54384-47-3

Basic information

• Product Name: NH-(PEG1-OH)2
• Synonyms: NH-(PEG1-OH)2;NH-bis(PEG1-OH)
• CAS NO: 54384-47-3
• Molecular Formula: C₈H₁₉NO₄
• Molecular Weight: 193.24076
• Mol File: 54384-47-3.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 128 °C(Press: 0.02 Torr)
• Appearance: /
• Density: 1.090±0.06 g/cm3(Predicted)
• Solubility: Soluble in Water, DMSO, DCM, DMF
• PKA: 14.09±0.10(Predicted)
• CAS DataBase Reference: NH-(PEG1-OH)2(CAS DataBase Reference)
• NIST Chemistry Reference: NH-(PEG1-OH)2(54384-47-3)
• EPA Substance Registry System: NH-(PEG1-OH)2(54384-47-3)

Safety Data

• Hazardous Substances Data: 54384-47-3(Hazardous Substances Data)

Usage

Description

NH-(PEG1-OH)2, also known as NH-bis(PEG1-OH), is a polyethylene glycol (PEG) derivative with two hydroxyl groups. It is a versatile molecule that can be used to conjugate with carboxylic acid groups in the presence of HATU (1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxid hexafluorophosphate) or EDC (1-Ethyl-3-(3-dimethylaminopropyl)carbodiimide), which are coupling agents. This property makes NH-(PEG1-OH)2 a valuable tool in various applications, including drug delivery, bioconjugation, and the development of novel therapeutics.

Uses

Used in Pharmaceutical Industry:
NH-(PEG1-OH)2 is used as a conjugation agent for attaching drugs or other bioactive molecules to PEG chains. This process, known as PEGylation, can improve the solubility, stability, and circulation time of drugs in the body, leading to enhanced therapeutic effects and reduced side effects.
Used in Drug Delivery Systems:
NH-(PEG1-OH)2 is used as a building block for the development of drug delivery systems, such as nanoparticles, liposomes, and hydrogels. By conjugating drugs or other therapeutic agents to PEG chains, the resulting PEGylated complexes can exhibit improved bioavailability, targeted delivery, and controlled release properties.
Used in Bioconjugation:
NH-(PEG1-OH)2 is used as a linker molecule in bioconjugation, which involves the covalent attachment of biological molecules, such as proteins, peptides, or nucleic acids, to other molecules, like drugs, dyes, or detection agents. This can be useful for the development of novel diagnostic tools, imaging agents, or targeted therapeutics.
Used in Chemical Synthesis:
NH-(PEG1-OH)2 can be used as a starting material or intermediate in the synthesis of more complex PEG-based molecules, such as branched PEGs, PEGylated dendrimers, or other PEGylated structures with specific properties and applications.

Upstream product

• 628-89-7 2-(2-Chloroethoxy)ethanol 
• 111-41-1 2-(2-Aminoethylamino)ethanol 
• 929-06-6 2-(2-Aminoethoxy)ethanol 
• 119580-47-1 2,2'-(((benzylazanediyl)bis(ethane-2,1-diyl))bis(oxy))diethanol 

Downstream Products

• 118187-55-6 N,N-bis<2-<2-<(p-tolylsulfonyl)oxy>ethoxy>ethyl>-p-toluenesulfonamide 
• 146945-09-7 10-(4-Methylphenylsulfonyl)-1,7-dioxa-4-thia-10-azacyclododecane 
• 132930-19-9 4,10,13-tris-(4-tolylsulphonyl)-1,7-dioxa-4,10,13-triazacylopentadecane 
• 1315451-37-6 [(benzyloxycarbonyl)azanediyl]bis[(ethane-2,1-diyloxy)ethane-2,1-diyl] bis(4-methylbenzenesulfonate) 
• 1315451-39-8 benzyl 27-oxo-6,9,15,18-tetraoxa-12,25-diazatetracyclo[21.3.1.0(5,26).0(19,24)]heptacosa-1⁽²⁶⁾,2,4,19,21,23-hexaene-12-carboxylate 
• 254448-30-1 2,2'-{[(benzyloxycarbonyl)azanediyl]bis(ethane-2,1-diyloxy)}diethanol 
• 1401708-79-9 C₄₄H₄₀N₂O₈ 
• 275385-03-0 tert-butyl bis(2-(2-hydroxyethoxy)ethyl)carbamate 

