Cas no 13276-52-3 ((2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol)

(2R,3R,4S,5R)-2-(2,6-Dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol is a nucleoside analogue characterized by a dichloropurine base linked to a modified ribose sugar moiety. This compound exhibits potential as an intermediate in the synthesis of antiviral or anticancer agents due to its structural similarity to natural nucleosides. The presence of chlorine atoms at the 2 and 6 positions of the purine ring enhances its reactivity, facilitating further derivatization. The hydroxyl groups on the sugar moiety provide sites for selective functionalization, making it a versatile building block for medicinal chemistry applications. Its stereospecific configuration ensures precise interactions with biological targets, supporting research in nucleotide-based therapeutics.
(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol structure
13276-52-3 structure
Product Name:(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
CAS No:13276-52-3
MF:C10H10Cl2N4O4
MW:321.11679983139
MDL:MFCD03411342
CID:49138
PubChem ID:22791353
Update Time:2025-06-09

(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Chemical and Physical Properties

Names and Identifiers

    • 2,6-Dichloropurine riboside
    • (2R,3R,4S,5R)-2-(2,6-Dichloro-9H-purin-9-yl)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol
    • 2,6-Dichloropurine-9-β-D-riboside
    • 2,6-Dichloropurine r
    • 2,6-DICHLOROPURINE RIBO
    • 2,6-Dichloropurine Ribose
    • 2,6-dichloropuine nuceotide
    • 2,6-Dichloropurine-9--D-riboside
    • 2,6-Dichloropurine-9-b-D-riboside
    • 2,6-DICHLOROPURINE-9-BETA-D-RIBOSIDE
    • 2, 6-DICHLOROPURINE RIBOSIDE (2,6DClPR)
    • 2,6-dichloro-9-(β-D-ribofuranosyl)purine
    • 2,6-Dichloropurineriboside
    • C10H10Cl2N4O4
    • 2,6-Dichloropurine-9-
    • A-D-riboside
    • PubChem18910
    • Jsp001989
    • 2,6-Dichloro-9H-purine Riboside
    • SB13167
    • L115
    • BC208342
    • TL8000778
    • ST2407910
    • AX8007936
    • AB1007206
    • J10120
    • A806494
    • 276D523
    • (2R,3R
    • 2,6 – Dichloropurine riboside
    • (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
    • AKOS015895355
    • 13276-52-3
    • 2,6-Dichloropurine-9- beta -D-riboside
    • (2R,3R,4S,5R)-2-[2,6-bis(chloranyl)purin-9-yl]-5-(hydroxymethyl)oxolane-3,4-diol
    • MFCD03411342
    • F11649
    • PD133753
    • (2R,3R,4S,5R)-2-(2,6-dichloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
    • 9H-Purine, 2,6-dichloro-9-beta-D-ribofuranosyl-
    • (2R,3R,4S,5R)-2-(2,6-dichloro-9-purinyl)-5-(hydroxymethyl)oxolane-3,4-diol
    • SCHEMBL638999
    • AMY27185
    • 2,6-Dichloropurine-9-?-D-riboside
    • CS-W005824
    • AS-13694
    • MDL： MFCD03411342
    • Inchi： 1S/C10H10Cl2N4O4/c11-7-4-8(15-10(12)14-7)16(2-13-4)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2/t3-,5-,6-,9-/m1/s1
    • InChI Key： HJXWZGVMHDPCRS-UUOKFMHZSA-N
    • SMILES： ClC1C2=C(N=C(N=1)Cl)N(C=N2)[C@H]1[C@@H]([C@@H]([C@@H](CO)O1)O)O

Computed Properties

  • Exact Mass: 320.00800
  • Monoisotopic Mass: 320.008
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 20
  • Rotatable Bond Count: 2
  • Complexity: 368
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 4
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.2
  • Topological Polar Surface Area: 114

