Pyrrolo[1,2-c]pyrimidine

Base Information

• Chemical Name: Pyrrolo[1,2-c]pyrimidine
• CAS No.: 274-43-1
• Molecular Formula: C₇H₆N₂
• Molecular Weight: 118.138
• DSSTox Substance ID: DTXSID30452876
• Nikkaji Number: J743.303D
• Wikidata: Q82273748

Synonyms:pyrrolo[1,2-c]pyrimidine;274-43-1;8H-pyrrolo[2,1-f]pyrimidine;SCHEMBL64339;DTXSID30452876;MFCD12923857;AKOS015916822;SY295246;EN300-96117;E85680

Chemical Property of Pyrrolo[1,2-c]pyrimidine

Chemical Property:

• PKA: 1.40±0.10(Predicted)
• PSA: 17.30000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 1.33430
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 118.053098200
• Heavy Atom Count: 9
• Complexity: 103

Purity/Quality:

Pyrrolo[1,2-c]pyrimidine 97.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CN2C=NC=CC2=C1

Technology Process of Pyrrolo[1,2-c]pyrimidine

There total 6 articles about Pyrrolo[1,2-c]pyrimidine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 51.0%

3-[(4-methylphenyl)sulfonyl]pyrrolo[1,2-c]pyrimidine (70380-76-6) → pyrrole<1,2-c>pyrimidine (274-43-1)

Guidance literature:

With disodium hydrogenphosphate; sodium amalgam; In tetrahydrofuran; methanol; for 3h; Ambient temperature;

DOI:10.1016/0040-4039(96)00812-X

Reference yield: 38.0%

→ pyrrole<1,2-c>pyrimidine (274-43-1)

Guidance literature:

Reference yield: 30.0%

→ 9-Amin Pyrid + pyrrole<1,2-c>pyrimidine (274-43-1)

Guidance literature:

upstream raw materials:

3-[(4-methylphenyl)sulfonyl]pyrrolo[1,2-c]pyrimidine

2-pyrrole aldehyde

ethyl pyrrolo[1,2-c]pyrimidine-3-carboxylate

pyrrolo[1,2-c]pyrimidine-3-carboxylic acid

Downstream raw materials:

1-pyrrolo[1,2-c]pyrimidine carboxaldehyde

7-pyrrolo[1,2-c]pyrimidinecarboxaldehyde

1-methylpyrrolo[1,2-c]pyrimidine

Refernces

Design, synthesis and biological evaluation of novel condensed pyrrolo[1,2- c]pyrimidines featuring morpholine moiety as PI3Kα inhibitors

10.1016/j.ejmech.2015.05.036

The study presents the design, synthesis, and biological evaluation of novel condensed pyrrolo[1,2-c]pyrimidines featuring a morpholine moiety, which were developed as inhibitors of PI3Kα, a key enzyme in cellular survival and apoptosis pathways, often aberrantly activated in cancer. The chemicals used in the study include a series of synthesized compounds (6a-d, 8a-d, 10a,b, and 12a-e) that serve as potential PI3Kα inhibitors. These compounds were designed based on the pharmacophore model for PI3K p110α inhibitors and were tested for their inhibitory activity and selectivity towards different PI3K isoforms. The purpose of these chemicals is to potentially provide a new avenue for cancer therapy by targeting the PI3K signaling pathway, with the aim of inhibiting uncontrolled cell proliferation and migration associated with tumor formation. The study also involved molecular docking simulations to predict the binding affinity and mode of these compounds within the p110α active site, and their cytotoxic activities were evaluated against specific cancer cell lines.

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