An internal standard for the quantification of ganciclovir
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Unlabeled Version(s)
13853Ganciclovir 37487Ganciclovir (sodium salt)
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Ganciclovir-d5

Item No. 22565

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-amino-1,9-dihydro-9-[[2-hydroxy-1-(hydroxymethyl-d2)ethoxy-1,2,2-d3]methyl]-6H-purin-6-one
CAS Number
1189966-73-1
Synonyms
  • DHPG-d5
  • GCV-d5
  • 9-(1,3-dihydroxy-2-propoxymethyl)Guanine-d5
  • 2’-NDG-d5
  • 2’-Nor-2’-deoxyguanosine-d5
Molecular Formula
C9H8D5N5O4
Formula Weight
260.3
Purity
≥99% deuterated forms (d1-d5)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 0.33 mg/ml
λmax
254 nm
SMILES
O=C(N=C(N)N1)C2=C1N(C=N2)COC(C([2H])([2H])O)([2H])C([2H])([2H])O
InChi Code
InChI=1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-5(1-15)2-16/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)/i1D2,2D2,5D
InChi Key
IRSCQMHQWWYFCW-QJWYSIDNSA-N
Shipping & Storage Information
Storage
2°C to 8°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

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    1 mg

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    Product Description

    Ganciclovir-d5 is intended for use as an internal standard for the quantification of ganciclovir (Item Nos. 13853 | 37487) by GC- or LC-MS. Ganciclovir is an active metabolite of the prodrug valganciclovir (Item No. 13875) and an antiviral nucleoside derivative of 2’-deoxyguanosine (Item No. 9002864).1,2 It reduces human, monkey, mouse, and guinea pig CMV replication in plaque reduction assays (EC50s = 1.3-70 µM).2 Topical application of ganciclovir (0.15%) decreases disease severity and corneal leukocyte infiltration in a cat model of ocular feline herpesvirus-1 (FHV-1) epithelial infection.3 Ganciclovir (15 mg/kg) prevents allograft histologic injury and natural killer (NK) and myeloid cell infiltration in a mouse model of murine CMV infection with renal transplantation.4 It induces tumor regression in a K-BALB murine sarcoma model using a mixed population of cells, which are positive or negative for expression of the gene encoding herpes simplex virus (HSV) thymidine kinase (TK).5 Formulations containing ganciclovir have been used in the treatment and prevention of CMV infections.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Carmichael, R.J., Whitfield, C., and Maxwell, L.K. Pharmacokinetics of ganciclovir and valganciclovir in the adult horse. J. Vet. Pharmacol. Ther. 36(5), 441-449 (2013).

    2. Freitas, V.R., Smee, D.F., Chernow, M., et al. Activity of 9-(1,3-dihydroxy-2-propoxymethyl)guanine compared with that of acyclovir against human, monkey, and rodent cytomegaloviruses. Antimicrob. Agents Chemother. 28(2), 240-245 (1985).

    3. Ledbetter, E.C., Badanes, Z.I., Chan, R.X., et al. Comparative efficacy of topical ophthalmic ganciclovir and oral famciclovir in cats with experimental ocular feline herpesvirus-1 epithelial infection. J. Ocul. Pharmacol. Ther. 38(5), 339-347 (2022).

    4. Shimamura, M., Seleme, M.C., Guo, L., et al. Ganciclovir prophylaxis improves late murine cytomegalovirus-induced renal allograft damage. Transplantation 95(1), 48-53 (2013).

    5. Freeman, S.M., Abboud, C.N., Whartenby, K.A., et al. The "bystander effect": Tumor regression when a fraction of the tumor mass is genetically modified. Cancer Res. 53(21), 5274-5283 (1993).