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Benzoic acid, 4-(2-benzothiazolyl)-, methyl ester, also known as methyl 4-(2-benzothiazolyl)benzoate, is a chemical compound with the molecular formula C16H11NO2S2. It is a white crystalline solid that is soluble in organic solvents and has a melting point of approximately 90-92°C. Benzoic acid, 4-(2-benzothiazolyl)-, methyl ester is primarily used as an intermediate in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals. It is also known for its potential applications in the development of dyes, pigments, and optical brighteners. The compound is characterized by its benzothiazole and benzoate functional groups, which contribute to its chemical reactivity and utility in various chemical transformations.

2182-77-6

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2182-77-6 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 2182-77-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,8 and 2 respectively; the second part has 2 digits, 7 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 2182-77:
(6*2)+(5*1)+(4*8)+(3*2)+(2*7)+(1*7)=76
76 % 10 = 6
So 2182-77-6 is a valid CAS Registry Number.

2182-77-6SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name Methyl 4-(1,3-benzothiazol-2-yl)benzoate

1.2 Other means of identification

Product number -
Other names 4-<Benzothiazol-2-yl>-benzoesaeure-methylester

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:2182-77-6 SDS

2182-77-6Relevant academic research and scientific papers

Hybrid benzothiazole analogs as antiurease agent: Synthesis and molecular docking studies

Taha, Muhammad,Ismail, Nor Hadiani,Imran, Syahrul,Wadood, Abdul,Rahim, Fazal,Khan, Khalid Muhammad,Riaz, Muhammad

, p. 80 - 87 (2016)

Benzothiazole analogs (1-20) have been synthesized, characterized by EI-MS and 1H NMR, and evaluated for urease inhibition activity. All compounds showed excellent urease inhibitory potential varying from 1.4 ± 0.10 to 34.43 ± 2.10 μM when compared with standard thiourea (IC50 19.46 ± 1.20 μM). Among the series seventeen (17) analogs 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12, 13, 14, 16, 17, and 18 showed outstanding urease inhibitory potential. Analogs 15 and 19 also showed good urease inhibition activity. When we compare the activity of N-phenylthiourea 20 with all substituted phenyl derivatives (1-18) we found that compound 15 showed less activity than compound 20 having 3-methoxy substituent. The binding interactions of these active analogs were confirmed through molecular docking.

Synthesis of novel inhibitors of β-glucuronidase based on the benzothiazole skeleton and their molecular docking studies

Taha, Muhammad,Ismail, Nor Hadiani,Imran, Syahrul,Selvaraj, Manikandan,Rahim, Fazal

, p. 3003 - 3012 (2016)

A series of benzothiazole based oxadiazole analogs 1-20 was synthesized by reacting intermediate sulfite adducts with 2-aminothiophenol and refluxing in DMF for 12 h to afford ester analog I which, on further refluxing in methanolic hydrazine hydrate solu

BENZO-HETEROCYCLIC COMPOUND AND COMPOSITION FOR PREVENTING OR TREATING CANCER DISEASE, CONTAINING SAME AS ACTIVE INGREDIENT

-

Paragraph 0074-0076; 0079-0080, (2021/12/30)

A novel benzoheterocycle compound or a pharmaceutically acceptable salt thereof showed a high anti-proliferative effect against cancer cell lines. Using this, a pharmaceutical composition for preventing or treating cancer disease can comprise the compound

Visible light initiated amino group: Ortho -directed copper(i)-catalysed aerobic oxidative C(sp)-S coupling reaction: Synthesis of substituted 2-phenylbenzothiazoles via thia-Wolff rearrangement

Anandhan, Ramasamy,Reddy, Mandapati Bhargava

, p. 3781 - 3784 (2020/04/10)

A facile amino group ortho-directed visible-light-driven copper-catalysed aerobic oxidative C(sp)-S coupling reaction of a dimer of 2-aminothiophenol with terminal alkynes was achieved. This photochemical reaction shows an excellent conversion and chemoselectivity towards the formation of C(sp)-S coupling and has been employed for a wide range of thiol dimers, and alkynes. Furthermore, the synthetic utility of the synthesized alkynyl sulfides was demonstrated as a direct method for the construction of 2-phenylbenzothiazoles from the corresponding alkynyl sulfides via "thia-Wolff rearrangement" using AgNO3 and visible light using 9-mesityl-10-methylacridinium ions (Acr+-Mes) as photoredox catalyst system.

