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2-AMINO-4-(2-NAPHTHYL)THIAZOLE is a chemical compound characterized by the molecular formula C11H9N3S. It is a thiazole derivative featuring a 2-aminophenyl and a 2-naphthyl group attached to the thiazole ring. This unique structure endows it with potential pharmacological properties, making it a valuable asset in organic synthesis and pharmaceutical research.

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  • 21331-43-1 Structure
  • Basic information

    1. Product Name: 2-AMINO-4-(2-NAPHTHYL)THIAZOLE
    2. Synonyms: IFLAB-BB F1386-0377;2-AMINO-4-(2-NAPHTHYL)THIAZOLE;4-(2-NAPHTHYL)-1,3-THIAZOL-2-AMINE;4-(2-NAPHTHYL)-1,3-THIAZOL-2-YLAMINE;4-(NAPHTHALEN-2-YL)THIAZOL-2-AMINE;4-NAPHTHALEN-2-YL-THIAZOL-2-YLAMINE;AKOS BBS-00000618;TIMTEC-BB SBB000670
    3. CAS NO:21331-43-1
    4. Molecular Formula: C13H10N2S
    5. Molecular Weight: 226.3
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 21331-43-1.mol
  • Chemical Properties

    1. Melting Point: 153-155°C
    2. Boiling Point: 443.9 °C at 760 mmHg
    3. Flash Point: 222.3 °C
    4. Appearance: /
    5. Density: 1.301 g/cm3
    6. Vapor Pressure: 4.46E-08mmHg at 25°C
    7. Refractive Index: 1.73
    8. Storage Temp.: N/A
    9. Solubility: N/A
    10. PKA: 4.58±0.10(Predicted)
    11. BRN: 173533
    12. CAS DataBase Reference: 2-AMINO-4-(2-NAPHTHYL)THIAZOLE(CAS DataBase Reference)
    13. NIST Chemistry Reference: 2-AMINO-4-(2-NAPHTHYL)THIAZOLE(21331-43-1)
    14. EPA Substance Registry System: 2-AMINO-4-(2-NAPHTHYL)THIAZOLE(21331-43-1)
  • Safety Data

    1. Hazard Codes: Xi
    2. Statements: 36/37/38
    3. Safety Statements: 26-36/37/39
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: IRRITANT
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 21331-43-1(Hazardous Substances Data)

21331-43-1 Usage

Uses

Used in Pharmaceutical Research:
2-AMINO-4-(2-NAPHTHYL)THIAZOLE is utilized as a key intermediate in the synthesis of various therapeutic agents due to its unique chemical structure and reactivity. It serves as a building block for the development of drugs with antiviral, antibacterial, and antifungal properties.
Used in Organic Synthesis:
In the field of organic synthesis, 2-AMINO-4-(2-NAPHTHYL)THIAZOLE is employed as a versatile reactant for the creation of more complex organic compounds. Its chemical properties allow for a wide range of reactions, contributing to the advancement of organic chemistry and the discovery of novel compounds with diverse applications.

Check Digit Verification of cas no

The CAS Registry Mumber 21331-43-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,1,3,3 and 1 respectively; the second part has 2 digits, 4 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 21331-43:
(7*2)+(6*1)+(5*3)+(4*3)+(3*1)+(2*4)+(1*3)=61
61 % 10 = 1
So 21331-43-1 is a valid CAS Registry Number.
InChI:InChI=1/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)

21331-43-1 Well-known Company Product Price

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  • Alfa Aesar

  • (B23223)  2-Amino-4-(2-naphthyl)thiazole, 98%   

  • 21331-43-1

  • 1g

  • 402.0CNY

  • Detail
  • Alfa Aesar

  • (B23223)  2-Amino-4-(2-naphthyl)thiazole, 98%   

  • 21331-43-1

  • 5g

  • 1500.0CNY

  • Detail

21331-43-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name 4-naphthalen-2-yl-1,3-thiazol-2-amine

1.2 Other means of identification

Product number -
Other names 4-Naphthalen-2-yl-thiazol-2-ylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:21331-43-1 SDS

21331-43-1Relevant articles and documents

Anticancer and antimicrobial activities of new thiazolyl-urea derivatives: gene expression, DNA damage, DNA fragmentation and SAR studies

Sroor, Farid M.,Othman, Abdelmageed M.,Aboelenin, Mohamad M.,Mahrous, Karima F.

