24767-82-6

Basic information

• Product Name: P-TOLUENESULFONIC ACID N-HEPTYL ESTER
• Synonyms: P-TOLUENESULFONIC ACID HEPTYL ESTER;P-TOLUENESULFONIC ACID N-HEPTYL ESTER;HEPTYL P-TOLUENESULFONATE;Toluenesulfonicacidheptylester;Heptyl p-Toluenesulfonate;Heptyl 4-methylbenzenesulfonate
• CAS NO: 24767-82-6
• Molecular Formula: C₁₄H₂₂O₃S
• Molecular Weight: 270.39
• Mol File: 24767-82-6.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 201 °C
• Appearance: /
• Density: 1.07
• Refractive Index: 1.4960 to 1.4990
• CAS DataBase Reference: P-TOLUENESULFONIC ACID N-HEPTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: P-TOLUENESULFONIC ACID N-HEPTYL ESTER(24767-82-6)
• EPA Substance Registry System: P-TOLUENESULFONIC ACID N-HEPTYL ESTER(24767-82-6)

Safety Data

• Hazardous Substances Data: 24767-82-6(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 4113, 1959 DOI: 10.1021/ja01524a080

Upstream product

• 111-70-6 n-heptan1ol 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 661-11-0 1-fluoroheptane 
• 75941-34-3 3-Heptyloxy-6-hydroxy-phthalonitrile 
• 592-76-7 1-Heptene 
• 2876-45-1 1-β-naphthylheptane 
• 2876-52-0 1-α-naphthylheptane 
• 131881-18-0 3-α-naphthylheptane 
• 131881-19-1 3-β-naphthylheptane 
• 114302-28-2 heptan-3-ylbenzene 
• 2132-84-5 1-(heptan-2-yl)-benzene 
• 1078-71-3 heptylbenzene 
• 2132-86-7 4-phenylheptane 
• 1674-37-9 n-octanophenone 
• 19396-73-7 1-phenyloctan-1-ol 
• 111-70-6 n-heptan1ol 

Relevant articles and documents

Fluorinated Analogues of the Histone Deacetylase Inhibitor Vorinostat (Zolinza): Validation of a Chiral Hybrid Bioisostere, BITE

A chiral, hybrid bioisostere of the CF3 and Et groups (BITE) was installed in a series of vorinostat (Zolinza) analogues, and their histone deacetylase (HDAC) inhibitory behavior was studied relative to that of their nonfluorinated counterparts. Several of these compounds containing the 1,2-difluoroethylene unit showed in vitro potency greater than that of the clinically approved drug itself against HDAC1. This trend was found to be general with the BITE-modified HDAC inhibitors performing significantly better than the ethyl derivatives. Installed by the direct, catalytic vicinal difluorination of terminal alkenes using an I(I)/I(III) manifold, this underexplored chiral bioisostere shows potential in drug discovery.

Preparation method of higher fatty alcohol 2-alkoxy ethanol

The invention provides a preparation method of higher fatty alcohol 2-alkoxy ethanol, and relates to the technical field of organic synthesis, higher fatty alcohol and sulfonyl halide are used as raw materials for cascade reaction, the higher fatty alcohol is completely converted into sulfonate under the action of alkali, and then the sulfonate is subjected to phase transfer reaction under the promotion of a phase transfer catalyst (the used phase transfer catalyst comprises quaternary ammonium salt or crown ether), sulfonate directly performs nucleophilic substitution reaction with ethylene glycol, and the reaction temperature is controlled to complete the reaction within half an hour to obtain the corresponding higher fatty alcohol 2-alkoxy ethanol. The method is low in raw material and reagent cost, simple in process operation, small in pollution, high in product yield and purity, and suitable for large-scale preparation.

Synthesis of structural analogues of hexadecylphosphocholine and their antineoplastic, antimicrobial and amoebicidal activity

Twelve derivatives of hexadecylphosphocholine (miltefosine) were synthesized to determine how the position and length of the alkyl chain within the molecule influence their biological activities. The prepared alkylphosphocholines have the same molecular formula as miltefosine. Activity of the compounds was studied against a spectrum of tumour cells, two species of protozoans, bacteria and yeast. Antitumour efficacy of some alkylphosphocholines measured up on MCF-7, A2780, HUT-78 and THP-1 cell lines was higher than that of miltefosine. The compounds showed antiprotozoal activity against Acanthamoeba lugdunensis and Acanthamoeba quina. Some of them also possess fungicidal activity against Candida albicans equal to miltefosine. No antibacterial activity was observed against Staphylococcus aureus and Escherichia coli. A difference in position of a long hydrocarbon chain within the structure with maximum efficacy was observed for antitumour, antiprotozoal and antifungal activity.