Cas no 86357-09-7 (Iso Ganciclovir)

Iso Ganciclovir structure
Iso Ganciclovir structure
Product Name:Iso Ganciclovir
CAS No:86357-09-7
MF:C9H13N5O4
MW:255.230621099472
CID:830696
PubChem ID:135446919
Update Time:2024-10-26

Iso Ganciclovir Chemical and Physical Properties

Names and Identifiers

    • Ganciclovir Related Compound A
    • Iso Ganciclovir
    • 3-[(2-Amino-6-hydroxy-9H-purin-9-yl)methoxy]-1,2-propanediol
    • (RS)-2-Amino-9-[(2,3-dihydroxypropoxy)methyl]-1,9-dihydro-6H-purin-6-one
    • Iso-ganciclovir
    • 2-Amino-9-[(2,3-dihydroxypropoxy)methyl]-1,9-dihydro-6H-purin-6-one (ACI)
    • Isoganciclovir
    • UNII-NNJ00018WY
    • 2-Amino-9-((2,3-dihydroxypropoxy)methyl)-1H-purin-6(9H)-one
    • 2-Amino-9-(2,3-dihydroxy-propoxymethyl)-1,9-dihydro-purin-6-one
    • Ganciclovir Specified Impurity E [EP]
    • (+/-)-2-AMINO-9-((2,3-DIHYDROXYPROPOXY)METHYL)-1,9-DIHYDRO-6H-PURIN-6-ONE
    • 2-Amino-9-(((2RS)-2,3-dihydroxypropoxy)methyl)-1,9-dihydro-6H-purin-6-one
    • GANCICLOVIR IMPURITY E [EP IMPURITY]
    • 9-(2,3-dihydroxy-1-propoxymethyl)guanine
    • Q27284968
    • DB-186678
    • DTXSID80914515
    • 9-((2,3-dihydroxy-1-propoxy)methyl)guanine
    • CS-0163969
    • 6H-PURIN-6-ONE, 2-AMINO-9-((2,3-DIHYDROXYPROPOXY)METHYL)-1,9-DIHYDRO-
    • SCHEMBL7760398
    • 96429-66-2
    • 3-[(6-Hydroxy-2-imino-2,3-dihydro-9H-purin-9-yl)methoxy]propane-1,2-diol
    • (RS)-2-AMINO-9-(2,3-DIHYDROXY-PROPOXYMETHYL)-1,9-DIHYDRO-PURIN-6-ONE
    • Isoganciclovir; 6H-Purin-6-one, 2-amino-9-[(2,3-dihydroxypropoxy)methyl]-1,9-dihydro-; ((RS)-2-Amino-9-(2,3-dihydroxy-propoxymethyl)-1,9-dihydro-purin-6-one); Ganciclovir Related Compound A (USP); Gancyclovir EP impurity E
    • NNJ00018WY
    • CHEMBL169549
    • 2-amino-9-((2,3-dihydroxypropoxy)methyl)-3H-purin-6(9H)-one? (Ganciclovir Impurity pound(c)
    • (+/-)-iNDG
    • 2-amino-9-(2,3-dihydroxypropoxymethyl)-1H-purin-6-one
    • YMJRISBBXAOKCD-UHFFFAOYSA-N
    • 3-((2-AMINO-6-HYDROXY-9H-PURIN-9-YL)METHOXY)-1,2-PROPANEDIOL
    • 86357-09-7
    • 2-AMINO-9-((2,3-DIHYDROXYPROPOXY)METHYL)-1,9-DIHYDRO-6H-PURIN-6-ONE
    • Inchi： 1S/C9H13N5O4/c10-9-12-7-6(8(17)13-9)11-3-14(7)4-18-2-5(16)1-15/h3,5,15-16H,1-2,4H2,(H3,10,12,13,17)
    • InChI Key： YMJRISBBXAOKCD-UHFFFAOYSA-N
    • SMILES： O=C1C2N=CN(C=2NC(N)=N1)COCC(CO)O

Computed Properties

  • Exact Mass: 255.09675391g/mol
  • Monoisotopic Mass: 255.09675391g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 4
  • Hydrogen Bond Acceptor Count: 6
  • Heavy Atom Count: 18
  • Rotatable Bond Count: 5
  • Complexity: 350
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 1
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: -2.5
  • Topological Polar Surface Area: 135?2

Iso Ganciclovir Security Information

Iso Ganciclovir Pricemore >>

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Iso Ganciclovir Production Method

Production Method 1

Reaction Conditions
1.1 Catalysts: Palladium Solvents: Methanol
Reference
Synthesis of Valganciclovir Hydrochloride Congeners
Babu, K. Srihari; et al, Synthetic Communications, 2013, 43(13), 1751-1758

Production Method 2

Reaction Conditions
1.1 Reagents: Permanganic acid (HMnO4), potassium salt (1:1) Solvents: Acetone ,  Water
2.1 Catalysts: Palladium Solvents: Methanol
Reference
Synthesis of Valganciclovir Hydrochloride Congeners
Babu, K. Srihari; et al, Synthetic Communications, 2013, 43(13), 1751-1758

Production Method 3

Reaction Conditions
1.1 Reagents: Ethanesulfonic acid
2.1 Reagents: Methylamine
Reference
Synthesis and antiherpetic activity of (S)-, (R)-, and (±)-9-[(2,3-dihydroxy-1-propoxy)methyl]guanine, linear isomers of 2'-nor-2'-deoxyguanosine
Ashton, Wallace T.; et al, Journal of Medicinal Chemistry, 1985, 28(7), 926-33

