162358-03-4

Basic information

• Product Name: 1-Octanone,1-[4-[2-(acetyloxy) ethyl]phenyl]-
• Synonyms: 1-Octanone,1-[4-[2-(acetyloxy) ethyl]phenyl]-;2-(4-Octanoylphenyl)ethyl acetate;1-[4-[2-(Acetyloxy)ethyl]phenyl]-1-octanone;4-Octanoylphenethyl acetate
• CAS NO: 162358-03-4
• Molecular Formula: C₁₈H₂₆O₃
• Molecular Weight: 290
• Mol File: 162358-03-4.mol

Chemical Properties

• Boiling Point: 406.564 °C at 760 mmHg
• Flash Point: 176.039 °C
• Appearance: /
• Density: 1.003±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.0±0.0 mmHg at 25°C
• Refractive Index: 1.497
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-Octanone,1-[4-[2-(acetyloxy) ethyl]phenyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Octanone,1-[4-[2-(acetyloxy) ethyl]phenyl]-(162358-03-4)
• EPA Substance Registry System: 1-Octanone,1-[4-[2-(acetyloxy) ethyl]phenyl]-(162358-03-4)

Safety Data

• Hazardous Substances Data: 162358-03-4(Hazardous Substances Data)

Usage

Uses

1-Octanone,1-[4-[2-(acetyloxy) ethyl]phenyl]is used as a chemical intermediate in the synthesis of various compounds for different industries. Its aromatic properties and the presence of a carbonyl group make it a valuable component in the production of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Pharmaceutical Industry:
1-Octanone,1-[4-[2-(acetyloxy) ethyl]phenyl]is used as a building block for the synthesis of pharmaceutical compounds. Its unique molecular structure allows for the creation of new drugs with potential therapeutic applications.
Used in Agrochemical Industry:
1-Octanone,1-[4-[2-(acetyloxy) ethyl]phenyl]is used as a precursor in the development of agrochemicals, such as pesticides and herbicides. Its chemical properties enable the production of effective and environmentally friendly products.
Used in Specialty Chemicals Industry:
1-Octanone,1-[4-[2-(acetyloxy) ethyl]phenyl]is used as a key component in the formulation of specialty chemicals, including fragrances, dyes, and coatings. Its aromatic nature contributes to the unique properties of these products.

InChI:InChI=1S/C18H26O3/c1-3-4-5-6-7-8-18(20)17-11-9-16(10-12-17)13-14-21-15(2)19/h9-12H,3-8,13-14H2,1-2H3

Upstream product

• 111-64-8 n-octanoic acid chloride 
• 103-45-7 acetic acid phenethyl ester 
• 75-34-3 1,1-dichloroethane 
• 112-13-0 n-decanoyl chloride 
• 122-79-2 Phenyl acetate 
• 219307-07-0 4'-(2-hydroxyethyl)octanophenone 
• 108-24-7 acetic anhydride 
• 75-36-5 acetyl chloride 

Downstream Products

• 162358-04-5 acetic acid 2-(4-octylphenyl)ethyl ester 
• 219307-07-0 4'-(2-hydroxyethyl)octanophenone 
• 1425049-33-7 4-hydroxy-1-methyl-1-(4-octylphenethyl)piperidinium iodide 
• 1425049-37-1 1-(4-octylphenethyl)piperidin-3-ol 
• 1425049-38-2 (1-(4-octylphenethyl)piperidin-4-yl)methanol 
• 1425049-46-2 1-(4-octylphenethyl)pyrrolidine 
• 1425049-45-1 1-(4-octylphenethyl)piperidine 
• 1425049-18-8 1-(4-octylphenethyl)azepane 
• 1425049-32-6 1,4-dimethyl-1-(4-octylphenethyl)piperidinium iodide 
• 1425049-25-7 1'-(4-octylphenethyl)-1,4'-bipiperidine 
• 1425049-24-6 3-(4-(4-octylphenethyl)piperazin-1-yl)propan-1-ol 
• 1425049-23-5 2-(4-(4-octylphenethyl)piperazin-1-yl)ethanol 
• 1425049-22-4 1-(4-octylphenethyl)piperazine 
• 1425049-21-3 2-(4-octylphenyl)-N-((tetrahydrofuran-2-yl)methyl)ethanamine 

Relevant articles and documents

PROCESS FOR PREPARATION OF FINGOLIMOD

The present invention provides a process for preparation of fingolimod, a compound of Formula I or a pharmaceutically acceptable salt thereof, free of regioisomeric impurity compound of Formula IA

PREPARATION OF FINGOLIMOD AND ITS SALTS

The present application provide processes for the preparation of fingolimod and its pharmaceutically acceptable salts, process for the purification of fingolimod hydrochloride and process for the preparation of amorphous fingolimod hydrochloride.

