Pyridine dithioethylamine hydrochloride(pda-hcl)

• CAS: 106139-15-5
• Catalog Number: ACM106139155
• Category: Main Products
• Molecular Weight: 222.75864
• Molecular Formula: C₇H₁₁ClN₂S₂
• Synonyms: Pyridine dithioethylamine hydrochloride(PDA-HCl);PDA-HCl;2-(2-Pyridyldithio)ethylamine Hydrochloride;EthanaMine, 2-(2-pyridinyldithio)-, Monohydrochloride;[2-(2-Pyridinyldithio)ethyl]ammonium chloride;2-Aminoethyl 2-pyridyl disulfide hydrochloride
• IUPAC Name: 2-(pyridin-2-yldisulfanyl)ethanamine;hydrochloride
• Canonical SMILES: C1=CC=NC(=C1)SSCCN.Cl
• InChI Key: SEKLFMRSNLFPRB-UHFFFAOYSA-N
• Melting Point: 124-126?C
• Appearance: Off-White Solid

Case Study

Pyridine Dithioethylamine Hydrochloride for the Preparation of Polymer-Protein Nanostructures

Ju Y, et al. Chemistry-A European Journal, 2017, 23(14), 3366-3374.

Covalently connected polymer-protein nanostructures can be successfully prepared via reactive self-assembly methods. The prepared covalently connected nanostructures (CCNs) with a hydrophobic polymer core and hydrophilic protein coronae have potential applications in drug delivery and cancer therapy. During the synthesis process, pyridine disulfide ethylamine hydrochloride served as an important raw material in the synthesis step of pyridyl disulfide methacryl amide (PDSMA) monomer. PDSMA was further used to polymerize to synthesize PtBMA-co-PPDSMA, which self-assembled with bovine serum albumin (BSA) to prepare CCNs.
Synthesis of PDSMA monomer from pyridine dithioethylamine hydrochloride
· Pyridine dithioethylamine hydrochloride (1.0 g, 4.5 mmol) and trimethylamine (1.24 mL, 9.00 mmol) was dissolved in CH2Cl2 (20 mL), and methacryloyl chloride (0.56 mL, 5.8 mmol) was added slowly to the solution via syringe at 0 °C.
· The reaction mixture was stirred at room temperature overnight. After the reaction, the solution was washed repeatedly with saturated NaCl, 10% HCl and distilled water for three times. The organic layer was dried over anhydrous MgSO4. After filtration, the solvent was removed on a rotary evaporator. The product was further purified by silica gel column chromatography (hexane:ethyl acetate, 1:1). Isolated yield is about 70%.

Pyridine Dithioethylamine Hydrochloride Used in the Preparation of Nanogels for Antigen Delivery

Li D, et al. Advanced Functional Materials, 2015, 25(20), 2993-3003.

A dextran nanogel was developed in which proteins were reversibly immobilized via disulfide bonds after electrostatically driven post-loading. This technology can be broadly applied to encapsulate a variety of therapeutic agents that can be modified with thiol groups, making it a promising intracellular antigen delivery system. In this work, pyridine dithioethylamine hydrochloride is an important synthetic raw material.
Synthesis of N -(4-(2-(pyridine-2-yldisulfanyl)ethyl)- amidobutyl) methacrylamide
· Pyridine dithioethylamine hydrochloride (4.0 g, 18 mmol), N -methacryloyl aminobutanoic acid (5.8 g, 36 mmol), HoBt (5.8 g, 43 mmol), and TEA (3.5 mL, 26 mmol) were dissolved in dry DCM (70 mL) under nitrogen.
· The reaction mixture was cooled on ice and EDC (8.1 g, 43 mmol) was subsequently added to the mixture. The reaction mixture was allowed to warm to room temperature and stirred for 24 h.
· The reaction mixture was washed with 5% NaHCO3 and brine. Most of the solvent was evaporated and the remaining was purifi ed on a silica gel column (ethyl acetate/acetone, 3:2 (v/v), Rf : 0.37). The product (3.4 g, 55% yield) was obtained as a white powder.

Custom Q&A

What is the molecular formula of Pyridine dithioethylamine hydrochloride (pda-hcl)?

The molecular formula of Pyridine dithioethylamine hydrochloride (pda-hcl) is C7H11ClN2S2.

What is the molecular weight of Pyridine dithioethylamine hydrochloride (pda-hcl)?

The molecular weight of Pyridine dithioethylamine hydrochloride (pda-hcl) is 222.8 g/mol.

What is the IUPAC name of Pyridine dithioethylamine hydrochloride (pda-hcl)?

The IUPAC name of Pyridine dithioethylamine hydrochloride (pda-hcl) is 2-(pyridin-2-yldisulfanyl)ethanamine;hydrochloride.

What is the InChIKey of Pyridine dithioethylamine hydrochloride (pda-hcl)?

The InChIKey of Pyridine dithioethylamine hydrochloride (pda-hcl) is SEKLFMRSNLFPRB-UHFFFAOYSA-N.

How many hydrogen bond donor counts does Pyridine dithioethylamine hydrochloride (pda-hcl) have?

Pyridine dithioethylamine hydrochloride (pda-hcl) has 2 hydrogen bond donor counts.

How many hydrogen bond acceptor counts does Pyridine dithioethylamine hydrochloride (pda-hcl) have?

Pyridine dithioethylamine hydrochloride (pda-hcl) has 4 hydrogen bond acceptor counts.

What is the exact mass of Pyridine dithioethylamine hydrochloride (pda-hcl)?

The exact mass of Pyridine dithioethylamine hydrochloride (pda-hcl) is 222.0052184 g/mol.

How many rotatable bond counts does Pyridine dithioethylamine hydrochloride (pda-hcl) have?

Pyridine dithioethylamine hydrochloride (pda-hcl) has an unspecified number of rotatable bond counts.

What is the topological polar surface area of Pyridine dithioethylamine hydrochloride (pda-hcl)?

The topological polar surface area of Pyridine dithioethylamine hydrochloride (pda-hcl) is 89.5Ų.

How many heavy atom counts does Pyridine dithioethylamine hydrochloride (pda-hcl) have?

Pyridine dithioethylamine hydrochloride (pda-hcl) has 12 heavy atom counts.