Otenabant

Base Information

• Chemical Name: Otenabant
• CAS No.: 686344-29-6
• Molecular Formula: C₂₅H₂₅Cl₂N₇O
• Molecular Weight: 510.426
• UNII: J8211Y53EF
• DSSTox Substance ID: DTXSID20988316
• Nikkaji Number: J2.824.897K
• Wikipedia: Otenabant
• Wikidata: Q7108517
• NCI Thesaurus Code: C84034
• Pharos Ligand ID: J2MMP98BZM4C
• Metabolomics Workbench ID: 152851
• ChEMBL ID: CHEMBL562668
• Mol file: 686344-29-6.mol

Synonyms:1-(9-(4-chlorophenyl)-8-(2-chlorophenyl)-9H-purin-6-yl)-4-ethylaminopiperidine-4-carboxylic acid amide;CP 945598;CP-945598;CP945598

Chemical Property of Otenabant

Chemical Property:

• Boiling Point: 757.891 °C at 760 mmHg
• PKA: 16.30±0.20(Predicted)
• Flash Point: 412.158 °C
• PSA: 101.96000
• Density: 1.46 g/cm³
• LogP: 5.37930
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 509.1497638
• Heavy Atom Count: 35
• Complexity: 729

Purity/Quality:

99% ^*data from raw suppliers

Otenabant(CP-945598freebase) >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCNC1(CCN(CC1)C2=NC=NC3=C2N=C(N3C4=CC=C(C=C4)Cl)C5=CC=CC=C5Cl)C(=O)N
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Technology Process of Otenabant

There total 3 articles about Otenabant 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: 90.0%

4-ethylaminopiperidine-4-carboxylic acid amide (84100-54-9) + 6-chloro-9-(4-chlorophenyl)-8-(2-chlorophenyl)-9H-purine (686344-50-3) → Otenabant (686344-29-6)

Guidance literature:

With triethylamine; In water; acetone; at 20 ℃; for 72h;

Reference yield:

1-[9-(4-chloro-phenyl)-8-(2-chloro-phenyl)-9H-purin-6-yl]-4-ethylamino-piperidine-4-carboxylic acid amide hydrogensulfate → Otenabant (686344-29-6)

Guidance literature:

With sodium carbonate; In water; acetone; at 50 ℃; for 1.5h;

Reference yield:

1-(5-[1-(2-chlorobenzoyl)-amino]-6-(4-chlorophenylamino)-pyrimidin-4-yl)-4-ethylamino-piperidine-4-carboxamide → Otenabant (686344-29-6) + C25H24Cl2N6O2 (1104015-93-1)

Guidance literature:

1-(5-[1-(2-chlorobenzoyl)-amino]-6-(4-chlorophenylamino)-pyrimidin-4-yl)-4-ethylamino-piperidine-4-carboxamide; With 1-methyl-pyrrolidin-2-one; methanesulfonic acid; at 100 ℃; for 4h; Large scale reaction;

With sodium hydroxide; In water; isopropyl alcohol; for 2 - 4h; pH=8.5; Large scale reaction;

DOI:10.1021/op800255j

upstream raw materials:

4-ethylaminopiperidine-4-carboxylic acid amide

6-chloro-9-(4-chlorophenyl)-8-(2-chlorophenyl)-9H-purine

Refernces

• 1、 Ragan, John A.,Bourassa, Dennis E.,Blunt, Jon,Breen, Darragh,Busch, Frank R.,Cordi, Eric M.,Damon, David B.,Do, Nga,Engtrakul, Alanya,Lynch, Denis,McDermott, Ruth E.,Mongillo, Joseph A.,O'Sullivan, Maria M.,Vanderplas, Peter R. RoseBrian C.. "Development of a Practical and Efficient Synthesis of CP-945, 598-01, a CBi Antagonist for the Treatment of Obesity". experimental part. p. 186 - 197. Retrieved 2010/04/22.
• 2、 -. "PURINE COMPOUNDS AND USES THEREOF AS CANNABINOID RECEPTOR LIGANDS". Page 137-138. . Retrieved 2008/06/13.