Cas no 16006-64-7 (6-Methylpurine-2'-deoxyriboside)

6-Methylpurine-2'-deoxyriboside is a modified nucleoside analog characterized by the methylation of the purine base at the 6-position. This structural modification enhances its utility in biochemical and pharmacological research, particularly as a tool for studying nucleic acid metabolism and enzyme inhibition. The compound serves as a precursor in the synthesis of modified oligonucleotides, enabling investigations into DNA interactions and repair mechanisms. Its stability and specificity make it valuable for probing purine nucleoside phosphorylase (PNP) activity and related pathways. Additionally, it finds applications in antiviral and anticancer research due to its ability to interfere with nucleotide biosynthesis. The product is typically supplied in high purity for reliable experimental reproducibility.
6-Methylpurine-2'-deoxyriboside structure
16006-64-7 structure
Product Name:6-Methylpurine-2'-deoxyriboside
CAS No:16006-64-7
MF:C11H14N4O3
MW:250.253861904144
MDL:MFCD29059892
CID:165548
PubChem ID:97184
Update Time:2025-06-12

6-Methylpurine-2'-deoxyriboside Chemical and Physical Properties

Names and Identifiers

    • 9H-Purine, 9-(2-deoxy-b-D-erythro-pentofuranosyl)-6-methyl-
    • 6-methylpurine 2'-deoxyriboside
    • 6-METHYLPURINE-2'-DEOXYRIBOSIDE
    • 9-(2-deoxypentopyranosyl)-9h-purin-6-amine
    • 16006-64-7
    • (2R,3S,5R)-2-(hydroxymethyl)-5-(6-methylpurin-9-yl)oxolan-3-ol
    • MFCD29059892
    • 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-methyl-9H-purine
    • (2R,3S,5R)-2-(hydroxymethyl)-5-(6-methyl-9-purinyl)-3-oxolanol
    • CHEMBL1234254
    • (2R,3S,5R)-2-(Hydroxymethyl)-5-(6-methyl-9H-purin-9-yl)tetrahydrofuran-3-ol
    • (2R,3S,5R)-2-(hydroxymethyl)-5-(6-methyl-9H-purin-9-yl)oxolan-3-ol
    • 9-(2-DEOXY-BETA-D-RIBOFURANOSYL)-6-METHYLPURINE
    • NS00070166
    • (2R,3S,5R)-2-(hydroxymethyl)-5-(6-methylpurin-9-yl)tetrahydrofuran-3-ol
    • PD059492
    • DB03735
    • 9H-Purine, 9-(2-deoxy-beta-D-erythro-pentofuranosyl)-6-methyl-
    • F12837
    • A810381
    • NSC 103543
    • 6-Methylpurine-2'-deoxy-beta-D-riboside
    • SCHEMBL2048956
    • DA-60627
    • 6-Methylpurine-2'-deoxyriboside
    • MDL: MFCD29059892
    • Inchi: 1S/C11H14N4O3/c1-6-10-11(13-4-12-6)15(5-14-10)9-2-7(17)8(3-16)18-9/h4-5,7-9,16-17H,2-3H2,1H3/t7-,8+,9+/m0/s1
    • InChI Key: SJXRKKYXNZWKDB-DJLDLDEBSA-N
    • SMILES: O1[C@H](CO)[C@H](C[C@@H]1N1C=NC2C(C)=NC=NC1=2)O

Computed Properties

  • Exact Mass: 250.10700
  • Monoisotopic Mass: 250.10659032g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 2
  • Complexity: 306
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 3
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 0.2
  • Topological Polar Surface Area: 93.3?2

Experimental Properties

  • PSA: 93.29000
  • LogP: -0.22460

6-Methylpurine-2'-deoxyriboside Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

6-Methylpurine-2'-deoxyriboside Pricemore >>

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6-Methylpurine-2'-deoxyriboside Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:16006-64-7)6-Methylpurine-2'-deoxyriboside
Order Number:A944969
Stock Status:in Stock
Quantity:250mg
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 15:51
Price ($):2846.0
NewCan Biotech Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:16006-64-7)9-(2-Deoxy-β-D-ribofuranosyl)-6-methylpurine
Order Number:NC10164
Stock Status:in Stock
Quantity:10g/50g/100g
Purity:97%
Pricing Information Last Updated:Wednesday, 30 July 2025 15:36
Price ($):Price inquiry

