Felinine

Base Information

• Chemical Name: Felinine
• CAS No.: 471-09-0
• Molecular Formula: C8H17 N O3 S
• Molecular Weight: 207.29
• UNII: 8V49J0ABL5
• DSSTox Substance ID: DTXSID10197036
• Nikkaji Number: J5.940D
• Wikipedia: Felinine
• Wikidata: Q1053817
• Metabolomics Workbench ID: 56281
• Mol file: 471-09-0.mol

Synonyms:2-amino-7-hydroxy-5,5-dimethyl-4-thiaheptanoic acid;felinine;N-acetylfelinine

Chemical Property of Felinine

Chemical Property:

• Vapor Pressure: 1.28E-06mmHg at 25°C
• Melting Point: 162-164°C
• Boiling Point: 359.6°Cat760mmHg
• Flash Point: 171.3°C
• PSA: 108.85000
• Density: 1.213g/cm³
• LogP: 0.99280
• Storage Temp.: -20?C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly), Water (Slightly)
• XLogP3: -2.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 207.09291458
• Heavy Atom Count: 13
• Complexity: 173

Purity/Quality:

98.5% ^*data from raw suppliers

L-Felinine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(CCO)SCC(C(=O)O)N
• Isomeric SMILES: CC(C)(CCO)SC[C@@H](C(=O)O)N
• Uses: An amino acid found in the urine of species of the Felidae family, is believed to either possess pheromone activity or give rise to compounds with such activity An amino acid found in the urine of species of the Felidae family, is believed to either possess pheromone activity or give rise to compounds with such activity.

Technology Process of Felinine

There total 8 articles about Felinine 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: 65.0%

3-chloro-DL-alanine (3981-36-0) + 3-Methyl-3-sulfanylbutan-1-ol (34300-94-2) → (+/-)-felinine (471-09-0)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; for 5.5h; Ambient temperature;

DOI:10.1006/bioo.1995.1007

Reference yield:

3-methyl-butane-1,3-diol (2568-33-4) + L-Cysteine (52-90-4) → L-felinine (471-09-0)

Guidance literature:

With hydrogenchloride; In methanol;

Reference yield:

C13H25NO5S (879207-98-4) → L-felinine (471-09-0)

Guidance literature:

With hydrogenchloride;

DOI:10.1021/jf063453h

upstream raw materials:

3-methyl-3-thiobenzylbutan-1-ol

3-chloro-DL-alanine

3-Methyl-3-sulfanylbutan-1-ol

β-benzylsulfanyl-isovaleraldehyde

Downstream raw materials:

N-(2,4-dinitro-phenyl)-S-(3-hydroxy-1,1-dimethyl-propyl)-cysteine

Refernces

• 1、 Hendriks, Wouter,Woolhouse, Anthony,Tarttelin, Michael,Moughan, Paul. "Synthesis of felinine, 2-amino-7-hydroxy-5,5-dimethyl-4-thiaheptanoic acid". . p. 89 - 100. Retrieved 1995.