4239-24-1

Usage

Physical state

Colorless liquid

Molecular weight

304.44 g/mol

Usage

Reagent in organic synthesis

Specific application

Preparation of other organic compounds

Common form

Mesylate-protected form of hexamethylene diamine

Role in synthesis

Key intermediate in the synthesis of pharmaceutical and biologically active compounds

Potential use

Intermediate in the preparation of materials with specific properties (e.g., polymers, specialty chemicals)

Safety concerns

Flammable, may pose health risks if inhaled or ingested

Precaution

Handle with care

InChI:InChI=1/C8H18O6S2/c1-15(9,10)13-7-5-3-4-6-8-14-16(2,11)12/h3-8H2,1-2H3

Upstream product

• 629-11-8 1,6-hexanediol 
• 124-63-0 methanesulfonyl chloride 

Downstream Products

• 544696-97-1 7-(4-methoxyphenyl)-1,11-bis[(4-methylphenyl)sulfonyl]-1,4,8,11-tetraazacycloheptadecan-5-one 
• 544696-93-7 1,11-bis[(4-methylphenyl)sulfonyl]-7-tridecyl-1,4,8,11-tetraazacycloheptadecan-5-one 
• 64621-35-8 1,6-bis(2-formylphenyl)hexane 
• 1086452-39-2 bis(2,2'-diphenyl-1,3-dioxacyclohexyl)-5,5'-n-hexyl ether 
• 201598-32-5 2-hydroxy-8-(2-thiophen-2-yl-ethoxy)-2-(toluene-4-sulfonyloxymethyl)-octanoic acid ethyl ester 
• 201734-41-0 2-hydroxy-8-(thiophen-2-ylmethoxy)-2-(toluene-4-sulfonyloxymethyl)-octanoic acid ethyl ester 
• 327969-65-3 ethyl 2-[6-(2-thiophenemethoxy)hexyl]oxirane-2-carboxylate 
• 271586-14-2 6-(5-methyl-2-furanemethoxy)hexylmesylate 

Relevant academic research and scientific papers

Inhibition of bacterial growth and galactosyltransferase activity of WbwC by α, ω-bis(3-alkyl-1H-imidazolium)alkane salts: Effect of varying carbon content

A series of compounds was designed and synthesized having two imidazolium rings separated by a polymethylene spacer and having alkyl substituents on each of the imidazolium rings. The compounds were assayed for their effects on the activity of galactosyltransferase WbwC, and also on the growth of Gram-negative and Gram-positive bacteria, as well as human cells. The inhibition observed on enzyme activities and cell growth was dependent on the total number of carbons in the spacer and the alkyl substituents on the imidazolium rings. These readily synthesized, achiral compounds have potential as antimicrobial and antiseptic agents.

BIVALENT BROMODOMAIN LIGANDS, AND METHODS OF USING SAME

Described herein are compounds capable of modulating one or more biomolecules substantially simultaneously, e.g., modulating two or more binding domains (e.g., bromodomains) on a protein or on different proteins. For example, in one aspect, a bivalent compound or a pharmaceutically acceptable salt, stereoisomer, metabolite, or hydrate thereof is provided. In another aspect, a method of treating a disease associated with a protein having tandem bromodomains in a patient in need thereof is provided. The method comprises administering to the patient the bivalent compound as described.

Novel dyes and compositions, and processes for using same in analysis of protein aggregation and other applications

Provided are dyes and compositions which are useful in a number of applications, such as the detection and monitoring protein aggregation, kinetic studies of protein aggregation, neurofibrillary plaques analysis, evaluation of protein formulation stabilit

DYES FOR ANALYSIS OF PROTEIN AGGREGATION

Provided are dyes and compositions which are useful in a number of applications, such as the detection and monitoring protein aggregation, kinetic studies of protein aggregation, neurofibrillary plaques analysis, evaluation of protein formulation stabilit

POLYMERS PREPARED FROM MIXTURES OF MULTIFUNCTIONAL N-VINYLFORMAMIDE AND HYBRID REACTIVE N-VINYLFORMAMIDE CROSSLINKING MONOMER MOIETIES AND USES THEREOF

The present invention provides polymers resulting from polymerization of at least one reactive vinyl monomer moiety and a multifunctional N-vinylformamide crosslinking moiety; polymers resulting from polymerization of at least one reactive vinyl monomer moiety and a hybrid N-vinylformamide crosslinking moiety having at least one N-vinylformamide functionality and at least one other reactive vinyl functionality; polymers resulting from polymerization of at least one hybrid reactive N-vinylformamide monomer moiety having one N-vinylformamide functionality and at least one other reactive non-vinyl functionality and a multifunctional N-vinylformamide crosslinking moiety; and polymers resulting from polymerization of at least one hybrid reactive N-vinylformamide monomer moiety having one N-vinylformamide functionality and at least one other reactive non-vinyl functionality and a hybrid N-vinylformamide crosslinking moiety having at least one N-vinylformamide functionality and at least one other reactive vinyl functionality. The invention further provides a wide variety of compositions comprising the novel crosslinked polymers.

