Cas no 129865-52-7 (2-Piperidino-1,3-thiazole-5-carbaldehyde)

2-Piperidino-1,3-thiazole-5-carbaldehyde structure
129865-52-7 structure
Product Name:2-Piperidino-1,3-thiazole-5-carbaldehyde
CAS No:129865-52-7
MF:C9H12N2OS
MW:196.269380569458
MDL:MFCD01568826
CID:91662
PubChem ID:1479774
Update Time:2025-05-18

2-Piperidino-1,3-thiazole-5-carbaldehyde Chemical and Physical Properties

Names and Identifiers

    • 2-(Piperidin-1-yl)thiazole-5-carbaldehyde
    • 2-PIPERIDINOTHIAZOLE-5-CARBOXALDEHYDE
    • 2-PIPERIDINO-1,3-THIAZOLE-5-CARBALDEHYDE
    • 2-Piperidin-1-yl-1,3-thiazole-5-carboxaldehyde
    • 2-(1-Piperidinyl)thiazole-5-carboxaldehyde
    • 2-piperidin-1-yl-1,3-thiazole-5-carbaldehyde
    • 2-(Piperidin-1-Yl)-1,3-Thiazole-5-Carbaldehyde
    • 2-(piperidin-1-yl)thiazol-2-carbaldehyde
    • 2,6-DICHLORO-4-[5-(5-CHLORO-1-METHYL-1H-PYRAZOL-4-YL)-1,2,4-OXADIAZOL-3-YL]ANILINE
    • 2-PIPERIDIN-1-YL-THIAZOLE-5-CARBALDEHYDE
    • 2-piperidyl-1,3-thiazole-5-carbaldehyde
    • piperidinothiazolecarbaldehyde
    • 2-Piperidin-1-yl-1,3-thiazole-5-carboxaldehyde97%
    • 2-Piperidin-1-yl-1,3-thiazole-5-carboxaldehyde 97%
    • AKOS000302403
    • 10N-105
    • SMR000335193
    • BB 0219829
    • cid_1479774
    • SCHEMBL12515889
    • 5-Thiazolecarboxaldehyde, 2-(1-piperidinyl)-
    • BDBM51197
    • DTXSID50363172
    • FT-0724086
    • SB42201
    • J-506546
    • 2-Piperidinothiazole-5-carboxaldehyde, AldrichCPR
    • MFCD01568826
    • CS-0315201
    • CHEMBL1577463
    • 2-piperidinothiazole-5-carbaldehyde
    • MLS000721730
    • 2-(1-piperidinyl)-5-thiazolecarboxaldehyde
    • HMS2689N10
    • 129865-52-7
    • A853670
    • DB-062716
    • 2-Piperidino-1,3-thiazole-5-carbaldehyde
    • MDL: MFCD01568826
    • Inchi: 1S/C9H12N2OS/c12-7-8-6-10-9(13-8)11-4-2-1-3-5-11/h6-7H,1-5H2
    • InChI Key: NWOAHSDBLWFXAG-UHFFFAOYSA-N
    • SMILES: S1C(C=O)=CN=C1N1CCCCC1

Computed Properties

  • Exact Mass: 196.06700
  • Monoisotopic Mass: 196.067034
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 183
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: 2.1
  • Topological Polar Surface Area: 61.4

Experimental Properties

  • Color/Form: Brown powder
  • Density: 1.257
  • Melting Point: 48.5-49.5°C
  • Boiling Point: 342°Cat760mmHg
  • Flash Point: 160.6°C
  • Refractive Index: 1.612
  • PSA: 61.44000
  • LogP: 2.01090
  • Solubility: Not determined

2-Piperidino-1,3-thiazole-5-carbaldehyde Security Information

  • Hazard Category Code: 22
  • Hazardous Material Identification: Xi
  • HazardClass:IRRITANT

2-Piperidino-1,3-thiazole-5-carbaldehyde Customs Data

  • HS CODE:2934100090
  • Customs Data:

    China Customs Code:

    2934100090

    Overview:

    2934100090. Compounds that structurally contain a non fused thiazole ring(Whether hydrogenated or not). VAT:17.0%. Tax refund rate:9.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934100090 other compounds containing an unfused thiazole ring (whether or not hydrogenated) in the structure VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

2-Piperidino-1,3-thiazole-5-carbaldehyde Pricemore >>

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2-Piperidino-1,3-thiazole-5-carbaldehyde Production Method

2-Piperidino-1,3-thiazole-5-carbaldehyde Related Literature

Additional information on 2-Piperidino-1,3-thiazole-5-carbaldehyde

Introduction to 2-Piperidino-1,3-thiazole-5-carbaldehyde (CAS No. 129865-52-7) and Its Significance in Modern Chemical Biology

2-Piperidino-1,3-thiazole-5-carbaldehyde, identified by the chemical abstracts service number CAS No. 129865-52-7, is a heterocyclic compound that has garnered significant attention in the field of chemical biology due to its unique structural properties and potential applications in drug discovery and medicinal chemistry. This compound belongs to the thiazole-piperidine class, a scaffold that has been extensively studied for its pharmacological activity. The presence of both thiazole and piperidine rings in its molecular structure imparts distinct electronic and steric characteristics, making it a versatile intermediate for synthesizing bioactive molecules.

