Cas no 136818-50-3 (1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid)

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid is a heterocyclic carboxylic acid featuring a fused pyrrolopyridine scaffold, which serves as a versatile building block in medicinal chemistry and drug discovery. Its unique structure combines the characteristics of both pyrrole and pyridine rings, enabling diverse reactivity and functionalization potential. This compound is particularly valuable as a precursor for synthesizing pharmacologically active molecules, including kinase inhibitors and other biologically relevant heterocycles. The carboxylic acid moiety allows for further derivatization through amidation, esterification, or other coupling reactions, enhancing its utility in structure-activity relationship studies. Its rigid bicyclic framework contributes to improved binding affinity and selectivity in target interactions. The compound exhibits good stability under standard conditions, facilitating handling and storage in synthetic applications.
1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid structure
136818-50-3 structure
Product Name:1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid
CAS No:136818-50-3
MF:C8H6N2O2
MW:162.145441532135
MDL:MFCD06659752
CID:64445
PubChem ID:7144623
Update Time:2025-07-02

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid
    • 7-AZAINDOLE-2-CARBOXYLIC ACID
    • 1H-Pyrrolo[2,3-b]pyridine-2-carboxylicacid
    • PubChem20647
    • KSC169G6R
    • 7-azaindole-2-carboxylic ...
    • DXMRZBGFYBCTLR-UHFFFAOYSA-N
    • KUC107422N
    • BCP23451
    • WT1452
    • TRA0042322
    • HP13116
    • 2-Carboxy-1H-pyrrolo[2,3-b]pyridine
    • RP09279
    • PB29393
    • CS-D0705
    • W-205487
    • A807145
    • FS-2893
    • MFCD06659752
    • KSC-20-092
    • SCHEMBL296469
    • AKOS000149948
    • BB 0220676
    • Z234897681
    • FT-0646907
    • AM20070254
    • DTXSID80428006
    • EN300-33541
    • F0001-0466
    • AR-527/43461189
    • 136818-50-3
    • 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic acid, AldrichCPR
    • AC-4416
    • SY004412
    • 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid
    • MDL: MFCD06659752
    • Inchi: 1S/C8H6N2O2/c11-8(12)6-4-5-2-1-3-9-7(5)10-6/h1-4H,(H,9,10)(H,11,12)
    • InChI Key: DXMRZBGFYBCTLR-UHFFFAOYSA-N
    • SMILES: OC(C1=CC2=CC=CN=C2N1)=O

Computed Properties

  • Exact Mass: 162.04300
  • Monoisotopic Mass: 162.042927438g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 196
  • 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
  • Topological Polar Surface Area: 66
  • XLogP3: 1.2

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Density: 1.507
  • Boiling Point: 446.8℃ at 760 mmHg
  • Flash Point: 224.03 °C
  • Refractive Index: 1.743
  • PSA: 65.98000
  • LogP: 1.26110

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid Security Information

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid Production Method

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid Related Literature

Additional information on 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid

Professional Introduction to 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid (CAS No. 136818-50-3) and Its Emerging Applications in Chemical Biology

1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid, identified by the chemical identifier CAS No. 136818-50-3, is a heterocyclic compound that has garnered significant attention in the field of chemical biology and pharmaceutical research due to its unique structural framework and versatile biological activities. This bicyclic scaffold, consisting of a pyrrole ring fused with a pyridine ring, exhibits remarkable potential as a pharmacophore in the development of novel therapeutic agents. The carboxylic acid functional group at the 2-position further enhances its reactivity, making it a valuable intermediate in synthetic chemistry and drug design.

The 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid scaffold is not only structurally intriguing but also biologically relevant. Its fused heterocyclic system mimics several natural products and bioactive molecules, which has led to extensive exploration of its pharmacological properties. Recent studies have highlighted its role in modulating various biological pathways, including enzyme inhibition and receptor binding. The compound’s ability to interact with biological targets makes it a promising candidate for further investigation in medicinal chemistry.

In the realm of drug discovery, 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid has been utilized as a key building block in the synthesis of more complex molecules. Its structural features allow for modifications at multiple positions, enabling the creation of derivatives with enhanced potency and selectivity. For instance, researchers have explored its use in developing small-molecule inhibitors targeting kinases and other enzymes implicated in diseases such as cancer and inflammation. The carboxylic acid moiety at the 2-position provides a handle for further functionalization, facilitating the attachment of pharmacophoric groups or linking to other therapeutic moieties.

Recent advancements in computational chemistry have accelerated the discovery of novel derivatives of 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid. Machine learning models have been employed to predict binding affinities and optimize molecular structures, streamlining the drug development process. These computational approaches have identified promising analogs with improved pharmacokinetic profiles and reduced toxicity, underscoring the compound’s potential as a lead molecule.

The biological activity of 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid has been particularly studied for its effects on neurological disorders. Preclinical investigations suggest that this compound may modulate neurotransmitter systems involved in conditions such as depression and epilepsy. The ability of the scaffold to cross the blood-brain barrier has opened new avenues for treating central nervous system (CNS) disorders. Additionally, its interaction with ion channels and receptors has been explored for potential applications in managing pain and neurodegenerative diseases.

Another area of interest is the antimicrobial properties of 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid. Emerging evidence indicates that derivatives of this compound exhibit activity against resistant bacterial strains, offering hope for addressing antibiotic resistance crises. The unique structural features of the scaffold allow it to disrupt bacterial cell wall synthesis or interfere with essential metabolic pathways. This has spurred interest in developing novel antibiotics based on this heterocyclic system.

The synthetic methodologies for preparing 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid have also seen significant advancements. Modern synthetic routes leverage transition metal catalysis and asymmetric reactions to achieve high yields and enantioselectivity. These techniques have enabled the efficient production of enantiomerically pure forms of the compound, which is crucial for pharmaceutical applications where stereochemistry plays a critical role.

In conclusion, 1H-Pyrrolo[2,3-b]pyridine-2-carboxylic Acid (CAS No. 136818-50-3) represents a structurally fascinating and biologically active molecule with broad applications in chemical biology and drug discovery. Its unique heterocyclic framework combined with functional group versatility makes it an invaluable tool for medicinal chemists seeking to develop novel therapeutics. As research continues to uncover new biological activities and synthetic strategies, this compound is poised to play an increasingly important role in addressing global health challenges.

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