Vatalanib

Base Information

• Chemical Name: Vatalanib
• CAS No.: 212141-54-3
• Molecular Formula: C20H15ClN4
• Molecular Weight: 346.819
• Hs Code.: 2933399990
• UNII: 5DX9U76296
• DSSTox Substance ID: DTXSID2046919
• Nikkaji Number: J1.327.398G
• Wikipedia: Vatalanib
• Wikidata: Q7917084
• NCI Thesaurus Code: C1868
• Pharos Ligand ID: M9GXGHH8XNR3
• Metabolomics Workbench ID: 149309
• ChEMBL ID: CHEMBL101253
• Mol file: 212141-54-3.mol

Synonyms:1-(4-chloroanilino)-(4-pyridylmethyl)phthalazine dihydrochloride;1-(4-chloroanilino)-4-(pyridylmethyl)phthalazine;1-(4-chloroanilino)-4-(pyridylmethyl)phthalazine dihydrochloride;CGP 797870;CGP-797870;PTK 787;PTK-787;PTK787;vatalanib;ZK 222584;ZK 232934;ZK-222584;ZK-232934;ZK222584;ZK232934

Chemical Property of Vatalanib

Chemical Property:

• Vapor Pressure: 8.48E-14mmHg at 25°C
• Melting Point: 209-212oC
• Refractive Index: 1.711
• Boiling Point: 587.8 °C at 760 mmHg
• PKA: 5.46±0.10(Predicted)
• Flash Point: 309.3 °C
• PSA: 50.70000
• Density: 1.33 g/cm₃
• LogP: 5.08560
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: ≥16.85 mg/mL in DMSO; ≥3.0125 mg/mL in EtOH with gentle warming and ultrasonic; ≥32.53 mg/mL in H2O with gentle warming and ultrasonic
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 346.0985242
• Heavy Atom Count: 25
• Complexity: 407

Purity/Quality:

99% ^*data from raw suppliers

Vatalanibbase ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C(=NN=C2NC3=CC=C(C=C3)Cl)CC4=CC=NC=C4
• Recent ClinicalTrials: Study of Oxaliplatin/5-FU/Leucovorin Plus Vatalanib Versus Oxaliplatin/5-FU/Leucovorin in Patients With Metastatic Colorectal Cancer.
• Recent EU Clinical Trials: Phase II Randomized, Parallel-Group Trial on PTK-ZK with or without DTIC in Patients with non-resectable Metastatic Malignant Melanoma
• Uses: anti-viral

Technology Process of Vatalanib

There total 10 articles about Vatalanib 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: 93.4%

1-Chloro-4-iodobenzene (637-87-6) + 1-amino-4-(pyridin-4-yl)methylpyridazine → vatalanib (212141-54-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 100 - 105 ℃; for 5h;

Reference yield: 92.8%

bromochlorobenzene (106-39-8) + 1-amino-4-(pyridin-4-yl)methylpyridazine → vatalanib (212141-54-3)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 110 - 115 ℃; for 5h; Temperature;

Reference yield: 82.0%

4-chloro-aniline (106-47-8) + 5-(pyridin-4-yl)methyl-2H-phthalazin-1-one (107558-48-5) → vatalanib (212141-54-3)

Guidance literature:

With phosphorus pentoxide; triethylamine hydrochloride; at 170 ℃; for 2h;

DOI:10.1021/jm9909443

upstream raw materials:

4-chloro-aniline

5-(pyridin-4-yl)methyl-2H-phthalazin-1-one

2-benzofuran-1(3H)-one

3-hydroxy-2-(pyridin-4-yl)-1H-inden-1-one

Downstream raw materials:

ZK 228354

1-(4-Chlor-anilino)-4-(pyridin-4-yl-fluormethyl)-phthalazine

Refernces

• 1、 -. "METHOD FOR TREATING OCULAR NEOVASCULAR DISEASES". Page/Page column 12. . Retrieved 2010/11/28.
• 2、 -. "Method for delivering drugs to the retina". . . Retrieved 2008/06/13.