ZM 306416 hydrochloride

Base Information

• Chemical Name: ZM 306416 hydrochloride
• CAS No.: 196603-47-1
• Molecular Formula: C₁₆H₁₃ClFN₃O₂*ClH
• Molecular Weight: 370.21
• Mol file: 196603-47-1.mol

Synonyms:

Chemical Property of ZM 306416 hydrochloride

Chemical Property:

Purity/Quality:

≥99% by HPLC ^*data from raw suppliers

ZM-306416 hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: ZM-306416 (196603-47-1) is a VEGF receptor tyrosine kinase inhibitor with selectivity over FGFR-1 (KDR IC50 = 100 nM; FLT IC50 = 2 μM).
• Uses: ZM 306416 Hydrochloride, is an inhibitor of tyrosine kinase RTK signaling pathway involved in anti-cancer agents. Anti-tumor, anti-metastatic agent.

Technology Process of ZM 306416 hydrochloride

There total 3 articles about ZM 306416 hydrochloride 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: 49.0%

4-chloro-6,7-dimethoxylquinazoline hydrochloride + 2-fluoro-4-chloroaniline (57946-56-2) → ZM 306416 hydrochloride (196603-47-1)

Guidance literature:

In isopropyl alcohol;

Reference yield:

2-fluoro-4-chloroaniline (57946-56-2) + 6,7-dimethoxy-4-chloroquinazoline (13790-39-1) → (4-chloro-2-fluoro-phenyl)-(6,7-dimethoxy-quinazolin-4-yl)-amine; compound with GENERIC INORGANIC NEUTRAL COMPONENT (196603-47-1)

Guidance literature:

With hydrogenchloride; In isopropyl alcohol; at 80 ℃; for 4h;

DOI:10.1021/jm990345w

Reference yield:

6,7-dimethoxy-4-hydroxyquinazoline (13794-72-4) → (4-chloro-2-fluoro-phenyl)-(6,7-dimethoxy-quinazolin-4-yl)-amine; compound with GENERIC INORGANIC NEUTRAL COMPONENT (196603-47-1)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂; DMF / Heating

2: HCl / propan-2-ol / 4 h / 80 °C

With hydrogenchloride; thionyl chloride; N,N-dimethyl-formamide; In isopropyl alcohol; 1: Chlorination / 2: Substitution;

DOI:10.1021/jm990345w

upstream raw materials:

2-fluoro-4-chloroaniline

6,7-dimethoxy-4-chloroquinazoline

6,7-dimethoxy-4-hydroxyquinazoline

Refernces

• 1、 Hennequin, Laurent F.,Thomas, Andrew P.,Johnstone, Craig,Stokes, Elaine S. E.,Plé, Patrick A.,Lohmann, Jean-Jacques M.,Ogilvie, Donald J.,Dukes, Mike,Wedge, Steve R.,Curwen, Jon O.,Kendrew, Jane,Lambert-Van Der Brempt, Christine. "Design and structure-activity relationship of a new class of potent VEGF receptor tyrosine kinase inhibitors". . p. 5369 - 5389. Retrieved 2007/10/03.