172163-62-1

Basic information

• Product Name: 7-DEAZA-7-IODO-2'-DEOXYGUANOSINE
• Synonyms: 7-DEAZA-7-IODO-2'-DEOXYGUANOSINE;7-Deaza-2'-deoxy-7-iodoguanosine;7-Deaza-7-I-2'-dA;7-Deaza-21-deoxy-7-iodoguanosine;7-Deaza-7-I-2'-dG;2-AMino-7-((2R,4S,5R)-4-hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-iodo-1H-pyrrolo[2,3-d]pyriMidin-4(7H)-one;2-amino-7-((2R,4S,5R)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodo-3H-pyrrolo[2,3-d]pyrimidin-4(7H)-one;7-iodo-7-deaza-2'-deoxyguanosine
• CAS NO: 172163-62-1
• Molecular Formula: C₁₁H₁₃IN₄O₄
• Molecular Weight: 392.15
• EINECS: 2017-001-1
• Mol File: 172163-62-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 2.49±0.1 g/cm3(Predicted)
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: DMSO (Slightly, Heated, Sonicated), Methanol (Slightly, Heated, Sonicated)
• PKA: 10.28±0.20(Predicted)
• CAS DataBase Reference: 7-DEAZA-7-IODO-2'-DEOXYGUANOSINE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-DEAZA-7-IODO-2'-DEOXYGUANOSINE(172163-62-1)
• EPA Substance Registry System: 7-DEAZA-7-IODO-2'-DEOXYGUANOSINE(172163-62-1)

Safety Data

• Hazardous Substances Data: 172163-62-1(Hazardous Substances Data)

Usage

General Description

7-DEAZA-7-IODO-2'-DEOXYGUANOSINE is a chemical compound that belongs to the class of deoxyribonucleosides and nucleotides. It is a modified form of the nucleoside guanosine, with a 7-iodo and a 7-deaza substitution. 7-DEAZA-7-IODO-2'-DEOXYGUANOSINE has been studied for its potential use in antiviral and anticancer therapies, as well as in biochemical research. It has also been investigated for its ability to inhibit the replication of certain viruses, including hepatitis C virus. Additionally, 7-DEAZA-7-IODO-2'-DEOXYGUANOSINE has shown potential as a radiolabeled probe for studying DNA-binding proteins and RNA polymerases. Overall, this compound has promising applications in medicine and biomedical research.

Upstream product

• 172163-59-6 Isobutyric acid (2R,3S,5R)-5-(2-formylamino-5-iodo-4-methoxy-pyrrolo[2,3-d]pyrimidin-7-yl)-2-isobutyryloxymethyl-tetrahydro-furan-3-yl ester 
• 220036-88-4 2-amino-7-(2-deoxy-β-D-erythro-pentofuranosyl)-3,7-dihydro-5-iodo-4-methoxy-4H-pyrrolo[2,3-d]pyrimidine 
• 866331-10-4 N-(4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-yl)isobutyramide 
• 7355-55-7 2-amino-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 
• 84955-31-7 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine 
• 174462-91-0 7-[2-deoxy-β-D-erythro-pentofuranosyl]-5-iodo-2-(isobutyrylamino)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 
• 86392-74-7 2-amino-9-(2'-deoxy-β-D-erythro-pentofuranosyl)-6-methoxyl-7H-pyrrolo[2,3-d]pyrimidine 

