67385-09-5

Usage

Uses

Used in Pharmaceutical Industry:
2-(BOC-AMINO)ETHANETHIOL is used as a synthetic intermediate for the development of novel therapeutic agents, specifically in the synthesis of an anisamide-targeted cyclodextrin nanoformulation. This nanoformulation is designed for the delivery of siRNA to prostate cancer cells, offering a potential therapeutic option for the treatment of prostate cancer.
Used in Chemical Research:
2-(BOC-AMINO)ETHANETHIOL is used as a key component in the synthesis of bifunctional azobenzene glycoconjugates. These glycoconjugates are employed for cysteine-based photosensitive cross-linking with bioactive peptides, allowing for the development of new chemical tools and techniques in the field of chemical biology and materials science.

InChI:InChI=1/C7H15NO2S/c1-7(2,3)10-6(9)8-4-5-11/h11H,4-5H2,1-3H3,(H,8,9)

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 156-57-0 2-mercaptoethylamine hydrochloride 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 60-23-1 Cysteamine 
• 67385-10-8 di-tert-butyl(disulfanediylbis(ethane-2,1-diyl))dicarbamate 
• 1777-03-3 2-triethylsilylacetylene 
• 114326-10-2 N-(tert-butoxycarbonyl)-2-(acetylthio)ethylamine 
• 56-17-7 cystamine dihydrochioride 
• 122234-46-2 2-iodo-1-<(tert-butyloxycarbonyl)amino>ethane 

Downstream Products

• 117088-15-0 Fmoc-Tyr-D-Lys-GlyψPhe-Leu-OH 
• 117143-88-1 cyclo(GlyψPhe)3 
• 174360-08-8 tert-butyl (2-(methylthio)ethyl)carbamate 
• 1026544-27-3 (2-{3-[3-((R)-1-Methyl-2-oxo-5-phenyl-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-ureido]-benzylsulfanyl}-ethyl)-carbamic acid tert-butyl ester 
• 187817-09-0 Acetic acid (3-{3-[3-(2-tert-butoxycarbonylamino-ethylsulfanylmethyl)-piperidin-1-ylmethyl]-phenoxy}-propylcarbamoyl)-methyl ester 
• 250291-27-1 {2-[4-Oxo-1-(toluene-4-sulfonyl)-piperidin-3-ylsulfanyl]-ethyl}-carbamic acid tert-butyl ester 
• 250291-61-3 {2-[1-(4-Fluoro-benzenesulfonyl)-4-oxo-piperidin-3-ylsulfanyl]-ethyl}-carbamic acid tert-butyl ester 
• 250291-51-1 {2-[4-Oxo-1-(3-trifluoromethyl-benzenesulfonyl)-piperidin-3-ylsulfanyl]-ethyl}-carbamic acid tert-butyl ester 
• 75937-17-6 2->mercaptoethanol 
• 261960-00-3 3'-S-(2-N-(t-butyloxycarbonyl)aminoethylthio)-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidine 
• 258497-36-8 [2-(3-tritylsulfanyl-pyridin-4-ylmethylsulfanyl)-ethyl]-carbamic acid tert-butyl ester 
• 692739-30-3 C₇₄H₇₅NO₂₀S 
• 692739-28-9 C₇₄H₇₅NO₂₀S 
• 692739-29-0 C₇₄H₇₅NO₂₀S 

Relevant academic research and scientific papers

Biomimetic pH/redox dual stimuli-responsive zwitterionic polymer block poly(L-histidine) micelles for intracellular delivery of doxorubicin into tumor cells

A series of pH/redox dual stimuli-responsive poly(2-methacryloyloxyethyl phosphorylcholine)25-block-poly(l-histidine)n (p[MPC])25-b-p[His]n, n = 20, 35, 50, and 75) copolymers consisting of a pH-responsive p(His)n block and a biocompatible phospholipid analog p(MPC) block connected by a redox-responsive disulfide linker have been synthesized. The block copolymers are self-assembled into uniform micelles (～100 nm) in which doxorubicin (Dox) is efficiently encapsulated. The in vitro release profile shows an enhanced release of Dox at low pH (5.0) in 10 mM glutathione (GSH). The in vitro cell viability assays performed using various cell lines show that the blank hybrid micelles have no acute or intrinsic toxicity. A pH-dependent cytotoxicity is observed with the Dox-loaded micelles, especially at pH 5.0. Moreover, confocal microscopy images and flow cytometry results show the pH-dependent cellular uptake of Dox-loaded micelles. Therefore, the Dox-loaded micelles can be considered a good candidate for cancer therapy.

Dehydratase-specific probes for fatty acid and polyketide synthases

We targeted the development of a dehydratase (DH)-specific reactive probe that can facilitate detection, enrichment, and identification of DH enzymes in fatty acid synthases (FASs) and polyketide synthases (PKSs). The first reported mechanism-based inactivator, 3-decynoyl-N-acetylcysteamine (3-decynoyl-NAC), while active against the Escherichia coli β-hydroxydecanoyl thiol ester DH FabA, translates poorly to an activity-based probe because of nonspecific reactivity of the thioester moiety. Here we describe the design, synthesis, and utility of a DH-specific probe that contains a sulfonyl 3-alkyne reactive warhead engineered to avoid hydrolysis or nonenzymatic inactivation. When coupled with a fluorescent tag, this probe targets DH enzymes from recombinant type I and type II FAS and PKS enzyme systems and in whole proteomes. Activity studies, including FabA inactivation and antibiotic susceptibility, suggest that this sulfonyl 3-alkyne scaffold selectively targets a common DH mechanism. These studies indicate that the DH-specific mechanism-based probe can greatly accelerate both the functional characterization and molecular identification of virtually any type of FAS and PKS in complex proteomes.

