Synonym
LGD-2226; LGD2226; LGD 2226.
IUPAC/Chemical Name
6-(bis-(2,2,2-trifluoroethyl)amino)-4-trifluoromethyl-1H-quinolin-2-one
InChi Key
ULBPQWIGZUGPHU-UHFFFAOYSA-N
InChi Code
InChI=1S/C14H9F9N2O/c15-12(16,17)5-25(6-13(18,19)20)7-1-2-10-8(3-7)9(14(21,22)23)4-11(26)24-10/h1-4H,5-6H2,(H,24,26)
SMILES Code
O=C1NC2=C(C=C(N(CC(F)(F)F)CC(F)(F)F)C=C2)C(C(F)(F)F)=C1
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
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
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
Biological target:
LGD-2226 is an selective androgen receptor modulator.
In vivo activity:
LGD2226 exhibited anabolic activity on muscle and bone with reduced impact on prostate growth in rodent models. Biomechanical testing of bones from animals treated with LGD2226 showed strong enhancement of bone strength above sham levels. LGD2226 was also efficacious in a sex-behavior model in male rats measuring mounts, intromissions, ejaculations, and copulation efficiency.
Reference: Endocrinology. 2007 Jan;148(1):363-73. https://pubmed.ncbi.nlm.nih.gov/17023534/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
392.22
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 |
Formulation protocol:
1. Miner JN, Chang W, Chapman MS, Finn PD, Hong MH, López FJ, Marschke KB, Rosen J, Schrader W, Turner R, van Oeveren A, Viveros H, Zhi L, Negro-Vilar A. An orally active selective androgen receptor modulator is efficacious on bone, muscle, and sex function with reduced impact on prostate. Endocrinology. 2007 Jan;148(1):363-73. doi: 10.1210/en.2006-0793. Epub 2006 Oct 5. PMID: 17023534.
2. Rosen J, Negro-Vilar A. Novel, non-steroidal, selective androgen receptor modulators (SARMs) with anabolic activity in bone and muscle and improved safety profile. J Musculoskelet Neuronal Interact. 2002 Mar;2(3):222-4. PMID: 15758439.
In vivo protocol:
1. Miner JN, Chang W, Chapman MS, Finn PD, Hong MH, López FJ, Marschke KB, Rosen J, Schrader W, Turner R, van Oeveren A, Viveros H, Zhi L, Negro-Vilar A. An orally active selective androgen receptor modulator is efficacious on bone, muscle, and sex function with reduced impact on prostate. Endocrinology. 2007 Jan;148(1):363-73. doi: 10.1210/en.2006-0793. Epub 2006 Oct 5. PMID: 17023534.
2. Rosen J, Negro-Vilar A. Novel, non-steroidal, selective androgen receptor modulators (SARMs) with anabolic activity in bone and muscle and improved safety profile. J Musculoskelet Neuronal Interact. 2002 Mar;2(3):222-4. PMID: 15758439.
1: Hong MH, Sun H, Jin CH, Chapman M, Hu J, Chang W, Burnett K, Rosen J,
Negro-Vilar A, Miner JN. Cell-specific activation of the human skeletal
alpha-actin by androgens. Endocrinology. 2008 Mar;149(3):1103-12. Epub 2007 Dec
6. PubMed PMID: 18063690.
2: Thevis M, Kohler M, Maurer J, Schlörer N, Kamber M, Schänzer W. Screening for
2-quinolinone-derived selective androgen receptor agonists in doping control
analysis. Rapid Commun Mass Spectrom. 2007;21(21):3477-86. PubMed PMID: 17985352.
3: van Oeveren A, Motamedi M, Mani NS, Marschke KB, López FJ, Schrader WT,
Negro-Vilar A, Zhi L. Discovery of 6-N,N-bis(2,2,2-trifluoroethyl)amino-
4-trifluoromethylquinolin-2(1H)-one as a novel selective androgen receptor
modulator. J Med Chem. 2006 Oct 19;49(21):6143-6. PubMed PMID: 17034117.
4: Miner JN, Chang W, Chapman MS, Finn PD, Hong MH, López FJ, Marschke KB, Rosen
J, Schrader W, Turner R, van Oeveren A, Viveros H, Zhi L, Negro-Vilar A. An
orally active selective androgen receptor modulator is efficacious on bone,
muscle, and sex function with reduced impact on prostate. Endocrinology. 2007
Jan;148(1):363-73. Epub 2006 Oct 5. PubMed PMID: 17023534.