71176-54-0

Basic information

• Product Name: 5-AMINO-1,3-DIHYDROXYMETHYLBENZENE
• Synonyms: 5-AMINO-1,3-DIHYDROXYMETHYLBENZENE;(3-AMino-5-hydroxyMethyl-phenyl)-Methanol;(5-Amino-1,3-phenylene)dimethanol;5-amino-1,3-Benzenedimethanol;3,5-Di(hydroxymethyl)aniline;(5-Amino-1,3-phenylene)
• CAS NO: 71176-54-0
• Molecular Formula: C₈H₁₁NO₂
• Molecular Weight: 153.17844
• Mol File: 71176-54-0.mol
• Article Data: 22

Chemical Properties

• Melting Point: 98 °C
• Boiling Point: 388.5±32.0 °C(Predicted)
• Appearance: /
• Density: 1.283±0.06 g/cm3(Predicted)
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• PKA: 14.16±0.10(Predicted)
• CAS DataBase Reference: 5-AMINO-1,3-DIHYDROXYMETHYLBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-AMINO-1,3-DIHYDROXYMETHYLBENZENE(71176-54-0)
• EPA Substance Registry System: 5-AMINO-1,3-DIHYDROXYMETHYLBENZENE(71176-54-0)

Safety Data

• Hazardous Substances Data: 71176-54-0(Hazardous Substances Data)

Usage

Uses

(5-Amino-1,3-phenylene)dimethanol is a useful research chemical, a reagent in the synthesis of nucleic acid analogs consisting of a benzene-phosphate backbone.

Upstream product

• 42122-73-6 diethyl 5-aminoisophthalate 
• 618-88-2 5-nitrobenzene-1,3-dicarboxylic acid 
• 36308-36-8 5-nitrobenzene-1,3-dicarbaldehyde 
• 99-31-0 5-aminoisophthalic acid 
• 99-27-4 dimethyl 5-aminoisophthalate 
• 71176-55-1 5-nitro-m-xylene-(α,α')-diol 
• 10560-13-1 diethyl 5-nitro-isophthalate 

Downstream Products

• 96409-74-4 3,5-Bis(acetoxymethyl)-N-acetyl-4-nitroanilin 
• 146335-25-3 (3-amino-5-methylphenyl)methanol 
• 146335-23-1 3,5-bis(hydroxymethyl)benzonitrile 
• 177164-76-0 3,5-bis-(hydroxymethyl)-1-acetamidobenzene 
• 779345-61-8 (3-azido-5-hydroxymethylphenyl)methanol 
• 867259-33-4 5-amino-4-[3,5-bis(hydroxymethyl)anilino]-6-chloropyrimidine 
• 867259-24-3 3,5-bis-(t-butyldimethylsilyloxymethyl)-1-aminobenzene 
• 867259-40-3 2-amino-4-[3,5-bis(hydroxymethyl)anilino]-6-hydroxy-5-phenylazopyrimidine 
• 867259-20-9 1-[3,5-bis(hydroxymethyl)phenyl]uracil 
• 867259-43-6 9-[3-(tert-butyldimethylsilanyloxymethyl)-5-(hydroxymethyl)phenyl]-2-N-[(dimethylamino)methylene]guanine 
• 867259-35-6 9-[3,5-bis(tert-butyldimethylsilanyloxymethyl)phenyl]-6-chloropurine 
• 867259-36-7 9-[3,5-bis(tert-butyldimethylsilanyloxymethyl)phenyl]adenine 
• 867259-38-9 6-N-benzoyl-9-[3-(tert-butyldimethylsilanyloxymethyl)-5-(hydroxymethyl)phenyl]adenine 
• 867259-34-5 5-amino-4-[3,5-bis(tert-butyldimethylsilanyloxymethyl)anilino]-6-chloropyrimidine 

Relevant articles and documents

Covalent Radical Pairs as Spin Qubits: Influence of Rapid Electron Motion between Two Equivalent Sites on Spin Coherence