Rationally-designed S-chiral bissulfinamides as highly enantioselective organocatalysts for reduction of ketimines

We recently reported the first example of S-chiral organocatalysts, that are highly efficient and enantioselective in substoichometric amounts, and which use a chiral monosulfinamide group as Lewis base to activate trichlorosilane (HSiCl3) to reduce N-arylketimines. Aplausible mechanism involving two molecules of the monosulfinamde catalyst for the activation of HSiCl 3 prompted us to design S-chiral bissulfinamides as new catalysts. We herein describe our findings that an easily prepared S-chiral bissulfinamide bearing a five-methylene linkage not only inherited the excellent substrate generality from the monosulfinamide catalysts, but also exhibited further improved enantioselectivity.

The syntheses of cyclic spermine alkaloids: Analogues of buchnerine and budmunchiamine C

The syntheses of two macrocyclic spermine alkaloids, analogues 1 and 2 of budmunchiamine C and buchnerine, in which N,N′-bis(2-aminoethyl)hexane-1,6-diamine (PA 262; 4) replaces spermine as polyamine backbone, were accomplished by two different methods. The first synthetic approach was based on a metal-template intramolecular amidation of tetraamino esters prepared from a Michael addition of protected PA 262 10 to ethyl hexadec-2-ynoate (12) and ethyl prop-2-ynoate 17. respectively (see Schemes 4 and 5. resp.). The consecutive Michael addition of ethane-1,2-diamine to unsaturated esters and aminolysis was employed in the second synthetic approach to prepare the precursors 23 and 24 (Scheme 6). The macrocyclic lactams were then constructed by macrocyclization of sulfonamido derivatives 25 and 26 in DMF with Cs2CO3 as catalyst.

Design and syntheses of 2-oxiranecarboxylate derivatives and their hypoglycemic activities

A series of 2-oxiranecarboxylate derivatives were prepared as carnitine palmitoyl transferase I (CPT-I) inhibitors for the development of new antidiabetic agents. The syntheses and biological activities were reported. The most promising derivative (13b) showed 2.5 times more hypoglycemic activity and 2 times lower acute toxicity compared to Etomoxir (3).

Novel Ion Containing Liquid Crystals and Liquid Crystalline Main Chain Polymers Based on Trans-1,2-Bis(4-Pyridyl Ethylene) Mesogen

Ion bearing liquid crystalline compounds based on trans-1,2-bis(4-pyridinium)ethylene were synthesized and studied.These compounds included low molecular mass analogues, twin model compounds and main chain ionomers.Most of these exhibited liquid crystallinity of the smectic type.As a general rule the introduction of charges into the mesogenic moiety increased the stability (transition temperature) of the mesophase.Large supercooling effects, broad mesophase intervals and tendency to polymorphism are common features of these ionic mesogenic compounds.In the case of twin model compounds a variety of smectic phases were observed.The nature of these was dependent on the nature of the counterion and the thermal history of the compound.Tosylate or p.toluene sulfonate counterions promoted a higher degree of order in smectic mesophases as well as higher transition tempertures compared to methylsulfonate counterions.A pronounced odd-even effect of the isotropisation temperature of the twin compounds was observed.Compounds with even numbered methylene spacers display higher transition temperatures than those with an odd spacer.Only polymers with methylsulfonate and toluenesulfonate counterions were found to exhibit both, thermotropic and lyotropic mesophases.Thermotropic mesophases were characterized as smectic mesophases of lower order (SA).The nature of lyotropic mesophases were not determined.High transition temperatures and concommitant oxydative crosslinking made the study of polymers with halogen counterions difficult.Polymers with halogen and perchlorate counterions were found fo be poorly soluble in water precluding the formation of lyotropic mesophases.The introduction of a few siloxane bonds into the flexible spacer joining the charged mesogen moieties has a dramatic effect on lowering the transition temparatures and making possible the study of mesophases up to their isotropisation temperature.Preliminary characterization of polymers with siloxane containing spacer and methylsulfonate/tosylate counterions suggest a smectic mesophase of lower order. - Keywords: Ion containing liquid crystals, liquid crystal ionomers

Composition and process for reducing the oily appearance of the hair and skin

A composition for treating oily hair or skin to reduce the oily appearance thereof comprises in an appropriate vehicle an active compound having the formula, STR1 wherein n is a whole number from 1-10 inclusive, p is 0, 1 or 2, and R1 is STR2 wherein R2 is STR3 or --CO2 H wherein R3 and R4 represent hydrogen, 2-hydroxy ethyl, 2-hydroxy propyl or 2,3-dihydroxy propyl; (iii) --(CH2 --CHR5) OH wherein R5 is hydrogen, methyl or hydroxy methyl; STR4 wherein R3 and R4 have the meanings given above; or (v) STR5 wherein q is 1 or 2 and A represents hydrogen, acyl, succinoyl, nictinoyl or thenoyl; with the proviso that p is other than 0 and n is other than 2-4 when R1 is (iv) or (v).