, p. 400 - 415 (2022/01/31)

The drug resistance became the major challenge in the antimicrobial and anticancer drugs therapy. Therefore, there is an urgent need to looking for new types of antimicrobial and anticancer agents. Herein we reported the synthesis and biological evaluatio

Synthesis of 2-aminothiazoles via rhodium-catalyzed carbenoid insertion/annulation of sulfoxonium ylides with thioureas

Chen, Yuncan,Lv, Shan,Lai, Ruizhi,Xu, Yingying,Huang, Xin,Li, Jianglian,Lv, Guanghui,Wu, Yong

, p. 2555 - 2558 (2021/03/17)

Sulfoxonium ylides as carbene precursors couple smoothly with thioureas in the presence of 5 mol% of rhodium(II) acetate dimmer via carbenoid insertion to afford the corresponding 2-aminothiazoles with high chemoselectivity, providing a facile and efficient approach to access a variety of 2-aminothiazole derivatives with good functional groups tolerance.

Solid state thiazole-based fluorophores: Promising materials for white organic light emitting devices

Chellappa Subramanyam, Dwaraka Viswanath,Divi, Haranath,Godugu, Kumar,Gundala, Trivikram Reddy,Loka, Subramanyam Sarma,Mohinuddin Pinjari, Mohammad Khaja,Reddy Nallagondu, Chinna Gangi,Shaik, Sultana,Vemula, Venkatramu

, (2021/01/07)

A facile and more efficient solvent-free mechanochemical synthetic route has been developed for the synthesis of a series of solid state white light emissive thiazole-based donor-acceptor (D-A) type fluorophores, 2-(3-pyridyl)/2-aminothiazoles from ω-bromomethylketones and pyridine-3-carbothioamide/thiourea in the presence of silica-supported HClO4 as a reusable solid Br?nsted acid catalyst at RT. The photophysical and electrochemical properties of these compounds have been derived. Most of the studied D-A type solid thiazole-based fluorophores emitted white light and it can be tuned from warm - ideal - cold white light by introduction of a variety of substituents at 4th position of 2-(3-pyridyl)/2-aminothiazoles. Further, HOMO and LUMO energy levels of the titled compounds are found to be in the range ?5.52 eV to ?5.72 eV and ?1.84 eV to ?2.45 eV, respectively. The lifetimes of these levels of thiazole-based fluorophores have been determined through luminescence decay curves and are found to be in the range of 7.7–11 μs. The photophysical and electrochemical properties of the synthesized thiazole-based fluorophores indicate that the compounds could be promising materials for white organic light emitting devices.

Synthesis of new thiazole derivatives and evaluation of their antimicrobial and cytotoxic activities

Dawbaa, Sam,Evren, Asaf Evrim,Cantürk, Zerrin,Yurtta?, Leyla

, p. 1093 - 1102 (2021/09/13)

Novel 2-heteroaryl-N-[4-(substituted aryl)thiazol-2-yl]propanamide derivatives (7a–7o) were synthesized and investigated for their antimicrobial activity. Among the tested compounds, 2-[(1H-Benzimidazol-2-yl)thio]-N-[4-(naphthalen-2-yl)thiazol-2-yl]propan

Structure-Based Design of N-(5-Phenylthiazol-2-yl)acrylamides as Novel and Potent Glutathione S-Transferase Omega 1 Inhibitors

Dai, Weiyang,Samanta, Soma,Xue, Ding,Petrunak, Elyse M.,Stuckey, Jeanne A.,Han, Yanyan,Sun, Duxin,Wu, Yong,Neamati, Nouri

, p. 3068 - 3087 (2019/03/07)

