synonyms | LY2452473; LY 2452473; LY-2452473 |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Targets | Androgen receptor |
| ln Vivo | LY2452473 is a selective androgen receptor modulator under development to treat hypogonadism-related illnesses. LY2452473 is cleared slowly (plasma terminal t1/2 of 51 h for the total radioactivity and 27 h for LY2452473) and absorbed quickly (time to reach maximum plasma concentration for both LY2452473 and total radioactivity is 2-3 h)[1]. |
| References |
[1]. Disposition and metabolism of LY2452473, a selective androgen receptor modulator, in humans. Drug Metab Dispos. 2012 Dec;40(12):2354-64. |
| Additional Infomation |
Ly2452473 is under investigation for the supportive care of Prostate Cancer. Ly2452473 has been investigated for the treatment of Erectile Dysfunction. Selective Androgen Receptor Modulator LY2452473 is an orally bioavailable selective androgen receptor modulator (SARM), with potential tissue-selective androgenic/anti-androgenic activity. Upon oral administration, LY2452473 acts as an agonist in select tissues and organs, including skeletal muscle, bone and the penis, thereby binding to and activating androgen receptor (AR) while acting as an antagonist in the prostate, thereby blocking AR activation and AR-mediated cellular proliferation. This may improve muscle mass and strength, bone formation, and erectile dysfunction while not stimulating growth of the prostate. |
Solubility Data
| Solubility (In Vitro) | DMSO: ~62.5 mg/mL (~166.9 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: ≥ 2.08 mg/mL (5.55 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (5.55 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.6707 mL | 13.3533 mL | 26.7065 mL | |
| 5 mM | 0.5341 mL | 2.6707 mL | 5.3413 mL | |
| 10 mM | 0.2671 mL | 1.3353 mL | 2.6707 mL |