AcyclovirAn antiviral compound that can be used to induce apoptosis

Acyclovir (CAS 59277-89-3)

Acyclovir | CAS 59277-89-3 is rated 5.0 out of 5 by 2.
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Synonym: 2-Amino-1,9-dihydro-9-[(2-hydroxyethoxy)methyl]-6H-purin-6-one; Acycloguanosine; Zovirax
Application: An antiviral compound that can be used to induce apoptosis
CAS Number: 59277-89-3
Purity: ≥99%
Molecular Weight: 225.21
Molecular Formula: C8H11N5O3
* Refer to Certificate of Analysis for lot specific data (including water content).
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Acyclovir is an antiviral compound that can be used to induce apoptosis in cells transfected with herpes simplex virus thymidine kinase (HSV-TK). The compound may exert inhibitory effects through the alterations of the cell cycle in leukemia cells lines, such as p185BCR-ABL expressing OM9:22 cells, by synchronizing the G0/G1 phase. Formation of acycloguanosine triphosphate occurs through the phosphorylation of HSV-TK and can inhibit the viral DNA polymerase. Acyclovir also has the ability to inhibit the proliferation of the fibroblast cells, NIH 3T3, transformed with v-abl or bcr-abl.


References

1. Ochiai, H., et al. 1992. Antiviral Res. 17: 1-16. PMID: 1310580
2. Cioé, L., et al. 1992. J. Biol. Chem. 267: 22178-22182. PMID: 1331046
3. Whitley, R.J. and Gnann, J.W. 1992. N. Engl. J. Med. 327: 782-789. PMID: 1288525
4. Nishimaki, J., et al. 1996. Leuk. Res. 20: 415-420. PMID: 8683981
5. Tong, X.W., et al. 1998. Anticancer Res. 18: 713-718. PMID: 9615710
6. Rubsam, L.Z., et al. 1998. Cancer Res. 58: 3873-3882. PMID: 9731497
6. Kuo, Y.C. et al. 2002. Antimicrob. Agents Chemother. 46(9): 2854-2864. PMID: 12183238

Appearance :
Crystalline
Physical State :
Solid
Solubility :
Soluble in water (partly), DMSO (4.5 mg/ml), DMF (1 mg/ml), 1eq. HCl (50 mM), and dilute alkalies.
Storage :
Store at room temperature
Melting Point :
256-260° C
Density :
~1.8 g/cm3 (Predicted)
Refractive Index :
n20D 1.76 (Predicted)
IC50 :
Vero: IC50 = 100 nM (Chlorocebus aethiops); HeLa: IC50 = 110 nM (human); HEL: IC50 = 160 nM (human); Human herpesvirus 1: IC50 = 0.01 ug/ml; Human herpesvirus 2: IC50 = 0.02 ug/ml
Ki Data :
PNP: Ki= 180 µM (human)
pK Values :
pKa: 9.35 (Predicted), pKb: 2.55 (Predicted)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
UP0791400
PubChem CID :
2022
Merck Index :
14: 146
MDL Number :
MFCD00057880
EC Number :
261-685-1
Beilstein Registry :
1219402
SMILES :
NC1=NC(=O)C2=C(N1)N(COCCO)C=N2

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Certificate of Analysis

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Acyclovir  Product Citations

See how others have used Acyclovir. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 12183238  Kuo, YC. et al. 2002. Antimicrob. Agents Chemother. 46: 2854-2864.

Citations 1 to 1 of 1 total
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Rated 5 out of 5 by from Relevant assays for usage as analytical standards Relevant assays for usage as analytical standards.
Date published: 2015-06-08
Rated 5 out of 5 by from Kuo Kuo, YC. et al. (PubMed 12183238) used Acyclovir, an antiviral compound, as a positive control in Vero cell cultures infected with HSV-1. Acyclovir performed as expected in inhibiting HSV-1 replication. -SCBT Publication Review
Date published: 2015-06-08
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