Using reported glutathione S-transferase omega 1 (GSTO1-1) cocrystal structures, we designed and synthesized acrylamide-containing compounds that covalently bind to Cys32 on the catalytic site. Starting from a thiazole derivative 10 (GSTO1-1 IC50 = 0.6 μM), compound 18 was synthesized and cocrystallized with GSTO1. Modification on the amide moiety of hit compound 10 significantly increased the GSTO1-1 inhibitory potency. We solved the cocrystal structures of new derivatives, 37 and 44, bearing an amide side chain bound to GSTO1. These new structures showed a reorientation of the phenyl thiazole core of inhibitors, 37 and 44, when compared to 18. Guided by the cocrystal structure of GSTO1:44, analogue 49 was designed, resulting in the most potent GSTO1-1 inhibitor (IC50 = 0.22 ± 0.02 nM) known to date. We believe that our data will form the basis for future studies of developing GSTO1-1 as a new drug target for cancer therapy.

SUBSTITUTED PROPANAMIDES AS INHIBITORS OF NUCLEASES

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Page/Page column 11; 13; 23; 24; 29, (2019/11/12)

The invention provides compounds represented by the structural formula (1): wherein R1, R2, R3, R4, R5, R6 are as defined in the claims. The compounds are inhibitors of nucleases, and are useful in particular in a method of treatment and/or prevention of proliferative diseases, neurodegenerative diseases, and other genomic instability associated diseases.

SUBSTITUTED AMINOTHIAZOLES AS INHIBITORS OF NUCLEASES

-

Page/Page column 14-15; 40-42, (2019/11/12)

The invention provides compounds represented by the structural formula (1): wherein R1, R2, R3, R4, R5, R6 are as defined in the claims. The compounds are inhibitors of nucleases, and are useful in particular in a method of treatment and/or prevention of proliferative diseases, neurodegenerative diseases, and other genomic instability associated diseases.

Efficient thiazole-based polyimines as selective and reversible chemical absorbents for CO2 capture and separation: Synthesis, characterization and application

Akbarzadeh, Elaheh,Shockravi, Abbas,Vatanpour, Vahid

, (2019/10/02)

A new series of polyimines (PIMs-1-9) including ortho-linked thiazole units and flexible thioether linkages were synthesized from diamine monomers (DA-1-3) and some commercially available aromatic dialdehydes (terephthalaldehyde, isophthalaldehyde and 2,5

Method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light

-

Paragraph 0081; 0082; 0083; 0084; 0085; 0086, (2018/04/02)

The invention relates to a method for performing driving synthesis of 4-alkyl or aryl-2-aminothiazole by visible light. The method comprises the following steps: adding an olefin azide compound, ammonium thiocyanate and copper acetate into a solvent acetonitrile separately, performing driving reaction by using visible light with wavelength of 450 to 460 nm at the temperature of 25 DEG C for 20 to36 hours to obtain reaction liquid, and spin-drying the reaction liquid to obtain concentrate; and performing silica-gel column chromatography on the concentrate to obtain the 4-alkyl or aryl-2-aminothiazole. The method is high in yield, mild in condition and low in environmental pollution.

Visible-Light-Driven Synthesis of 4-Alkyl/Aryl-2-Aminothiazoles Promoted by in Situ Generated Copper Photocatalyst

Lei, Wen-Long,Wang, Tao,Feng, Kai-Wen,Wu, Li-Zhu,Liu, Qiang

, p. 7941 - 7945 (2017/11/10)

Room-temperature synthesis of 4-alkyl/aryl-2-aminothiazoles from vinyl azides and ammonium thiocyanate was accomplished with the aid of copper salts and blue LED irradiation. Mechanism investigation indicates that in situ-formed Cu(NCS)2- plays dual important roles in the reaction: (1) as the photocatalyst to activate vinyl azides, (2) as the Lewis acid catalyst to promote ring opening of 2H-azirines with thiocyanide. This process is distinguished by high yields, mild conditions, low catalyst loadings, and tolerating numerous alkyl- and aryl vinyl azides with an array of functional groups.

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