ACHP

Base Information

• Chemical Name: ACHP
• CAS No.: 406208-42-2
• Molecular Formula: C21H24N4O2
• Molecular Weight: 364.44100
• Mol file: 406208-42-2.mol

Synonyms:

Chemical Property of ACHP

Chemical Property:

• PSA: 104.92000
• LogP: 3.42278
• Solubility.: <7.29mg/ml in DMSO

Purity/Quality:

≥97% by HPLC ^*data from raw suppliers

ACHP ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: ACHP is an IkB kinase inhibitor, which has dose-dependently inhibited cell growth with inhibition of phosphorylation of IκBα/p65 and NF-κB DNA-binding, down-regulation of NF-κB target genes and induced apoptosis in human myeloma cell lines.

Technology Process of ACHP

There total 5 articles about ACHP 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:

2'-amino-3'-cyano-6'-[2-cyclopropylmethoxy-6-(4-methoxy-benzyloxy)-phenyl]-3,4,5,6-tetrahydro-2H-[4,4']bipyridinyl-1-carboxylic acid tert-butyl ester (406213-57-8) → 2-amino-6-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-4-piperidin-4-yl nicotinonitrile (406208-42-2)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; at 20 ℃; for 10h;

DOI:10.1016/j.bmcl.2004.05.041

Reference yield:

2,6-dihydroxylacetophenone (699-83-2) → 2-amino-6-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-4-piperidin-4-yl nicotinonitrile (406208-42-2)

Guidance literature:

Multi-step reaction with 4 steps

1: 83 percent / K₂CO₃ / acetone / 50 °C

2: 89 percent / tetrabutylammonium iodide / acetone / 18 h / Heating

3: 42 percent / NH₄OAc / dioxane / 3 h / 110 °C

4: HCl / dioxane / 10 h / 20 °C

With hydrogenchloride; ammonium acetate; tetra-(n-butyl)ammonium iodide; potassium carbonate; In 1,4-dioxane; acetone;

DOI:10.1016/j.bmcl.2004.05.041

Reference yield:

1-{2-(cyclopropylmethoxy)-6-[(4-methoxybenzyl)oxy]phenyl}ethanone (405239-71-6) → 2-amino-6-[2-(cyclopropylmethoxy)-6-hydroxyphenyl]-4-piperidin-4-yl nicotinonitrile (406208-42-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 42 percent / NH₄OAc / dioxane / 3 h / 110 °C

2: HCl / dioxane / 10 h / 20 °C

With hydrogenchloride; ammonium acetate; In 1,4-dioxane;

DOI:10.1016/j.bmcl.2004.05.041

upstream raw materials:

2'-amino-3'-cyano-6'-[2-cyclopropylmethoxy-6-(4-methoxy-benzyloxy)-phenyl]-3,4,5,6-tetrahydro-2H-[4,4']bipyridinyl-1-carboxylic acid tert-butyl ester

2,6-dihydroxylacetophenone

1-{2-[(cyclopropylmethyl)oxy]-6-hydroxyphenyl}ethanone

1-{2-(cyclopropylmethoxy)-6-[(4-methoxybenzyl)oxy]phenyl}ethanone

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