40372-03-0

Basic information

• Product Name: ribavirin 2',3',5'-triacetate
• Synonyms: ribavirin 2',3',5'-triacetate
• CAS NO: 40372-03-0
• Molecular Formula: C14H18N4O8
• Molecular Weight: 370.31472
• Mol File: 40372-03-0.mol

Chemical Properties

• Boiling Point: 555.6°Cat760mmHg
• Flash Point: 289.8°C
• Appearance: /
• Density: 1.6g/cm³
• Vapor Pressure: 2.19E-12mmHg at 25°C
• Refractive Index: 1.633
• PKA: 14.59±0.50(Predicted)
• CAS DataBase Reference: ribavirin 2',3',5'-triacetate(CAS DataBase Reference)
• NIST Chemistry Reference: ribavirin 2',3',5'-triacetate(40372-03-0)
• EPA Substance Registry System: ribavirin 2',3',5'-triacetate(40372-03-0)

Safety Data

• Hazardous Substances Data: 40372-03-0(Hazardous Substances Data)

Usage

Uses

Used in Antiviral Applications:
Ribavirin 2',3',5'-triacetate is used as an antiviral agent for the treatment of various viral infections. It works by inhibiting the inosine monophosphate dehydrogenase (IMPDH) enzyme, which is essential for the synthesis of guanosine nucleotides required for viral replication. This inhibition leads to a reduction in the viral load and helps in controlling the spread of the infection.
Used in Pyruvate Dehydrogenase (PDH) Related Research:
Ribavirin 2',3',5'-triacetate is also used in research related to pyruvate dehydrogenase (PDH), an enzyme complex that plays a crucial role in cellular metabolism. ribavirin 2',3',5'-triacetate can be employed to study the effects of PDH inhibition on cellular processes and to develop new therapeutic strategies for conditions related to PDH dysfunction.

InChI:InChI=1/C14H18N4O8/c1-6(19)23-4-9-10(24-7(2)20)11(25-8(3)21)14(26-9)18-5-16-13(17-18)12(15)22/h5,9-11,14H,4H2,1-3H3,(H2,15,22)/t9-,10-,11-,14-/m1/s1

Upstream product

• 108-24-7 acetic anhydride 
• 36791-04-5 ribavirin 

Downstream Products

• 120362-25-6 methyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate 
• 40372-00-7 ribamidine hydrochloride 
• 120362-26-7 Ethyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate 
• 58151-87-4 5'-O-acetylribavirin 

Relevant articles and documents

Oligomer conjugates of heteropentacyclic nucleosides

The invention provides small molecule drugs that are chemically modified by covalent attachment of a water-soluble oligomer.

Nucleoside analogs with carboxamidine modified monocyclic base

Novel nucleoside analog compounds are disclosed. The novel compounds or pharmaceutically acceptable esters or salts thereof may be used in pharmaceutical compositions, and such compositions may be used to treat an infection, an infestation, a neoplasm, or an autoimmune disease. The novel compounds may also be used to modulate aspects of the immune system, including modulation of Type 1 and Type 2 activity.

Synthesis and antitumor activity of ribavirin imidates. A new facile synthesis of ribavirin amidine (1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamidine hydrochloride)

Methyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate (4) and ethyl 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboximidate (6) were synthesized and tested for antitumor and antiviral activity. A new facile synthesis of 1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamidine hydrochloride (5), starting with imidate 4, was also developed. The imidates 4 and 6 differed greatly in solubility and dosing requirements. Even so, both compounds exhibited significant activity in vivo against murine leukemia L1210. Nontoxic dosing with 4 also significantly diminished Friend leukemia induced splenomegaly. In contrast, neither imidate was active in vitro.