N-(5-chlorosalicyloyl)-8-aminocaprylic acid

Base Information

• Chemical Name: N-(5-chlorosalicyloyl)-8-aminocaprylic acid
• CAS No.: 204852-67-5
• Molecular Formula: C15H20ClNO4
• Molecular Weight: 313.781
• UNII: QG2TQ56MD1
• DSSTox Substance ID: DTXSID90431682
• Nikkaji Number: J944.810A
• Wikidata: Q82245631
• ChEMBL ID: CHEMBL279555
• Mol file: 204852-67-5.mol

Synonyms:204852-67-5;N-(5-chlorosalicyloyl)-8-aminocaprylic acid;5-Cnac;8-[(5-chloro-2-hydroxybenzoyl)amino]octanoic acid;QG2TQ56MD1;8-(5-Chloro-2-hydroxybenzamido)octanoic acid;N-(5-chloro-salicyloyl)-8-aminooctanic acid;8-((5-Chloro-2-hydroxybenzoyl)amino)octanoic acid;8-(n-2-hydroxy-5-chloro-benzoyl)-amino-caprylic acid;UNII-QG2TQ56MD1;SCHEMBL446310;CHEMBL279555;Octanoic acid, 8-[(5-chloro-2-hydroxybenzoyl)amino]-;DTXSID90431682;XRTHAPZDZPADIL-UHFFFAOYSA-N;AT38225;N-(5-chlorosalicylovl)-8-aminocaprylic Acid;N-(5-chlorosalicyloyl)-8-aminooctanoic acid;8-[(2-Hydroxy-5-chlorobenzoyl)amino]octanoic acid

Chemical Property of N-(5-chlorosalicyloyl)-8-aminocaprylic acid

Chemical Property:

• XLogP3: 3.7
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 313.1080858
• Heavy Atom Count: 21
• Complexity: 338

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1Cl)C(=O)NCCCCCCCC(=O)O)O

Technology Process of N-(5-chlorosalicyloyl)-8-aminocaprylic acid

There total 10 articles about N-(5-chlorosalicyloyl)-8-aminocaprylic acid 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: 88.0%

8-Aminooctanoic acid (1002-57-9) + methyl 5-chloro-2-hydroxybenzoate (4068-78-4) → 8-(N-2-hydroxy-5-chlorobenzoyl)aminocaprylic acid (204852-67-5)

Guidance literature:

8-Aminooctanoic acid; methyl 5-chloro-2-hydroxybenzoate; With sodium methylate; In N,N-dimethyl-formamide; at 95 - 100 ℃; for 24h;

With hydrogenchloride; In water; N,N-dimethyl-formamide; at 40 ℃; pH=2.2;

Reference yield: 44.0%

polymer; monomer(s): 5-chlorosalicylic acid + 8-Aminooctanoic acid (1002-57-9) → 8-(N-2-hydroxy-5-chlorobenzoyl)aminocaprylic acid (204852-67-5)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; water; Heating;

DOI:10.1081/SCC-200061542

Reference yield:

ethyl 8-(6-chloro-2H-1,3-benzoxazine-2,4(3H)-dionyl)octanoate (287935-38-0) → 8-(N-2-hydroxy-5-chlorobenzoyl)aminocaprylic acid (204852-67-5)

Guidance literature:

ethyl 8-(6-chloro-2H-1,3-benzoxazine-2,4(3H)-dionyl)octanoate; With sodium hydroxide; water; at 68 - 98 ℃; for 4h;

With hydrogenchloride; water; at 24 - 27 ℃; for 5h;

With sodium hydroxide; In water; pH=2.0 - 4.0;

upstream raw materials:

8-Aminooctanoic acid

2-acetoxy-5-chlorobenzoyl chloride

ethyl 8-(6-chloro-2H-1,3-benzoxazine-2,4(3H)-dionyl)octanoate

methyl 5-chloro-2-hydroxybenzoate

Refernces

• 1、 -. "MANUFACTURE PROCESS OF N-SUBSTITUTED SALICYLAMIDES". Page/Page column 34-35. . Retrieved 2008/06/13.
• 2、 -. "Compositions for delivering parathyroid hormone and calcitonin". Page/Page column 6. . Retrieved 2008/06/13.