Cas no 21331-43-1 (4-(naphthalen-2-yl)-1,3-thiazol-2-amine)

4-(Naphthalen-2-yl)-1,3-thiazol-2-amine is a heterocyclic organic compound featuring a naphthalene moiety fused to a 2-aminothiazole core. This structure imparts unique electronic and steric properties, making it valuable in pharmaceutical and materials research. The conjugated system enhances its potential as a fluorescent probe or building block for optoelectronic applications. Its amine functionality allows for further derivatization, enabling the synthesis of diverse bioactive molecules, particularly in medicinal chemistry for targeting kinase inhibitors or antimicrobial agents. The compound's rigid aromatic framework contributes to stability and π-stacking interactions, useful in supramolecular chemistry. High purity grades are available for research applications requiring precise molecular control.
4-(naphthalen-2-yl)-1,3-thiazol-2-amine structure
21331-43-1 structure
Product Name:4-(naphthalen-2-yl)-1,3-thiazol-2-amine
CAS No:21331-43-1
MF:C13H10N2S
MW:226.296901226044
MDL:MFCD00046452
CID:88261
PubChem ID:673702
Update Time:2025-06-15

4-(naphthalen-2-yl)-1,3-thiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 4-(Naphthalen-2-yl)thiazol-2-amine
    • 4-(2-Naphthyl)-2-thiazolamine
    • 2-Amino-4-(2-naphthyl)thiazole
    • 4-naphthalen-2-yl-1,3-thiazol-2-amine
    • 4-Naphthalen-2-yl-thiazol-2-ylamine
    • 4-(naphthalen-2-yl)-1,3-thiazol-2-amine
    • CS-0073220
    • SR-01000407647
    • [4-(2-naphthyl)thiazol-2-yl]amine
    • NS00002104
    • MFCD00046452
    • 4-Naphthalen-2-yl-thiazol-2-yl-amine
    • DTXSID70350105
    • HMS2739F20
    • SCHEMBL3134144
    • cid_673702
    • BB 0218610
    • MLS000688336
    • F0012-0104
    • SMR000283757
    • 2-amino-4-(naphthalin-2-yl)-thiazole
    • 4-naphthalen-2-yl-1, 3-thiazol-2-amine
    • 4-(2-naphthyl)-1,3-thiazol-2-amine
    • EN300-02220
    • AB00093602-01
    • 4-(2-naphthyl)-1,3-thiazol-2-amine hydrobromide
    • L022339
    • 21331-43-1
    • BDBM49900
    • CHEMBL1372017
    • HKP0296
    • AKOS000111203
    • EC 606-740-6
    • MS-11011
    • 4-(2-naphthalenyl)-2-thiazolamine
    • CCG-331
    • A815277
    • Z48847680
    • D73866
    • 2-Thiazolamine,4-(2-naphthalenyl)-
    • FT-0611072
    • SR-01000407647-1
    • BBL008136
    • ALBB-000395
    • 4-(2-Naphthyl)thiazol-2-amine
    • STK050877
    • DB-045551
    • MDL: MFCD00046452
    • Inchi: 1S/C13H10N2S/c14-13-15-12(8-16-13)11-6-5-9-3-1-2-4-10(9)7-11/h1-8H,(H2,14,15)
    • InChI Key: GWDNDNTTXIIXRS-UHFFFAOYSA-N
    • SMILES: S1C(N)=NC(=C1)C1=CC=C2C=CC=CC2=C1
    • BRN: 173533

Computed Properties

  • Exact Mass: 226.05600
  • Monoisotopic Mass: 226.056
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 1
  • Complexity: 246
  • 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: 67.2A^2
  • XLogP3: 3.5

Experimental Properties

  • Color/Form: No data avaiable
  • Density: 1.3±0.1 g/cm3
  • Melting Point: 153-155°C
  • Boiling Point: 443.9±14.0 °C at 760 mmHg
  • Flash Point: 222.3±20.1 °C
  • Refractive Index: 1.73
  • PSA: 67.15000
  • LogP: 4.12670
  • Vapor Pressure: 0.0±1.1 mmHg at 25°C

4-(naphthalen-2-yl)-1,3-thiazol-2-amine Security Information

  • Signal Word:warning
  • Hazard Statement: H303+H313+H333
  • Warning Statement: P264+P280+P305+P351+P338+P337+P313
  • Hazard Category Code: 36/37/38
  • Safety Instruction: S22-S24/25
  • Hazardous Material Identification: Xi
  • Safety Term:S22;S24/25
  • Risk Phrases:R36/37/38
  • HazardClass:IRRITANT
  • Storage Condition:storage at -4℃ (1-2weeks), longer storage period at -20℃ (1-2years)

4-(naphthalen-2-yl)-1,3-thiazol-2-amine 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%

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4-(naphthalen-2-yl)-1,3-thiazol-2-amine Production Method

4-(naphthalen-2-yl)-1,3-thiazol-2-amine Related Literature

Additional information on 4-(naphthalen-2-yl)-1,3-thiazol-2-amine

Introduction to 4-(naphthalen-2-yl)-1,3-thiazol-2-amine (CAS No. 21331-43-1) in Modern Chemical Biology and Medicinal Chemistry

4-(naphthalen-2-yl)-1,3-thiazol-2-amine, identified by the Chemical Abstracts Service Number (CAS No.) 21331-43-1, is a heterocyclic organic compound that has garnered significant attention in the fields of chemical biology and medicinal chemistry due to its unique structural properties and potential biological activities. This compound belongs to the thiazole family, a class of molecules known for their broad spectrum of pharmacological applications. The presence of a naphthalene moiety in its structure enhances its interactability with biological targets, making it a valuable scaffold for drug discovery and development.

