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Chemical Structure| 86583-19-9 Chemical Structure| 86583-19-9

Structure of 3-Deazaadenosine HCl
CAS No.: 86583-19-9

Chemical Structure| 86583-19-9

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3-Deazaadenosine (hydrochloride) is an inhibitor of S-adenosylhomocysteine hydrolase with a Ki of 3.9 µM. It has anti-inflammatory, anti-proliferative, and anti-HIV activity.

Synonyms: 3-Deazaadenosine (hydrochloride); 3-Deazaadenosine hydrochloride; 3-DZA

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Product Details of 3-Deazaadenosine HCl

CAS No. :86583-19-9
Formula : C11H15ClN4O4
M.W : 302.71
SMILES Code : O[C@H]1[C@H](N2C=NC3=C2C=CN=C3N)O[C@H](CO)[C@H]1O.[H]Cl
Synonyms :
3-Deazaadenosine (hydrochloride); 3-Deazaadenosine hydrochloride; 3-DZA
MDL No. :MFCD31729546

Safety of 3-Deazaadenosine HCl

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P264-P270-P271-P280-P301+P312-P302+P352-P304+P340-P305+P351+P338-P330-P332+P313-P337+P313-P362-P403+P233-P405-P501

Isoform Comparison

Biological Activity

In Vitro:

Cell Line
Concentration Treated Time Description References
S30 cells 50 µM 24 hours Interfere with m6A modification and reduce the relative expression level of ZNRD1-AS1 Mol Cancer. 2022 Dec 30;21(1):229.
H1299 cells 50 µM 24 hours Interfere with m6A modification and reduce the relative expression level of ZNRD1-AS1 Mol Cancer. 2022 Dec 30;21(1):229.
Mouse macrophages 5 µM 30 minutes 3-Deazaadenosine caused disorganization of the microfilament system in mouse macrophages at concentrations similar to those that inhibited antibody-dependent phagocytosis and zymosan-stimulated H2O2 production. These effects were completely reversed by washing the macrophages free of the agent and allowing a 30-minute recovery period. Proc Natl Acad Sci U S A. 1985 Jun;82(12):4060-4.
IMR90 ER:RAS cells 10 µM 4 days 3DA treatment partially prevented the growth arrest associated with senescence, as assessed by BrdU incorporation and colony formation. Nat Aging. 2022 Sep;2:851-866.
IMR90 fibroblasts 10 µM serial passage 3DA treatment increased the subset of cells dividing at each passage, extending the replicative potential of old cells. Nat Aging. 2022 Sep;2:851-866.

In Vivo:

Species
Animal Model
Administration Dosage Frequency Description References
Mice Geriatric mouse muscle stem cell model Intraperitoneal injection 10 mg/kg Daily for 4 days 3DA treatment significantly restored the expansion of geriatric cells after engraftment and enhanced their regenerative capacity following muscle injury. Nat Aging. 2022 Sep;2:851-866.
C57BL/6 mice Alcoholic liver disease model Intraperitoneal injection 50mg/kg Two injections, 3 hours apart, LPS given 2 hours after the last DZA injection To investigate the effect of DZA on LPS/TNF-induced liver injury, results showed that DZA injections significantly enhanced LPS/TNF-induced hepatotoxicity. Biochem Pharmacol. 2007 Aug 1;74(3):521-31.

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3.30mL

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0.33mL

16.52mL

3.30mL

1.65mL

33.03mL

6.61mL

3.30mL

 

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