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    2-Chloro-2'-deoxyadenosine

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      2-Chloro-2′-deoxyadenosine

      SKU
      C0805

      Category: API's & Intermediates

      Synonyms
      CdA, Cladribine, 2-Chlorodeoxyadenosine, 2-Chloro-2?-deoxy-?-adenosine, NSC 105014-F, RWJ 26251
      4291-63-8
      CAS-Number
      C10H12ClN5O3
      Molecular Formula
      285.69
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      White to off-white powder
      Identity
      1H-NMR
      Loss on Drying
      ≤0.5%

      Properties

      Solvents
      Soluble in DMSO (10mg/ml) or DMF (10mg/ml).
      Melting Point
      228 - 230° C
      Shipping
      AMBIENT
      Short Term Storage
      RT
      Long Term Storage
      +4°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at +4°C.
      Hazard statements
      H301,H341,H361fd,H372
      Precautionary statements
      P202 - P260 - P264 - P280 - P301 + P310 - P405
      GHS Symbol
      GHS06+GHS08
      Signal word
      Danger
      RIDADR
      UN2811
      Transportation
      Packing Group III
      Description
      2-Chloro-2′-deoxyadenosine is a synthetic anticancer purine nucleoside analog commonly used in biochemical and cellular research to study nucleoside metabolism, DNA synthesis, and apoptosis pathways. Due to its resistance to adenosine deaminase–mediated degradation, this compound exhibits enhanced stability in biological systems, making it a valuable tool for mechanistic studies involving DNA replication and repair. Cladribine is cytotoxic to resting or proliferating lymphocytes. It inhibits RNA synthesis and induces DNA strand breaks in resting human peripheral blood lymphocytes. Cladribine induces cell cycle arrest at the G1 phase and apoptosis in U266, RPMI-8226, and MM.1S multiple myeloma cells in a concentration-dependent manner. It reduces tumor growth in HT-29 colon cancer, RL lymphoma, and RPMI-8226 multiple myeloma mouse xenograft models.
      Smiles
      Nc1nc(Cl)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3
      InChi Key
      PTOAARAWEBMLNO-KVQBGUIXSA-N
      References
      [1] D.A. Carson, et al.; Blood 62, 737 (1983) , [2] S. Seto, et al.; J. Clin. Invest. 75, 377 (1985) , [3] E. Beutler; Lancet 340, 952 (1992) (Review) , [4] A. Gorski, et al.; Immunopharmacol. 26, 197 (1993) , [5] S. Spurgeon, et al.; Expert Opin. Investig. Drugs 18, 1169 (2009) (Review) , [6] J. Ma, et al.; BMC Cancer 11, 255 (2011) , [7] T.P. Leist & R. Weissert; Clin. Neuropharmacol. 34, 28 (2011) (Review) , [8] R. Hermann, et al.; Clin. Pharmacokinet. 60, 1509 (2021) (Review) , [9] R. Hermann, et al.; Clin. Pharmacokinet. 61, 167 (2022) (Review)

      2-Chloro-2′-deoxyadenosine is a synthetic anticancer purine nucleoside analog commonly used in biochemical and cellular research to study nucleoside metabolism, DNA synthesis, and apoptosis pathways. Due to its resistance to adenosine deaminase–mediated degradation, this compound exhibits enhanced stability in biological systems, making it a valuable tool for mechanistic studies involving DNA replication and repair. Cladribine is cytotoxic to resting or proliferating lymphocytes. It inhibits RNA synthesis and induces DNA strand breaks in resting human peripheral blood lymphocytes. Cladribine induces cell cycle arrest at the G1 phase and apoptosis in U266, RPMI-8226, and MM.1S multiple myeloma cells in a concentration-dependent manner. It reduces tumor growth in HT-29 colon cancer, RL lymphoma, and RPMI-8226 multiple myeloma mouse xenograft models.

      SKU: C0805 Category: API's & Intermediates
      • Additional information

      Additional information

      Synonyms

      CdA, Cladribine, 2-Chlorodeoxyadenosine, 2-Chloro-2?-deoxy-?-adenosine, NSC 105014-F, RWJ 26251

      Purity

      ≥98% (HPLC)

      Appearance

      White to off-white powder

      CAS-Number

      4291-63-8

      Molecular Formula

      C10H12ClN5O3

      Molecular Weight

      285.69

      Identity

      1H-NMR

      Solvents

      Soluble in DMSO (10mg/ml) or DMF (10mg/ml).

      Melting Point

      228 – 230° C

      Smiles

      Nc1nc(Cl)nc2n(cnc12)[C@H]3C[C@H](O)[C@@H](CO)O3

      InChi Key

      PTOAARAWEBMLNO-KVQBGUIXSA-N

      Shipping

      AMBIENT

      Short Term Storage

      RT

      Long Term Storage

      +4°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at +4°C.

      Hazard statements

      H301,H341,H361fd,H372

      Precautionary statements

      P202 – P260 – P264 – P280 – P301 + P310 – P405

      GHS Symbol

      GHS06+GHS08

      Signal word

      Danger

      RIDADR

      UN2811

      Transportation

      Packing Group III

      References

      [1] D.A. Carson, et al.; Blood 62, 737 (1983), [2] S. Seto, et al.; J. Clin. Invest. 75, 377 (1985), [3] E. Beutler; Lancet 340, 952 (1992) (Review), [4] A. Gorski, et al.; Immunopharmacol. 26, 197 (1993), [5] S. Spurgeon, et al.; Expert Opin. Investig. Drugs 18, 1169 (2009) (Review), [6] J. Ma, et al.; BMC Cancer 11, 255 (2011), [7] T.P. Leist & R. Weissert; Clin. Neuropharmacol. 34, 28 (2011) (Review), [8] R. Hermann, et al.; Clin. Pharmacokinet. 60, 1509 (2021) (Review), [9] R. Hermann, et al.; Clin. Pharmacokinet. 61, 167 (2022) (Review)

      Quantity

      10 mg, 25 mg, Bulk

      cdx-Loss on Drying

      ≤0.5%

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