2-(Diphenylmethyl)-N-((2-methoxyphenyl)methyl)-1-azabicyclo(2.2.2)octan-3-amine

Base Information

• Chemical Name: 2-(Diphenylmethyl)-N-((2-methoxyphenyl)methyl)-1-azabicyclo(2.2.2)octan-3-amine
• CAS No.: 132746-60-2
• Molecular Formula: C₂₈H₃₂N₂O
• Molecular Weight: 412.575
• European Community (EC) Number: 686-969-6
• UNII: W22ILA2I52
• DSSTox Substance ID: DTXSID30927796
• Nikkaji Number: J429.108E
• Wikidata: Q27292206
• Pharos Ligand ID: XMKTA9S98UXW
• ChEMBL ID: CHEMBL16192
• Mol file: 132746-60-2.mol

Synonyms:2-(diphenylmethyl)-N-((2-methoxyphenyl)methyl)-1-azabicyclo(2.2.2)octan-3-amine;CP 96,345;CP 96344;CP 96345;CP-96,344;CP-96345

Chemical Property of 2-(Diphenylmethyl)-N-((2-methoxyphenyl)methyl)-1-azabicyclo(2.2.2)octan-3-amine

Chemical Property:

• Vapor Pressure: 8.65E-12mmHg at 25°C
• Boiling Point: 541.5°Cat760mmHg
• Flash Point: 281.3°C
• PSA: 24.50000
• Density: 1.15g/cm³
• LogP: 5.40850
• Storage Temp.: Store at -20°C
• Solubility.: DMSO: soluble24mg/mL
• XLogP3: 5.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 412.251463648
• Heavy Atom Count: 31
• Complexity: 515

Purity/Quality:

98%,99%, ^*data from raw suppliers

CP96345 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-36/37/38-50/53
• Safety Statements: 26-60-61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC=CC=C1CNC2C3CCN(C2C(C4=CC=CC=C4)C5=CC=CC=C5)CC3
• Isomeric SMILES: COC1=CC=CC=C1CN[C@@H]2[C@@H](N3CCC2CC3)C(C4=CC=CC=C4)C5=CC=CC=C5
• Uses: CP 96345 is a potent and selective non-peptide NK1 receptor antagonist. CP 96345 attenuates substance P-induced salivary response and inhibits neurogenic inflammation in vivo. CP 96345 is a potent and selective non-peptide NK1 receptor antagonist (1,2,3). CP 96345 attenuates substance P-induced salivary response and inhibits neurogenic inflammation in vivo.

Technology Process of 2-(Diphenylmethyl)-N-((2-methoxyphenyl)methyl)-1-azabicyclo(2.2.2)octan-3-amine

There total 12 articles about 2-(Diphenylmethyl)-N-((2-methoxyphenyl)methyl)-1-azabicyclo(2.2.2)octan-3-amine 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: 72.6%

(-)-cis-2-(diphenylmethyl)-1-azabicyclo<2.2.2>octan-3-amine (32531-19-4,32531-24-1,129912-96-5,141958-06-7,142035-23-2) + ortho-anisaldehyde (135-02-4) → (2S,3S)-cis-2-(diphenylmethyl)-N-[(2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine (129912-34-1,132746-60-2,134731-58-1,135095-42-0,142035-22-1)

Guidance literature:

With hydrogenchloride; sodium cyanoborohydride; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jm00092a009

Reference yield: 22.0%

2-(diphenylmethyl)-N-<(2-methoxyphenyl)methyl>-1-azabicyclo<2.2.2>octan-3-imine (141958-08-9) → (+/-)-CP 93846 (129912-34-1,132746-60-2,134731-58-1,135095-42-0,142035-22-1)

Guidance literature:

With sodium tetrahydroborate; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jm00092a009

Reference yield:

2-(4,4'-Dibrombenzhydryl)-3-chinuclidinon (24802-70-8) → (2S,3S)-cis-2-(diphenylmethyl)-N-[(2-methoxyphenyl)methyl]-1-azabicyclo[2.2.2]octan-3-amine (129912-34-1,132746-60-2,134731-58-1,135095-42-0,142035-22-1)

Guidance literature:

Multi-step reaction with 5 steps

1: camphorsulfonic acid / toluene / 18 h / Heating

2: 9-BBN / tetrahydrofuran / 72 h / Ambient temperature

3: 48percent HBr / 2 h / 130 - 140 °C

4: 49.5 percent / 6N HCl, H₂ / 10percent Pd/C / ethanol / 7 h / 2068.6 Torr

5: 72.6 percent / 2N HCl, sodium cyanoborohydride / methanol / 24 h / Ambient temperature

With hydrogenchloride; 9-borabicyclo[3.3.1]nonane dimer; camphor-10-sulfonic acid; hydrogen bromide; hydrogen; sodium cyanoborohydride; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; toluene;

DOI:10.1021/jm00092a009

upstream raw materials:

(-)-cis-2-(diphenylmethyl)-1-azabicyclo<2.2.2>octan-3-amine

ortho-anisaldehyde

2-(4,4'-Dibrombenzhydryl)-3-chinuclidinon

cis-2--N-<3-(4-methoxyphenyl)methyl>-1-azabicyclo<2.2.2>octan-3-amine

Downstream raw materials:

(-)-(2S,3S)-cis-2-(diphenylmethyl)-1-azabicyclo[2.2.2]octane-3-amine

cis-2-(diphenylmethyl)-N-<(2-methoxyphenyl)methyl>-N-methyl-1-azabicyclo<2.2.2>octan-3-amine