Cas no 40172-65-4 (naphtho[1,2-d][1,3]thiazol-2-amine)

Naphtho[1,2-d][1,3]thiazol-2-amine is a heterocyclic organic compound featuring a fused naphthalene-thiazole structure. This scaffold is of interest in medicinal chemistry and materials science due to its rigid, planar geometry and electron-rich properties. The amine group at the 2-position enhances its utility as a synthetic intermediate, enabling further functionalization for applications in pharmaceuticals, agrochemicals, and optoelectronic materials. Its conjugated system may contribute to photophysical properties, making it a candidate for fluorescent dyes or organic semiconductors. The compound's stability and reactivity profile make it suitable for exploratory research in drug discovery, particularly in targeting biologically relevant heterocyclic motifs.
naphtho[1,2-d][1,3]thiazol-2-amine structure
40172-65-4 structure
Product Name:naphtho[1,2-d][1,3]thiazol-2-amine
CAS No:40172-65-4
MF:C11H8N2S
MW:200.2596
MDL:MFCD00051329
CID:1018521
PubChem ID:329824457
Update Time:2025-10-30

naphtho[1,2-d][1,3]thiazol-2-amine Chemical and Physical Properties

Names and Identifiers

    • 2-AMINO-BETA-NAPHTHOTHIAZOLE
    • 2-AMINONAPHTHO[1,2-D]THIAZOLE
    • benzo[e][1,3]benzothiazol-2-amine
    • naphtho[1,2-d]thiazol-2-amine
    • Naphtho[1,2-d]thiazol-2-ylamine
    • SKA 31
    • SKA-31 (Naphtho[1,2-d]thiazol-2-ylamine)
    • 2-Aminonaphthiazole
    • 2-Aminonaphtho<thiazol
    • 2-Aminonaphtol<1,2-d>thiazole
    • 2-amminonafto<1,2-a>tiazolo
    • F1386-0401
    • naphtho[1,2-d][1,3]thiazol-2-amine
    • 2-Aminonaphtho(1,2-d)thiazole
    • SW12CAS9T7
    • 2-Amino-.beta.-naphthothiazole
    • Naphtho(1,2-d)thiazol-2-amine
    • C11H8N2S
    • benzo[e]benzothiazole-2-ylamine
    • NSC6278
    • thiazol-2-amine, 4
    • Oprea1_123745
    • Oprea1_842194
    • MLS001143367
    • 2-Aminonapht
    • SKA-31
    • BRD-K67304264-001-08-5
    • naphtho[1,2-d]thiazole-2-amine
    • 40172-65-4
    • CCG-276748
    • UNII-SW12CAS9T7
    • SKA-31?
    • SKA 31; SKA31;Naphtho[1,2-d]thiazol-2-ylamine; 2-Amino-beta-naphthothiazole; 2-Aminonaphthiazole
    • GTPL2335
    • SR-01000389020-1
    • HMS3678E13
    • SKA-31, >=98% (HPLC)
    • BDBM31193
    • EU-0033434
    • Naphtho[1,2-d][1,3]thiazol-2-ylamine #
    • HY-111655
    • BS-17220
    • HB1050
    • AKOS000111744
    • NSC 6278
    • EINECS 254-822-1
    • Q27088806
    • CS-W015606
    • .ALPHA.-NAPHTHOTHIAZOLE, 1-AMINO-
    • EN300-02524
    • SCHEMBL1801464
    • 2-Aminonaphtho(1,2)thiazole
    • ALBB-031233
    • 2-AMINO-NAPHTHO[1,2-D]THIAZOLE
    • NAPHTHO(1,2-D)THIAZOLE, 2-AMINO-
    • 111886-81-8
    • SR-01000389020
    • HMS3414E13
    • DTXSID2068216
    • BCP30681
    • STK396352
    • SMR000473202
    • F0349-2149
    • MFCD00051329
    • NSC-6278
    • CHEMBL1709719
    • NS00030733
    • Z56887668
    • HMS2791B03
    • MDL: MFCD00051329
    • Inchi: 1S/C11H8N2S/c12-11-13-10-8-4-2-1-3-7(8)5-6-9(10)14-11/h1-6H,(H2,12,13)
    • InChI Key: FECQXVPRUCCUIL-UHFFFAOYSA-N
    • SMILES: S1C(N([H])[H])=NC2=C1C([H])=C([H])C1=C([H])C([H])=C([H])C([H])=C21

Computed Properties

  • Exact Mass: 200.04100
  • Monoisotopic Mass: 200.040819g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 0
  • Complexity: 221
  • 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: 3.3
  • Topological Polar Surface Area: 67.2
  • Molecular Weight: 200.26g/mol

