IKK Inhibitor VII

Base Information

• Chemical Name: IKK Inhibitor VII
• CAS No.: 873225-46-8
• Molecular Formula: C₂₈H₂₉N₅OS
• Molecular Weight: 483.637
• European Community (EC) Number: 809-503-7
• DSSTox Substance ID: DTXSID80429553
• Wikidata: Q27164022
• Pharos Ligand ID: DAMKQJ1TTCNF
• ChEMBL ID: CHEMBL200027
• Mol file: 873225-46-8.mol

Synonyms:873225-46-8;IKK Inhibitor VII;IKK 16;IKK-16;IKK16;IKK-16 (IKK Inhibitor VII);IKK-16 (free base);IKK-16(free base);873225-46-8 (free base);CHEMBL200027;(4-((4-(Benzo[b]thiophen-2-yl)pyrimidin-2-yl)amino)phenyl)(4-(pyrrolidin-1-yl)piperidin-1-yl)methanone;[4-[[4-(1-benzothiophen-2-yl)pyrimidin-2-yl]amino]phenyl]-(4-pyrrolidin-1-ylpiperidin-1-yl)methanone;(4-{[4-(1-benzothiophen-2-yl)pyrimidin-2-yl]amino}phenyl)[4-(pyrrolidin-1-yl)piperidin-1-yl]methanone;[4-[(4-Benzo[b]thien-2-yl-2-pyriMidinyl)aMino]phenyl][4-(1-pyrrolidinyl)-1-piperidinyl]-Methanone;K00596a;MLS006011189;SCHEMBL15299484;CHEBI:92257;DTXSID80429553;EX-A721;HMS3229F15;HMS3651J04;BCP19060;YJB22546;BDBM50175688;MFCD23704180;s2882;AKOS027288951;CCG-269574;CS-1282;SB19539;NCGC00167767-01;NCGC00167767-03;NCGC00167767-12;NCGC00167767-13;NCGC00167767-14;AC-35921;AS-78218;HY-13687;SMR004702958;FT-0700387;SW219531-1;A862676;EN300-20322102;J-690374;BRD-K14618467-003-01-8;Q27164022;(4-((4-(1-Benzothiophen-2-yl)pyrimidin-2-yl)amino)phenyl)(4-pyrrolidin-1-ylpiperidin-1-yl)methanone;(4-((4-(benzo[b]thiophen-2-yl)pyrimidin-2-yl)amino)phenyl)(4-(pyrrolidin-1-yl)piperidin-1-yl)methanone;(4-(4-(benzo[b]thiophen-2-yl)pyrimidin-2-ylamino)phenyl)(4-(pyrrolidin-1-yl)piperidin-1-yl)methanone;[4-[[4-(1-benzothiophen-2-yl)-2-pyrimidinyl]amino]phenyl]-[4-(1-pyrrolidinyl)-1-piperidinyl]methanone;4-(1-benzothiophen-2-yl)-N-[4-([4-pyrrolidin-1-yl-piperidin-1-yl]carbonyl)-phenyl]pyrimidin-2-amine;4-(1-benzothiophen-2-yl)-N-{4-[4-(pyrrolidin-1-yl)piperidine-1-carbonyl]phenyl}pyrimidin-2-amine;V17

Chemical Property of IKK Inhibitor VII

Chemical Property:

• PSA: 89.60000
• LogP: 5.75110
• Solubility.: ≥23.05 mg/mL in DMSO; ≥11.3 mg/mL in EtOH with ultrasonic; insoluble in H2O
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 483.20928174
• Heavy Atom Count: 35
• Complexity: 702

Purity/Quality:

98% min ^*data from raw suppliers

[4-[(4-Benzo[b]thien-2-yl-2-pyrimidinyl)amino]phenyl][4-(1-pyrrolidinyl)-1-piperidinyl]-methanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C2CCN(CC2)C(=O)C3=CC=C(C=C3)NC4=NC=CC(=N4)C5=CC6=CC=CC=C6S5
• Uses: IKK-16 is a potential novel IκB kinase 2 (IKK2) inhibitor used in the treatment of various immune/inflammatory disorders.

Technology Process of IKK Inhibitor VII

There total 5 articles about IKK Inhibitor VII 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:

4-(4-benzo[b]thiophen-2-yl-pyrimidin-2-ylamino)-benzoic acid (873225-30-0) → IKK Inhibitor VII (873225-46-8)

Guidance literature:

Multi-step reaction with 2 steps

1: thionyl chloride

2: triethylamine / tetrahydrofuran

With thionyl chloride; triethylamine; In tetrahydrofuran;

DOI:10.1016/j.bmcl.2005.09.035

Reference yield:

4-(4-benzo[b]thiophen-2-yl-pyrimidin-2-ylamino)-benzoic acid methyl ester (873225-34-4) → IKK Inhibitor VII (873225-46-8)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / H₂O

2: thionyl chloride

3: triethylamine / tetrahydrofuran

With sodium hydroxide; thionyl chloride; triethylamine; In tetrahydrofuran; water;

DOI:10.1016/j.bmcl.2005.09.035

Reference yield:

benzo[b]thiophene-2-boronic acid (98437-23-1) → IKK Inhibitor VII (873225-46-8)

Guidance literature:

Multi-step reaction with 5 steps

1: [Pd(PPh₃)4]; NaHCO₃ / 1,2-dimethoxy-ethane; H₂O

2: 200 °C

3: NaOH / H₂O

4: thionyl chloride

5: triethylamine / tetrahydrofuran

With sodium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; thionyl chloride; sodium hydrogencarbonate; triethylamine; In tetrahydrofuran; 1,2-dimethoxyethane; water; 1: Suzuki coupling;

DOI:10.1016/j.bmcl.2005.09.035

upstream raw materials:

4-(4-benzo[b]thiophen-2-yl-pyrimidin-2-ylamino)-benzoyl chloride

4-(1-pyrrolidinyl)piperidine

4-(4-benzo[b]thiophen-2-yl-pyrimidin-2-ylamino)-benzoic acid

4-(4-benzo[b]thiophen-2-yl-pyrimidin-2-ylamino)-benzoic acid methyl ester

Refernces