Relevant articles and documents

Synthesis of New Pyridinoazacrown Ethers Containing Aromatic and Heteroaromatic Proton Ionizable Substituents

Methods for the synthesis of pyridinocrowns functionalized with various proton ionizable groups have been elaborated.Sixteen new ligands containing pyridine rings as part of the macrocycle or as a side arm have been prepared.Different interactive abilities of the OH and NH functions of 3,9-dioxa-6-azaundecane-1,11-diol (3) in strong base allowed the synthesis of pyridinoazacrowns 1 and 2 by cyclization with 2,6-bis((tosyloxy)methyl)pyridine (4) and THP-protected 4-hydroxy-2,6-bis((tosyloxy)methyl)pyridine (5).Pyridinoazacrown 1 was functionalized with different proton ionizable side arms by treatment first with formaldehyde in methanol to form the N-methoxymethyl derivative 6 and then treating 6 with 5-chloro-8-hydroxyquinoline or the appropriate substituted phenol.Pyridinoaza-18-crown-6 ligands containing p-methylphenol (7), p-metoxyphenol (8), p-chlorophenol (9), p-fluorophenol (10), p-cyanophenol (11), 2-formyl-4-bromophenol (12), or 5-chloro-8-hydroxyquinoline (13) groups were prepared by this process.Pyridinoazacrowns 1 and 2 were alkylated with 2-hydroxy-5-nitrobenzyl chloride or 5-chloro-8-methoxy-2-(bromomethyl)quinoline followed by removal of the protecting groups to form p-nitrophenol- and 5-chloro-8-hydroxy-2-quinolinyl-substituted ligands (16, 18, and 21).Macrocycles 22 and 23 containing proton ionizable triazole and phenol functions inside the macrocyclic cavity and a pyridine side arm were prepared by cyclization of the appropriate dihalide with 6-(2'-pyridylmethyl)-3,9-dioxa-6-azaundecane-1,11-diol followed by cleavage of the THP or methoxy protecting groups.Preliminary complexation data show that the phenol-substituted pyridinoaza-18-crown-6 ligands form strong complexes with various metal cations and exhibit high selectivity toward Ag(1+).Macrocycle 16 containing a p-nitrophenol substituent formed a complex with benzylamine.The crystal structures for 16 and its benzylamine complex are also given here.

Synthesis of new multidentate ligands for the coordination of indium(iii), gadolinium(iii) and thorium(iv)

Efficient syntheses are described for five new multidentate ligands containing 3-hydroxy-6-methyl-2-pyridyl donor groups: 4,7,10-tris(3-hydroxy-6-methyl-2-pyridylmethyl)-1-oxa-4,7, 10-triazacyclododecane, 2; 4,10,13-tris(3-hydroxy-6-methyl-2-pyrildylmethy

Synthesis of Monoaza Crown Ethers from N,N-Diamines and Oligoethylene Glycol Di(p-toluenesulfonates) or Corresponding Dichlorides

Monoaza crown ethers were prepared in satisfactory yields by the one-step reaction between diethanolamine or N,N-diamines and oligoethylene glycol di(p-toluenesulfonates) or corresponding dichlorides in t-butyl alcohol/dioxane in the presence of sodium or potassium t-butoxide.The reaction conditions in the preparation of monoaza 15- and 18-crown ethers were studied.Various monoaza crown ethers having substituents were also prepared and their properties were investigated.