149376-70-5

Usage

Uses

Used in Pharmaceutical Industry:
2-Amino-6-chloro-9H-purine-9-acetic acid is used as a starting material for the synthesis of various purine intermediates and derivatives. These synthesized compounds have potential applications in the development of new drugs and therapeutic agents.
2-Amino-6-chloro-9H-purine-9-acetiс acid is used as a building block for the creation of:
6-decyloxy substituted purine intermediates, which can be utilized in the development of drugs targeting specific biological pathways.
6-decylthio substituted purine intermediates, offering a different set of properties and potential applications in drug discovery.
6-decyloxy or 6-decylthio-9-phenylalanine/serine or alanine-substituted purine derivatives, which may have unique biological activities and could be used in the treatment of various diseases.
2,6-diaminopurine monomer, which can be used in the synthesis of nucleic acid analogs and other related compounds with potential applications in gene therapy and antiviral drugs.

InChI:InChI=1/C7H6ClN5O2/c8-5-4-6(12-7(9)11-5)13(2-10-4)1-3(14)15/h2H,1H2,(H,14,15)(H2,9,11,12)

Upstream product

• 79-08-3 bromoacetic acid 
• 10310-21-1 2-Amino-6-chloropurin 
• 172405-46-8 methyl 2-(2-amino-6-chloro-9H-purin-9-yl)acetate 
• 175695-32-6 tert-butyl (6-chloro-2-aminopurin-9-yl)ethanoate 

Downstream Products

• 149411-94-9 2-(2-amino-6-(benzyloxy)-9H-purin-9-yl)acetic acid 
• 175695-27-9 [[2-(2-Amino-6-benzyloxy-purin-9-yl)-acetyl]-(2-benzyloxycarbonylamino-ethyl)-amino]-acetic acid methyl ester 
• 175695-30-4 C₄₇H₅₆N₁₄O₁₂ 
• 175695-29-1 C₄₈H₅₈N₁₄O₁₂ 
• 158097-21-3 methyl N-((2-amino-6-(benzyloxy)purin-9-yl)acetyl)-N-(2-Boc-aminoethyl)glycinate 
• 1428376-19-5 C₂₈H₄₀N₆O₄ 
• 1428376-22-0 C₂₇H₃₈N₆O₃S 
• 1428376-24-2 C₂₈H₄₀N₆O₃S 
• 1428376-18-4 C₂₇H₃₈N₆O₄ 
• 1428376-23-1 C₂₇H₃₈N₆O₃S 

Relevant academic research and scientific papers

Screening of Minimalist Noncanonical Sites in Duplex DNA and RNA Reveals Context and Motif-Selective Binding by Fluorogenic Base Probes

We hypothesize that programmable hybridization to noncanonical nucleic acid motifs may be achieved by macromolecular display of binders to individual noncanonical pairs (NCPs). As each recognition element may individually have weak binding to an NCP, we d

Synthesis and biological evaluation of new HIV-1 protease inhibitors with purine bases as P2-ligands

Introducing purine bases to P2-ligands might enhance the potency of Human Immunodeficiency Virus-1 (HIV-1) protease inhibitory because of the carbonyl and NH groups promoting the formation of extensive H-bonding interactions. In this work, thirty-three compounds are synthesized and evaluated, among which inhibitors 16a, 16f and 16j containing N-2-(6-substituted-9H-purin-9-yl)acetamide as the P2-ligands along with 4-methoxylphenylsulfonamide as the P2′-ligand, display potent inhibitory effect on the activity of HIV-1 protease with IC50 43 nM, 42 nM and 68 nM in vitro, respectively.

Synthesis and biophysical properties of (l)-aTNA based G-quadruplexes

Novel G-quadruplex structures are constructed by acyclic (l)-threninol nucleic acid and their synthesis and biophysical properties are described. Pyrene excimer fluorescence and circular dichroism (CD) data revealed that four strands of aTNA are oriented

DOTASQ as a prototype of nature-inspired G-quadruplex ligand

DOTASQ (for DOTA-templated Synthetic G-quartet) is the first prototype of nature-inspired G-quadruplex ligand: its design, founded on a possible intramolecular G-quartet formation, enables it to interact with G-quadruplex DNA via an unprecedented nature-m

Peptide nucleic acids having enhanced binding affinity, sequence specificity and solubility

A novel class of compounds known as peptide nucleic acids, bind complementary DNA and RNA strands, and generally do so more strongly than the corresponding DNA or RNA strands while exhibiting increased sequence specificity and solubility. The peptide nucleic acids comprise ligands selected from a group consisting of naturally-occurring nucleobases and non-naturally-occurring nucleobases, including 2,6-diaminopurine, attached to a polyamide backbone, and contain alkyl amine side chains.

Synthetic procedures for peptide nucleic acids

A novel class of compounds, known as peptide nucleic acids, bind complementary ssDNA and RNA strands more strongly than a corresponding DNA. The peptide nucleic acids generally comprise ligands such as naturally occurring DNA bases attached to a peptide backbone through a suitable linker.

Peptide nucleic acids having 2,6-diaminopurine nucleobases

A novel class of compounds, known as peptide nucleic acids, bind complementary DNA and RNA strands more strongly than a corresponding DNA strand, and exhibit increased sequence specificity and binding affinity. The peptide nucleic acids of the invention comprise ligands selected from a group consisting of naturally-occurring nucleobases and non-naturally-occurring nucleobases attached to a polyamide backbone. Some PNAs of the invention also contain C1-C8alkylamine side chains.

Linked peptide nucleic acids

Novel peptide nucleic acids and novel linked peptide nucleic acids, form triple stranded structures with nucleic acids. The peptide nucleic acids include ligands such as naturally occurring nucleobases attached to the peptide backbone through a suitable linker. Other nucleobases including C-pyrimidines and iso-pyrimidines can be used as the ligands in Hoogsteen strands to increase binding affinity. Two peptide nucleic acid strands are joined together with a linker to form a bis-peptide nucleic acid. The individual strands of the peptide nucleic acids in the bis compounds can be oriented either parallel or antiparallel to each other.

Peptide nucleic acids

Novel peptide nucleic acids and novel linked peptide nucleic acids, form triple stranded structures with nucleic acids. The peptide nucleic acids include ligands such as naturally occurring nucleobases attached to a peptide backbone through a suitable linker. Other nucleobases including C-pyrimidines and iso-pyrimidines can be used as the ligands in Hoogsteen strands to increase binding affinity. Two peptide nucleic acid strands are joined together with a linker to form a bis-peptide nucleic acid. The individual strands of the peptide nucleic acids in the bis compounds can be orientated either parallel or antiparallel to each other.

PEPTIDE NUCLEIC ACID CONJUGATES

A novel class of peptide nucleic acids are described which include a conjugate attached thereto. The peptide nucleic acids generally comprise ligands such as naturally occurring DNA bases attached to a peptide backbone through a suitable linker.