Equilibrating C-S bond formation by C-H and S-S bond metathesis. Rhodium-catalyzed alkylthiolation reaction of 1-alkynes with disulfides

In the presence of a catalytic amount of RhH(PPh3)4 (2 mol %) and 1,1′-bis(diphenylphosphino)ferrocene (dppf) (3 mol %), silylacetylenes reacted with dialkyl disulfides giving 1-alkylthio-2-trialkylsilylethynes in high yields. Alkane

Construction of Versatile and Functional Nanostructures Derived from CO2-based Polycarbonates

The construction of amphiphilic polycarbonates through epoxides/CO2 coupling is a challenging aim to provide more diverse CO2-based functional materials. In this report, we demonstrate the facile preparation of diverse and functional nanoparticles derived from a CO2-based triblock polycarbonate system. By the judicious use of water as chain-transfer reagent in the propylene oxide/CO2 polymerization, poly(propylene carbonate (PPC) diols are successfully produced and serve as macroinitiators in the subsequent allyl glycidyl ether/CO2 coupling reaction. The resulting ABA triblock polycarbonate can be further functionalized with various thiols by radical mediated thiol-ene click chemistry, followed by self-assembly in deionized water to construct a versatile and functional nanostructure system. This class of amphiphilic polycarbonates could embody a powerful platform for biomedical applications.

Modification of Amorphous Mesoporous Zirconia Nanoparticles with Bisphosphonic Acids: A Straightforward Approach for Tailoring the Surface Properties of the Nanoparticles

The use of readily prepared bisphosphonic acids obtained in few steps through a thio-Michael addition of commercially available thiols on tetraethyl vinylidenebisphosphonate enables the straightforward surface modification of amorphous mesoporous zirconia nanoparticles. Simple stirring of the zirconia nanoparticles in a buffered aqueous solution of the proper bisphosphonic acid leads to the surface functionalization of the nanoparticles with different kinds of functional groups, charge and hydrophobic properties. Formation of both chemisorbed and physisorbed layers of the bisphosphonic acid take place, observing after extensive washing a grafting density of 1.1 molecules/nm2 with negligible release in neutral or acidic pH conditions, demonstrating stronger loading compared to monophosphonate derivatives. The modified nanoparticles were characterized by IR, XPS, ζ-potential analysis to investigate the loading of the bisphosphonic acid, FE-SEM to investigate the size and morphologies of the nanoparticles and 31P and 1H MAS NMR to investigate the coordination motif of the phosphonate units on the surface. All these analytical techniques demonstrated the strong affinity of the bisphosphonic moiety for the Zr(IV) metal centers. The functionalization with bisphosphonic acids represents a straightforward covalent approach for tailoring the superficial properties of zirconia nanoparticles, much straightforward compared the classic use of trisalkoxysilane or trichlorosilane reagents typically employed for the functionalization of silica and metal oxide nanoparticles. Extension of the use of bisphosphonates to other metal oxide nanoparticles is advisable.

Preparation method of benzothiazepine oxide, product prepared by preparation method and application of product

The invention discloses a preparation method of a benzothiazepine oxide, a product prepared by the preparation method and application of the product, and relates to the technical field of chemical synthesis. The method comprises the following steps: takin

Amine-based compound, polymer formed therefrom, and optical film comprising the same

Provided are a novel amine-based compound, a polymer obtained from the amine-based compound, and a glass fiber fabric composite membrane including the same. According to an embodiment of the present invention, by using the polymer obtained by a curing reaction of the amine-based compound and a curable monomer, an optical film having transparency, high refractive index, and excellent light transmittance can be produced. Further, the optical film excellent in durability, impact resistance, and abrasion resistance can be produced by using the polymer as a matrix resin.(AA) Example 3(BB) Example 4(CC) Index of refraction(DD) Wavelength (nm)COPYRIGHT KIPO 2018

A compound and use thereof

The invention provides a compound. The compound and pharmaceutically acceptable salt, various isotopes, various crystal forms or various isomers have the structure shown as a formula (I): A-L-B (I), wherein A is a non-steroidal anti-inflammatory drug comp

A pharmaceutically acceptable salt and its preparation and use

The invention relates to a pharmaceutical salt, and a preparation method and application thereof, in particular to an acid addition salt of N-(4-(3-fluorobenzyl)-3-chlorphenyl)-6-(5-((2-(methylsulfinyl)ethylamino)methyl)-2-furyl)-quinazoline-4-amine shown

N-chlorosuccinimide-mediated oxidative chlorination of thiols to Nα-protected amino alkyl sulfonyl azides and their utility in the synthesis of sulfonyl triazole acids

An efficient oxidative chlorination of thiols to Nα-protected amino alkyl sulfonyl azides is delineated. The reaction involves in situ generation of sulfonyl chloride employing N-chlorosuccinimide and tetrabutylammonium chloride-water in aceton