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5-METHYL-2,1,3-BENZOTHIADIAZOLE is a heterocyclic compound characterized by the molecular formula C8H7NS. It presents as a pale yellow solid with a melting point of 61-63°C and exhibits solubility in organic solvents such as chloroform and methanol. This versatile chemical is a significant building block in organic chemistry, recognized for its utility in the synthesis of pharmaceuticals, agrochemicals, and dyes, as well as for its electron-transporting properties that make it a candidate for applications in organic light-emitting diodes (OLEDs) and organic photovoltaics (OPVs).

1457-93-8

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1457-93-8 Usage

Uses

Used in Pharmaceutical Industry:
5-METHYL-2,1,3-BENZOTHIADIAZOLE is used as a key intermediate in the synthesis of various pharmaceuticals, contributing to the development of new drugs due to its chemical properties and reactivity.
Used in Agrochemical Industry:
In the agrochemical sector, 5-METHYL-2,1,3-BENZOTHIADIAZOLE is utilized as a component in the creation of agrochemicals, playing a role in pest control and crop protection.
Used in Dye Industry:
5-METHYL-2,1,3-BENZOTHIADIAZOLE is employed as a building block in the production of dyes, where its chemical structure contributes to the color and properties of the final products.
Used in Organic Light-Emitting Diodes (OLEDs):
5-METHYL-2,1,3-BENZOTHIADIAZOLE is used as an electron-transporting material in the fabrication of OLEDs, enhancing the performance and efficiency of these devices.
Used in Organic Photovoltaics (OPVs):
In the field of organic photovoltaics, 5-METHYL-2,1,3-BENZOTHIADIAZOLE is utilized for its electron-transporting capabilities, contributing to the improvement of solar cell performance and energy conversion efficiency.

Check Digit Verification of cas no

The CAS Registry Mumber 1457-93-8 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 1,4,5 and 7 respectively; the second part has 2 digits, 9 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 1457-93:
(6*1)+(5*4)+(4*5)+(3*7)+(2*9)+(1*3)=88
88 % 10 = 8
So 1457-93-8 is a valid CAS Registry Number.
InChI:InChI=1/C7H6N2S/c1-5-2-3-6-7(4-5)9-10-8-6/h2-4H,1H3

1457-93-8SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 17, 2017

Revision Date: Aug 17, 2017

1.Identification

1.1 GHS Product identifier

Product name 5-Methyl-2,1,3-benzothiadiazole

1.2 Other means of identification

Product number -
Other names 5-METHYL-2,1,3-BENZOTHIADIAZOLE

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:1457-93-8 SDS

1457-93-8Relevant academic research and scientific papers

A novel near-infrared chemosensor for mercury ion detection based on D-A structure of triphenylamine and benzothiadiazole

Zhang, Qisong,Zhang, Jian,Zuo, Hujin,Wang, Chengyun,Shen, Yongjia

, p. 2824 - 2830 (2017)

A novel near infrared ratiometric fluorescent chemosensor based on triphenylamine, thiophene and benzothiadiazole has been developed. The emission wavelength of sensor DTPAT-BT-S was in the near infrared region. The wavelength changed from 656?nm to 723?n

A novel colorimetric and fluorescent sensor for cyanide anions detection based on triphenylamine and benzothiadiazole

Zhang, Qisong,Zhang, Jian,Zuo, Hujin,Wang, Chengyun,Shen, Yongjia

, p. 1244 - 1248 (2016)

A chemical sensor containing triphenylamine and benzothiadiazole for cyanide anions detection was designed and synthesized, whose structural feature is a donor-acceptor-donor (D-A-D) molecular configuration, which is substituted with a dicyanovinyl group

Piperidine compound and preparation method and medical application thereof

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Paragraph 0598-0601, (2021/04/07)

The invention discloses a piperidine compound shown as a formula (I) and a preparation method and medical application thereof, and particularly relates to a piperidine USP7 inhibitor compound or pharmaceutically acceptable salt or ester or solvate thereof and a preparation method and application of the piperidine USP7 inhibitor compound or pharmaceutically acceptable salt or ester or solvate thereof. The compound provided by the invention can inhibit the activity of USP7 enzyme, has very good selectivity and druggability, and can be used for preparing medicines for preventing or treating tumor diseases or virus infectious diseases.

Biphenyl compound as well as preparation method and medical application thereof

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Paragraph 0414-0420, (2020/11/22)

The invention discloses a biphenyl compound as well as a preparation method and medical application thereof, the structure of the biphenyl compound is shown as a formula (I) or a formula (II), and thebiphenyl compound or pharmaceutically acceptable salt, tautomer, meso-isomer, raceme, stereoisomer, metabolite, metabolite precursor, prodrug or solvate thereof is a PD-L1 inhibitor. The compound hasa remarkable inhibiting effect on the interaction of PD-1 and PD-L1 protein, so that the compound can be applied to the preparation of PD-L1 inhibitors and immunomodulator drugs for preventing or treating tumors, autoimmune diseases, organ transplant rejection, infectious diseases and inflammatory diseases.

