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Ganciclovir Sodium

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Also known as: 107910-75-8, Ganciclovir sodium salt, Cytovene iv, Rs-21592 sodium, Ganciclovir (sodium), Ganciclovir sodium [usan]

Molecular Formula

C₉H₁₂N₅NaO₄

Molecular Weight

277.21 g/mol

InChI Key

JJICLMJFIKGAAU-UHFFFAOYSA-M

An ACYCLOVIR analog that is a potent inhibitor of the Herpesvirus family including cytomegalovirus. Ganciclovir is used to treat complications from AIDS-associated cytomegalovirus infections.

1 2D Structure

Ganciclovir Sodium

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)purin-6-olate

2.1.2 InChI

InChI=1S/C9H13N5O4.Na/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);/q;+1/p-1

2.1.3 InChI Key

JJICLMJFIKGAAU-UHFFFAOYSA-M

2.1.4 Canonical SMILES

C1=NC2=C(N1COC(CO)CO)N=C(N=C2[O-])N.[Na+]

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Biolf-62

2. Bw-759

3. Cytovene

4. Ganciclovir

5. Ganciclovir, Monosodium Salt

6. Gancyclovir

7. Rs-21592

2.2.2 Depositor-Supplied Synonyms

1. 107910-75-8

2. Ganciclovir Sodium Salt

3. Cytovene Iv

4. Rs-21592 Sodium

5. Ganciclovir (sodium)

6. Ganciclovir Sodium [usan]

7. 84245-13-6

8. Sodium;2-amino-9-(1,3-dihydroxypropan-2-yloxymethyl)purin-6-olate

9. 107910-75-8 (sodium)

10. Ganciclovir Sodium (usan)

11. Natclovir

12. Cytovene-iv

13. 9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)guanine, Monosodium Salt

14. Rs 21592 Sodium

15. 02l083w284

16. Unii-02l083w284

17. Cytovene Iv Sodium

18. Ganciclovir Sodium (unspecified Mf)

19. Cytovene Iv (tn)

20. Ganciclovir (as Sodium)

21. 6h-purin-6-one, 2-amino-1,9-dihydro-9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-, Monosodium Salt

22. Schembl149822

23. Chembl1200850

24. Dtxsid20883175

25. Hy-13637a

26. Mfcd00873979

27. Akos015896059

28. Bs-1004

29. Ccg-267214

30. Sodium 2-amino-1,9-dihydro-9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-6h-purin-6-one

31. Db-059667

32. Cs-0013616

33. Ft-0656038

34. D04301

35. J-002034

36. Q27231533

37. Sodium 2-amino-9-((1,3-dihydroxypropan-2-yloxy)methyl)-9h-purin-6-olate

38. 2-amino-1,9-dihydro-9-[[2-hydroxy-1-(hydroxymethyl)ethoxy]methyl]-6h-purin-6-one Sodium Salt

39. 6h-purin-6-one, 1,9-dihydro-2-amino-9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-, Monosodium Salt

40. 6h-purin-6-one, 2-amino-1,9-dihydro-9-((2-hydroxy-1-(hydroxymethyl)ethoxy)methyl)-, Sodium Salt

2.3 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₉H₁₂N₅NaO₄
Molecular Weight	277.21 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	8
Rotatable Bond Count	5
Exact Mass	277.07869816 g/mol
Monoisotopic Mass	277.07869816 g/mol
Topological Polar Surface Area	142 Å²
Heavy Atom Count	19
Formal Charge	0
Complexity	273
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 3
Drug Name	GANCICLOVIR SODIUM
Active Ingredient	GANCICLOVIR SODIUM
Company	PHARMASCIENCE INC (Application Number: A207645)

2 of 3
Drug Name	GANCICLOVIR
Active Ingredient	GANCICLOVIR SODIUM
Company	FRESENIUS KABI USA (Application Number: A090658); LUITPOLD PHARMS INC (Application Number: A202624); MYLAN LABS LTD (Application Number: A204560); PAR STERILE PRODUCTS (Application Number: A204950)

3 of 3
Drug Name	CYTOVENE
Active Ingredient	GANCICLOVIR SODIUM
Company	ROCHE PALO (Application Number: N019661)

5 Pharmacology and Biochemistry

5.1 MeSH Pharmacological Classification

Antiviral Agents

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

5.2 FDA Pharmacological Classification

5.2.1 Pharmacological Classes

DNA Polymerase Inhibitors [MoA]; Nucleoside Analog Antiviral [EPC]; Nucleoside Analog [EXT]; Cytomegalovirus Nucleoside Analog DNA Polymerase Inhibitor [EPC]

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