Amafolone

The Androstan-17-one,3-amino-2-hydroxy-, (2β,3α,5α)- (9Cl), with the CAS registry number 50588-47-1, is also known as (2β,3α,5α)-3-Amino-2-hydroxyandrostan-17-one. This chemical's molecular formula is C₁₉H₃₁NO₂ and molecular weight is 305.4549. What's more, its IUPAC name is (2S,3S,5S,8R,9S,10S,13S,14S)-3-Amino-2-hydroxy-10,13-
dimethyl-1,2,3,4,5,6,7,8,9,11,12,14,15,16-tetradecahydrocyclopenta[a]phenanthren-17-one.

Physical properties about Androstan-17-one,3-amino-2-hydroxy-, (2β,3α,5α)- (9Cl) are: (1)ACD/LogP: 2.25; (2)#of Rule of 5 Violations: 0; (3)ACD/BCF (pH 5.5): 1; (4)ACD/BCF (pH 7.4): 1; (5)ACD/KOC (pH 5.5): 1; (6)ACD/KOC (pH 7.4): 1; (7)#H bond acceptors: 3; (8)#H bond donors: 3; (9)#Freely Rotating Bonds: 2; (10)Polar Surface Area: 63.32 Å²; (11)Index of Refraction: 1.545; (12)Molar Refractivity: 87.04 cm³; (13)Molar Volume: 275.1 cm³; (14)Polarizability: 34.5×10^-24 cm³; (15)Surface Tension: 43.1 dyne/cm; (16)Density: 1.109 g/cm³; (17)Flash Point: 220.5 °C; (18)Enthalpy of Vaporization: 80.58 kJ/mol; (19)Boiling Point: 440.9 °C at 760 mmHg; (20)Vapour Pressure: 1.26E-09 mmHg at 25 °C.

Preparation of Androstan-17-one,3-amino-2-hydroxy-, (2β,3α,5α)- (9Cl): this chemical can be prepared by 2β,3-Oxido-5α-androstan-17-one. This reaction needs reagent NH₃ and solvent Methanol at temperature of 150 °C. The reaction time is 5 hours. The yield is 43.91%.

Uses of Androstan-17-one,3-amino-2-hydroxy-, (2β,3α,5α)- (9Cl): it can produce Boc-Gly-amafalone. The reaction occurs with reagent DIEA and solvent Dimethylformamide. The reaction time is 15 hours. The yield is 74%.

You can still convert the following datas into molecular structure:
(1) SMILES: O[C@H]2C[C@]3(C)C4CC[C@]1(C)C(=O)CCC1[C@@H]4CCC3C[C@@H]2N
(2) InChI: InChI=1/C19H31NO2/c1-18-8-7-14-12(13(18)5-6-17(18)22)4-3-11-9-15(20)16(21)10-19(11,14)2/h11-16,21H,3-10,20H2,1-2H3/t11?,12-,13?,14?,15-,16-,18-,19-/m0/s1
(3) InChIKey: QPRBHGIRKWZUFJ-FFJDXXLMBJ