NVP-TNKS656

Base Information

• Chemical Name: NVP-TNKS656
• CAS No.: 1419949-20-4
• Molecular Formula: C27H34N4O5
• Molecular Weight: 494.591
• Mol file: 1419949-20-4.mol

Synonyms:NVP-TNKS656;TNKS656;N-(cyclopropylmethyl)-2-(4-(4-methoxybenzoyl)piperidin-1-yl)-N-((4-oxo-3,5,7,8-tetrahydro-4H-pyrano[4,3-d]pyrimidin-2-yl)methyl)acetamide

Chemical Property of NVP-TNKS656

Chemical Property:

• Boiling Point: 700.7±70.0 °C(Predicted)
• PKA: 6.66±0.10(Predicted)
• PSA: 104.83000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 2.12260
• Storage Temp.: Sealed in dry,Store in freezer, under -20°C
• Solubility.: Soluble in DMSO

Purity/Quality:

99%, ^*data from raw suppliers

NVP-TNKS656 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: NVP-TNKS656 is an orally bioavailable inhibitor of tankyrase 2 (TNKS2; IC50 = 6 nM). It is selective for TNKS2 over poly(ADP-ribose) polymerase (PARP) 1 and 2 (IC50s = >19 and 32 nM, respectively). NVP-TNKS656 inhibits Wnt ligand-induced signaling with an IC50 value of 3.5 nM in an HEK293 cell reporter assay. In vivo, NVP-TNKS656 (350 mg/kg) reduces Axin 2 mRNA expression, a Wnt/β-catenin target gene, in MMTV-Wnt1 tumor bearing mice.

Technology Process of NVP-TNKS656

There total 7 articles about NVP-TNKS656 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: 24.0%

[4-(4-methoxy-benzoyl)-piperidin-1-yl]-acetic acid (1419957-49-5) + 2-[(cyclopropylmethyl-amino)-methyl]-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one (1419954-10-1) → N-(cyclopropylmethyl)-2-(4-(4-methoxybenzoyl)piperidin-1-yl)-N-((4-oxo-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-2-yl)methyl)acetamide (1419949-20-4)

Guidance literature:

[4-(4-methoxy-benzoyl)-piperidin-1-yl]-acetic acid; With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h;

2-[(cyclopropylmethyl-amino)-methyl]-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one; In N,N-dimethyl-formamide; at 20 ℃; Reagent/catalyst;

Reference yield:

2-chloromethyl-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one (1417917-59-9) → N-(cyclopropylmethyl)-2-(4-(4-methoxybenzoyl)piperidin-1-yl)-N-((4-oxo-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-2-yl)methyl)acetamide (1419949-20-4)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ethanol / 60 h / 45 °C

2.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

2.2: 20 °C

With N-ethyl-N,N-diisopropylamine; HATU; In ethanol; N,N-dimethyl-formamide;

Reference yield:

4-oxotetrahydro-2H-pyran-3-carboxylic acid methyl ester (127956-11-0) → N-(cyclopropylmethyl)-2-(4-(4-methoxybenzoyl)piperidin-1-yl)-N-((4-oxo-4,5,7,8-tetrahydro-3H-pyrano[4,3-d]pyrimidin-2-yl)methyl)acetamide (1419949-20-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: triethylamine / methanol / 0 °C / Inert atmosphere

1.2: 16.5 h / 0 - 20 °C

2.1: ethanol / 60 h / 45 °C

3.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

3.2: 20 °C

With triethylamine; N-ethyl-N,N-diisopropylamine; HATU; In methanol; ethanol; N,N-dimethyl-formamide;

upstream raw materials:

4-(4-methoxybenzoyl)-piperidine

[4-(4-methoxy-benzoyl)-piperidin-1-yl]-acetic acid ethyl ester

[4-(4-methoxy-benzoyl)-piperidin-1-yl]-acetic acid

2-[(cyclopropylmethyl-amino)-methyl]-3,5,7,8-tetrahydro-pyrano[4,3-d]pyrimidin-4-one

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