2',3',5'-Tri-O-acetylinosine

Product Name: 2',3',5'-Tri-O-acetylinosine
CAS No.: 3181-38-2
Chemical Name: 2',3',5'-Tri-O-acetylinosine
Synonyms: Ai3-52250;NSC 66386;Einecs 221-669-7;2',3',6'-TAc-Ino;-TRIACETYLINOSINE;Inosine triacetate;2,3,5-TRIACETYLINOS;Direct red brown MN;2',3',5'-Triacetylin;Adenosine Impurity 38
CBNumber: CB9354351
Molecular Formula: C16H18N4O8
Formula Weight: 394.34
MOL File: 3181-38-2.mol

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2',3',5'-Tri-O-acetylinosine Property

Melting point:: 234-236°C
Boiling point:: 620.7±65.0 °C(Predicted)
Density: 1.62±0.1 g/cm3(Predicted)
storage temp.: Sealed in dry,Room Temperature
solubility: Methanol (Sparingly), Water (Sparingly)
form: Solid
pka: 2.96±0.20(Predicted)
color: White
Stability:: Freezer
InChI: InChI=1S/C16H18N4O8/c1-7(21)25-4-10-12(26-8(2)22)13(27-9(3)23)16(28-10)20-6-19-11-14(20)17-5-18-15(11)24/h5-6,10,12-13,16H,4H2,1-3H3,(H,17,18,24)/t10-,12-,13-,16-/m1/s1
InChIKey: SFEQTFDQPJQUJM-XNIJJKJLSA-N
SMILES: C(OC(=O)C)[C@H]1O[C@@H](N2C3C(=C(N=CN=3)O)N=C2)[C@H](OC(=O)C)[C@@H]1OC(=O)C
CAS DataBase Reference: 3181-38-2(CAS DataBase Reference)

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Safety

Safety Statements: 24/25
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.

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: R701467
Product name: ACETIC ACID 3,4-DIACETOXY-5-(6-HO-PURIN-9-YL)-TETRAHYDRO-FURAN-2-YLMETHYL ESTER
Purity: Aldrich<sup>CPR</sup>
Packaging: 1 unit
Price: $185
Updated: 2025/07/31

Sigma-Aldrich

Product number: R701467
Product name: ACETIC ACID 3,4-DIACETOXY-5-(6-HO-PURIN-9-YL)-TETRAHYDRO-FURAN-2-YLMETHYL ESTER
Purity: Aldrich
Packaging: 25mg
Price: $179
Updated: 2024/03/01

Biosynth Carbosynth

Product number: NT06708
Product name: 2',3',5'-Tri-O-acetylinosine
Packaging: 50g
Price: $225
Updated: 2021/12/16

Ark Pharm

Product number: P000717979
Product name: (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate
Purity: 97%
Packaging: 100g
Price: $286
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NT06708
Product name: 2',3',5'-Tri-O-acetylinosine
Packaging: 100g
Price: $420
Updated: 2021/12/16

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2',3',5'-Tri-O-acetylinosine Chemical Properties,Usage,Production

Description

2',3',5'-Tri-O-acetylinosine has been shown to inhibit the growth of cancer cells, and is also an efficient method for bond cleavage and radiation protection. 2',3',5'-Tri-O-acetylinosine has been shown to bind to pyridinium ions, and it has been used in the synthesis of tetrapeptides with hydroxyl groups or alkylation.

Chemical Properties

White Crystalline Solid

Uses

An intermediate used for the synthesis of 6-substituted purine ribosides.

Uses

2',3',5'-Tri-O-acetylinosine is an intermediate used for the synthesis of 6-substituted purine ribosides

Synthesis

108-24-7

58-63-9

3181-38-2

To a suspension of inosine (10 g, 37.3 mmol) and a catalytic amount of 4-dimethylaminopyridine (DMAP) in acetonitrile (60 mL) were sequentially added triethylamine (20 mL, 143 mmol) and acetic anhydride (12.5 mL). The reaction mixture was stirred at room temperature for 1 hour, followed by the slow addition of methanol (5 mL). After continued stirring for 5 min, the reaction solution was concentrated under reduced pressure to give a white solid. The solid was washed with isopropanol to afford (2R,3R,4R,5R)-2-(acetyloxymethyl)-5-(6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate (triacetoxyinosine, 12.1 g, 82% yield).

