N-(1-oxohexyl)-glycine

Base Information

• Chemical Name: N-(1-oxohexyl)-glycine
• CAS No.: 24003-67-6
• Molecular Formula: C8H15 N O3
• Molecular Weight: 173.212
• Hs Code.: 2924199090
• NSC Number: 224460
• UNII: UV44XX9H2J
• DSSTox Substance ID: DTXSID60178739
• Nikkaji Number: J363.012I
• Wikidata: Q27133257
• Metabolomics Workbench ID: 37374
• Mol file: 24003-67-6.mol

Synonyms:Glycine,N-hexanoyl- (6CI,7CI,8CI); Caproylglycine; Hexanoylglycine; N-Caproylglycine;NSC 224460; n-Hexanoylglycine

Chemical Property of N-(1-oxohexyl)-glycine

Chemical Property:

• Vapor Pressure: 4.52E-07mmHg at 25°C
• Melting Point: 90-92°C
• Boiling Point: 387.2ºC at 760 mmHg
• PKA: 3.60±0.10(Predicted)
• Flash Point: 188ºC
• PSA: 66.40000
• Density: 1.074g/cm3
• LogP: 1.15840
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 173.10519334
• Heavy Atom Count: 12
• Complexity: 156

Purity/Quality:

97% ^*data from raw suppliers

Hexanoyl glycine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCC(=O)NCC(=O)O
• Description: Hexanoyl glycine is an acylated amino acid that is used as a urinary biomarker for several indications. It is normally biosynthesized from hexanoyl-CoA and glycine by the mitochondrial enzyme glycine N-acyltransferase. Increased urinary excretion of hexanoyl glycine in humans is indicative of a deficiency in medium-chain acyl-CoA dehydrogenase. Increased urinary hexanoyl glycine can also be used as a biomarker for exposure to gamma radiation. Levels of hexanyl glycine can also be elevated during cancer, while they are decreased 20-fold in mice following treatment with the PPARα ligand Wy 14643.
• Uses: An acylaminoacid derivative as antipsychotic drug An acylaminoacid derivative as antipsychotic drug.

Technology Process of N-(1-oxohexyl)-glycine

There total 12 articles about N-(1-oxohexyl)-glycine 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: 96.0%

glycine (56-40-6,18875-39-3,25718-94-9) + hexanoic acid (142-62-1) → N-hexanoylglycine (24003-67-6)

Guidance literature:

hexanoic acid; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 0.5h;

glycine; In dichloromethane; for 12h;

DOI:10.1055/s-0037-1611939

Reference yield:

1N-NaOH + diethyl ether (60-29-7,927820-24-4) + Hexanoyl chloride (142-61-0) + glycine (56-40-6,18875-39-3,25718-94-9) → N-hexanoylglycine (24003-67-6)

Guidance literature:

In sodium hydroxide;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Caproamide (628-02-4) + carbon monoxide (201230-82-2) → N-hexanoylglycine (24003-67-6) + (Carboxymethyl-hexanoyl-amino)-acetic acid (86607-57-0)

Guidance literature:

With water; hydrogen; dicobalt octacarbonyl; In 1,4-dioxane; at 80 - 110 ℃; for 1.5h;

upstream raw materials:

Hexanoyl chloride

glycine

hexanoic acid

formaldehyd

Downstream raw materials:

N-hexanoylglycine methyl ester

4-benzylidene-2-methyl-2-oxazolin-5-one

N-hexanoyl-glycine 4-nitro-phenyl ester

3-(N-hexanoyl-glycyl)-5,5-dimethyl-2-oxo-thiazolidine-4-carboxylic acid benzyl ester