Ganciclovir | CAS# 82410-32-0 | CMV Inhibitor

MedKoo Cat#: 574300 | Name: Ganciclovir

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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Ganciclovir is a synthetic analog of 2'-deoxy-guanosine which is used to treat or prevent cytomegalovirus (CMV) infections. It inhibits the replication of human CMV with an IC50 value of 0.01 μM and is effective against strains of CMV from human, monkey, mouse, and guinea pig.

Chemical Structure

Ganciclovir

CAS#82410-32-0 (free base)

Theoretical Analysis

MedKoo Cat#: 574300

Name: Ganciclovir

CAS#: 82410-32-0 (free base)

Chemical Formula: C9H13N5O4

Exact Mass: 255.0968

Molecular Weight: 255.23

Elemental Analysis: C, 42.35; H, 5.13; N, 27.44; O, 25.07

Price and Availability

Size	Price	Availability
1g	USD 150.00	2 Weeks
5g	USD 350.00	2 Weeks
10g	USD 550.00	2 Weeks
25g	USD 950.00	2 Weeks

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Related CAS #

82410-32-0 (free base) 1359968-33-4 (hydrate) 84245-13-6 (x sodium) 107910-75-8 (sodium) 352346-23-7 (potassium)

Synonym

2'-Nor-2'-deoxyguanosine, BW 759, Ganciclovir

IUPAC/Chemical Name

2-amino-1,9-dihydro-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-6H-purin-6-one

InChi Key

IRSCQMHQWWYFCW-UHFFFAOYSA-N

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)

SMILES Code

O=C(N=C(N)N1)C2=C1N(C=N2)COC(CO)CO

Appearance

Solid powder

Purity

>95% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Ganciclovir (RS-21592, BW-759, 2'-Nor-2'-deoxyguanosine) is an antiviral drug for feline herpesvirus type-1 with IC50 of 5.2 μM in a cell-free assay.

In vitro activity:

A correlation was found between the dose of ganciclovir exposure and a decrease in total cell number when duration exceeded 2 days (r(2)=0.92 and 0.93 after 7 and 14 days, respectively). High levels (20 mg/l) of ganciclovir were not more toxic than lowest levels (1 mg/l) for the shortest durations of ganciclovir exposure (1 and 2 days). Moreover, 50% cytotoxic concentrations markedly decreased with the duration of ganciclovir exposure (374-3 mg/l from 1 to 14 days respectively) after 14 days of culture. Reference: Antivir Chem Chemother. 2009;19(6):257-62. https://pubmed.ncbi.nlm.nih.gov/19641234/

In vivo activity:

Ganciclovir (GCV)-treated CMV-infected mice had lower ABR (P < 0.0001, Kruskal-Wallis test) and DPOAE (P < 0.0001) thresholds compared to CMV-infected untreated mice, indicating that GCV protected mice from CMV-induced hearing loss. Viral load in infected populations undergoing GCV treatment was significantly decreased (P = 0.03) relative to untreated mice. GCV treatment alone had no effect on ABR and DPOAE compared to untreated, uninfected controls (P = 0.1, P = 0.24, respectively). GCVtreated mice received increased protection from OHC loss when compared to untreated groups, with total OHC losses of approximately 7% and 14%, respectively (P < 0.05). Neutropenia was absent after 7 days of GCV treatment. Reference: Laryngoscope. 2020 Apr;130(4):1064-1069. https://pubmed.ncbi.nlm.nih.gov/31184781/

	Solvent	mg/mL	mM
Solubility
	DMSO	36.8	144.09
	Water	1.7	6.54

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 255.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Janoly-Dumenil A, Rouvet I, Bleyzac N, Bertrand Y, Aulagner G, Zabot MT. Effect of duration and intensity of ganciclovir exposure on lymphoblastoid cell toxicity. Antivir Chem Chemother. 2009;19(6):257-62. doi: 10.1177/095632020901900605. PMID: 19641234. 2. Ding Z, Mathur V, Ho PP, James ML, Lucin KM, Hoehne A, Alabsi H, Gambhir SS, Steinman L, Luo J, Wyss-Coray T. Antiviral drug ganciclovir is a potent inhibitor of microglial proliferation and neuroinflammation. J Exp Med. 2014 Feb 10;211(2):189-98. doi: 10.1084/jem.20120696. Epub 2014 Feb 3. PMID: 24493798; PMCID: PMC3920559. 3. Haller TJ, Price MS, Lindsay SR, Hillas E, Seipp M, Firpo MA, Park AH. Effects of ganciclovir treatment in a murine model of cytomegalovirus-induced hearing loss. Laryngoscope. 2020 Apr;130(4):1064-1069. doi: 10.1002/lary.28134. Epub 2019 Jun 11. PMID: 31184781. 4. Ding Z, Mathur V, Ho PP, James ML, Lucin KM, Hoehne A, Alabsi H, Gambhir SS, Steinman L, Luo J, Wyss-Coray T. Antiviral drug ganciclovir is a potent inhibitor of microglial proliferation and neuroinflammation. J Exp Med. 2014 Feb 10;211(2):189-98. doi: 10.1084/jem.20120696. Epub 2014 Feb 3. PMID: 24493798; PMCID: PMC3920559.

In vitro protocol:

In vivo protocol:

1. Haller TJ, Price MS, Lindsay SR, Hillas E, Seipp M, Firpo MA, Park AH. Effects of ganciclovir treatment in a murine model of cytomegalovirus-induced hearing loss. Laryngoscope. 2020 Apr;130(4):1064-1069. doi: 10.1002/lary.28134. Epub 2019 Jun 11. PMID: 31184781. 2. Ding Z, Mathur V, Ho PP, James ML, Lucin KM, Hoehne A, Alabsi H, Gambhir SS, Steinman L, Luo J, Wyss-Coray T. Antiviral drug ganciclovir is a potent inhibitor of microglial proliferation and neuroinflammation. J Exp Med. 2014 Feb 10;211(2):189-98. doi: 10.1084/jem.20120696. Epub 2014 Feb 3. PMID: 24493798; PMCID: PMC3920559.

1. Balfour, H.H., Jr. Management of cytomegalovirus disease with antiviral drugs. Rev.Infect.Dis. 12(Suppl. 7), S849-S860 (1990). 2. Bean, B. Antiviral therapy: Current concepts and practices. Clin.Microbiol.Rev. 5(2), 146-182 (1992). 3. Rasmussen, L., Chen, P.T., Mullenax, J.G., et al. Inhibition of human cytomegalovirus replication by 9-(1,3-dihydroxy-2-propoxymethyl)guanine alone and in combination with human interferons. Antimicrob. Agents Chemother. 26(4), 441-445 (1984). 4. 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).