Introduction：Basic information about N2,9-Diacetylguanine CAS 3056-33-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
N2,9-Diacetylguanine Basic information
| Product Name: | N2,9-Diacetylguanine |
| Synonyms: | 2-ACETYLAMINO-6-OXO-9-ACETYLPURINE;2,9-DAG;2,9-DIACETATEGUANINE;2,9-DIACETYLGUANINE;9-diacetylguanine;(9-acetyl-6,9-dihydro-6-oxo-1h-purin-2-yl)acetamide;DIACETYL GUANINE;N2,9-DIACETYLGUANINE |
| CAS: | 3056-33-5 |
| MF: | C9H9N5O3 |
| MW: | 235.2 |
| EINECS: | 221-287-0 |
| Product Categories: | Building Blocks;Heterocyclic Building Blocks;Purines;Biochemistry;Nucleobases and their analogs;Nucleosides, Nucleotides & Related Reagents;Bases & Related Reagents;Nucleotides;Nucleotides and Nucleosides;Purine;Pyridines, Pyrimidines, Purines and Pteredines |
| Mol File: | 3056-33-5.mol |
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N2,9-Diacetylguanine Chemical Properties
| Melting point | 285 °C(lit.) |
| density | 1.67±0.1 g/cm3(Predicted) |
| storage temp. | Sealed in dry,Room Temperature |
| solubility | Aqueous Base (Slightly, Heated), DMSO (Slightly, Heated) |
| form | Solid |
| pka | 8.37±0.20(Predicted) |
| color | White to Light Beige |
| InChI | InChI=1S/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) |
| InChIKey | GILZZWCROUGLIS-UHFFFAOYSA-N |
| SMILES | C(NC1NC(=O)C2=C(N=1)N(C(C)=O)C=N2)(=O)C |
| CAS DataBase Reference | 3056-33-5(CAS DataBase Reference) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-37/39-36 |
| WGK Germany | 3 |
| HS Code | 29339900 |
N2,9-Diacetylguanine Usage And Synthesis
| Description | N2,9-Diacetylguanine is a purine compound that can be prepared by acetylation of guanine with acetic anhydride. It can be used in many fields such as organic synthesis, biological research and pharmaceutical manufacturing. N2,9-Diacetylguanine can be prepared into 2-amino-6-halogenated purine under the action of two-step PEG-2000 phase transfer catalyst and TPPB phase transfer catalyst, and further through the corresponding CuX-catalyzed diazotization reaction, new 2-halogenated purine compounds can be efficiently synthesized[2]. In addition, it can also be used as an intermediate for the antiviral drugs Ganciclovir and Aciclovir. |
| Chemical Properties | white or brownish crystalline powder |
| Uses | N2,9-Diacetylguanine (Acicclovir EP Impurity L) is used to synthesize acyclic analogues of deoxyguanosine. |
| Application | The alkylation of N2,N9- diacetylguanine (DAG) with 2-oxa-1, 4-butane-dioldiacetate to give N2-acetyl-9-{2-acetoxyethoxymethyl}- guanine (N9 isomer) and/or N2-acetyl-7-{2-acetoxyethoxymethyl}- guanine (N7 isomer) in exceptionally high regioselectivity[1]. |
| References | [1] Dharmendra Singh, Ashok Kumar, Mukesh J. Wani. “A Simple Solution to the Age Old Problem of Regioselective Functionalization of Guanine: First Practical Synthesis of Acyclic N9- and/or N7-Guanine Nucleosides Starting from N2,N9-Diacetylguanine.” The Journal of Organic Chemistry 64 13 (1999): 4665–4668.
[2] Y. HU. Synthesis of Some Biologically Active Halogenopurines[J]. Journal of the Korean Chemical Society-Daehan Hwahak Hoe Jee, 2010. DOI:10.5012/JKCS.2010.54.4.429.
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N2,9-Diacetylguanine Preparation Products And Raw materials
