2-Chloroadenosine hemihydrate - 81012-94-4

2-Chloroadenosine hemihydrate

Catalog Number: EVT-362564
CAS Number: 81012-94-4
Molecular Formula: C10H14ClN5O5
Molecular Weight: 319.7 g/mol
The product is for non-human research only. Not for therapeutic or veterinary use.
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Product Introduction

Description
2-Chloroadenosine hemihydrate is a chemical compound that belongs to the class of purine nucleosides. It is a derivative of adenosine, which is a nucleoside that plays a crucial role in various biological processes. 2-Chloroadenosine hemihydrate has been extensively studied for its potential therapeutic applications in various diseases, including cancer, inflammation, and neurological disorders.
Applications in Various Fields
2-Chloroadenosine hemihydrate has various applications in medical research, environmental research, and industrial research. In medical research, the compound has been studied for its potential therapeutic applications in various diseases, including cancer, inflammation, and neurological disorders. Clinical trials have shown promising results in the treatment of chronic lymphocytic leukemia and multiple sclerosis. However, the compound also has potential side effects, such as nausea, vomiting, and diarrhea. In environmental research, 2-Chloroadenosine hemihydrate has been studied for its effects on ecosystems and its role in pollution management. The compound has been shown to have low toxicity to aquatic organisms and can be used as a bioremediation agent to degrade pollutants in the environment. In industrial research, 2-Chloroadenosine hemihydrate has been used in manufacturing processes to improve product quality and efficiency. Health and safety considerations should be taken into account during the use of the compound to ensure the safety of the workers and minimize the impact on the environment.

Properties

CAS Number

81012-94-4

Product Name

2-Chloroadenosine hemihydrate

IUPAC Name

2-(6-amino-2-chloropurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;hydrate

Molecular Formula

C10H14ClN5O5

Molecular Weight

319.7 g/mol

InChI

InChI=1S/C10H12ClN5O4.H2O/c11-10-14-7(12)4-8(15-10)16(2-13-4)9-6(19)5(18)3(1-17)20-9;/h2-3,5-6,9,17-19H,1H2,(H2,12,14,15);1H2

InChI Key

CSVJEVDOHIWPDO-UHFFFAOYSA-N

SMILES

C1=NC2=C(N=C(N=C2N1C3C(C(C(O3)CO)O)O)Cl)N.O

Canonical SMILES

C1=NC2=C(N=C(N=C2N1C3C(C(C(O3)CO)O)O)Cl)N.O
Method of Synthesis or Extraction
2-Chloroadenosine hemihydrate can be synthesized by various methods, including chemical synthesis and enzymatic synthesis. Chemical synthesis involves the reaction of adenosine with thionyl chloride and hydrogen chloride gas to form 2-Chloroadenosine. The product is then purified and crystallized to obtain 2-Chloroadenosine hemihydrate. Enzymatic synthesis involves the use of enzymes, such as adenosine deaminase, to convert adenosine to 2-Chloroadenosine. The yield and efficiency of each method depend on various factors, such as the purity of the starting material, reaction conditions, and the type of catalyst used. Environmental and safety considerations should also be taken into account during the synthesis process to minimize the impact on the environment and ensure the safety of the workers.
Chemical Structure and Biological Activity
2-Chloroadenosine hemihydrate has a chemical formula of C10H12ClN5O4·0.5H2O and a molecular weight of 329.7 g/mol. It is a white crystalline powder that is soluble in water and slightly soluble in ethanol. The compound acts as an adenosine receptor agonist, which means that it binds to and activates adenosine receptors in the body. The activation of adenosine receptors leads to various biological effects, such as vasodilation, inhibition of platelet aggregation, and modulation of neurotransmitter release. 2-Chloroadenosine hemihydrate has been shown to have potent anti-inflammatory, anti-cancer, and neuroprotective effects.
Biological Effects
2-Chloroadenosine hemihydrate has been shown to have various biological effects on cell function and signal transduction. It has been shown to inhibit the production of pro-inflammatory cytokines, such as TNF-α and IL-6, and reduce the activation of NF-κB, a transcription factor that plays a crucial role in inflammation. The compound has also been shown to induce apoptosis, or programmed cell death, in cancer cells by activating the caspase pathway. In addition, 2-Chloroadenosine hemihydrate has been shown to protect neurons from oxidative stress and reduce the production of reactive oxygen species.
Future Perspectives and Challenges
Despite the promising results of 2-Chloroadenosine hemihydrate in various studies, there are still limitations in its use and study. One of the challenges is the low solubility of the compound, which limits its bioavailability and efficacy. Another challenge is the potential side effects of the compound, which need to be carefully monitored and managed. Possible solutions and improvements include the development of new formulations and delivery systems to improve the solubility and bioavailability of the compound. Future trends and prospects in the application of 2-Chloroadenosine hemihydrate in scientific research include the development of new therapeutic applications and the exploration of its potential in combination with other drugs.

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