4,5-Diaminopyrimidine: Properties, Uses & FAQs

4,5-Diaminopyrimidine is a diaminopyrimidine heterocyclic compound bearing two primary amine groups at the 4- and 5-positions of the pyrimidine ring, making it a versatile building block in medicinal chemistry and organic synthesis.

CAS Number

2435-46-3

Molecular Formula

C4H6N4

Molecular Weight

110.12 g/mol

Aladdin SKU

D138191

Functional Groups

Two primary amine groups (–NH2) at positions 4 and 5 of the pyrimidine ring

Appearance

Typically a white to off-white crystalline solid

What Is 4,5-Diaminopyrimidine?

4,5-Diaminopyrimidine (CAS 2435-46-3) is a bicyclic-precursor-class heterocyclic compound consisting of a six-membered pyrimidine ring substituted with primary amino (–NH₂) groups at the 4- and 5-positions. Its molecular formula is C₄H₆N₄ and its molecular weight is approximately 110.12 g/mol.

The compound occupies an important niche in synthetic chemistry because the vicinal diamine motif on the aromatic ring enables straightforward condensation reactions with carbonyl partners, electrophilic reagents, and heterocumulenes, giving access to fused bicyclic systems such as purines, pteridines, imidazopyrimidines, and related scaffolds that are ubiquitous in biologically active molecules.

Research Applications

4,5-Diaminopyrimidine serves primarily as an intermediate and building block in the synthesis of purine analogues and other fused heterocyclic systems. Key application areas include:

• Purine synthesis: The compound is a classical starting material for the preparation of purines and 7-deazapurines via condensation with formate esters, orthoesters, or aldehydes.
• Medicinal chemistry: Researchers use it to construct pharmacophores relevant to kinase inhibitors, antiviral agents, and antifolate compounds, leveraging the diamine handle for ring closure.
• Materials science: The diamine functionality permits incorporation into nitrogen-rich polymers and coordination compounds where pyrimidine nitrogen atoms can act as ligands.
• Probe development: As a scaffold for fluorescent or affinity probes, its reactive amine groups allow conjugation to reporter groups or solid supports.

Because literature examples span multiple therapeutic areas, researchers should evaluate specific condensation conditions and protecting-group strategies suited to their target molecule.

Storage, Handling & Safety

Storage: Store 4,5-Diaminopyrimidine in a cool, dry, well-ventilated location, tightly sealed and away from light, moisture, and incompatible oxidizing agents. Refrigerated storage (2–8 °C) is recommended to maintain long-term stability of the amine groups and minimize oxidation.

Handling: Use appropriate personal protective equipment (PPE) including nitrile gloves, safety glasses, and a lab coat when handling this compound. Work in a fume hood when weighing or dissolving to avoid inhalation of dust. Avoid contact with skin, eyes, and mucous membranes.

Disposal: Dispose of waste in accordance with local, regional, and national regulations governing amine-containing chemical waste. Do not pour down the drain without prior confirmation that disposal is compliant with applicable regulations.

Always consult the Safety Data Sheet (SDS) provided by Aladdin Scientific before use.

Purity, Grade & Specifications

Aladdin Scientific offers 4,5-Diaminopyrimidine (SKU D138191) for research use. Researchers should consult the Certificate of Analysis (CoA) supplied with each lot for the exact purity specification, which is typically verified by HPLC or titration methods.

For sensitive synthetic applications—such as preparation of pharmaceutical intermediates or bioactive probe libraries—it is advisable to confirm purity by independent analytical methods (e.g., ¹H NMR, HPLC-UV) before use. Contact Aladdin Scientific technical support for bulk quantities, custom purity grades, or specific analytical data requirements.

Ordering & Customer Support

4,5-Diaminopyrimidine is available from Aladdin Scientific under SKU D138191. Place your order through the Aladdin website, by email, or via your regional distributor. Standard packaging sizes and pricing are listed on the product page; contact the sales team for volume discounts or special quotations.

For technical questions regarding applications, solubility, or analytical data, reach out to Aladdin Scientific's technical support team. For order status, shipping queries, returns, or invoice issues, contact customer service with your order number ready to expedite assistance.

Frequently asked questions

What is the CAS number of 4,5-Diaminopyrimidine?

The CAS registry number for 4,5-Diaminopyrimidine is 2435-46-3. You can use this number to confirm the compound identity across supplier catalogues, safety databases, and literature searches.

What solvents are suitable for dissolving 4,5-Diaminopyrimidine?

4,5-Diaminopyrimidine is generally soluble in polar protic solvents such as water and methanol, as well as in polar aprotic solvents such as DMSO and DMF. Solubility in non-polar solvents such as hexane or diethyl ether is expected to be very low due to the compound's polar amine groups and aromatic character. Always perform a small-scale solubility test before preparing bulk stock solutions.

How should 4,5-Diaminopyrimidine be stored to maintain stability?

Store the compound sealed in its original container at 2–8 °C, away from light, moisture, and oxidizing agents. Under these conditions, the material should remain stable for an extended period. Verify stability by checking the lot-specific CoA expiry date and, if in doubt, re-analyse by HPLC or NMR before critical synthetic use.

What are the primary synthetic uses of 4,5-Diaminopyrimidine in the laboratory?

The compound is widely used as a key intermediate for constructing purine and pteridine ring systems via condensation of its vicinal diamine with one-carbon or two-carbon electrophiles. It is also employed in the preparation of kinase inhibitor scaffolds, antiviral compound libraries, and nitrogen-rich heterocyclic materials. The dual amine reactivity allows sequential or simultaneous functionalization depending on the reaction design.

Is 4,5-Diaminopyrimidine available for bulk or custom orders through Aladdin Scientific?

Yes. Aladdin Scientific can accommodate bulk quantity requests and custom purity or packaging requirements for SKU D138191. Contact the Aladdin sales or technical support team directly with your specifications, required quantity, and timeline to receive a tailored quotation.

References

1. Lister, J. H. The Chemistry of Heterocyclic Compounds: Purines. Wiley-Interscience, 1971. (General reference for purine synthesis from 4,5-diaminopyrimidines.)
2. Taylor, E. C.; Hendess, R. W. Synthesis of pyrrolo[2,3-d]pyrimidines. A new synthesis of tubercidin. Journal of the American Chemical Society, 1965. (Example of diaminopyrimidine use in fused heterocycle synthesis.)
3. Aladdin Scientific product page for 4,5-Diaminopyrimidine, SKU D138191. https://www.aladdin-e.com

Products are supplied for research and development use only. Not for use in humans, animals, diagnosis, or therapy.