2-(N-Acetyl-N-(2-methoxy-3-octadecylcarbamoyloxypropoxycarbonyl)aminomethyl)-1-ethylpyridinium

Base Information

• Chemical Name: 2-(N-Acetyl-N-(2-methoxy-3-octadecylcarbamoyloxypropoxycarbonyl)aminomethyl)-1-ethylpyridinium
• CAS No.: 100488-87-7
• Molecular Formula: C₃₄H₆₀N₃O₆*Cl
• Molecular Weight: 642.32
• ChEMBL ID: CHEMBL274420
• Mol file: 100488-87-7.mol

Synonyms:2-(N-acetyl-N-(2-methoxy-3-octadecylcarbamoyloxypropoxycarbonyl)aminomethyl)-1-ethylpyridinium;CV 6209;CV 6209 chloride;CV-6209

Chemical Property of 2-(N-Acetyl-N-(2-methoxy-3-octadecylcarbamoyloxypropoxycarbonyl)aminomethyl)-1-ethylpyridinium

Chemical Property:

• PSA: 98.05000
• LogP: 4.87670
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 27
• Exact Mass: 641.4170643
• Heavy Atom Count: 44
• Complexity: 722

Purity/Quality:

97% ^*data from raw suppliers

CV-6209 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCCCCNC(=O)OCC(COC(=O)N(CC1=CC=CC=[N+]1CC)C(=O)C)OC.[Cl-]
• Description: CV-6209 is a potent antagonist of the platelet-activating factor (PAF) receptor, inhibiting aggregation of rabbit and human platelets induced by PAF with IC50 values of 75 and 170 nM, respectively. It has little action on platelet aggregation induced by arachidonic acid, ADP, or collagen. CV-6209 is bioavailable, as it prevents PAF-induced hypotension in rats, while not blocking hypotension triggered by arachidonic acid , histamine, bradykinin , or isoproterenol . CV-6209 is used to study the role of PAF receptor signaling in vitro and in vivo.
• Uses: Competitive PAF receptor antagonist. Inhibits PAF induced human platelet aggregation. Inhibits PAF induced hypotension and lethality.

Technology Process of 2-(N-Acetyl-N-(2-methoxy-3-octadecylcarbamoyloxypropoxycarbonyl)aminomethyl)-1-ethylpyridinium

There total 5 articles about 2-(N-Acetyl-N-(2-methoxy-3-octadecylcarbamoyloxypropoxycarbonyl)aminomethyl)-1-ethylpyridinium 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:

3-(N-octadecylcarbamoyloxy)-2-methoxy-1-propanol (80350-03-4) → 2-{N-acetyl-N-[({2-methoxy-3-[(octadecylcarbamoyl)oxy]propoxy}carbonyl)amino]methyl}-1-ethylpyridinium chloride (100488-87-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 91 percent / pyridine / CH₂Cl₂ / 0.5 h / Ambient temperature

2: 100 percent / 1 h / 90 °C

3: 80 percent / pyridine / 72 h / 110 °C

4: 2) Amberlite IRA-410 / 1) 39 h, reflux, 2) MeOH, H₂O

With pyridine; Amberlite IRA-410; In dichloromethane;

DOI:10.1021/jm00121a012

Reference yield:

2-(Aminomethyl)pyridine (3731-51-9) → 2-{N-acetyl-N-[({2-methoxy-3-[(octadecylcarbamoyl)oxy]propoxy}carbonyl)amino]methyl}-1-ethylpyridinium chloride (100488-87-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 1 h / 90 °C

2: 80 percent / pyridine / 72 h / 110 °C

3: 2) Amberlite IRA-410 / 1) 39 h, reflux, 2) MeOH, H₂O

With pyridine; Amberlite IRA-410;

DOI:10.1021/jm00121a012

Reference yield:

2-O-methyl-1-O-(octadecylcarbamoyl)-3-O-(phenoxycarbonyl)glycerol (116953-37-8) → 2-{N-acetyl-N-[({2-methoxy-3-[(octadecylcarbamoyl)oxy]propoxy}carbonyl)amino]methyl}-1-ethylpyridinium chloride (100488-87-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / 1 h / 90 °C

2: 80 percent / pyridine / 72 h / 110 °C

3: 2) Amberlite IRA-410 / 1) 39 h, reflux, 2) MeOH, H₂O

With pyridine; Amberlite IRA-410;

DOI:10.1021/jm00121a012

upstream raw materials:

ethyl iodide

3-O--2-O-methyl-1-O-(octadecylcarbamoyl)glycerol

2-(Aminomethyl)pyridine

3-(N-octadecylcarbamoyloxy)-2-methoxy-1-propanol

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