Direct Oxygenation of C-H Bonds through Photoredox and Palladium Catalysis

Paul, Amrita,Shah, Sk. Sheriff,Shee, Maniklal,Singh, Amit Kumar,Singh, N. D. Pradeep

, p. 3426 - 3439 (2020/03/23)

This report presents the oxygenation of C-H bonds via the merger of photocatalysis and Pd catalysis. Herein, we describe the utilization of a photocatalyst to oxidize an organopalladium(II) intermediate to high-valent PdIII or PdIV intermediates, which promotes the formation of C-O bonds. The demonstrated method works efficiently with various directing groups, such as oxime ether and benzothiazole. The applicability of this direct C-O bond formation method is shown by synthesizing several metal complexes of 2-(benzo[d]thiazol-2-yl)phenol that can be used in organic light-emitting diodes and pharmaceuticals.

A fluorinated phenylbenzothiazole arrests the trypanosoma cruzi cell cycle and diminishes the infection of mammalian host cells

Crispim, Marcell,Da Silva, Marcelo Santos,Elias, Maria Carolina,Girard, RichardM. B. M.,Silber, Ariel Mariano,Cuevas-Hernández, Roberto I.,Martínez-Cerón, Sarai,Trujillo-Ferrara, José G.

, (2020/02/04)

Chagas disease (CD) is a human infection caused by Trypanosoma cruzi. CD was traditionally endemic to the Americas; however, due to migration it has spread to countries where it is not endemic. The current chemotherapy to treat CD induces several side eff

Pd-Catalyzed Decarbonylative C?H Coupling of Azoles and Aromatic Esters

Matsushita, Kaoru,Takise, Ryosuke,Hisada, Tomoya,Suzuki, Shin,Isshiki, Ryota,Itami, Kenichiro,Muto, Kei,Yamaguchi, Junichiro

supporting information, p. 2393 - 2396 (2018/05/30)

A decarbonylative C?H coupling of azoles and aromatic esters by palladium catalysis is described. Our previously reported Ni-catalyzed C?H coupling of azoles and aromatic esters has a significant drawback regarding the substrate scope. Herein, we employ p

Electrochemical intramolecular dehydrogenative C-S bond formation for the synthesis of benzothiazoles

Wang, Pan,Tang, Shan,Lei, Aiwen

supporting information, p. 2092 - 2095 (2017/07/24)

An external oxidant-free intramolecular dehydrogenative C-S cross-coupling has been developed under undivided electrolytic conditions. Various 2-aminobenzothiazoles could be synthesized with up to 99% yield from the direct combination of aryl isothiocyanates with amines. In the presence of a base, this reaction protocol is also applicable for the synthesis of benzothiazoles from N-aryl thioamides.

External Oxidant-Free Oxidative Cross-Coupling: A Photoredox Cobalt-Catalyzed Aromatic C-H Thiolation for Constructing C-S Bonds

Zhang, Guoting,Liu, Chao,Yi, Hong,Meng, Qingyuan,Bian, Changliang,Chen, Hong,Jian, Jing-Xin,Wu, Li-Zhu,Lei, Aiwen

supporting information, p. 9273 - 9280 (2015/08/11)

An external oxidant-free oxidative coupling for aromatic C-H thiolation by visible-light photoredox cobalt-catalysis has been developed. Various substrates could afford benzothiazoles in good to excellent yields, and only H2 is generated as a side product. When catalytic TBAOH was used as the base, not only 2-aryl but also 2-alkylbenzothiazoles could be obtained through this novel dehydrogenative coupling reaction. This method could be scaled up and applied to the synthesis of biologically active molecules bearing benzothiazole structural scaffolds (potent antitumor agents). Furthermore, the unexpected oxidation byproduct amides, which are often generated in oxidative cyclization of thiobenzanilides, can be completely avoided. Mechanistic studies showed that the H2 originates from the substrates. The kinetic studies indicate that the interaction between the cobalt catalyst and proton might be involved in the rate-limiting process. (Chemical Equation Presented).

Synthesis of novel inhibitors of α-glucosidase based on the benzothiazole skeleton containing benzohydrazide moiety and their molecular docking studies

Taha, Muhammad,Ismail, Nor Hadiani,Lalani, Salima,Fatmi, Muhammad Qaiser,Atia-Tul-Wahab,Siddiqui, Salman,Khan, Khalid Mohammed,Imran, Syahrul,Choudhary, Muhammad Iqbal

, p. 387 - 400 (2015/03/05)

In an effort to design and synthesize a new class of α-glucosidase inhibitor, we synthesized benzothiazole hybrid having benzohydrazide moiety (5). Compound 5 was reacted with various substituted aryl aldehyde to generate a small library of compounds 6-35

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