7-Deaza-2'-dG | CAS No. 86392-75-8

7-Deaza-2'-dG

Basic Information

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CAS Number

86392-75-8

Molecular Formula

C11H14N4O4

Molecular Weight

266.26 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

262-265 ºC

Boiling Point

621.4 ºC at 760 mmHg

Density

1.90±0.1 g/cm3 (20 ºC 760 Torr),

Flash Point

329.6 ºC

Refractive Index

1.834

SMILES

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O=C1C2=C(N([C@@H]3C[C@@H]([C@@H](CO)O3)O)C=C2)NC(N)=N1

InChI

InChI=1S/C11H14N4O4/c12-11-13-9-5(10(18)14-11)1-2-15(9)8-3-6(17)7(4-16)19-8/h1-2,6-8,16-17H,3-4H2,(H3,12,13,14,18)/t6-,7+,8-/m0/s1

InChIKey

PFCLMNDDPTZJHQ-RNJXMRFFSA-N

LogP

-1.0525

Topological Polar Surface Area

126.39000000000001 Å²

Hydrogen Bond Donor/Acceptor

5 / 8

Complexity

416

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H332 Harmful if inhaled
Acute toxicity, inhalation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

7-DEAZA-2'-DEOXYGUANOSINE
7-Deaza-2'-deoxy-D-guanosine
7-deaza-2´
7-Deaza-2'-dG
7-DEAZE-2'-Deoxyguanosine
4H-Pyrrolo[2,3-d]pyrimidin-4-one,2-amino-7-(2-deoxy-b-D-erythro-pentofuranosyl)-1,7-dihydro-
2-Amino-7-(2-deoxy-beta-D-erythro-pentofuranosyl)-1,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one
2-Amino-7-[4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-3H-pyrrolo[2,3-d]pyrimidin-4-one
7-Deaza-2'-deoxyguanosine

MDL Number

MFCD00672278

FAQ

What are the physical and chemical properties of 7-Deaza-2'-dG (CAS: 86392-75-8)?

7-Deaza-2'-dG (CAS: 86392-75-8) is a nucleoside analog. It is a white or off-white crystalline solid with a molecular weight of approximately 241.21 g/mol. Its solubility in water is 0.1 g/L at 25°C. Chemically, it is less reactive than its natural counterpart, 2'-deoxyguanosine. It is stable in the solid state and in aqueous solutions at neutral pH but should be protected from strong acids and bases.

How is 7-Deaza-2'-dG (CAS: 86392-75-8) typically synthesized?

7-Deaza-2'-dG can be synthesized via a multistep process where the 7-deazapyrimidine ring is built from precursors such as 6-azauridine. Common methods include nucleophilic substitution and condensation reactions. The key steps involve the installation of the 2'-hydroxyl group and the 7-deazapyrimidine core. Catalysts like organic acids or bases may be used, and the overall yield typically ranges from 60% to 80%. High selectivity for the desired product is achieved through careful control of reaction conditions.

What industries use 7-Deaza-2'-dG (CAS: 86392-75-8)?

7-Deaza-2'-dG (CAS: 86392-75-8) finds application in the pharmaceutical industry, particularly in the development of antiviral drugs and as a research tool in molecular biology. It is also used in the synthesis of nucleic acid analogs for sensors and in the preparation of semiconducting materials for electronic devices. Its ability to modify nucleoside structures makes it valuable in polymer science for the development of novel materials.

What precautions should be taken when handling 7-Deaza-2'-dG (CAS: 86392-75-8)?

When handling 7-Deaza-2'-dG (CAS: 86392-75-8), it is important to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. It is water-soluble and can be harmful if ingested or inhaled. Work must be done in a well-ventilated area or a fume hood. In case of a spill, immediately clean up with care to avoid skin contact. Always refer to the safety data sheet (SDS) for detailed information on proper handling and storage procedures.