AMG 900

Base Information

• Chemical Name: AMG 900
• CAS No.: 945595-80-2
• Molecular Formula: C₂₈H₂₁N₇OS
• Molecular Weight: 503.587
• Mol file: 945595-80-2.mol

Synonyms:N-(4-(3-(2-aminopyrimidin-4-yl)pyridin-2-yloxy)phenyl)-4-(4-methylthiophen-2-yl)phthalazin-1-amine;N-[4-[3-(2-aminopyrimidin-4-yl)pyridin-2-yl]oxyphenyl]-4-(4-methylthiophen-2-yl)phthalazin-1-amine;

Chemical Property of AMG 900

Chemical Property:

• Boiling Point: 778.7±70.0 °C(Predicted)
• PKA: 4.79±0.30(Predicted)
• PSA: 140.70000
• Density: 1.380
• LogP: 6.63990
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: ≥25.2 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH

Purity/Quality:

97% ^*data from raw suppliers

AMG900 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Three Aurora kinases, A-C, are involved in phosphorylation events that are critical for the completion of mitosis. Their expression is elevated in a variety of human cancers. AMG 900 is an orally bioavailable, selective Aurora kinase inhibitor with IC50 values of 5, 4, and 1 nM for Aurora A, B, and C, respectively. It is greater than 10-fold selective for Aurora kinases over p38α, TYK2, JNK2, Met, and Tie2 (IC50s = 53, 220, 520, 550, and 650 nM, respectively). At 2-3 nM, AMG 900 has been shown to inhibit the proliferation of 26 different tumor cell lines in vitro, including cell lines resistant to either the antimitotic agent paclitaxel or to other Aurora kinase inhibitors. Furthermore, AMG 900 is reported to be broadly active in multiple xenograft models, including three multidrug-resistant xenograft models, representing five tumor types.

Technology Process of AMG 900

There total 16 articles about AMG 900 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.8%

1-chloro-4-(4-methylthiophen-2-yl)phthalazine (149549-12-2) + 4-(2-(4-aminophenoxy)pyridin-3-yl)pyrimidin-2-amine (945599-45-1) → AMG 900 (945595-80-2)

Guidance literature:

1-chloro-4-(4-methylthiophen-2-yl)phthalazine; 4-(2-(4-aminophenoxy)pyridin-3-yl)pyrimidin-2-amine; In dimethyl sulfoxide; at 80 ℃; for 2h; Inert atmosphere;

With N-ethyl-N,N-diisopropylamine; In dimethyl sulfoxide; at 80 ℃; Solvent; Temperature;

Reference yield:

(E)-1-(2-chloropyridin-3-yl)-3-(dimethylamino)-prop-2-en-1-one (870221-50-4) → AMG 900 (945595-80-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium / methanol / 0.5 h / 20 °C / Inert atmosphere

1.2: 24 h / 50 °C

2.1: caesium carbonate / dimethyl sulfoxide / 0.08 h / 100 °C

2.2: 130 °C

3.1: tert-butyl alcohol / 16 h / 100 °C / Sealed tube

With sodium; caesium carbonate; In methanol; dimethyl sulfoxide; tert-butyl alcohol;

Reference yield:

4-(4-methylthiophen-2-yl)-phthalazin-1(2H)-one (149549-11-1) → AMG 900 (945595-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trichlorophosphate / acetonitrile / 75 °C

1.2: 20 - 30 °C

2.1: dimethyl sulfoxide / 2 h / 80 °C / Inert atmosphere

2.2: 80 °C

With trichlorophosphate; In dimethyl sulfoxide; acetonitrile;

upstream raw materials:

4-(2-chloropyridin-3-yl)pyrimidin-2-amine

4-amino-phenol

(E)-1-(2-chloropyridin-3-yl)-3-(dimethylamino)-prop-2-en-1-one

1-chloro-4-(4-methylthiophen-2-yl)phthalazine