CAS 3056-33-5

2,9-Diacetylguanine

Description:

2,9-Diacetylguanine is a chemical compound that belongs to the class of guanine derivatives, characterized by the presence of two acetyl groups attached to the nitrogen atoms at positions 2 and 9 of the guanine structure. This modification enhances its solubility and reactivity compared to unmodified guanine. The compound is typically a white to off-white crystalline solid and is soluble in polar solvents such as water and ethanol. It exhibits properties typical of nucleobases, including the ability to participate in hydrogen bonding, which is crucial for its potential applications in biochemistry and molecular biology. 2,9-Diacetylguanine is of interest in research due to its role in studying nucleic acid interactions and its potential use in the synthesis of nucleoside analogs. Additionally, it may exhibit fluorescence properties, making it useful in various analytical techniques. As with many chemical substances, handling should be done with care, following appropriate safety protocols to mitigate any risks associated with its use.

Formula: C₉H₉N₅O₃

InChI: InChI=1/C9H9N5O3/c1-4(15)11-9-12-7-6(8(17)13-9)10-3-14(7)5(2)16/h3H,1-2H3,(H2,11,12,13,15,17)

InChI key: InChIKey=GILZZWCROUGLIS-UHFFFAOYSA-N

SMILES: C(C)(=O)N1C2=C(C(=O)N=C(NC(C)=O)N2)N=C1

Synonyms:

• 2,9-Diacetylguanine
• 2,9-Guanine Diacetate
• 2-Acetylamino-9-Acetyl-6-Hydroxy purine
• 9-Diacetylguanine
• Acetamide, N-(9-acetyl-6,9-dihydro-6-oxo-1H-purin-2-yl)-
• Diacetyl Guanine
• Diacetylguanine
• Guanine, N,9-diacetyl-
• N,9-Diacetylguanine
• N-(9-Acetyl-6,9-dihydro-6-oxo-1H-purin-2-yl)acetamide
• N-(9-acetyl-6-oxo-6,9-dihydro-3H-purin-2-yl)acetamide
• N2,9-Diacetylguanine
• N2,N9-Diacetylguanine
• N²,9-Diacetylguanine
• N(sup 2),9-diacetylguanine
• N2,9-DIACETYLGUANINE [DIACETYL GUANINE]ACYCLOVIR
• N2,9-DIACETYLGUANINE (DIACETYL GUANINE)
• 2,9-DIACETYLGUANINE(DIACETYLGUANINE)
• 2-(Acetylamino)-9-acetyl-9H-purine-6(1H)-one
• 2-Acetamido-9-acetyl-6-oxopurine
• 2-(Acetylamino)-9-acetyl-1,9-dihydro-6H-purine-6-one
• 2-ACETYLAMINO-6-OXO-9-ACETYLPURINE
• (9-acetyl-6,9-dihydro-6-oxo-1h-purin-2-yl)acetamide
• 2,9-DIACETATEGUANINE

N2,9-Diacetylguanine

CAS: 3056-33-5

Formula: C₉H₉N₅O₃

Purity: >95.0%(T)

Color and Shape: White to Yellow to Orange powder to crystal

Molecular weight: 235.20

Ref: 3B-D3604

N(2),9-Diacetylguanine, 99%

CAS: 3056-33-5

This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Sci

Formula: C₉H₉N₅O₃

Purity: 99%

Color and Shape: White to pale cream, powder

Molecular weight: 235.20

Ref: 02-B22709

Acetamide, N-(9-acetyl-6,9-dihydro-6-oxo-1H-purin-2-yl)-

CAS: 3056-33-5

Formula: C₉H₉N₅O₃

Purity: 96%

Color and Shape: Solid

Molecular weight: 235.1995

Ref: IN-DA0030JW

Acyclovir (Aciclovir) EP Impurity L

CAS: 3056-33-5

Formula: C₉H₉N₅O₃

Color and Shape: White To Off-White Solid

Molecular weight: 235.20

Ref: 4Z-A-047

N,9-Diacetylguanine

CAS: 3056-33-5

N,9-Diacetylguanine

Purity: 98%

Molecular weight: 235.20g/mol

Ref: 54-OR1014047

N(2);9-Diacetylguanine

CAS: 3056-33-5

Formula: C₉H₉N₅O₃

Molecular weight: 235.20

Ref: 7W-GE7096

N2,9-Diacetylguanine

Controlled Product

CAS: 3056-33-5

Impurity Acicclovir EP Impurity L
Applications N2,9-Diacetylguanine (Acicclovir EP Impurity L) is used to synthesize acyclic analogues of deoxyguanosine.
References Martin, J. C., et al.: J Med Chem. 26, 759 (1983)

Formula: C₉H₉N₅O₃

Color and Shape: Neat

Molecular weight: 235.20

Ref: TR-D335000

Aciclovir EP Impurity L

CAS: 3056-33-5

Formula: C₉H₉N₅O₃

Molecular weight: 235.20

Ref: ST-EA-CP-A8012

N2,9-Diacetylguanine

CAS: 3056-33-5

N2,9-Diacetylguanine is a synthetic molecule that can be used to inhibit the replication of herpes simplex virus. It has been found to inhibit the growth of viruses in vitro by binding to the viral DNA and inhibiting viral RNA synthesis. N2,9-Diacetylguanine is also a substrate for acetylation and may undergo this reaction with acetyl coenzyme A to form N4,9-diacetylguanine. The acetylated form of guanine inhibits the virus by blocking its ability to replicate DNA. The potential mechanism for this drug's anti-viral activity includes inhibition of the enzyme ribonucleotide reductase, which converts ribonucleotides into deoxyribonucleotides.

Formula: C₉H₉N₅O₃

Purity: Min. 95%

Color and Shape: Off-White Powder

Molecular weight: 235.2 g/mol

Ref: 3D-FD02958

N2,9-Diacetylguanine-13C2,15N

Controlled Product

CAS: 3056-33-5

Applications N2,9-Diacetylguanine-13C2,15N is an intermediate in the synthesis of 8-Aminoguanosine-13C2,15N (A609877). 8-Aminoguanosine-13C2,15N is an isotopic labelled compound of 8-Aminoguanosine (A609875), which is a potent inhibitor of purine nucleoside phosphorylase.
References Kazmers, I.S., et al.: Science, 214, 1137 (1981); Chern, J-W., et al.: J. Med. Chem., 36, 1024 (1993)

Formula: C₂C₇H₉₁₅NN₄O₃

Color and Shape: Neat

Molecular weight: 238.178

Ref: TR-D335002

N-(9-Acetyl-6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide

CAS: 3056-33-5

Formula: C₉H₉N₅O₃

Purity: 96%

Color and Shape: Liquid, No data available.

Molecular weight: 235.203

Ref: 10-F219956