The thiazole moiety is a sulfur-containing heterocycle that is widely recognized for its role in numerous biologically active compounds, including antibiotics, antifungals, and anti-inflammatory agents. Its stability and reactivity make it an ideal component for designing molecules with specific biological targets. On the other hand, the piperidine ring contributes to the compound's solubility and metabolic stability, which are crucial factors in drug development. The combination of these two rings in 2-Piperidino-1,3-thiazole-5-carbaldehyde creates a framework that can be modified to enhance binding affinity and selectivity towards therapeutic targets.

Recent advancements in computational chemistry and molecular modeling have enabled researchers to explore the structural and functional properties of 2-Piperidino-1,3-thiazole-5-carbaldehyde with greater precision. These studies have highlighted its potential as a scaffold for developing small-molecule inhibitors targeting various enzymes and receptors involved in metabolic diseases, cancer, and inflammatory disorders. For instance, computational studies have suggested that derivatives of this compound may interact with enzymes such as kinases and proteases by occupying specific binding pockets characterized by hydrophobic and polar interactions.

In the realm of medicinal chemistry, the aldehyde functional group at the 5-position of the thiazole ring in 2-Piperidino-1,3-thiazole-5-carbaldehyde serves as a versatile handle for further derivatization. This allows chemists to introduce diverse substituents through condensation reactions, forming Schiff bases or other heterocyclic structures that may exhibit enhanced biological activity. The synthesis of such derivatives has been reported in several recent publications, demonstrating their potential utility in treating neurological disorders, cardiovascular diseases, and infectious diseases.

One particularly intriguing application of 2-Piperidino-1,3-thiazole-5-carbaldehyde is in the development of antimicrobial agents. The thiazole-piperidine scaffold has shown promise in overcoming bacterial resistance mechanisms by targeting essential bacterial enzymes or metabolic pathways. For example, studies have indicated that certain derivatives of this compound can inhibit bacterial DNA gyrase and topoisomerase IV, which are critical for bacterial replication. This has opened up new avenues for combating multidrug-resistant bacteria, a growing concern in global healthcare.

The compound's potential extends beyond antimicrobial applications. Researchers have also explored its use in developing anticancer agents. The unique electronic properties of the thiazole-piperidine system allow it to interact with biological targets such as tyrosine kinases and cyclin-dependent kinases (CDKs), which are often overexpressed in cancer cells. Preclinical studies have demonstrated that certain analogs of 2-Piperidino-1,3-thiazole-5-carbaldehyde can induce apoptosis in cancer cell lines while sparing healthy cells. This selective toxicity makes it an attractive candidate for further development into novel chemotherapeutic agents.

Another area where 2-Piperidino-1,3-thiazole-5-carbaldehyde has shown promise is in the treatment of neurological disorders. The piperidine ring is known to enhance blood-brain barrier penetration, making it an ideal scaffold for developing central nervous system (CNS) drugs. Recent research has focused on derivatives of this compound that exhibit neuroprotective effects by inhibiting oxidative stress and neuroinflammation. These findings suggest that 2-Piperidino-1,3-thiazole-5-carbaldehyde could be a valuable starting point for designing treatments for neurodegenerative diseases such as Alzheimer's and Parkinson's.

The synthesis of 2-Piperidino-1,3-thiazole-5-carbaldehyde involves multi-step organic reactions that require careful optimization to ensure high yield and purity. Common synthetic routes include condensation reactions between piperidine derivatives with appropriate thiazole precursors followed by formylation at the 5-position of the thiazole ring. Advances in synthetic methodologies have enabled researchers to access complex derivatives of this compound more efficiently than ever before. For instance, transition-metal-catalyzed cross-coupling reactions have been employed to introduce diverse substituents at strategic positions within the molecule.

The pharmacokinetic properties of 2-Piperidino-1,3-thiazole-5-carbaldehyde and its derivatives are also subjects of intense study. Understanding how these compounds are absorbed, distributed, metabolized, and excreted (ADME) is crucial for optimizing their therapeutic efficacy and safety profiles. Preclinical pharmacokinetic studies have provided valuable insights into the metabolic pathways involved in the degradation of this compound and its analogs. These studies have informed the design of more stable derivatives with improved bioavailability.

In conclusion,2-Piperidino-1,3-thiazole-5-carbaldehyde (CAS No. 129865-52-7) represents a promising scaffold for developing novel therapeutic agents across multiple disease areas. Its unique structural features combined with recent advancements in synthetic chemistry and computational biology make it an attractive candidate for further exploration by pharmaceutical researchers worldwide.

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