SELECTIVE INHIBITORS AND ALLOSTERIC ACTIVATORS OF SPHINGOSINE KINASE

Sphingosine 1-phosphate (S1P) is involved in hyper-proliferative diseases, such as cancer and vascular remodeling in pulmonary arterial hypertension. Inhibitors of sphingosine kinase 1 and 2 (SK1 and SK2), which catalyze the synthesis of S1P, may be useful anti- proliferative agents. We have synthesized a series of sphingosine-based inhibitors of SK and SK2. Also provided in this invention are compounds that activate SK1 which can be used in diseases such as fibrosis, where intracellular S1P is anti-fibrotic.

Synthesis of selective inhibitors of sphingosine kinase 1

Sphingosine kinase isoform 1 (SK1) inhibitors may serve as therapeutic agents for proliferative diseases, including hypertension. We synthesized a series of sphingosine-based SK1-selective inhibitors, the most potent of which is RB-005 (IC50 = 3.6 μM), which also induced proteasomal degradation of SK1 in human pulmonary arterial smooth muscle cells.

Synthesis of the key intermediate, diethyl 2-acetylamino-2-(2-(4- octanoylphenyl)ethyl)propane-1,3-dioate, of the immunomodulatory agent FTY720 (fingolimod)

The key intermediate, diethyl 2-acetylamino-2-(2-(4-octanoylphenyl)ethyl) propane-1,3-dioate (13), for the immunomodulatory agent FTY720 (2: fingolimod) was synthesized via Michael addition of diethyl(acetylamino) malonate (6) to 4-octanoylstyrene (12).

Synthesis and immunosuppressive activity of 2-substituted 2- aminopropane-1,3-diols and 2-aminoethanols

A series of 2-substituted 2-aminopropane-1,3-diols was synthesized and evaluated for their lymphocyte-decreasing effect and immunosuppressive effect on rat skin allograft. A phenyl ring was introduced into the alkyl chain of the lead compound 3, which is an immunosuppressive agent structurally simplified from myriocin (1, ISP-I) via compound 2. The potency of the various compounds was dependent upon the position of the phenyl ring within the alkyl side chain. The most suitable length between the quaternary carbon atom and the phenyl ring was two carbon atoms. 2-Substituted 2-aminoethanols were successively synthesized and evaluated for their T-cell-decreasing effect and immunosuppressive effect using a popliteal lymph node gain assay in rats. The absolute configuration at the quaternary carbon affected the activity, and the (pro-S)-hydroxymethyl group of compound 6 was essential for potent immunosuppressive activity. Favorable substituents for the (pro-R)- hydroxymethyl group of 6 were hydroxyalkyl (hydroxyethyl and hydroxypropyl) or lower alkyl (methyl and ethyl) groups. 2-Amino-2-[2-(4- octylphenyl)ethyl]propane-1,3-diol hydrochloride (6, FTY720) was found to possess considerable activity and is expected to be useful as an immunosuppressive drug for organ transplantation.

2-amino-1,3-propanediol compound and immunosuppressant

2-Amino-1,3-propanediol compounds of the formula (I) STR1 wherein R is an optionally substituted straight- or branched carbon chain, an optionally substituted aryl, an optionally substituted cycloalkyl or the like, and R2, R3, R4 and R5 are the same or different and each is a hydrogen, an alkyl, an aralkyl, an acyl or an alkoxycarbonyl, pharmaceutically acceptable salts thereof and immunosuppressants comprising these compounds as active ingredients. The 2-amino-1,3-propanediol compounds of the present invention show immunosuppressive action and are useful for suppressing rejection in organ or bone marrow tranplantation, prevention and treatment of autoimmune diseases or as reagents for use in medicinal and pharmaceutical fields.