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HomeProduct name list8-Chloroadenosine

8-Chloroadenosine

8-Chloroadenosine  Structural

What is 8-Chloroadenosine ?

Description

8-Chloroadenosine is a nucleoside analog; metabolized in vivo to 8-Chloro-ATP. Incorporates into RNA during transcription and inhibits RNA synthesis. Exhibits cytotoxicity in MM.1S, RPMI-8226 and U266 cancer cell lines; induces G2/M cell cycle arrest and mitotic catastrophe in A549 and H1299 cells.

The Uses of 8-Chloroadenosine

8-Chloroadenosine (cas# 34408-14-5) is a useful research chemical.8-Chloroadenosine is an analog of adenosine which depletes ATP and inhibits tumor growth in hematological malignancies as well as in lung and breast cancer cell lines.

What are the applications of Application

8-Chloroadenosine is a cytotoxic metabolite of 8-Cl-cAMP

Biological Activity

8-Chloroadenosine (8-Cl-Ado), an adenosine analog, is a potential antitumor drug that is currently in phase-I clinical trials for chronic lymphocytic leukemia (CLL). It has been reported that 8-Cl-Ado inhibits cancer cell growth and induces apoptosis in Granta, JeKo, Mino, and SP-53 MCL cell lines by inhibition of both DNA and RNA syntheses. In addition, 8-Cl-Ado induces autophagy in primary CLL cells5 and in MCF-7 and BT-474 breast cancer cells6. Research has shown that 8-Cl-Ado inhibits the proliferation and migration of SK-BR-3, MDA-MB-231, and MCF-7 breast cancer cells by targeting the RNA-editing enzyme ADAR1[1].

storage

Store at -20°C

References

[1] Hong-Yue Ding. “8-Chloro-Adenosine Inhibits Proliferation of MDA-MB-231 and SK-BR-3 Breast Cancer Cells by Regulating ADAR1/p53 Signaling Pathway.” Cell Transplantation (2020): 963689720958656.

Properties of 8-Chloroadenosine

Melting point: 189-191 °C
Boiling point: 707.4±70.0 °C(Predicted)
Density  2.19±0.1 g/cm3(Predicted)
storage temp.  Sealed in dry,Store in freezer, under -20°C
solubility  Soluble to 20 mM in water with gentle warming and to 100 mM in DMSO
pka 12.90±0.70(Predicted)
form  Crystalline solid.
color  White to off-white
InChI InChI=1S/C10H12ClN5O4/c11-10-15-4-7(12)13-2-14-8(4)16(10)9-6(19)5(18)3(1-17)20-9/h2-3,5-6,9,17-19H,1H2,(H2,12,13,14)/t3-,5-,6-,9-/m1/s1

Safety information for 8-Chloroadenosine

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
H315:Skin corrosion/irritation
H319:Serious eye damage/eye irritation
H332:Acute toxicity,inhalation
H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes P261:Avoid breathing dust/fume/gas/mist/vapours/spray.
P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for 8-Chloroadenosine

InChIKey MHDPPLULTMGBSI-UUOKFMHZSA-N
SMILES OC[C@H]1O[C@@H](N2C3C(=C(N=CN=3)N)N=C2Cl)[C@H](O)[C@@H]1O

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