3-(3-methylphenyl)-1-[(3R)-1-[2-(2-methylphenyl)-2-oxoethyl]-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]urea

Base Information

• Chemical Name: 3-(3-methylphenyl)-1-[(3R)-1-[2-(2-methylphenyl)-2-oxoethyl]-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]urea
• CAS No.: 145084-28-2
• Molecular Formula: C₃₂H₂₈N₄O₃
• Molecular Weight: 516.599
• European Community (EC) Number: 803-039-9
• UNII: 772CP7W12N
• DSSTox Substance ID: DTXSID40932492
• Nikkaji Number: J588.399G
• Wikidata: Q27089258
• Pharos Ligand ID: 4LQC8G9Y113R
• ChEMBL ID: CHEMBL115121
• Mol file: 145084-28-2.mol

Synonyms:1-(2,3-dihydro-1-(2'-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl)-3-(3-methylphenyl)urea;YM 022;YM-022;YM022

Chemical Property of 3-(3-methylphenyl)-1-[(3R)-1-[2-(2-methylphenyl)-2-oxoethyl]-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]urea

Chemical Property:

• Boiling Point: 735.4°Cat760mmHg
• Flash Point: 398.6°C
• PSA: 90.87000
• Density: 1.23g/cm³
• LogP: 5.48260
• Storage Temp.: Store at RT
• Solubility.: DMSO: soluble5mg/mL (clear solution)
• XLogP3: 5.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 516.21614077
• Heavy Atom Count: 39
• Complexity: 913

Purity/Quality:

97% ^*data from raw suppliers

YM 022 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC=C1)NC(=O)NC2C(=O)N(C3=CC=CC=C3C(=N2)C4=CC=CC=C4)CC(=O)C5=CC=CC=C5C
• Isomeric SMILES: CC1=CC(=CC=C1)NC(=O)N[C@H]2C(=O)N(C3=CC=CC=C3C(=N2)C4=CC=CC=C4)CC(=O)C5=CC=CC=C5C
• Uses: YM 022, is a potent, selective non-peptide antagonist of the gastrin/cholecystokinin (CCK)-B receptor. (Ki values are 68 pM and 63 nM at CCK2 and CCK1 receptors respectively).

Technology Process of 3-(3-methylphenyl)-1-[(3R)-1-[2-(2-methylphenyl)-2-oxoethyl]-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]urea

There total 18 articles about 3-(3-methylphenyl)-1-[(3R)-1-[2-(2-methylphenyl)-2-oxoethyl]-2-oxo-5-phenyl-3H-1,4-benzodiazepin-3-yl]urea 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: 91.0%

3-tolyl isocyanate (621-29-4) + (RS)-3-amino-1,3-dihydro-1-(2-methylphenacyl)-5-phenyl-2H-1,4-benzodiazepin-2-one (145084-42-0) → 1-<2,3-dihydro-1-(2-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl>-3-(3-methylphenyl)urea (145084-28-2)

Guidance literature:

In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1248/cpb.43.2159

Reference yield: 89.0%

3-tolyl isocyanate (621-29-4) + (R)-3-amino-1,3-dihydro-1-(2-methylphenacyl)-5-phenyl-2H-1,4-benzodiazepin-2-one (145084-87-3) → (R)-1-[2,3-dihydro-1-(2'-methylphenacyl)-2-oxo-5-phenyl-1H-1,4-benzodiazepin-3-yl]-3-(3-tolyl)urea (145084-28-2)

Guidance literature:

In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1248/cpb.43.2159

Reference yield: 87.0%

3-tolyl isocyanate (621-29-4) + (S)-3-amino-1,3-dihydro-1-(2-methylphenacyl)-5-phenyl-2H-1,4-benzodiazepin-2-one (145084-89-5) → (S)-YM 022 (145084-28-2)

Guidance literature:

In tetrahydrofuran; for 4h; Ambient temperature;

DOI:10.1248/cpb.43.2159

upstream raw materials:

3-tolyl isocyanate

(RS)-3-amino-1,3-dihydro-1-(2-methylphenacyl)-5-phenyl-2H-1,4-benzodiazepin-2-one

2-bromo-1-o-tolylethanone

1,3-dihydro-1-(2'-methylphenacyl)-5-phenyl-2H-1,4-benzodiazepin-2-one