Didanosine

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Cat Number

API0232304

CAS Number

69655-05-6

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Product Detail Description Customer Q&A

CAS Number

69655-05-6

EINECS

614-994-4

Storage

Store at room temperature

Synonyms

Didanosina; Didanosinum; 2,3-dideoxyinosine; BMY-40900; (-)-didanosine; DTXSID6022927; NSC-612049

Molecular Formula

C10H12N4O3

Molecular Weight

236.23

Smiles

C1C[C@@H](O[C@@H]1CO)N2C=NC3=C2N=CNC3=O

Appearance

White to off-white solid

Melting Point

193-195°C

Relative Density

1.2917 (Estimate)

General Description

Didanosine is a synthetic purine nucleoside analogue, a reverse transcriptase inhibitor, with a dideoxy structure. Its chemical structure is 2′,3′-dideoxyinosine. Didanosine is a white to off-white crystalline powder, soluble in water. It is a prodrug that is converted to the active metabolite, dideoxyadenosine triphosphate (ddATP), in the body.

Mechanism of Action

Didanosine is phosphorylated intracellularly to the active triphosphate, dideoxyadenosine triphosphate (ddATP), which competes with the natural substrate deoxyadenosine triphosphate (dATP) for incorporation into the viral DNA. Once incorporated, it acts as a chain terminator, preventing further elongation of the DNA strand. This inhibits the replication of HIV-1.

Application

Didanosine is indicated for the treatment of HIV-1 infection in combination with other antiretroviral agents. It is used in patients who are treatment-naïve or who have experienced treatment failure with other nucleoside analogues.

Does Didanosine require protection from acid and moisture during storage?

Yes, it is acid-labile and hygroscopic. The purine ring is susceptible to hydrolysis in the presence of moisture and acidic conditions. Store in tightly sealed containers with desiccant.

What is the recommended storage temperature for Didanosine?

Store at controlled room temperature (15–25°C). Avoid excessive heat above 30°C, which accelerates hydrolysis and degradation of the nucleoside analog.

Is Didanosine stable in solution for oral use?

Buffered solutions are stable when protected from light and stored at room temperature. Unbuffered solutions degrade rapidly due to acid sensitivity.

How is the impurity hypoxanthine (a hydrolysis product) monitored?

This primary degradation product is specifically quantified using a stability-indicating HPLC method, ensuring it remains within pharmacopoeial limits.