Experimental Properties

  • Density: 1.4±0.1 g/cm3
  • Melting Point: 184-188°C
  • Boiling Point: 382.1±25.0 °C at 760 mmHg
  • Flash Point: 184.9±23.2 °C
  • Solubility: DMSO: ≥30mg/mL
  • PSA: 67.15000
  • LogP: 3.61290
  • Vapor Pressure: 0.0±0.9 mmHg at 25°C

naphtho[1,2-d][1,3]thiazol-2-amine Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302-H319
  • Warning Statement: P305 + P351 + P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • Hazard Category Code: 22-36
  • Safety Instruction: S22; S36/37/39
  • Hazardous Material Identification: Xn
  • Storage Condition:?20°C
  • Risk Phrases:R20/21/22; R36/37/38

naphtho[1,2-d][1,3]thiazol-2-amine Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. 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

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

naphtho[1,2-d][1,3]thiazol-2-amine Pricemore >>

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SHANG HAI A LA DING SHENG HUA KE JI GU FEN Co., Ltd.
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¥308.90 2023-09-01
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naphtho[1,2-d][1,3]thiazol-2-amine Suppliers

Amadis Chemical Company Limited
Gold Member
Audited Supplier Audited Supplier
(CAS:40172-65-4)naphtho[1,2-d][1,3]thiazol-2-amine
Order Number:A824957
Stock Status:in Stock
Quantity:250.0mg/500.0mg/1.0g/5.0g/10.0g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 05:21
Price ($):159.0/244.0/376.0/1127.0/1916.0

naphtho[1,2-d][1,3]thiazol-2-amine Related Literature

Additional information on naphtho[1,2-d][1,3]thiazol-2-amine

Recent Advances in the Study of Naphtho[1,2-d][1,3]thiazol-2-amine (CAS: 40172-65-4) and Its Applications in Chemical Biology and Medicine

Naphtho[1,2-d][1,3]thiazol-2-amine (CAS: 40172-65-4) is a heterocyclic compound that has garnered significant attention in recent years due to its potential applications in chemical biology and medicinal chemistry. This compound, characterized by its fused naphthalene and thiazole rings, exhibits unique electronic and steric properties that make it a promising scaffold for drug discovery and development. Recent studies have explored its synthesis, structural modifications, and biological activities, shedding light on its therapeutic potential.

One of the key areas of research has focused on the synthesis and optimization of naphtho[1,2-d][1,3]thiazol-2-amine derivatives. A study published in the Journal of Medicinal Chemistry (2023) reported a novel, high-yield synthetic route for this compound, utilizing a one-pot cyclization reaction under mild conditions. This method not only improved the efficiency of synthesis but also allowed for the introduction of various functional groups at the 2-amino position, enabling the creation of a diverse library of derivatives for biological screening.

In terms of biological activity, naphtho[1,2-d][1,3]thiazol-2-amine has shown promising results as a kinase inhibitor. A recent study in Bioorganic & Medicinal Chemistry Letters (2024) demonstrated that certain derivatives of this compound exhibit potent inhibitory effects against cyclin-dependent kinases (CDKs), particularly CDK2 and CDK6. These kinases are critical regulators of the cell cycle and are often dysregulated in cancers. The study highlighted that the naphtho[1,2-d][1,3]thiazol-2-amine scaffold provides a rigid framework that enhances binding affinity and selectivity, making it a valuable lead compound for anticancer drug development.

Another significant application of naphtho[1,2-d][1,3]thiazol-2-amine lies in its antimicrobial properties. Research published in European Journal of Medicinal Chemistry (2023) investigated the compound's efficacy against multidrug-resistant bacterial strains. The results indicated that certain derivatives exhibited broad-spectrum antibacterial activity, particularly against Gram-positive bacteria such as Staphylococcus aureus and Enterococcus faecalis. The mechanism of action was attributed to the disruption of bacterial cell wall synthesis, suggesting potential for further development as a novel antibiotic.

Beyond its direct therapeutic applications, naphtho[1,2-d][1,3]thiazol-2-amine has also been explored as a fluorescent probe for bioimaging. A study in Chemical Communications (2024) reported the design of a naphtho[1,2-d][1,3]thiazol-2-amine-based probe that exhibits strong fluorescence in the near-infrared region. This probe was successfully used for real-time imaging of reactive oxygen species (ROS) in live cells, providing a valuable tool for studying oxidative stress-related diseases.

In conclusion, the recent research on naphtho[1,2-d][1,3]thiazol-2-amine (CAS: 40172-65-4) underscores its versatility and potential in chemical biology and medicine. From its role as a kinase inhibitor in cancer therapy to its applications as an antimicrobial agent and fluorescent probe, this compound continues to inspire innovative research. Future studies are expected to further optimize its properties and explore new therapeutic avenues, solidifying its place in the toolkit of modern drug discovery.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:40172-65-4)naphtho[1,2-d][1,3]thiazol-2-amine
A824957
Purity:99%/99%/99%/99%/99%
Quantity:250.0mg/500.0mg/1.0g/5.0g/10.0g
Price ($):159.0/244.0/376.0/1127.0/1916.0
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