Downstream Products

• 174462-91-0 7-[2-deoxy-β-D-erythro-pentofuranosyl]-5-iodo-2-(isobutyrylamino)-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-one 
• 174462-92-1 N-(7-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-iodo-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-isobutyramide 
• 375346-75-1 N-{7-{5-[bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-[3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-prop-1-ynyl]-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl}-isobutyramide 
• 196925-91-4 N-(7-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-5-hex-1-ynyl-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl)-isobutyramide 
• 196925-94-7 N-{7-{(2R,4S,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-tetrahydro-furan-2-yl}-4-oxo-5-[5-(2,2,2-trifluoro-acetylamino)-pent-1-ynyl]-4,7-dihydro-3H-pyrrolo[2,3-d]pyrimidin-2-yl}-isobutyramide 
• 1288999-14-3 2-N-(N,N-dimethylaminomethylidenyl)-N₁-benzoyl-7-deaza-7-iodo-3',5'-O-(tetraisopropyldisiloxane-1,3-diyl)-2'-deoxyguanosine 
• 1288998-93-5 2-N-(N,N-dimethylaminomethylidenyl)-N₁-benzoyl-7-deaza-7-iodo-2'-deoxyguanosine 
• 1288998-94-6 2-N-(N,N-dimethylaminomethylidenyl)-N₁-benzoyl-7-deaza-7-iodo-5'-O-(4-monomethoxytrityl)-2'-deoxyguanosine 
• 1288998-95-7 2-N-(N,N-dimethylaminomethylidenyl)-N₁-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-5'-O-(4-monomethoxytrityl)-2'-deoxyguanosine 
• 1288999-19-8 2-N-(N,N-dimethylaminomethylidenyl)-N₃-benzoyl-7-deaza-7-iodo-3'-O-(2-cyanoethyl)-2'-deoxyguanosine 
• 1332831-28-3 C₄₁H₃₀N₆O₄ 
• 1332831-25-0 C₃₈H₂₅N₅O₄ 
• 1432489-04-7 2'-deoxy-5-(3-nitrophenyl)-7-deazaguanosine 

Relevant articles and documents

7-Substituted 7-deaza-2'-deoxyguanosines: Regioselective halogenation of pyrrolo[2,3-d]pyrimidine nucleosides

The synthesis of 7-chloro-, 7-bromo-, and 7-iodo-substituted 7-deaza-2'-deoxyguanosine derivatives 2b-d is described. The regioselective 7-halogenation with N-halogenosuccinimides was accomplished using 7-[2-deoxy-3,5-O-di(2-methylpropanoyl)-β-D-erythro-pentofuranosyl]-2- formylamino)-4-methoxy-7H-pyrrolo[2,3-d]pyrimidine (4) as the common precursor. A one-pot reaction (2N aq. NaOH) of the halogenated intermediates 5a-c furnished the desired compounds. Also the 7-hexynyl derivative 2e of 7-deaza-2'-deoxyguanosine is described.

Synthesis of acid-sensitive connection unit and its use in DNA sequencing

The invention discloses a synthesis method of an acid sensitive connection unit, and a use of the acid sensitive connection unit in DNA sequencing. The structural formula of the acid sensitive connection unit is shown in the specification. In the structural formula, R is NH2 or N3, m is an integer from 0 to 44, and n is an integer from 0 to 44; R1 and R2 respectively represent an aliphatic alkyl group, or R1 and R2 respectively represent an aromatic derivative, or R1 is a phenyl group, a naphthyl group, a phenyl derivative or a naphthyl derivative, and R2 is an aliphatic alkyl group or hydrogen; or R2 is a phenyl group, naphthyl group, a phenyl derivative or a naphthyl derivative, R1 is an aliphatic alkyl group or hydrogen, or R1 and R2 form a cyclohexyl group, a cyclopentyl group or a cyclobutyl group. A reversible terminal obtained through connecting the acid sensitive connection unit with nucleotide and fluorescein can be used in DNA sequencing-by-synthesis. The reversible terminal can be used in the DNA sequencing; and raw materials required by the synthesis method are simple and can be easily obtained, and the synthesis process is a routine chemical reaction, so the method can realize large scale popularization use.

7-to nitrogen-7-halogen-guanine nucleoside synthesis method

The invention discloses a method for synthesizing 7-denitrification-7-halogen guanosine. The method comprises the following steps: removing a protecting group of a compound of the formula (III) under an alkali condition so as to obtain a compound of the f