67385-09-5

Basic information

• Product Name: 2-(BOC-AMINO)ETHANETHIOL
• Synonyms: 2-(BOC-AMINO)ETHANETHIOL;TERT-BUTYL N-(2-MERCAPTOETHYL)CARBAMATE;N-T-BUTYLOXYCARBONYL-2-MERCAPTO-ETHYLAMIN;N-TERT-BUTYLOXYCARBONYL-2-MERCAPTO-ETHYLAMINE;N-TERT-BUTOXYCARBONYL-2-AMINOETHANETHIOL;Carbamic acid, (2-mercaptoethyl)-, 1,1-dimethylethyl ester (9CI);Boc-Cysteamin,N-t-Butyloxycarbonyl-2-mercapto-ethylamin;N-BOC-cysteamine
• CAS NO: 67385-09-5
• Molecular Formula: C₇H₁₅NO₂S
• Molecular Weight: 177.26
• Product Categories: N-BOC;Bifunctional Crosslinkers;Building Blocks;Chemical Biology;Chemical Synthesis;Linkers;Organic Building Blocks;Peptide Chemistry;Sulfur Compounds;Thiols/Mercaptans
• Mol File: 67385-09-5.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 68 °C0.3 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to yellow/Viscous Liquid or Low Melting Solid
• Density: 1.049 g/mL at 20 °C(lit.)
• Vapor Pressure: 0.0106mmHg at 25°C
• Refractive Index: n20/D 1.474(lit.)
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• PKA: 9.95±0.10(Predicted)
• BRN: 2243173
• CAS DataBase Reference: 2-(BOC-AMINO)ETHANETHIOL(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(BOC-AMINO)ETHANETHIOL(67385-09-5)
• EPA Substance Registry System: 2-(BOC-AMINO)ETHANETHIOL(67385-09-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-13-23
• Hazardous Substances Data: 67385-09-5(Hazardous Substances Data)

Usage

Chemical Properties

Clear colorless viscous oil

Uses

2-(Boc-amino)ethanthiol is used in the synthesis of several organic compounds including a novel, anisamide-targeted cyclodextrin nanoformulation for the delivery of siRNA to prostate cancer cells which is a potential therapeutic option. Also used in the synthesis of bifunctional azobenzene glycoconjugates for cysteine-based photosensitive cross-linking with bioactive peptides.

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

Downstream Products

• 117143-88-1 cyclo(GlyψPhe)3 
• 261960-00-3 3'-S-(2-N-(t-butyloxycarbonyl)aminoethylthio)-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)thymidine 
• 75937-17-6 2->mercaptoethanol 
• 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 
• 195715-30-1 3-(2-(N-tert-Butoxycarbonylamino)ethylthio)-5-phenylisoxazole 
• 124073-15-0 2-(N-t-butoxycarbonylamino)ethyl isopropyl sulfide 
• 40256-25-5 N-Benzyl-4-(2'-hydroxyethoxy)-piperidine 
• 331780-43-9 3-Triphenylmethylthio-2-(N-t-butoxycarbonylaminoethylthiomethyl)pyridine 
• 1446694-37-6 S-(aminoethyl)-Nα-Cbz-bishomocysteine benzyl ester 
• 1108653-39-9 tert-butyl 2-((2-(3-(3-fluorobenzyl) ureido)thiazol-4-yl)methylthio)ethylcarbamate 
• 1052648-19-7 5-[2-amino-6-(2-tert-butoxycarbonylaminoethylsulfanyl)pyrimidin-4-yl]-2-methoxy-4-methylbenzoic acid methyl ester 

Relevant articles and documents

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.

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

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.

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