GanciclovirA nucleoside analog structurally related to Acyclovir

Ganciclovir (CAS 82410-32-0)

Ganciclovir | CAS 82410-32-0 is rated 5.0 out of 5 by 1.
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Application: A nucleoside analog structurally related to Acyclovir
CAS Number: 82410-32-0
Purity: ≥99%
Molecular Weight: 255.2
Molecular Formula: C9H13N5O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Ganciclovir is a nucleoside analog structurally related to Acyclovir that acts as a prodrug activated by phosphorylation. Ganciclovir has been used in the study of "suicide" gene therapy in cancer research, where upon expression of a viral suicide gene encoding herpes simplex virus, thymidine kinase (TK), the non-toxic prodrug ganciclovir, is converted to an active phosphorylated analog that can be incorporated into the DNA of replicating eukaryotic cells, causing death of the malignant dividing cell. Causes an irreversible cell cycle arrest at the G2/M checkpoint. Ganciclovir has also been used to study the loss of telomeres and to evaluate sensitivity of viruses to antiviral agents.


References

Aghi, M., et al. 2000. J. Gene Med. 2, 148. Qiao, J., et al. 2000. Hum. Gene Ther. 11, 1569. Cannon, J.S., et al. 1999. J. Virol. 73, 4786. Rubsam, L.Z., et al. 1999. Cancer Res. 59, 669. Sprung, C.N., et al. 1999. Proc. Natl. Acad. Sci. USA 96, 6781. Yamasaki, H., et al. 1999. C.R. Acad. Sci. III 322, 151. Halloran, P.J., and Fenton, R.G. 1998. Cancer Res. 58, 3855.

Physical State :
Solid
Solubility :
Soluble in 0.1 M HCl (10 mg/ml), DMSO (5 mg/ml), water (2 mg/ml), hot methanol, and ethanol (<1 mg/ml).
Storage :
Store at 4° C
Melting Point :
250° C (dec.)
Boiling Point :
675° C at 760 mmHg (Predicted)
Density :
1.82 g/cm3 (Predicted)
Refractive Index :
n20D 1.76 (Predicted)
pK Values :
pKa: 9.15
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
MF8407000
PubChem CID :
3454
Merck Index :
14: 4363
MDL Number :
MFCD00870588
Beilstein Registry :
3654487
SMILES :
C1=NC2=C(N1COC(CO)CO)NC(=NC2=O)N

Download SDS (MSDS)

Certificate of Analysis

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What is the appearance of the compound?

Asked by: two2igm05
Thank you for your question. The compound, sc-202425, is provided as a white powder. If you have any further questions or concerns, please feel free to contact our Technical Service department by calling 800-457-3801 option 2, emailing scbt@scbt.com, or using the Live Chat function on our website.
Answered by: Tech Service 8
Date published: 2018-04-13
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Rated 5 out of 5 by from Wu Wu, JX. et al. (PubMed 25596375) reported that liposomal insulin promoter-thymidine kinase gene therapy followed by Ganciclovir effectively ablates human pancreatic cancer in mice. -SCBT Publication Review
Date published: 2015-06-19
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