ITD-1

Base Information

• Chemical Name: ITD-1
• CAS No.: 1099644-42-4
• Molecular Formula: C₂₇H₂₉NO₃
• Molecular Weight: 415.532
• Mol file: 1099644-42-4.mol

Synonyms:ITD-1;4-[1,1'-Biphenyl]-4-yl-1,4,5,6,7,8-hexahydro-2,7,7-trimethyl-5-oxo-3-quinolinecarboxylic acid ethyl ester

Chemical Property of ITD-1

Chemical Property:

• Boiling Point: 569.9±50.0 °C(Predicted)
• PKA: 1.33±0.70(Predicted)
• PSA: 46.17000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 6.11700
• Storage Temp.: 2-8°C
• Solubility.: ≥28.05 mg/mL in DMSO; insoluble in H2O; insoluble in EtOH

Purity/Quality:

97% ^*data from raw suppliers

ITD 1 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: ITD-1 is a selective inhibitor of TGF-β signaling and induces cardiomyocyte differentiation in embryonic stem cells (ESCs).

Technology Process of ITD-1

There total 2 articles about ITD-1 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: 98.0%

ethyl acetoacetate (141-97-9) + dimedone (126-81-8) + 4-Phenylbenzaldehyde (3218-36-8) → ethyl 2,7,7-trimethyl-5-oxo-4-(4-phenylphenyl)-1,4,5,6,7,8-hexahydro-3-quinolinecarboxylate (1099644-42-4,1169983-42-9,1394961-38-6)

Guidance literature:

With 1-methylimidazolium trinitromethanide; ammonium acetate; In neat (no solvent); at 20 ℃; for 0.133333h; Green chemistry;

DOI:10.1039/c4ra09117e

Reference yield:

dimedone (126-81-8) + acetoacetic acid methyl ester (105-45-3) → ethyl 2,7,7-trimethyl-5-oxo-4-(4-phenylphenyl)-1,4,5,6,7,8-hexahydro-3-quinolinecarboxylate (1099644-42-4,1169983-42-9,1394961-38-6)

Guidance literature:

With ammonium acetate; iodine; In ethanol; at 20 ℃;

DOI:10.1021/jm301144g

Reference yield: 75.0%

ethyl 2,7,7-trimethyl-5-oxo-4-(4-phenylphenyl)-1,4,5,6,7,8-hexahydro-3-quinolinecarboxylate (1099644-42-4,1169983-42-9,1394961-38-6) → 4-([1,1’-biphenyl]-4-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylic acid (1394961-64-8,1394961-65-9,1408382-80-8)

Guidance literature:

With boron trichloride; In dichloromethane; at 20 ℃;

DOI:10.1016/j.ejmech.2015.03.027

upstream raw materials:

ethyl acetoacetate

dimedone

4-Phenylbenzaldehyde

acetoacetic acid methyl ester

Downstream raw materials:

4-([1,1’-biphenyl]-4-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylic acid

i-butyl 4-(biphenyl-4-yl)-2,7,7-trimethyl-5-oxo-1,4,5,6,7,8-hexahydroquinoline-3-carboxylate