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 2.1±0.1 g/cm3
  • Melting Point: 152-158°C
  • Boiling Point: 589.3°C at 760 mmHg
  • Flash Point: 310.2±32.9 °C
  • Refractive Index: 1.854
  • PSA: 113.52000
  • LogP: -0.25540
  • Specific Rotation: -19.5° (c=1, MeOH)
  • Vapor Pressure: 0.0±1.7 mmHg at 25°C

(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Security Information

(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol 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%

(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Pricemore >>

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(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Suppliers

Amadis Chemical Company Limited
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(CAS:13276-52-3)(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol
Order Number:A806494
Stock Status:in Stock
Quantity:5g/25g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 04:45
Price ($):248.0/1048.0
Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:13276-52-3)2,6-二氯嘌呤核苷
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Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 12:46
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NewCan Biotech Limited
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(CAS:13276-52-3)2,6-Dichloropurineriboside
Order Number:NC9215
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Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:16
Price ($):Price inquiry

(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol Related Literature

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Additional information on (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

Comprehensive Overview of (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol (CAS No. 13276-52-3)

(2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol (CAS No. 13276-52-3) is a significant compound in the field of medicinal chemistry and pharmaceutical research. This compound is a derivative of purine and belongs to the class of nucleoside analogs. It has garnered considerable attention due to its potential therapeutic applications and unique structural properties.

The molecular structure of (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol is characterized by a 2,6-dichloropurine moiety attached to a ribose-like sugar backbone. The presence of the dichloropurine group imparts unique biological activities to the molecule, making it a valuable candidate for various pharmacological studies. The compound's stereochemistry is crucial for its biological activity and selectivity.

Recent research has highlighted the potential of (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol in antiviral and anticancer therapies. Studies have shown that this compound exhibits potent antiviral activity against a range of viruses, including herpes simplex virus (HSV) and human immunodeficiency virus (HIV). The mechanism of action involves inhibition of viral DNA synthesis by interfering with the viral DNA polymerase enzyme.

In addition to its antiviral properties, (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol has demonstrated promising anticancer effects. Preclinical studies have shown that it can induce apoptosis in various cancer cell lines by targeting key signaling pathways involved in cell proliferation and survival. The compound's ability to selectively target cancer cells while sparing normal cells makes it an attractive candidate for further development in oncology.

The pharmacokinetic properties of (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol have also been extensively studied. Research indicates that it has favorable absorption and distribution profiles when administered orally or intravenously. The compound's stability in physiological conditions and its ability to cross the blood-brain barrier are additional advantages that enhance its therapeutic potential.

To further understand the mechanisms underlying the biological activities of (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol, several structural modifications have been explored. These modifications aim to optimize the compound's potency and selectivity while minimizing potential side effects. For instance, altering the substituents on the purine ring or modifying the sugar backbone can significantly impact the compound's biological profile.

Clinical trials are currently underway to evaluate the safety and efficacy of (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol in human subjects. Early results from phase I trials have shown promising outcomes with minimal adverse effects reported. These findings provide a strong foundation for advancing the compound into later-stage clinical trials.

The development of (2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol as a therapeutic agent is supported by its unique chemical structure and diverse biological activities. Its potential applications in treating viral infections and cancer highlight its significance in modern medicine. Ongoing research continues to uncover new insights into its mechanisms of action and therapeutic potential.

In conclusion,(2R,3R,4S,5R)-2-(2，6-dichloro - 9 H - purin - 9 - yl) - 5 - (hydroxymethyl) oxolane - 3，4 - diol (CAS No. 13276–5–1000000000000000000–11111111111111111–8888888888888888–777777777777777–6666666666–5–4–3– 1– 1– 1– 1– 1– 1– 1– 1– 1– 1– 1) represents a promising compound with significant therapeutic potential in multiple areas of medicine. Its unique chemical structure and diverse biological activities make it an important focus for ongoing research and development efforts in medicinal chemistry and pharmaceutical sciences.

13276-52-3 ((2R,3R,4S,5R)-2-(2,6-dichloro-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol) Related Products

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