Cas no 1014613-50-3 (2-Cyclopropyl-1H-pyrrolo2,3-bpyridine)

2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine is a heterocyclic compound featuring a fused pyrrolopyridine core with a cyclopropyl substituent. This structure imparts unique electronic and steric properties, making it a valuable intermediate in pharmaceutical and agrochemical research. The cyclopropyl group enhances metabolic stability and influences binding affinity in bioactive molecules, while the pyrrolopyridine scaffold offers versatility in medicinal chemistry applications. Its rigid framework is advantageous for designing kinase inhibitors and other targeted therapeutics. The compound’s synthetic accessibility and functionalization potential further contribute to its utility in drug discovery. High purity and well-characterized synthesis routes ensure reproducibility for research and development purposes.
2-Cyclopropyl-1H-pyrrolo2,3-bpyridine structure
1014613-50-3 structure
Product Name:2-Cyclopropyl-1H-pyrrolo2,3-bpyridine
CAS No:1014613-50-3
MF:C10H10N2
MW:158.199801921844
MDL:MFCD13191646
CID:1096313
PubChem ID:49759099
Update Time:2025-10-28

2-Cyclopropyl-1H-pyrrolo2,3-bpyridine Chemical and Physical Properties

Names and Identifiers

    • 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine
    • 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine, AldrichCPR
    • SCHEMBL1431264
    • MFCD13191646
    • 2-cyclopropyl-7-azaindole
    • DA-26317
    • CS-0107112
    • AKOS023833400
    • CCG-211216
    • 1014613-50-3
    • IOCSCGNRPAICJD-UHFFFAOYSA-N
    • DTXSID30678019
    • 2-Cyclopropyl-1H-pyrrolo2,3-bpyridine
    • MDL: MFCD13191646
    • Inchi: 1S/C10H10N2/c1-2-8-6-9(7-3-4-7)12-10(8)11-5-1/h1-2,5-7H,3-4H2,(H,11,12)
    • InChI Key: IOCSCGNRPAICJD-UHFFFAOYSA-N
    • SMILES: N1C2C(=CC=CN=2)C=C1C1CC1

Computed Properties

  • Exact Mass: 158.084398327g/mol
  • Monoisotopic Mass: 158.084398327g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 177
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 1.9
  • Topological Polar Surface Area: 28.7?2

Experimental Properties

  • Density: 1.3±0.1 g/cm3
  • Melting Point: NA
  • Boiling Point: 341.3±22.0 °C at 760 mmHg
  • Flash Point: 154.9±13.6 °C
  • Vapor Pressure: 0.0±0.7 mmHg at 25°C

2-Cyclopropyl-1H-pyrrolo2,3-bpyridine Security Information

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Additional information on 2-Cyclopropyl-1H-pyrrolo2,3-bpyridine

Introduction to 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine (CAS No. 1014613-50-3)

2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine, a compound with the CAS number 1014613-50-3, is a heterocyclic compound that has garnered significant attention in recent years due to its unique chemical structure and potential applications in medicinal chemistry. This compound belongs to the class of pyrrolopyridines, which are known for their diverse biological activities and pharmacological properties. The cyclopropyl substituent on the pyrrolopyridine ring adds an additional layer of complexity and reactivity, making it a valuable scaffold for the development of novel therapeutic agents.

The chemical structure of 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine consists of a pyrrole ring fused to a pyridine ring, with a cyclopropyl group attached at the 2-position. This arrangement provides a rigid and planar structure, which is crucial for its interactions with biological targets. The cyclopropyl group, being a small and highly strained ring, can influence the conformational flexibility and electronic properties of the molecule, thereby modulating its biological activity.

In the field of medicinal chemistry, 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine has been extensively studied for its potential as a lead compound in drug discovery. Recent research has highlighted its ability to act as a potent inhibitor of various enzymes and receptors involved in disease pathways. For instance, studies have shown that derivatives of this compound can effectively inhibit kinases, which are key enzymes in signal transduction pathways and are often dysregulated in cancer and other diseases.

One notable application of 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine is in the development of anti-inflammatory agents. Inflammation is a complex biological response that plays a critical role in various diseases, including arthritis, asthma, and inflammatory bowel disease. Research has demonstrated that certain derivatives of this compound can selectively inhibit pro-inflammatory cytokines and enzymes, thereby reducing inflammation without causing significant side effects.

Beyond its therapeutic potential, 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine has also been explored for its use in chemical biology and drug discovery tools. Its unique structure makes it an excellent scaffold for high-throughput screening (HTS) campaigns, where it can be used to identify novel bioactive compounds. Additionally, the compound's synthetic accessibility allows for the rapid generation of diverse analogs, facilitating structure-activity relationship (SAR) studies.

The synthesis of 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine has been optimized through various synthetic routes. One common approach involves the condensation of cyclopropylamine with an appropriate pyridine derivative followed by cyclization under acidic conditions. This method provides good yields and allows for easy modification of the substituents on the pyrrole and pyridine rings. Recent advancements in synthetic chemistry have also led to more efficient and environmentally friendly methods for producing this compound on a larger scale.

In terms of safety and handling, 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine is generally considered safe when proper precautions are taken. However, as with any chemical compound, it is important to follow standard laboratory safety protocols to ensure safe handling and storage. This includes wearing appropriate personal protective equipment (PPE) such as gloves and goggles, working in a well-ventilated area or fume hood, and properly disposing of any waste materials.

The future prospects for 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine are promising. Ongoing research continues to uncover new applications and derivatives with enhanced biological activity. As our understanding of this compound's properties deepens, it is likely that we will see more innovative uses in both medicinal chemistry and chemical biology. The versatility and potential of 2-Cyclopropyl-1H-pyrrolo[2,3-b]pyridine make it an exciting area of study for researchers and pharmaceutical companies alike.

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