(E)-2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide

Base Information

• Chemical Name: (E)-2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide
• CAS No.: 168835-82-3
• Deprecated CAS: 197592-60-2
• Molecular Formula: C₂₅H₃₀N₂O₂
• Molecular Weight: 390.525
• Hs Code.: 2926909090
• European Community (EC) Number: 809-155-6
• Nikkaji Number: J756.711A
• Wikidata: Q27159415
• ChEMBL ID: CHEMBL261508
• Mol file: 168835-82-3.mol

Synonyms:SU 1498;SU-1498;SU1498

Chemical Property of (E)-2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide

Chemical Property:

• Melting Point: 126 °C
• Boiling Point: 590.6±50.0 °C(Predicted)
• PKA: 10.30±0.36(Predicted)
• PSA: 73.12000
• Density: 1.100±0.06 g/cm3(Predicted)
• LogP: 5.68588
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO.
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 390.230728204
• Heavy Atom Count: 29
• Complexity: 577

Purity/Quality:

97% ^*data from raw suppliers

SU 1498 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)C1=CC(=CC(=C1O)C(C)C)C=C(C#N)C(=O)NCCCC2=CC=CC=C2
• Isomeric SMILES: CC(C)C1=CC(=CC(=C1O)C(C)C)/C=C(\C#N)/C(=O)NCCCC2=CC=CC=C2
• Description: SU-1498 (168835-82-3) is a potent, reversible, selective inhibitor of VEGFR-2, also known as Flk-1 (IC50 = 700 nM). Inhibition of VEGFR-2 blocks angiogenesis in both in vitro and in vivo models. Cell permeable.
• Uses: SU 1498 is an inhibitor of VEGF receptor kinase.

Technology Process of (E)-2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide

There total 3 articles about (E)-2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide 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: 88.0%

3-Phenylpropan-1-amine (2038-57-5) + (E)-2-cyano-3-(4-hydroxy-3,5-diisopropylphenyl)acrylic acid → SU1498 (168835-82-3)

Guidance literature:

With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃;

Reference yield:

3,5-diisopropyl-4-hydroxybenzaldehyde (10537-86-7) + N-(3-phenyl-n-propyl)-cyanoacetamide (133550-33-1) → SU1498 (168835-82-3)

Guidance literature:

In ethanol;

Reference yield:

2,6-diisopropylphenol (2078-54-8) → SU1498 (168835-82-3)

Guidance literature:

Multi-step reaction with 3 steps

1: trichlorophosphate / 1,2-dichloro-ethane / -10 - 70 °C

2: tris(2-hydroxyethyl)ammonium acetate / 80 °C

3: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 20 °C

With tris(2-hydroxyethyl)ammonium acetate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trichlorophosphate; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

upstream raw materials:

3,5-diisopropyl-4-hydroxybenzaldehyde

N-(3-phenyl-n-propyl)-cyanoacetamide

2,6-diisopropylphenol

3-Phenylpropan-1-amine