Cas no 129735-00-8 (Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI))

Adenosine, 8-bromo-, cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) is a modified nucleoside analog featuring a bromine substitution at the 8-position and a cyclic phosphorothioate group at the 3',5'-positions. The [P(R)]-phosphorothioate configuration enhances resistance to enzymatic degradation, improving stability in biological systems. The 8-bromo modification further increases lipophilicity and alters binding affinity, making it valuable for probing adenosine receptor interactions and studying cyclic nucleotide signaling pathways. This compound is particularly useful in biochemical research, including investigations into G-protein-coupled receptors (GPCRs) and second messenger systems. Its structural modifications offer distinct advantages for mechanistic studies requiring prolonged activity or altered selectivity compared to native cyclic AMP derivatives.
Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) structure
129735-00-8 structure
Product Name:Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI)
CAS No:129735-00-8
MF:C10H10BrN5NaO5PS
MW:446.149430751801
MDL:MFCD04037241
CID:138946
PubChem ID:16760258
Update Time:2025-06-14

Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) Chemical and Physical Properties

Names and Identifiers

    • Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI)
    • 8- BROMOADENOSINE- 3', 5'- CYCLIC MONOPHOSPHOROTHIOATE, RP- ISOMER ( RP-8-BR-CAMPS )
    • 8-BROMOADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT
    • 8-BR-CAMPS NA,RP-ISOMER
    • 8-BROMOADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE,RP-ISOMER SODIUM SALT
    • 8-BROMOADENOSINE-3',5'-CYCLIC * MONOPHOSPHOROTHIOAT
    • 8-BROMOADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT,RPISOMER
    • 8-Bromoadenosine-3'',5''-cyclic monophosphothioate Rp isomer
    • ADENOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE,8-BROMO-,RP-ISOMER,SODIUM SALT
    • RP-8-BR-CAMPS
    • RP-8-BR-CAMPS SODIUM SALT
    • RP-8-BR-CAMPS,NA
    • RP-8-BR-CAMPS, NA
    • 8-BR-CAMPS NA, RP-ISOMER
    • 8-BROMOADENOSINE 3',5'-CYCLIC MONOPHOSPHOTHIOATE, RP-ISOMER SODIUM SALT
    • 8-BROMOADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE SODIUM SALT, RPISOMER
    • ADENOSINE 3',5'-CYCLIC MONOPHOSPHOROTHIOATE, 8-BROMO-, RP-ISOMER, SODIUM SALT
    • 8-Bromoadenosine 3',5'-cyclic monophosphorothioate, Rp-isomer sodium salt
    • 8-Br-cAMPS*Na Sp-isomer
    • 8-Bromoadenosine 3',5'-cyclic Monophosphothioate, Sp-Isomer sodium salt
    • 129735-00-8
    • 8-BROMOADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, SP-ISOMER SODIUM SALT
    • Sp-8-Br-cAMPS*Na
    • MDL: MFCD04037241
    • Inchi: 1S/C10H11BrN5O5PS.Na/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-5(17)6-3(20-9)1-19-22(18,23)21-6;/h2-3,5-6,9,17H,1H2,(H,18,23)(H2,12,13,14);/q;+1/p-1
    • InChI Key: SKJLJCVVXRNYGJ-UHFFFAOYSA-M
    • SMILES: BrC1=NC2C(N)=NC=NC=2N1C1C(C2C(COP([O-])(O2)=S)O1)O.[Na+]

Computed Properties

  • Exact Mass: 444.92200
  • Monoisotopic Mass: 422.94
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 3
  • Hydrogen Bond Acceptor Count: 10
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 1
  • Complexity: 536
  • 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
  • Topological Polar Surface Area: 170A^2

Experimental Properties

  • Color/Form: solid
  • PSA: 182.50000
  • LogP: 1.73150

Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) Security Information

  • WGK Germany:3
  • Safety Instruction: S22; S24/25
  • Safety Term:S22-24/25
  • Storage Condition:?20°C

Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) Pricemore >>

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Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) Suppliers

NewCan Biotech Limited
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(CAS:129735-00-8)8-Bromoadenosine 3',5'-cyclic monophosphorothioate, Rp-isomer sodium salt
Order Number:NC9098
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Quantity:10g
Purity:97%
Pricing Information Last Updated:Friday, 18 July 2025 16:16
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Additional information on Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI)

Exploring Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) (CAS No. 129735-00-8): A Key Player in Biomedical Research

In the realm of nucleotide analogs, Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) (CAS No. 129735-00-8) stands out as a chemically modified derivative of adenosine. This compound, often abbreviated as 8-Br-cAMPS, is a cyclic adenosine monophosphate (cAMP) analog with a bromine substitution at the 8-position and a phosphorothioate modification. These structural alterations enhance its stability and biological activity, making it a valuable tool in signal transduction studies and drug discovery.

The 8-bromo substitution in this compound increases its resistance to enzymatic degradation, while the phosphorothioate backbone improves membrane permeability. These features are particularly relevant in contemporary research on G-protein-coupled receptors (GPCRs) and protein kinase A (PKA) pathways, which are hot topics in cancer therapy and metabolic disorders. Researchers frequently search for "cAMP analogs in cancer research" or "GPCR signaling modulators," highlighting the growing interest in this field.

One of the most compelling applications of Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) lies in its ability to mimic the effects of endogenous cAMP. This property is exploited in studies focusing on cell proliferation, apoptosis, and immune response modulation. For instance, recent publications have explored its role in neurodegenerative diseases, such as Alzheimer's and Parkinson's, where cAMP signaling is dysregulated. Keywords like "cAMP and neurodegeneration" or "phosphorothioate analogs in neurology" are increasingly popular in academic searches.

From a technical perspective, the synthesis and purification of 129735-00-8 require specialized expertise due to its complex stereochemistry. The P(R)-phosphorothioate configuration is critical for its biological activity, as it determines the compound's interaction with downstream effectors. This nuance is often overlooked in generic discussions but is a focal point for researchers querying "stereospecific cAMP analogs" or "phosphorothioate synthesis techniques."

In the context of personalized medicine, Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) offers potential as a therapeutic agent or research probe. Its ability to selectively activate cAMP-dependent pathways aligns with the trend toward targeted therapies, a subject dominating forums like "precision medicine breakthroughs." Moreover, its utility in high-throughput screening (HTS) assays makes it indispensable for identifying novel kinase inhibitors or receptor agonists.

Despite its niche applications, the compound's commercial availability and well-documented protocols have fueled its adoption in both academia and industry. Searches for "buy 8-Br-cAMPS" or "cAMP analog suppliers" reflect this demand. However, users must ensure compliance with local regulations, as nucleotide analogs often fall under strict research-use-only classifications.

Looking ahead, the integration of Adenosine, 8-bromo-,cyclic 3',5'-[hydrogen [P(R)]-phosphorothioate] (9CI) into AI-driven drug discovery platforms could revolutionize its applications. With machine learning models predicting cAMP-mediated interactions, this compound may unlock new avenues in autoimmune disease research or regenerative medicine. Such innovations resonate with trending queries like "AI in pharmacology" or "cAMP and tissue engineering."

In summary, 129735-00-8 exemplifies the intersection of chemistry and biology, offering insights into fundamental cellular processes while addressing modern biomedical challenges. Its versatility ensures its relevance in evolving fields, from immunotherapy to neuroscience, making it a staple in the toolkit of forward-thinking researchers.

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(CAS:129735-00-8)8-Bromoadenosine 3',5'-cyclic monophosphorothioate, Rp-isomer sodium salt
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Purity:97%
Quantity:10g
Price ($):Inquiry
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