4-((2-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl)acetyl)morpholine

Base Information

• Chemical Name: 4-((2-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl)acetyl)morpholine
• CAS No.: 2854-32-2
• Molecular Formula: C23H23 Cl N2 O4
• Molecular Weight: 426.9
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID50951230
• Nikkaji Number: J70.144K
• Mol file: 2854-32-2.mol

Synonyms:BRN 1230853;4-((2-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl)acetyl)morpholine;2-[2-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]-1-morpholin-4-ylethanone;Morpholine, 4-((2-(p-chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl)acetyl)-;1H-Indole, 1-(4-chlorobenzoyl)-5-methoxy-2-methyl-1-(2-(4-morpholinyl)-2-oxoethyl)-;DTXSID50951230;LS-92583;4-[[2-(p-Chlorobenzoyl)-5-methoxy-2-methyl-2H-indol-3-yl]acetyl]morpholine

Chemical Property of 4-((2-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl)acetyl)morpholine

Chemical Property:

• Vapor Pressure: 9.57E-14mmHg at 25°C
• Melting Point: 162.0-163.5 °C
• Boiling Point: 586.7°Cat760mmHg
• PKA: -0.97±0.20(Predicted)
• Flash Point: 308.6°C
• PSA: 60.77000
• Density: 1.31g/cm³
• LogP: 3.63940
• Storage Temp.: 2-8°C
• Solubility.: DMSO: >20mg/mL
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 426.1346349
• Heavy Atom Count: 30
• Complexity: 845

Purity/Quality:

99.0% ^*data from raw suppliers

BML-190 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C(=C2C=C(C=CC2=N1)OC)CC(=O)N3CCOCC3)C(=O)C4=CC=C(C=C4)Cl
• Uses: BML-190, is a selective cannabinoid CB2 receptor, and it is also used for treatment of organophosphate and carbamate toxicity.

Technology Process of 4-((2-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl)acetyl)morpholine

There total 4 articles about 4-((2-(p-Chlorobenzoyl)-5-methoxy-2-methyl-3-indolyl)acetyl)morpholine 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: 93.0%

morpholine (110-91-8,99108-56-2) + [1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid (53-86-1) → Indomethacin morpholinamide (2854-32-2)

Guidance literature:

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid; With N-((2,2-dimethyl-1,3-dioxolan-4-yl)methyl)-N-ethynylmethanesulfonamide; In dichloromethane; at 20 ℃; for 12h;

morpholine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1039/d1gc03498g

Reference yield:

5-Methoxy-2-methylindole-3-acetic acid (2882-15-7) → Indomethacin morpholinamide (2854-32-2)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC / tetrahydrofuran

2: 1.) KHMDS, HMPA / 1.) THF

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1016/0960-894X(96)00426-X

Reference yield:

4-chloro-benzoyl chloride (122-01-0) + 2-(5-methoxy-2-methyl-1H-indol-3-yl)-1-morpholinoethanone (180002-77-1) → Indomethacin morpholinamide (2854-32-2)

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane; Multistep reaction; 1.) THF;

DOI:10.1016/0960-894X(96)00426-X

upstream raw materials:

4-chloro-benzoyl chloride

2-(5-methoxy-2-methyl-1H-indol-3-yl)-1-morpholinoethanone

morpholine

[1-(4-chlorobenzoyl)-5-methoxy-2-methylindol-3-yl]acetic acid

Refernces

• 1、 -. "COMPOSITIONS AND METHODS FOR SUBSTRATE-SELECTIVE INHIBITION OF ENDOCANNABINOID OXYGENATION". Sheet 21. . Retrieved 2014/02/15.
• 2、 Gallant, Michel,Dufresne, Claude,Gareau, Yves,Guay, Daniel,Leblanc, Yves,Prasit, Petpiboon,Rochette, Chantal,Sawyer, Nicole,Slipetz, Deborah M.,Tremblay, Nathalie,Metters, Kathleen M.,Labelle, Marc. "New class of potent ligands for the human peripheral cannabinoid receptor". . p. 2263 - 2268. Retrieved 2007/10/03.