3813-69-2

Usage

Uses

Used in Organic Synthesis:
p-Toluenesulfonic acid 1-methylbutyl ester is used as a strong acid catalyst for various organic reactions, such as esterification, transesterification, and alkylation. Its strong acidic properties make it a versatile reagent in the synthesis of complex organic compounds.
Used in Pharmaceutical Synthesis:
p-Toluenesulfonic acid 1-methylbutyl ester is used as a reagent in the synthesis of pharmaceuticals. Its ability to catalyze esterification and transesterification reactions is particularly useful in the production of drug molecules that contain ester functional groups.
Used in Agrochemical Synthesis:
p-Toluenesulfonic acid 1-methylbutyl ester is also used in the synthesis of agrochemicals, where its catalytic properties are employed to facilitate the formation of ester linkages in the production of various agricultural chemicals.

InChI:InChI=1/C12H18O3S/c1-4-5-11(3)15-16(13,14)12-8-6-10(2)7-9-12/h6-9,11H,4-5H2,1-3H3

Upstream product

• 6032-29-7 (+/-)-2-pentanol 
• 824-79-3 sodium 4-methylbenzenesulfinate 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 107-81-3 2-bromopentane 
• 637-97-8 2-iodopentane 
• 29182-76-1 p-N,N-Dimethylaminophenyl-2-pentylsulfon 
• 117-47-5 diethyl (1-methylbutyl)malonate 
• 2084-19-7 pentane-2-thiol 
• 2432-40-8 Pent-2-yl-thioacetat 
• 1339803-77-8 4-(4-(4-(4-methoxyphenyl)piperazin-1-yl)phenyl)-1-(pentan-2-yl)-1H-1,2,4-triazol-5(4H)-one 
• 1339803-83-6 4-(4-(4-(4-hydroxyphenyl)piperazin-1-yl)phenyl)-1-(pentan-2-yl)-1H-1,2,4-triazol-5(4H)-one 
• 1339803-69-8 cis-(2S,4R)-4-[4-[4-[4-[[2-(2,4-dichlorophenyl)-2-(1H-1,2,4-triazol-1-ylmethyl)-1,3-dioxolan-4-yl]methoxy]phenyl]-1-piperazinyl]phenyl]-2,4-dihydro-2-(1-methylbutyl)-3H-1,2,4-triazol-3-one 
• 29182-81-8 p-Nitrophenyl-2-pentylsulfon 
• 29182-82-9 2,4,6-Trimethylphenyl-2-pentylsulfon 
• 29182-77-2 p-Methoxy-phenyl-2-pentylsulfon 
• 29182-80-7 p-Bromphenyl-2-pentylsulfon 
• 29182-78-3 2-Pentyl p-Tolyl Sulfone 

Relevant academic research and scientific papers

Regiospecific S-aminoalkylation of 5-substituted 6-hydroxy-2-thiouracil derivatives in the synthesis of structural analogs of isothiobarbamine

Regiospecific S-monoaminoalkylation of 5-substituted derivatives of 6-hydroxy-2-thiouracil with free N,N-dialkyl-N-(2-chloroethyl)amines in anhydrous PriOH was described for the first time. In compliance with the rules and regulations of green chemistry, this approach was used to synthesize a number of structural analogs of isothiobarbamine in high yield and purity, which are potential synthetic actoprotectors of immediate action.

Rapid transformation of sulfinate salts into sulfonates promoted by a hypervalent iodine(III) reagent

An alternative method for forming sulfonates through hypervalent iodine(III) reagent-mediated oxidation of sodium sulfinates has been developed. This transformation involves trapping reactive sulfonium species using alcohols. With additional optimization of the reaction conditions, the method appears extendable to other nucleophiles such as electron-rich aromatic systems or cyclic ethers through a ring opening pathway.

Cobalt-Catalyzed Silylcarbonylation of Unactivated Secondary Alkyl Tosylates at Low Pressure

A catalytic preparation of silyl enol ethers from unactivated secondary alkyl tosylates is reported. An inexpensive cobalt catalyst is used under mild conditions with low pressures of carbon monoxide. Nucleophilic, anionic cobalt carbonyls facilitate the catalytic activation of a range of alkyl tosylates. The silylcarbonylation offers a practical approach to synthetically valuable silyl enol ethers from simple starting materials.

Structure-odor correlations in homologous series of alkanethiols and attempts to predict odor thresholds by 3d-qsar studies

Homologous series of alkane-1-thiols, alkane-2-thiols, alkane-3-thiols, 2-methylalkane-1-thiols, 2-methylalkane-3-thiols, 2-methylalkane-2-thiols, and alkane-1,??-dithiols were synthesized to study the influence of structural changes on odor qualities and odor thresholds. In particular, the odor thresholds were strongly influenced by steric effects: In all homologous series a minimum was observed for thiols with five to seven carbon atoms, whereas increasing the chain length led to an exponential increase in the odor threshold. Tertiary alkanethiols revealed clearly lower odor thresholds than found for primary or secondary thiols, whereas neither a second mercapto group in the molecule nor an additional methyl substitution lowered the threshold. To investigate the impact of the SH group, odor thresholds and odor qualities of thiols were compared to those of the corresponding alcohols and (methylthio)alkanes. Replacement of the SH group by an OH group as well as S-methylation of the thiols significantly increased the odor thresholds. By using comparative molecular field analysis, a 3D quantitative structure-activity relationship model was created, which was able to simulate the odor thresholds of alkanethiols in good agreement with the experimental results. NMR and mass spectrometric data for 46 sulfur-containing compounds are additionally supplied.

ITRACONAZOLE ANALOGS AND USE THEREOF

Provided herein are Itraconazole analogs. Also provided herein are methods of inhibition of Hedgehog pathway, vascular endothelial growth factor receptor 2 (VEGFR2) glycosylation, angiogenesis and treatment of disease with Itraconazole analogs.

Itraconazole Side Chain Analogues: Structure-Activity Relationship Studies for Inhibition of Endothelial Cell Proliferation, Vascular Endothelial Growth Factor Receptor 2 (VEGFR2) Glycosylation, and Hedgehog Signaling

Itraconazole is an antifungal drug that was recently found to possess potent antiangiogenic activity and anti-hedgehog (Hh) pathway activity. To search for analogues of itraconazole with greater potency and to understand the structure-activity relationship in both antiangiogenic and Hh targeting activity, 25 itraconazole side chain analogues were synthesized and assayed for inhibition of endothelial cell proliferation and Gli1 transcription in a medulloblastoma (MB) culture. Through this analysis, we have identified analogues with increased potency for inhibiting endothelial cell proliferation and the Hh pathway, as well as VEGFR2 glycosylation that was recently found to be inhibited by itraconazole. An SAR analysis of these activities revealed that potent activity of the analogues against VEGFR2 glycosylation was generally driven by side chains of at least four carbons in composition with branching at the α or β position. SAR trends for targeting the Hh pathway were divergent from those related to HUVEC proliferation or VEGFR2 glycosylation. These results also suggest that modification of the sec-butyl side chain can lead to enhancement of the biological activity of itraconazole.