ChemicalBook >> CAS DataBase List >>2',3',5'-Tri-O-acetylinosine

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
Molecular Weight:
394.34
MDL Number:
MFCD00038617
MOL File:
3181-38-2.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:49
Product description Number Pack Size Price
ACETIC ACID 3,4-DIACETOXY-5-(6-HO-PURIN-9-YL)-TETRAHYDRO-FURAN-2-YLMETHYL ESTER AldrichCPR R701467 1 unit $185
ACETIC ACID 3,4-DIACETOXY-5-(6-HO-PURIN-9-YL)-TETRAHYDRO-FURAN-2-YLMETHYL ESTER Aldrich R701467 25mg $179
2',3',5'-Tri-O-acetylinosine NT06708 50g $225
(2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate 97% P000717979 100g $286
2',3',5'-Tri-O-acetylinosine NT06708 100g $420
More product size

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

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
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)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P305+P351+P338
Safety Statements  24/25
WGK Germany  3
HS Code  29349990

2',3',5'-Tri-O-acetylinosine price More Price(30)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich R701467 ACETIC ACID 3,4-DIACETOXY-5-(6-HO-PURIN-9-YL)-TETRAHYDRO-FURAN-2-YLMETHYL ESTER AldrichCPR 3181-38-2 1 unit $185 2025-07-31 Buy
Sigma-Aldrich R701467 ACETIC ACID 3,4-DIACETOXY-5-(6-HO-PURIN-9-YL)-TETRAHYDRO-FURAN-2-YLMETHYL ESTER Aldrich 3181-38-2 25mg $179 2024-03-01 Buy
Biosynth Carbosynth NT06708 2',3',5'-Tri-O-acetylinosine 3181-38-2 50g $225 2021-12-16 Buy
Ark Pharm P000717979 (2R,3R,4R,5R)-2-(Acetoxymethyl)-5-(6-oxo-1H-purin-9(6H)-yl)tetrahydrofuran-3,4-diyl diacetate 97% 3181-38-2 100g $286 2021-12-16 Buy
Biosynth Carbosynth NT06708 2',3',5'-Tri-O-acetylinosine 3181-38-2 100g $420 2021-12-16 Buy
Product number Packaging Price Buy
R701467 1 unit $185 Buy
R701467 25mg $179 Buy
NT06708 50g $225 Buy
P000717979 100g $286 Buy
NT06708 100g $420 Buy

2',3',5'-Tri-O-acetylinosine Chemical Properties,Uses,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

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

Uses

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

Synthesis

Acetic anhydride

108-24-7

Inosine

58-63-9

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

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
2',3',5'-Tri-O-acetylinosine pictures 2025-10-13 2',3',5'-Tri-O-acetylinosine
3181-38-2
US $8.80-2.20 / kg 1kg 99% 100kg ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
2',3',5'-TRI-O-ACETYLINOSINE pictures 2024-07-08 2',3',5'-TRI-O-ACETYLINOSINE
3181-38-2
US $1.00 / Kg 1Kg 98% 20T Shaanxi Dideu Medichem Co. Ltd
 2',3',5'-TRIACETYLINOSINE pictures 2019-07-06 2',3',5'-TRIACETYLINOSINE
3181-38-2
US $2.00 / KG 1KG 98% 1ton Career Henan Chemical Co
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 (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 -TRIACETYLINOSINE Direct red brown MN 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′,,3′,,5′,-TAc-Ino 3181-38-2 C16H18N4O8 Nucleoside Analogs Nucleosides, Nucleotides, Oligonucleotides BioChemical Biochemicals and Reagents Bases & Related Reagents Nucleotides Pharmaceutical Raw Materials