AZD-4547

Base Information

• Chemical Name: AZD-4547
• CAS No.: 1035270-39-3
• Molecular Formula: C₂₆H₃₃N₅O₃
• Molecular Weight: 463.58
• Mol file: 1035270-39-3.mol

Synonyms:AZD-4547

Chemical Property of AZD-4547

Chemical Property:

• Boiling Point: 621.7±55.0 °C(Predicted)
• PKA: 13.66±0.10(Predicted)
• PSA: 95.00000
• Density: 1.189
• LogP: 4.42880
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

AZD 4547 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: AZD4547 is a novel selective FGFR inhibitor targeting FGFR1/2/3 with IC50 of 0.2 nM/2.5 nM/1.8 nM in cell-free assays, weaker activity against FGFR4, VEGFR2(KDR), and little activity observed against IGFR, CDK2, and p38. Phase 2/3. AZD 4547 is a selective inhibitor of the fibroblast growth factor receptor (FGFR) tyrosine kinase with IC50 values of 0.2, 2.5, and 1.8 nM for FGFR1, 2, and 3, respectively. It displays weaker activity against FGFR4 (IC50 = 165 nM), VEGFR2 (IC50 = 24 nM), and a panel of other tyrosine and serine/theronine kinases such as insulin-like growth factor 1 receptor (IC50 = 581 nM), cyclin-dependent kinase 2 (IC50 = >10 μM), and p38 (IC50 = >100 μM). AZD 4547 has demonstrated antiproliferative activity in tumor cell lines expressing deregulated FGFRs (IC50s = 18-281 nM). In an FGFR-driven human tumor xenograft mouse model, oral administration of AZD 4547 at concentrations up to 12.5 mg/kg/day resulted in potent dose-dependent antitumor activity.
• Uses: AZD4547 is a bioavailable, potent, and selective inhibitor of the fibroblast growth factor receptor (FGFR) tyrosine kinases. AZD4547 is particularly effective in inhibiting FGFR1, 2, and 3 tyrosine k inases and is under clinical investigation for the treatment of FGFR-dependent tumors.

Technology Process of AZD-4547

There total 13 articles about AZD-4547 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: 73.0%

5-[2-(3,5-dimethoxy-phenyl)-ethyl]-1H-pyrazol-3-ylamine (1000895-53-3) + 4-((3S,5R)-3,5-dimethylpiperazin-1-yl)benzoyl chloride → rel-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl]-4-[(3R,5S)-3,5-dimethyl-1-piperazinyl]benzamide (1035270-39-3,1615687-07-4)

Guidance literature:

With triethylamine; In dichloromethane; at -10 - 0 ℃; for 2h; Temperature;

Reference yield: 73.0%

5-[2-(3,5-dimethoxy-phenyl)-ethyl]-1H-pyrazol-3-ylamine (1000895-53-3) + 4-((3S,5R)-3,5-dimethylpiperazin-1-yl)benzoyl chloride hydrochloride → rel-N-[5-[2-(3,5-dimethoxyphenyl)ethyl]-1H-pyrazol-3-yl]-4-[(3R,5S)-3,5-dimethyl-1-piperazinyl]benzamide (1035270-39-3,1615687-07-4)

Guidance literature:

With triethylamine; In dichloromethane; at -5 - 0 ℃; for 2h;

DOI:10.3987/COM-20-14215

Reference yield: 50.2%

→ AZD-4567 (1035270-39-3)

Guidance literature:

upstream raw materials:

3,5-dimethoxybenzaldehdye

(E)-3,5-dimethoxycinnamic acid

4-fluorobenzoic acid ethyl ester

cis-2,6-dimethylpiperazine

Refernces

• 1、 Bu, Lehao,Chen, Wenxin,Gao, Lei,Mao, Yongjun,Sun, Cong,Wang, Han. "New and convergent synthesis of AZD 4547". . p. 276 - 282. Retrieved 2020/06/10.