Pyrrolo[2,1-f][1,2,4]triazin-4-amine

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Cat Number

INT159326688

CAS Number

159326-68-8

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Product Detail Description Customer Q&A

CAS Number

159326-68-8

Storage

Room temperature

Synonyms

4-pyrrolo[2,1-f][1,2,4]triazinamine

Molecular Formula

C6H6N4

Molecular Weight

134.14

Smiles

N12C=CC=C1C(N)=NC=N2

Appearance

Light brown solid

Melting Point

231℃

Relative Density

1.5

pKa

4.28

General Description

Pyrrolo[2,1-f][1,2,4]triazin-4-amine is a fused bicyclic heterocycle consisting of a pyrrole ring fused to a 1,2,4-triazine ring system, with an amino group at the C-4 position of the triazine. This pyrrolotriazine scaffold is isosteric with the purine ring system and serves as a heterocyclic bioisostere in nucleoside analog and kinase inhibitor programs. The C-4 amino group is the primary site of biological activity and further chemical elaboration.

Mechanism of Action

Pyrrolo[2,1-f][1,2,4]triazin-4-amine functions as a purine bioisostere in medicinal chemistry. The fused heterocyclic system mimics the hydrogen-bonding pattern and geometry of natural purines (adenine, guanine), allowing it to occupy the same binding pockets in enzymes and receptors. The C-4 amino group forms critical hydrogen bonds with the hinge regions of protein kinases and adenosine-utilizing enzymes. The pyrrole nitrogen is available for N-alkylation or protonation under acidic conditions.

Application

Pyrrolo[2,1-f][1,2,4]triazin-4-amine is used as an intermediate in the synthesis of purine analogs and kinase inhibitors. The pyrrolotriazine scaffold is found in clinical kinase inhibitors targeting ALK (anaplastic lymphoma kinase), c-MET, and Aurora kinases. It is also used in the synthesis of adenosine receptor antagonists and antiviral nucleoside analogs. The amino group is frequently further substituted to generate diverse SAR libraries.

What is the recommended storage condition for Pyrrolo[2,1-f][1,2,4]triazin-4-amine?

It should be stored at controlled room temperature in a well-sealed container, protected from moisture and direct light, to maintain its chemical integrity throughout the shelf life.

Is a Certificate of Analysis (COA) available for Pyrrolo[2,1-f][1,2,4]triazin-4-amine?

Yes, a fully verified COA is issued for every batch and can be shared electronically. Additional documentation such as MSDS or impurity profiles may be requested separately.

What functional groups in Pyrrolo[2,1-f][1,2,4]triazin-4-amine are available for further chemical modification?

The specific reactive handles present in this intermediate can be confirmed by reviewing the technical data sheet. Our team can provide structural and reactivity information relevant to your synthetic route.

Can Pyrrolo[2,1-f][1,2,4]triazin-4-amine be provided with custom specifications for synthetic applications?

Custom specifications including adjusted particle size, solvent residue limits, or additional purity testing can be arranged for qualified customers with defined requirements.

Does your company offer custom packaging for Pyrrolo[2,1-f][1,2,4]triazin-4-amine?

Yes, custom pack sizes are available. Specific quantity requirements can be discussed directly with our team to align with your production or research scale.