28128-30-5

Basic information

• Product Name: 1H-Purin-6-amine, 2-methoxy-
• Synonyms: 1H-Purin-6-amine, 2-methoxy-
• CAS NO: 28128-30-5
• Molecular Formula: C₆H₇N₅O
• Molecular Weight: 165.1527
• Mol File: 28128-30-5.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 573.5 °C at 760 mmHg
• Flash Point: 300.7 °C
• Appearance: /
• Density: 1.531 g/cm³
• Vapor Pressure: 0.00232mmHg at 25°C
• Refractive Index: 1.814
• CAS DataBase Reference: 1H-Purin-6-amine, 2-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Purin-6-amine, 2-methoxy-(28128-30-5)
• EPA Substance Registry System: 1H-Purin-6-amine, 2-methoxy-(28128-30-5)

Safety Data

• Hazardous Substances Data: 28128-30-5(Hazardous Substances Data)

Usage

General Description

1H-Purin-6-amine, 2-methoxy- is a chemical compound with the molecular formula C6H7N5O. It is a derivative of purine, which is a naturally occurring heterocyclic organic compound found in nucleic acids. The introduction of a methoxy group at the 2-position of the purine ring results in the formation of 1H-Purin-6-amine, 2-methoxy-. 1H-Purin-6-amine, 2-methoxy- has potential applications in medicinal chemistry and drug development, as it can serve as a building block for the synthesis of novel pharmaceutical compounds with purine-based structures. Additionally, its structural similarity to other purine derivatives suggests that it may possess biological activity and could potentially be used in the development of new therapeutic agents.

InChI:InChI=1/C6H7N5O/c1-12-6-10-4(7)3-5(11-6)9-2-8-3/h2-3H,1H3,(H2,7,8,9,10,11)

Upstream product

• 124-41-4 sodium methylate 
• 1839-18-5 6-Amino-2-chlorpurin 
• 1839-18-5 2-chloroadenine 
• 77111-78-5 2-methoxy-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine 
• 77111-77-4 2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-amine 
• 20419-68-5 2,6-dichloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purine 
• 5451-40-1 2,6-dichloro-7H-purine 
• 24757-70-8 2'-deoxyspongosine 

Downstream Products

• 859211-32-8 9-(2',3',5'-tri-O-benzoyl-β-D-ribofuranosyl)-2-methoxyadenine 
• 24723-77-1 2-Methoxyadenosine 

Relevant articles and documents

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Peptidyl α-ketoamides with nucleobases, methylpiperazine, and dimethylaminoalkyl substituents as calpain inhibitors

A series of peptidyl α-ketoamides with the general structure Cbz-l-Leu-d,l-AA-CONH-R were synthesized and evaluated as inhibitors for the cysteine proteases calpain I, calpain II, and cathepsin B. Nucleobases, methylpiperazine, and dimethylaminoalkyl groups were incorporated into the primed region of the inhibitors to generate compounds that potentially cross the blood-brain barrier. Two of these compounds (Cbz-Leu-d,l-Abu-CONH-(CH 2)3-adenin-9-yl and Cbz-Leu-d,l-Abu-CONH-(CH 2)3-(4-methylpiperazin-1-yl) have been shown to have useful concentrations in the brain in animals. The best inhibitor for calpain I was Cbz-Leu-d,l-Abu-CONH-(CH2)3-2-methoxyadenin-9-yl (Ki = 23 nM), and the best inhibitor for calpain II was Cbz-Leu-d,l-Phe-CONH-(CH2)3-adenin-9-yl (Ki = 68 nM). On the basis of the crystal structure obtained with heterocyclic peptidyl α-ketoamides, we have improved inhibitor potency by introducing a small hydrophobic group on the adenine ring. These inhibitors have good potential to be used in the treatment of neurodegenerative diseases.

Oligonucleotides containing consecutive 2'-deoxyisoguanosine residues: Synthesis, duplexes with parallel chain orientation, and aggregation

The 2'-deoxyisoguanosine phosphonates 3a and 4a and the phosphoramidites 3b and 4b were prepared as building blocks for solid-phase oligonucleotide synthesis. The diphenylcarbamoyl (dpc) residue was introduced as 2-oxo protecting group which stabilizes the N-glycosylic bond against hydrolysis and prevents the molecule from side reactions. The dpc-protected building blocks 4a,b were employed in solid-phase synthesis and were found to be much more efficient than the unprotected compounds 3a,b. Oligonucleotides with alternating (11) or consecutive isoguanine residues (13-15) were synthesized. They form duplexes with parallel chain orientation. The aggregate d(T4-iG4-T4) (15) containing four consecutive 2'-deoxyisoguanosine is shown to be a tetramer similar to that of d(T4-G4-T4).