The molecular structure of 4-(naphthalen-2-yl)-1,3-thiazol-2-amine consists of a thiazole ring fused with a naphthalene derivative, creating a system with rich electronic and steric properties. The thiazole ring itself is characterized by its sulfur and nitrogen atoms, which contribute to its ability to form hydrogen bonds and coordinate with metal ions, features that are often exploited in medicinal chemistry for designing bioactive molecules. The naphthalenyl group, on the other hand, provides hydrophobicity and can participate in π-stacking interactions, which are crucial for binding to protein targets.

In recent years, there has been a surge in research focusing on the development of novel therapeutic agents derived from heterocyclic compounds. 4-(naphthalen-2-yl)-1,3-thiazol-2-amine has emerged as a promising candidate due to its potential to modulate various biological pathways. Studies have demonstrated its efficacy in inhibiting certain enzymes and receptors that are implicated in inflammatory diseases, cancer, and neurological disorders. The compound's ability to interact with these targets suggests that it could serve as a lead molecule for the development of new drugs.

One of the most compelling aspects of 4-(naphthalen-2-yl)-1,3-thiazol-2-amine is its versatility in chemical modification. The presence of both the thiazole and naphthalene rings provides multiple sites for functionalization, allowing chemists to tailor the molecule's properties for specific applications. This flexibility has enabled researchers to design derivatives with enhanced potency, selectivity, and pharmacokinetic profiles. For instance, modifications at the amine group can influence solubility and metabolic stability, while alterations at the naphthalene ring can fine-tune binding interactions with biological targets.

The synthesis of 4-(naphthalen-2-yl)-1,3-thiazol-2-amine involves multi-step organic reactions that require precise control over reaction conditions. Common synthetic routes include condensation reactions between appropriate precursors followed by functional group transformations. Advances in synthetic methodologies have made it possible to produce this compound in high yields with high purity, facilitating its use in both academic research and industrial applications. The availability of reliable synthetic protocols has also spurred interest in exploring its derivatives as potential drug candidates.

Recent computational studies have shed light on the molecular interactions between 4-(naphthalen-2-yl)-1,3-thiazol-2-amine and biological targets. Molecular docking simulations have revealed that this compound can bind effectively to several enzymes and receptors involved in disease pathways. For example, it has been shown to inhibit cyclin-dependent kinases (CDKs), which are critical regulators of cell cycle progression and are often overexpressed in cancer cells. Additionally, it exhibits binding affinity for certain transcription factors implicated in inflammation and immune responses.

The pharmacological potential of 4-(naphthalen-2-yl)-1,3-thiazol-2-amine has been further explored through preclinical studies. In vitro assays have demonstrated its ability to modulate enzyme activity and cellular signaling pathways relevant to various diseases. These findings have encouraged researchers to investigate its effects in animal models, where it has shown promise in reducing inflammation and inhibiting tumor growth. The compound's favorable safety profile observed in preliminary toxicology studies adds to its attractiveness as a candidate for further development.

One area where 4-(naphthalen-2-yl)-1,3-thiazol-2-amine shows particular promise is in the treatment of neurological disorders. Research indicates that this compound can interact with neurotransmitter receptors and ion channels, potentially offering therapeutic benefits for conditions such as epilepsy and Alzheimer's disease. The ability of the naphthalene moiety to engage in π-stacking interactions with aromatic residues in proteins may be particularly important for achieving effective binding at these targets. Further investigation into its mechanisms of action could unlock new treatment strategies for neurological conditions.

The development of novel pharmaceuticals relies heavily on innovative approaches to drug design and synthesis. 4-(naphthalen-2-yl)-1,3-thiazol-2-am ine exemplifies how structurally complex molecules can be harnessed for therapeutic purposes by leveraging their unique chemical properties. Its combination of hydrophobicity provided by the naphthalene ring and hydrogen bonding capabilities from the thiazole ring makes it an ideal candidate for designing molecules that can effectively interact with biological targets.

As research continues to uncover new biological functions and therapeutic opportunities for 4-(naphthalen - 2 - yl) - 1 , 3 - th i az ol - 2 - am ine, it is likely that this compound will play an increasingly important role in drug discovery efforts. Its synthetic accessibility and potential for structural diversification make it a valuable scaffold for developing next-generation therapeutics across multiple disease areas. By continuing to explore its pharmacological profile and exploring new synthetic strategies, scientists may uncover even more innovative applications for this remarkable molecule.

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