ChemicalBook > CAS DataBase List > 2-IODOADENOSINE

2-IODOADENOSINE

Uses

Product Name: 2-IODOADENOSINE
CAS No.: 35109-88-7
Chemical Name: 2-IODOADENOSINE
Synonyms: 2-IODOADENOSINE;Adenosine, 2-iodo-;2-Iodoadenosine>2-Iodo-D-adenosine;2-IODOADENOSINE USP/EP/BP;2-Iodo Adenosine35109-88-7;6-Amino-2-iodo-9-(beta-D-ribofuranosyl)purine;(4S,2R,3R,5R)-2-(6-amino-2-iodopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;(2R,3R,4S,5R)-2-(6-amino-2-iodo-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol;(2R,3R,4S,5R)-2-(6-aMino-2-iodo-9H-purin-9-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol
CBNumber: CB0705073
Molecular Formula: C10H12IN5O4
Formula Weight: 393.14
MOL File: 35109-88-7.mol

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2-IODOADENOSINE Property

Melting point:: 200 °C (dec.)
Boiling point:: 776.3±70.0 °C(Predicted)
Density: 2.69±0.1 g/cm3(Predicted)
storage temp.: Keep in dark place,Inert atmosphere,Room temperature
solubility: DMSO, Methanol, Water
form: Solid
pka: 13.05±0.70(Predicted)
color: Off-White to Pale Yellow
λmax: 265nm(H2O)(lit.)
InChIKey: MGEBVSZZNFOIRB-UUOKFMHZSA-N
CAS DataBase Reference: 35109-88-7(CAS DataBase Reference)

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26
WGK Germany: 3
HS Code: 29349990

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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.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 663115
Product name: 2-Iodoadenosine
Purity: 97%
Packaging: 250mg
Price: $149
Updated: 2025/07/31

Sigma-Aldrich

Product number: 663115
Product name: 2-Iodoadenosine
Purity: 97%
Packaging: 1g
Price: $284.44
Updated: 2025/07/31

TCI Chemical

Product number: I0759
Product name: 2-Iodoadenosine
Purity: >98.0%(HPLC)(N)
Packaging: 1g
Price: $303
Updated: 2025/07/31

TCI Chemical

Product number: I0759
Product name: 2-Iodoadenosine
Purity: >98.0%(HPLC)(N)
Packaging: 5g
Price: $758
Updated: 2025/07/31

TCI Chemical

Product number: I0759
Product name: 2-Iodoadenosine
Purity: >98.0%(HPLC)(N)
Packaging: 200mg
Price: $77
Updated: 2025/07/31

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2-IODOADENOSINE Chemical Properties,Usage,Production

Uses

2-Iodoadenosine is an intermediate in the synthesis of isoguanosine (crotonin or 2-hydroxyadenosine), a natural nucleoside analog of guanosine. Isoguanosine is incorporated into the nucleic acids of mammals, rather than bacteria, stimulating the accumulation of cyclic adenosine (AMP) in the brain, and is an inhibitor of pyrophosphorylase IMP.

Description

2-Iodoadenosine is a chemical compound that is produced from the oxidation of uridine. It is used in the synthesis of peptides, which are important for biological processes like signal transduction and cell growth.

Chemical Properties

Off-White Crystalline Solid

Synthesis

5987-76-8

35109-88-7

GENERAL STEPS: To a flask containing 6.0 g (11.1 mmol) of (2R,3R,4R,5R)-2-(acetyloxymethyl)-5-(6-chloro-2-iodo-9H-purin-9-yl)tetrahydrofuran-3,4-diyldiacetate was added 100 mL of liquid NH3 at -78 °C with continuous stirring for 6 hours. Subsequently, the reaction mixture was slowly warmed to room temperature and the NH3 was evaporated overnight to give a brown oil. The product was purified by hot isopropanol crystallization to give 2-iodoadenosine (80% yield, melting point 143-145°C). Thin layer chromatographic analysis (20% MeOH/CHCl3) showed an Rf value of 0.6. 1H NMR (300 MHz, DMSO-d6) δ 8.24 (s, 1H), 7.68 (s, 2H), 5.75 (d, J = 6.16 Hz, 1H), 5.42 (d, J = 5.40 Hz, 1H), 5.16 (d, J = 4.62 Hz , 1H), 4.99 (t, J = 5.39 Hz, 1H), 4.67 (d, J = 4.81 Hz, 1H), 4.06 (d, J = 3.37 Hz, 1H), 3.89 (m, 1H), 3.54 (m, 2H).

References

[1] Journal of Organic Chemistry, 1985, vol. 50, # 3, p. 406 - 408
[2] Chemical and Pharmaceutical Bulletin, 1985, vol. 33, # 4, p. 1766 - 1769
[3] Journal of Organic Chemistry, 1988, vol. 53, # 13, p. 3051 - 3057
[4] Journal of Medicinal Chemistry, 1992, vol. 35, # 2, p. 241 - 252
[5] Patent: US4956345, 1990, A

2-IODOADENOSINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 2-IODOADENOSINE manufacturers

Shaanxi Dideu New Materials Co. Ltd

Product: 2-IODOADENOSINE 35109-88-7
Price: US $0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1000kg
Release date: 2025-07-06

Zhuozhou Wenxi import and Export Co., Ltd

Product: 2-IODOADENOSINE 35109-88-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Zhuozhou Wenxi import and Export Co., Ltd

Product: 2-IODOADENOSINE 35109-88-7
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-07-10

35109-88-7, 2-IODOADENOSINERelated Search:

Vidarabine 2-Fluoroadenosine Adenosine 5'-monophosphate PROMETHAZINE Aminophylline S-ADENOSYL-L-METHIONINE Doxofylline Adenosine Cyclic adenosine monophosphate 2-Iodopyrimidine 2-Iodoadenine 2-IODOADENOSINE 2-IODO-5'-ETHYLCARBOXAMIDOADENOSINE 2-IODOADENOSINE 2',3'-ACETONIDE 2-Azido-6-iodoadenosine 2-IODOADENOSINE 5'-CARBOXY-2',3'-ACETONIDE TFA & 2-IODOADENOSINE 2'-deoxy-2'-iodoadenosine-5'-triphosphate

2-Iodo-D-adenosine

(2R,3R,4R,5R)-2-(6-AMINO-2-IODO-PURIN-9-YL)-5-(HYDROXYMETHYL)OXOLANE-3,4-DIOL(2-IODOADENOSINE)

2-IODOADENOSINE

6-Amino-2-iodo-9-(beta-D-ribofuranosyl)purine

(2R,3R,4S,5R)-2-(6-aMino-2-iodo-9H-purin-9-yl)-5-(hydroxyMethyl)tetrahydrofuran-3,4-diol

(4S,2R,3R,5R)-2-(6-amino-2-iodopurin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

2-Iodoadenosine&gt

Adenosine, 2-iodo-

2-IODOADENOSINE USP/EP/BP

(2R,3R,4S,5R)-2-(6-amino-2-iodo-9H-purin-9-yl)-5-(hydroxymethyl)oxolane-3,4-diol

2-Iodo Adenosine35109-88-7

35109-88-7

5109-88-7

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