ChemicalBook > CAS DataBase List > N2,9-Diacetylguanine

N2,9-Diacetylguanine

Product Name
N2,9-Diacetylguanine
CAS No.
3056-33-5
Chemical Name
N2,9-Diacetylguanine
Synonyms
DIACETYL GUANINE;2,9-DIACETYLGUANINE;N2,9-DIACETYLGUANINE;2,9-DAG;9-diacetylguanine;N,9-DIACETYLGUANINE;2,9-DIACETATEGUANINE;2,9-Guanine Diacetate;N2,N9-Diacetylguanine;Acyclovir EP Impurity L
CBNumber
CB6183086
Molecular Formula
C9H9N5O3
Formula Weight
235.2
MOL File
3056-33-5.mol
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N2,9-Diacetylguanine Property

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)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-37/39-36
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P405Store locked up.

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N-Bromosuccinimide Price

TCI Chemical
Product number
D3604
Product name
N2,9-Diacetylguanine
Purity
>95.0%(T)
Packaging
25g
Price
$92
Updated
2024/03/01
Alfa Aesar
Product number
B22709
Product name
N(2),9-Diacetylguanine, 99%
Packaging
5g
Price
$51.65
Updated
2024/03/01
TRC
Product number
D335000
Product name
N2,9-Diacetylguanine
Packaging
50g
Price
$200
Updated
2021/12/16
Usbiological
Product number
D3441-50
Product name
N 2,9-Diacetylguanine
Packaging
10g
Price
$319
Updated
2021/12/16
TRC
Product number
D335000
Product name
N2,9-Diacetylguanine
Packaging
100g
Price
$400
Updated
2021/12/16
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N2,9-Diacetylguanine Chemical Properties,Usage,Production

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.

N2,9-Diacetylguanine Preparation Products And Raw materials

Raw materials

Guanosine

Preparation Products

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N2,9-Diacetylguanine Suppliers

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View Lastest Price from N2,9-Diacetylguanine manufacturers

Xinxiang Aurora Biotechnology Co.,Ltd.
Product
N(2),9-Diacetylguanine 3056-33-5
Price
US $0.00/Kg
Min. Order
1Kg
Purity
98%
Supply Ability
20Ton
Release date
2024-10-29
WUHAN FORTUNA CHEMICAL CO., LTD
Product
N,9-Diacetylguanine 3056-33-5
Price
US $0.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
500kgs/month
Release date
2021-10-28
Hebei Weibang Biotechnology Co., Ltd
Product
N,9-Diacetylguanine 3056-33-5
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2021-09-06

3056-33-5, N2,9-DiacetylguanineRelated Search:

Acetamide 6-Methoxyguanine Acetyl coenzyme A sodium salt 9-[(2-Acetoxyethoxy)methyl]-N2-acetylguanine Acetylacetone Acetylferrocene 6-Thioguanine N2-Isobutyryl-2'-deoxyguanosine 5'-O-Dimethoxytrityl-N-isobutyryl-deoxyguanosine DMT-dG(ib) Phosphoramidite 9-carboxymethoxymethylguanine Acyclovir IMpurity C 9-(2'-ACETOXYETHOXYMETHYL)-GUANINE Guanine 9-(2-Hydroxyethyl)guanine Aciclovir IMp. D (EP) IBU-DMT-DEOXYGUANOSINE SUCCINIC ACID 8-HYDROXY-N2-ISOBUTRYL-2'-DEOXYGUANOSINE

  • 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
  • 2,9-Guanine Diacetate
  • N-(9-acetyl-6,9-dihydro-6-oxo-1H-purin-2-yl)acetamide
  • N,9-DIACETYLGUANINE
  • 2,9-DIACETYLGUANINE(DIACETYLGUANINE)
  • Acyclovir impurity 9/Acyclovir EP Impurity L/N-(9-acetyl-6-oxo-6,9-dihydro-1H-purin-2-yl)acetamide
  • Acyclovir (Aciclovir) EP Impurity L
  • N-(1-acetyl-4-oxo-5H-imidazo[4,5-c]pyridin-6-yl)acetamide
  • Acyclovir Impurity 4（Acyclovir EP Impurity L）
  • N-(9-acetyl-6-oxo-3H-purin-2-yl)acetamide
  • Acyclovir EP Impurity L
  • N2,9-DIACETYLGUANINE (DIACETYL GUANINE)
  • N2,9-DIACETYLGUANINE [DIACETYL GUANINE]ACYCLOVIR
  • 2-Acetamido-9-acetyl-6-oxopurine
  • N(sup 2),9-diacetylguanine
  • 2-(Acetylamino)-9-acetyl-1,9-dihydro-6H-purine-6-one
  • 2-(Acetylamino)-9-acetyl-9H-purine-6(1H)-one
  • N-(9-Acetyl-6-oxo-6,9-dihydro-1H-purin-2-yl)acetaMide
  • N<sup>2</sup>,9-Diacetylguanine
  • N2,N9-Diacetylguanine
  • Aciclovir EP Impurity L
  • N2,9-Diacetylguanine&gt
  • Acetamide, N-(9-acetyl-6,9-dihydro-6-oxo-1H-purin-2-yl)-
  • N,9-Diacetylguanine USP/EP/BP
  • Acicclovir EP Impurity L
  • N(2),9-Diacetylguanine, 99%,
  • L.?N-(9-acetyl-6-oxo-6,9-dihydro-1h-purin-2-yl)acetamide(N2,9-diacetylguanine),
  • 3056-33-5
  • 3056-33-6
  • C9H9N5O3
  • C9H9O3N5
  • Purines
  • Heterocyclic Building Blocks
  • Building Blocks
  • 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