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2D Structure
Also known as: Aciclovir sodium, 69657-51-8, Sodium acyclovir, Sodium 2-((2-amino-6-oxo-1h-purin-9(6h)-yl)methoxy)ethanolate, Acyclovir sodium salt, Bw 248u sodium
Molecular Formula
C8H10N5NaO3
Molecular Weight
247.19  g/mol
InChI Key
RMLUKZWYIKEASN-UHFFFAOYSA-M

A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.
1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;2-amino-9-(2-hydroxyethoxymethyl)purin-6-olate
2.1.2 InChI
InChI=1S/C8H11N5O3.Na/c9-8-11-6-5(7(15)12-8)10-3-13(6)4-16-2-1-14;/h3,14H,1-2,4H2,(H3,9,11,12,15);/q;+1/p-1
2.1.3 InChI Key
RMLUKZWYIKEASN-UHFFFAOYSA-M
2.1.4 Canonical SMILES
C1=NC2=C(N1COCCO)N=C(N=C2[O-])N.[Na+]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. 9-((2-hydroxyethoxy)methyl)guanine

2. Aci Sanorania

3. Aci-sanorania

4. Acic

5. Aciclobeta

6. Aciclostad

7. Aciclovir

8. Aciclovir Alonga

9. Aciclovir Sanorania

10. Aciclovir Von Ct

11. Aciclovir-sanorania

12. Acifur

13. Acipen Solutab

14. Acivir

15. Activir

16. Acyclo V

17. Acyclo-v

18. Acycloguanosine

19. Acyclovir

20. Alonga, Aciclovir

21. Antiherpes Creme

22. Avirax

23. Cicloferon

24. Clonorax

25. Cusiviral

26. Genvir

27. Herpetad

28. Herpofug

29. Herpotern

30. Herpoviric

31. Isavir

32. Laciken

33. Mapox

34. Maynar

35. Milavir

36. Opthavir

37. Sodium, Acyclovir

38. Solutab, Acipen

39. Supraviran

40. Viclovir

41. Vipral

42. Virax Puren

43. Virax-puren

44. Viraxpuren

45. Virherpes

46. Virmen

47. Virolex

48. Virupos

49. Virzin

50. Wellcome 248u

51. Wellcome-248u

52. Wellcome248u

53. Zoliparin

54. Zovirax

55. Zyclir

2.2.2 Depositor-Supplied Synonyms

1. Aciclovir Sodium

2. 69657-51-8

3. Sodium Acyclovir

4. Sodium 2-((2-amino-6-oxo-1h-purin-9(6h)-yl)methoxy)ethanolate

5. Acyclovir Sodium Salt

6. Bw 248u Sodium

7. Mfcd01694138

8. Bw-248u Sodium

9. Bw-248u-sodium

10. Sodium 2-amino-9-((2-hydroxyethoxy)methyl)-9h-purin-6-olate

11. Sodium 2-amino-9-[(2-hydroxyethoxy)methyl]purin-6-olate

12. 9-((2-hydroxyethoxy)methyl)guanine Monosodium Salt

13. Aciclovir Natrium

14. Bw 248u

15. Zovirax Sterile Powder

16. 927l42j563

17. Acycloguanosine Sodium (obs.)

18. Unii-927l42j563

19. 6h-purin-6-one, 2-amino-1,9-dihydro-9-((2-hydroxyethoxy)methyl)-, Monosodium Salt

20. Schembl40722

21. Chembl1200380

22. Bcp13172

23. Akos015896105

24. 2-amino-1,9-dihydro-9-((2-hydroxyethoxy)methyl)-6h-purin-6-one Monosodium Salt

25. As-12705

26. Sy027836

27. O12074

28. Q27271485

29. Sodium2-amino-9-((2-hydroxyethoxy)methyl)-9h-purin-6-olate

30. 6h-purin-6-one, 1,9-dihydro-2-amino-9-((2-hydroxyethoxy)methyl)-, Monosodium Salt

2.3 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 247.19 g/mol
Molecular Formula C8H10N5NaO3
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count7
Rotatable Bond Count4
Exact Mass247.06813348 g/mol
Monoisotopic Mass247.06813348 g/mol
Topological Polar Surface Area122 Ų
Heavy Atom Count17
Formal Charge0
Complexity237
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameAcyclovir sodium
Drug LabelAcyclovir is a synthetic nucleoside analog active against herpes viruses. Acyclovir for Injection USP is a sterile lyophilized powder for intravenous administration only. Each 500 mg vial contains 500 mg of acyclovir and 49 mg of sodium, and each 100...
Active IngredientAcyclovir sodium
Dosage FormInjectable
RouteInjection
Strengtheq 50mg base/ml; eq 500mg base/vial; eq 1gm base/vial
Market StatusPrescription
CompanyBedford; Fresenius Kabi Usa; Aurobindo Pharma

2 of 2  
Drug NameAcyclovir sodium
Drug LabelAcyclovir is a synthetic nucleoside analog active against herpes viruses. Acyclovir for Injection USP is a sterile lyophilized powder for intravenous administration only. Each 500 mg vial contains 500 mg of acyclovir and 49 mg of sodium, and each 100...
Active IngredientAcyclovir sodium
Dosage FormInjectable
RouteInjection
Strengtheq 50mg base/ml; eq 500mg base/vial; eq 1gm base/vial
Market StatusPrescription
CompanyBedford; Fresenius Kabi Usa; Aurobindo Pharma

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
Herpes Simplex Virus Nucleoside Analog DNA Polymerase Inhibitor [EPC]; Herpes Zoster Virus Nucleoside Analog DNA Polymerase Inhibitor [EPC]; Herpesvirus Nucleoside Analog DNA Polymerase Inhibitor [EPC]; Nucleoside Analog [EXT]; DNA Polymerase Inhibitors [MoA]