Ultrafast photodriven electron transfer reactions starting from an excited singlet state in an organic donor-acceptor molecule generate a radical pair (RP) in which the two spins are initially entangled and, in principle, can serve as coupled spin qubits in quantum information science (QIS) applications, provided that spin coherence lifetimes in these RPs are long. Here we investigate the effects of electron transfer between two equivalent sites comprising the reduced acceptor of the RP. A covalent electron donor-acceptor molecule (D-C-A24+) including a p-methoxyaniline donor (D), a 4-aminonaphthalene-1,8-imide chromophoric primary acceptor (C), and a m-xylene bridged cyclophane having two equivalent phenyl-extended viologens (A24+) as a secondary acceptor was synthesized along with the analogous molecule having one phenyl-extended viologen acceptor and a second, more difficult to reduce 2,5-dimethoxyphenyl-extended viologen in a very similar cyclophane structure (D-C-A4+). Photoexcitation of C within each molecule results in subnanosecond formation of D+?-C-A23+? and D+?-C-A3+?. The spin dynamics of these RPs were characterized by time-resolved EPR spectroscopy and magnetic field effects on the RP yield in both CH3CN and CD3CN. The data show that rapid electron hopping within A23+? promotes spin decoherence in D+?-C-A23+? relative to D+?-C-A3+? having a monomeric acceptor, while the interaction of the RP electron spins with the nuclear spins of the solvent have little or no effect on the spin dynamics. These observations provide important information for designing and understanding novel molecular assemblies of spin qubits with long coherence times for QIS applications.

THERAPEUTIC METHODS

The invention provides methods and compositions for delivering a nucleic acid to a cell or the cytosol of the target cell. The method includes contacting the cell with, 1) a membrane-destabilizing polymer; and 2) a nucleic acid conjugate. The nucleic acid conjugate includes a targeting ligand bound to an optional linker and a nucleic acid.

METHODS FOR TREATING HEPATITIS B INFECTIONS

Certain embodiments of the invention provide a method for identifying a patient that has a higher likelihood of responding to an HBV antigen inhibitor, such a method comprising detecting a hepatitis B virus (HBV) infected patient's genotype at one or more of the IL28B/A associated SNPs described herein, wherein the relevant genotype(s) described herein are indicative of a patient that has a higher likelihood of responding to an HBV antigen inhibitor as compared to an HBV infected patient having different genotypes at these locations.

Light-responsive bicyclic peptides

In this paper, we describe a method for the synthesis of light-responsive (LR) bicyclic macrocycles from linear peptides composed of 20 natural amino acids. Small molecules, peptide macrocycles, and protein conjugates that reversibly turn their function on and off in response to visible light enabled the fields of photopharmacology and optochemical genetics. Bioactive LR molecules could be produced by grafting azobenzene or other LR-structures onto molecules with known biological functions (e.g., alpha-helical peptides). It is also possible to discover such LR ligands de novo by selecting compounds with a desired function - such as binding to a target - from a library of LR-compounds or a genetically-encoded (GE) library of LR-macrocycles. The bicyclic topology of ligands offers added value such as improved binding and stability when compared to monocyclic peptides, but approaches for the design of bicyclic light-responsive architectures are limited. To address this need, we developed a tridentate C2-symmetric hydroxyl amine and di-chlorobenzene containing azobenzene (HADCAz) LR-linker with two orthogonally reactive functionalities (chlorobenzyl and hydroxylamine) to convert a linear unprotected peptide into a bicyclic peptide in a one-pot, two-step reaction. This linker reversibly isomerizes from the trans to cis form upon irradiation with blue light (365 nm). The resulting bicyclic peptide contains two loops of amino acids, one of which is constrained with an azobenzene moiety that can change the conformation in response to visible light. A scalable synthetic route to the HADCAz linker allowed us to demonstrate its application in multiple synthetic bicyclic peptides with loops that contain 2-5 amino acids.