Production Method 4

Reaction Conditions
1.1 Reagents: Sodium hydride Solvents: Dimethylformamide
2.1 Reagents: Permanganic acid (HMnO4), potassium salt (1:1) Solvents: Acetone ,  Water
3.1 Catalysts: Palladium Solvents: Methanol
Reference
Synthesis of Valganciclovir Hydrochloride Congeners
Babu, K. Srihari; et al, Synthetic Communications, 2013, 43(13), 1751-1758

Production Method 5

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: 1,2-Dichloroethane
2.1 Reagents: Hexamethyldisilazane ,  Ammonium sulfate
2.2 Reagents: Tetrabutylammonium iodide Solvents: 1,2-Dichloroethane
3.1 Reagents: Sodium hydroxide Solvents: Water
Reference
Acyclic nucleosides containing two heterocyclic bases
Ogilvie, Kelvin K.; et al, Nucleosides & Nucleotides, 1986, 5(2), 169-83

Production Method 6

Reaction Conditions
1.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  3 h, 25 - 30 °C
1.2 Reagents: Ammonia Solvents: Methanol ,  Water ;  20 h, 25 - 30 °C
Reference
An alternative approach to isoganciclovir: a prominent impurity in the antiviral drug ganciclovir
Sundaram, Dhanraj T. S. S.; et al, Scientia Pharmaceutica, 2015, 83(2), 233-241

Production Method 7

Reaction Conditions
1.1 Reagents: Methylamine
Reference
Synthesis and antiherpetic activity of (S)-, (R)-, and (±)-9-[(2,3-dihydroxy-1-propoxy)methyl]guanine, linear isomers of 2'-nor-2'-deoxyguanosine
Ashton, Wallace T.; et al, Journal of Medicinal Chemistry, 1985, 28(7), 926-33

Production Method 8

Reaction Conditions
1.1 Catalysts: p-Toluenesulfonic acid Solvents: Dimethylformamide ;  6 h, 110 °C
2.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  3 h, 25 - 30 °C
2.2 Reagents: Ammonia Solvents: Methanol ,  Water ;  20 h, 25 - 30 °C
Reference
An alternative approach to isoganciclovir: a prominent impurity in the antiviral drug ganciclovir
Sundaram, Dhanraj T. S. S.; et al, Scientia Pharmaceutica, 2015, 83(2), 233-241

Production Method 9

Reaction Conditions
1.1 Reagents: Zinc chloride Solvents: Acetic acid
2.1 Reagents: Ethanesulfonic acid
3.1 Reagents: Methylamine
Reference
Synthesis and antiherpetic activity of (S)-, (R)-, and (±)-9-[(2,3-dihydroxy-1-propoxy)methyl]guanine, linear isomers of 2'-nor-2'-deoxyguanosine
Ashton, Wallace T.; et al, Journal of Medicinal Chemistry, 1985, 28(7), 926-33

Production Method 10

Reaction Conditions
1.1 Catalysts: p-Toluenesulfonic acid Solvents: Hexane ;  2 h, -10 °C
2.1 Catalysts: p-Toluenesulfonic acid Solvents: Dimethylformamide ;  6 h, 110 °C
3.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  3 h, 25 - 30 °C
3.2 Reagents: Ammonia Solvents: Methanol ,  Water ;  20 h, 25 - 30 °C
Reference
An alternative approach to isoganciclovir: a prominent impurity in the antiviral drug ganciclovir
Sundaram, Dhanraj T. S. S.; et al, Scientia Pharmaceutica, 2015, 83(2), 233-241

Production Method 11

Reaction Conditions
1.1 Reagents: Hydrochloric acid
2.1 Reagents: Sodium hydride Solvents: Dimethylformamide
3.1 Reagents: Permanganic acid (HMnO4), potassium salt (1:1) Solvents: Acetone ,  Water
4.1 Catalysts: Palladium Solvents: Methanol
Reference
Synthesis of Valganciclovir Hydrochloride Congeners
Babu, K. Srihari; et al, Synthetic Communications, 2013, 43(13), 1751-1758

Production Method 12

Reaction Conditions
1.1 Catalysts: Sulfuric acid Solvents: Hexane
2.1 Catalysts: p-Toluenesulfonic acid Solvents: Hexane ;  6 h, 60 °C
3.1 Catalysts: p-Toluenesulfonic acid Solvents: Dimethylformamide ;  6 h, 110 °C
4.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  3 h, 25 - 30 °C
4.2 Reagents: Ammonia Solvents: Methanol ,  Water ;  20 h, 25 - 30 °C
Reference
An alternative approach to isoganciclovir: a prominent impurity in the antiviral drug ganciclovir
Sundaram, Dhanraj T. S. S.; et al, Scientia Pharmaceutica, 2015, 83(2), 233-241

Production Method 13

Reaction Conditions
1.1 Reagents: Sodium hydroxide Solvents: Water
Reference
Acyclic nucleosides containing two heterocyclic bases
Ogilvie, Kelvin K.; et al, Nucleosides & Nucleotides, 1986, 5(2), 169-83

Production Method 14

Reaction Conditions
1.1 Reagents: Hexamethyldisilazane ,  Ammonium sulfate
1.2 Reagents: Tetrabutylammonium iodide Solvents: 1,2-Dichloroethane
2.1 Reagents: Sodium hydroxide Solvents: Water
Reference
Acyclic nucleosides containing two heterocyclic bases
Ogilvie, Kelvin K.; et al, Nucleosides & Nucleotides, 1986, 5(2), 169-83

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Iso Ganciclovir Preparation Products

Iso Ganciclovir Related Literature

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