8-Chloroadenosine
- CAS No.
- 34408-14-5
- Chemical Name:
- 8-Chloroadenosine
- Synonyms
- 8-Cl-rA;8-CL-ADO;NSC354258;NSC-354258;NSC 354258;8-CHLOROADENOSINE;ADENOSINE, 8-CHLORO;8-Chloro-D-adenosine;8-CHLOROADENOSINE USP/EP/BP;6-Amino-8-chloropurine riboside
- CBNumber:
- CB5219382
- Molecular Formula:
- C10H12ClN5O4
- Molecular Weight:
- 301.69
- MOL File:
- 34408-14-5.mol
- MSDS File:
- SDS
- Modify Date:
- 2024/7/2 8:55:11
| 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 |
| 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 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H302-H315-H319-H332-H335 |
| Precautionary statements | P261-P280-P305+P351+P338 |
8-Chloroadenosine Chemical Properties,Uses,Production
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.
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].
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.
8-Chloroadenosine Preparation Products And Raw materials
Raw materials
Preparation Products
8-Chloroadenosine Suppliers
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| JMR BIO SCIENCES | +91 9036832872 | New Delhi, India | 66 | 58 | Inquiry |
| ASH STEVENS INC | (734) 282-3370 | New Delhi, India | 3 | 58 | Inquiry |
| PANNACEAN(HENAN)MEDICINE SCIENCE TECHNOLOGIES LTD | 0371-55159968 18137130222 | China | 424 | 58 | Inquiry |
| Shenzhen Nexconn Pharmatechs Ltd | +86-755-89396905 +86-15013857715 | China | 10260 | 58 | Inquiry |
| BOC Sciences | +1-631-485-4226 | United States | 19553 | 58 | Inquiry |
| career henan chemical co | +86-0371-86658258 +8613203830695 | China | 29826 | 58 | Inquiry |
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | United States | 19892 | 58 | Inquiry |
| Dideu Industries Group Limited | +86-29-89586680 +86-15129568250 | China | 26063 | 58 | Inquiry |
| NewCan Biotech Limited | +86-0571-86912261 +8613735419629 | China | 9980 | 58 | Inquiry |
| Hebei baicao biology science and technology co., ltd | +86-19131911055 +8617824879454 | China | 1035 | 58 | Inquiry |
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