Cas no 718621-99-9 (5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid)

5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid is a heterocyclic compound featuring a fused pyrazole-oxazine core with a carboxylic acid functional group. This structure imparts versatility in synthetic applications, particularly in medicinal chemistry and drug development, where it serves as a key intermediate or scaffold for bioactive molecules. The presence of both nitrogen and oxygen heteroatoms enhances its potential for hydrogen bonding and coordination, improving binding affinity in target interactions. Its rigid bicyclic framework offers stability, while the carboxylic acid group allows for further derivatization, enabling the synthesis of amides, esters, and other derivatives. This compound is valuable for researchers exploring novel pharmacophores or heterocyclic modifications.
5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid structure
718621-99-9 structure
Product Name:5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid
CAS No:718621-99-9
MF:C7H8N2O3
MW:168.15002155304
MDL:MFCD16171771
CID:558341
PubChem ID:21941386
Update Time:2025-10-29

5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • 6,7-Dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carboxylic acid
    • 5H-Pyrazolo[5,1-b][1,3]oxazine-2-carboxylicacid, 6,7-dihydro-
    • 5H-Pyrazolo[5,1-b][1,3]oxazine-2-carboxylicacid,6,7-dihydro-(9CI)
    • 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid
    • 6,7-DIHYDRO-5H-PYRAZOLO(5,1-B)(1,3)OXAZINE-2-CARBOXYLIC ACID
    • ANW-61979
    • CTK2H6508
    • SureCN1423129
    • VT1282
    • DTXSID40620468
    • MFCD16171771
    • F2147-0897
    • AMY36626
    • NS-01358
    • Z1255498916
    • SCHEMBL1423129
    • CS-0060813
    • AKOS015854246
    • 718621-99-9
    • 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carboxylicacid
    • A9388
    • FT-0682460
    • EN300-103720
    • YFZDKAJETNSREY-UHFFFAOYSA-N
    • A1-00372
    • STL415316
    • DB-074486
    • SY105266
    • MDL: MFCD16171771
    • Inchi: 1S/C7H8N2O3/c10-7(11)5-4-6-9(8-5)2-1-3-12-6/h4H,1-3H2,(H,10,11)
    • InChI Key: YFZDKAJETNSREY-UHFFFAOYSA-N
    • SMILES: O1C2=CC(C(=O)O)=NN2CCC1

Computed Properties

  • Exact Mass: 168.053
  • Monoisotopic Mass: 168.053
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 197
  • 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: 64.4A^2
  • XLogP3: 0.5

5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid Security Information

  • HazardClass:IRRITANT

5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid Pricemore >>

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Additional information on 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid

Introduction to 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid (CAS No. 718621-99-9)

5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid, identified by the Chemical Abstracts Service Number (CAS No.) 718621-99-9, is a heterocyclic compound that has garnered significant attention in the field of medicinal chemistry due to its unique structural and pharmacological properties. This compound belongs to the pyrazolo[3,2-b][1,3]oxazine class, a scaffold that has been increasingly explored for its potential in drug discovery and development. The presence of both pyrazole and oxazine rings in its structure imparts a rich chemical diversity that makes it a promising candidate for various biological applications.

The 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid scaffold exhibits remarkable versatility in terms of chemical modification and functionalization. This flexibility allows researchers to design derivatives with tailored biological activities, making it an attractive platform for the development of novel therapeutic agents. The carboxylic acid moiety at the 2-position of the oxazine ring provides a reactive site for further functionalization, enabling the synthesis of esters, amides, and other pharmacophores that can enhance drug-like properties such as solubility and bioavailability.

Recent advancements in computational chemistry and molecular modeling have facilitated a deeper understanding of the interactions between 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid and biological targets. These studies have highlighted its potential as an inhibitor of various enzymes and receptors involved in critical cellular pathways. For instance, derivatives of this compound have shown promise in inhibiting kinases associated with cancer progression. The ability to modulate these pathways makes 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid a valuable asset in the quest for targeted therapies.

In addition to its kinase inhibition properties, research has also explored the antimicrobial and anti-inflammatory potential of 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid. The structural features of this compound contribute to its ability to disrupt microbial cell membranes and inhibit inflammatory responses. These findings are particularly relevant in the context of rising antibiotic resistance and chronic inflammatory diseases. The compound's dual functionality as both an antimicrobial agent and an anti-inflammatory modulator positions it as a multifaceted therapeutic option.

The synthesis of 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid involves multi-step organic reactions that require precise control over reaction conditions to ensure high yield and purity. Advanced synthetic methodologies have been employed to optimize these processes. For example, transition metal-catalyzed cross-coupling reactions have been utilized to construct the pyrazole and oxazine rings efficiently. These techniques not only improve synthetic efficiency but also allow for greater customization of the final product.

One of the most compelling aspects of 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid is its potential for further derivatization to enhance pharmacological activity. By introducing various substituents at different positions on the scaffold? researchers can fine-tune its biological effects. For instance, modifications at the 5-position of the pyrazole ring can influence binding affinity to target proteins while changes at the 4-position of the oxazine ring can modulate metabolic stability. Such structural diversification is key to developing compounds with improved pharmacokinetic profiles.

The pharmacokinetic properties of 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid derivatives are also subjects of intense investigation。 Studies have demonstrated that certain modifications can enhance oral bioavailability by improving solubility and reducing metabolic degradation。 Additionally, advances in prodrug design have allowed for the development of formulations that release active compounds in a controlled manner, thereby prolonging their therapeutic effect。

Preclinical studies have provided valuable insights into the safety и efficacy profiles c?a các derivatives c?a 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid。 These investigations have revealed that certain analogs exhibit low toxicity при high doses и demonstrate significant therapeutic benefits in animal models of human diseases。 Such findings are crucial steps toward translating laboratory discoveries into clinical applications。

The future direction c?a research on 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid is likely to focus on expanding its therapeutic applications。 Efforts are underway to explore its potential in treating neurological disorders? metabolic diseases? và infectious diseases。 The versatility c?a this scaffold makes it an ideal candidate for developing next-generation therapeutics that address unmet medical needs。

In conclusion, 5H,6H,7H-pyrazolo[3,2-b][1,3]oxazine-2-carboxylic acid (CAS No. 718621-99-9) represents a promising area of investigation in medicinal chemistry。 Its unique structure? synthetic accessibility? và diverse biological activities make it a valuable scaffold for drug discovery。 As research continues to uncover new applications và optimize synthetic methodologies? this compound is poised to play a significant role in future pharmaceutical developments。

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