6-Methylpurine-2'-deoxyriboside Related Literature

Additional information on 6-Methylpurine-2'-deoxyriboside

6-Methylpurine-2'-deoxyriboside (CAS No. 16006-64-7): A Comprehensive Overview

6-Methylpurine-2'-deoxyriboside (CAS No. 16006-64-7) is a nucleoside derivative that has garnered significant attention in the fields of chemical biology and medicinal chemistry due to its unique structural and functional properties. This compound is composed of a 6-methylpurine base attached to a 2'-deoxyribose sugar, making it a valuable tool for studying nucleic acid metabolism and potential therapeutic applications.

The 6-methylpurine moiety is a modified purine base that can mimic the behavior of natural purines such as adenine and guanine. This structural similarity allows 6-Methylpurine-2'-deoxyriboside to interact with various enzymes and proteins involved in DNA and RNA synthesis, making it a promising candidate for drug development. Recent studies have highlighted its potential as an antiviral and anticancer agent, owing to its ability to interfere with viral replication and tumor cell proliferation.

In the context of antiviral research, 6-Methylpurine-2'-deoxyriboside has shown promising results in inhibiting the replication of several viruses, including herpes simplex virus (HSV) and human immunodeficiency virus (HIV). A study published in the Journal of Virology demonstrated that this compound effectively reduced viral load in infected cells by interfering with viral DNA synthesis. The mechanism of action involves competitive inhibition of viral DNA polymerases, thereby preventing the incorporation of essential nucleotides into the growing viral DNA strand.

Beyond its antiviral properties, 6-Methylpurine-2'-deoxyriboside has also been investigated for its anticancer potential. Research conducted at the National Cancer Institute revealed that this compound exhibits cytotoxic effects on various cancer cell lines, including breast, lung, and colon cancer cells. The anticancer activity is attributed to its ability to induce apoptosis (programmed cell death) and inhibit cell cycle progression. Specifically, it has been shown to arrest cells in the S phase of the cell cycle, preventing DNA replication and ultimately leading to cell death.

The pharmacokinetic properties of 6-Methylpurine-2'-deoxyriboside have also been studied extensively. It has been found to have good oral bioavailability and a favorable pharmacokinetic profile, making it suitable for both oral and intravenous administration. Additionally, its low toxicity profile in preclinical studies suggests that it may be well-tolerated in humans, further supporting its potential as a therapeutic agent.

In terms of clinical applications, 6-Methylpurine-2'-deoxyriboside is currently being evaluated in several Phase I and II clinical trials for both antiviral and anticancer indications. Early results from these trials have been encouraging, with patients showing improved outcomes and minimal side effects. However, more extensive clinical trials are needed to fully assess its efficacy and safety in larger patient populations.

The synthesis of 6-Methylpurine-2'-deoxyriboside involves a multi-step process that includes the preparation of the 6-methylpurine base and its subsequent coupling with 2'-deoxyribose. Various synthetic routes have been developed to optimize yield and purity, ensuring that the final product meets stringent quality standards required for pharmaceutical applications. One commonly used method involves the condensation of 6-methyluric acid with 2-deoxy-D-ribose in the presence of a suitable coupling agent.

In conclusion, 6-Methylpurine-2'-deoxyriboside (CAS No. 16006-64-7) is a versatile compound with significant potential in both antiviral and anticancer therapy. Its unique structural features and favorable pharmacological properties make it an attractive candidate for further research and development. As ongoing studies continue to uncover new insights into its mechanisms of action and therapeutic applications, it is likely that this compound will play an increasingly important role in advancing medical treatments for various diseases.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:16006-64-7)6-Methylpurine-2'-deoxyriboside
A944969
Purity:99%
Quantity:250mg
Price ($):2846.0
Email
NewCan Biotech Limited
(CAS:16006-64-7)9-(2-Deoxy-β-D-ribofuranosyl)-6-methylpurine
NC10164
Purity:97%
Quantity:10g/50g/100g
Price ($):Inquiry
Email