LGD-2226

Synonym(s):LGD-2226

CAS NO.：328947-93-9
Empirical Formula: C14H9F9N2O
Molecular Weight: 392.22
MDL number: MFCD15146764
EINECS: 251-228-4
SAFETY DATA SHEET (SDS)
Update Date: 2024-10-28 16:48:35

What is LGD-2226?

The Uses of LGD-2226

LGD-2226 is an orally active potent and selective androgen receptor modulator used in the treatment of muscle wasting and osteoporosis. Show to have an anabolic effect on muscle and bone tissue.

Synthesis

A 2 L round flask, under argon, was charged with a solution of the 14.00 g amine( 6-Amino-4-trifluoromethylquinolin-2(1H)-one )in 350 ml trifluoroacetic acid. 5.80 g NaBH4 was added within 1 h. The mixture was stirred at room temperature for 16 h. After that 4.50 g NaBH4 was added and then heated to 70°C for 5 h. The heating bath was removed and it was stirred at room temperature over 2 d. In several portions water was carefully added. In total 1500 ml water was slowly added. The yellow-greenish precipitate was filtered and rinsed with water. After drying, the crude product was purified by column chromatography on silica gel by using hexane-ethyl acetate (1:4), followed by a recrystallization in chloroform. 18.1 g of LGD-2226 was obtained as a bright yellow solid (76%).

Properties of LGD-2226

Melting point:	187-190°C
Boiling point:	364.4±42.0 °C(Predicted)
Density	1.526±0.06 g/cm3(Predicted)
storage temp.	-20°C Freezer, Under inert atmosphere
solubility	DMSO (Slightly), Methanol (Slightly)
form	Solid
pka	9.88±0.70(Predicted)
color	Pale Yellow to Light Yellow
BRN	10716241
InChI	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)

Safety information for LGD-2226

Signal word	Warning
Pictogram(s)	Health Hazard GHS08
GHS Hazard Statements	H373:Specific target organ toxicity, repeated exposure

Computed Descriptors for LGD-2226

InChIKey	ULBPQWIGZUGPHU-UHFFFAOYSA-N
SMILES	N1C2=C(C=C(N(CC(F)(F)F)CC(F)(F)F)C=C2)C(C(F)(F)F)=CC1=O

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