References

[1] Organic and Biomolecular Chemistry, 2005, vol. 3, # 3, p. 462 - 470
[2] Synthesis, 2003, # 17, p. 2639 - 2642
[3] Journal of the American Chemical Society, 1997, vol. 119, # 32, p. 7423 - 7433
[4] Journal of Organic Chemistry, 1985, vol. 50, # 15, p. 2664 - 2667
[5] Chemistry - A European Journal, 2015, vol. 21, # 33, p. 11634 - 11643

2',3',5'-Tri-O-acetylinosine Preparation Products And Raw materials

Raw materials

Preparation Products

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2',3',5'-Tri-O-acetylinosine Suppliers

Canada 1 China 152 Europe 2 Germany 4 India 4 Italy 1 Russia 1 Switzerland 1 United Kingdom 9 United States 25 Global 200

Hangzhou Measure Life Technology Co.,LTD

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Beijing Isomersyn Technology CO;LTD

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Hunan Hui Bai Shi Biotechnology Co., Ltd.

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Beijing HuaMeiHuLiBiological Chemical

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View Lastest Price from 2',3',5'-Tri-O-acetylinosine manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD

Product: 2',3',5'-Tri-O-acetylinosine 3181-38-2
Price: US $8.80-2.20/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2025-06-27

Shaanxi Dideu Medichem Co. Ltd

Product: 2',3',5'-TRI-O-ACETYLINOSINE 3181-38-2
Price: US $1.00/Kg
Min. Order: 1Kg
Purity: 98%
Supply Ability: 20T
Release date: 2024-07-08

Career Henan Chemical Co

Product: 2',3',5'-TRIACETYLINOSINE 3181-38-2
Price: US $2.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2018-08-15

3181-38-2, 2',3',5'-Tri-O-acetylinosineRelated Search:

Inosine 2',3',5'-Triacetylinosine 2',3',5-TRI-O-ACETYL-8-BROMOGUANOSINE 2',3',5'-Triacetylguanosine 2',3',5'-TRI-O-ACETYLINOSINE Tri-O-acetyl-8-(allyloxy)guanosine guanosine 2',3',5'-tribenzoate 2',3',5'-TRI-O-ACETYL-2N,2N-DIMETHYL-GUANOSINE

INOSINE 2',3',5'-TRIACETATE

ACETICACID3,4-DIACETOXY-5-(6-HO-PURIN-9-YL)-TETR

2,3,5-TRIACETYLINOS

2',3',5'-Tri-O-acetyl-D-inosine

2,3,5-TRIACETYLINOSINE CRYSTALLINE

(2R,3S,4R,5R)-2-(ACETOXYMETHYL)-5-(6-OXO-1H-PURIN-9(6H)-YL)TETRAHYDROFURAN-3,4-DIYL DIACETATE

2'',3'',5''-TRI-O-ACETYL-INOSIN

2'-O,3'-O,5'-O-Triacetyl-6-hydroxy-6-deaminoadenosine

2'-O,3'-O,5'-O-Triacetylinosine

9-(2-O,3-O,5-O-Triacetyl-β-D-ribofuranosyl)-1H-purine-6(9H)-one

9-(2-O,3-O,5-O-Triacetyl-β-D-ribofuranosyl)-9H-purine-6-ol

Inosine triacetate

2',3',5'-Triacetylinosine

Ai3-52250

Einecs 221-669-7

2',3',5'-Triacetylin

NSC 66386

-TRIACETYLINOSINE

Direct red brown MN

(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate

ACETIC ACID 3,4-DIACETOXY-5-(6-HO-PURIN-9-YL)-TETRAHYDRO-FURAN-2-YLMETHYL ESTER

ACETIC ACID (2R,3R,4R,5R)-4-ACETOXY-5-ACETOXYMETHYL-2-(6-OXO-1,6-DIHYDRO-PURIN-9-YL)-TETRAHYDRO-FURAN-3-YL ESTER

2',3',5'-TRI-O-ACETYLINOSINE

Ribavirin Impurity 14 (Triacetylinosine)

2',3',6'-TAc-Ino

2',3',5'-TRI-O-ACETYLINOSINE USP/EP/BP

Adenosine Impurity 38

2',3',5'-Tri-O-inosine

2&#8242,,3&#8242,,5&#8242,-TAc-Ino

3181-38-2

C16H18N4O8

Nucleoside Analogs

Nucleosides, Nucleotides, Oligonucleotides

BioChemical

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Nucleotides

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