Adjusting the lipid-water distribution coefficient of iridium(iii) complexes to enhance the cellular penetration and treatment efficacy to antagonize cisplatin resistance in cervical cancer

Chen, Tianfeng,Chen, Zhen,Feng, Pengju,Hou, Liyuan,Huang, Wei,Li, Yiqun

supporting information, p. 11556 - 11564 (2020/09/07)

The effective design of metal complexes to manipulate their lipid-water distribution coefficient is an appealing strategy for improving their cellular penetration and treatment efficacy. Here, we conveniently synthesized three iridium (Ir) complexes with red fluorescence via the simple non-conjugate modification of the side arm of the ligand. Bio-evaluation revealed that upon adding non-conjugate selenium (Se) arene derivatives, the lipid-water distribution coefficient of Ir-Se was found to be suitable, not only decreasing the toxic side effects of complexes to normal cells, but also effectively improving their anticancer activity via enhancing their penetration into tumor cells. Moreover, mechanistic investigations demonstrated that Ir-Se entered R-HeLa cells through endocytosis, and triggered apoptosis via the down-regulation of the mitochondrial membrane potential and excessive production of singlet oxygen, thereby possessing a highly effective cytotoxicity to antagonize cisplatin resistance. Therefore, we developed a convenient strategy to derive functional metal complexes and revealed that the introduction of Se on the side arm of the ligand provided the complexes with the capacity to reverse multidrug resistance.

Palladium-Catalyzed Methylation of Aryl, Heteroaryl, and Vinyl Boronate Esters

Haydl, Alexander M.,Hartwig, John F.

supporting information, p. 1337 - 1341 (2019/02/26)

A method for the direct methylation of aryl, heteroaryl, and vinyl boronate esters is reported, involving the reaction of iodomethane with aryl-, heteroaryl-, and vinylboronate esters catalyzed by palladium and PtBu2Me. This transformation occurs with a remarkably broad scope and is suitable for late-stage derivatization of biologically active compounds via the boronate esters. The unique capabilities of this method are demonstrated by combining carbon-boron bond-forming reactions with palladium-catalyzed methylation in a tandem transformation.

Synthesis and photovoltaic properties of two-dimensional copolymers based on novel benzothiadiazole and quinoxaline acceptors with conjugated dithienylbenzothiadiazole pendants

Huang, Yuanshuai,Ye, Linglong,Wu, Fen,Mei, Suli,Chen, Huajie,Tan, Songting

, p. 668 - 677 (2016/02/09)

Two novel acceptors of benzo[c][1,2,5]thiadiazole and quinoxaline with conjugated dithienylbenzothiadiazole pendants were first designed and synthesized for building efficient photovoltaic copolymers. Based on benzo[1,2-b;3,4-b′]dithiophene donors and the

Endothelin antagonists benzene oxygen benzene acetic acids and its preparation method and application

-

Paragraph 0065-0067, (2016/11/02)

The invention provides a phenoxy phenylacetic acid endothelin antagonist shown in a formula (I) or a pharmaceutically acceptable salt thereof, and also provides a preparation method of the benzene oxygen phenylacetic acid endothelin antagonist or the pharmaceutically acceptable salt thereof, and an application thereof in preparation of a medicament for treating cardiovascular and cerebrovascular diseases, tumors, diabetes mellitus, nephrosis, asthma or hyperthyroidism.

Discovery of phenoxybutanoic acid derivatives as potent endothelin antagonists with antihypertensive activity

Cai, Jin,Liu, Ligang,Hong, Kwon Ho,Wang, Peng,Li, Lushen,Cao, Meng,Sun, Chunlong,Wu, Xiaoqing,Zong, Xi,Chen, Junqing,Ji, Min

, p. 657 - 667 (2015/02/19)

A series of phenoxybutanoic acid derivatives were synthesized and tested for their antagonistic activity on the contraction of the rat thoracic aortic ring induced by endothelin-1. Preliminary screening results showed that 6e and 6g with benzoheterocycles demonstrated significant antagonistic activities when compared to the reference compound BQ123. The results from additional assays for the binding affinity and selectivity for endothelin receptors showed that 6e was a selective ETA antagonist with a nanomolar IC50. Moreover, 6e was effective in relieving hypoxia-induced pulmonary arterial hypertension and right ventricular weight ratio. Therefore, 6e may have potential for further development as a therapeutic agent for the treatment of cardiovascular diseases.

Sulphur Nitrides in Organic Chemistry. Part 16. The Reaction of Tetrasulphur Tetranitride with Alkyl- and Alkylhalophenols. Preparation of 2,1,3-Benzothiadiazoles.

Mataka, Shuntaro,Takahashi, Kazufumi,Shiwaku, Sohgo,Tashiro, Masashi

, p. 3649 - 3665 (2007/10/02)

The reaction of tetrasulphur tetranitride (N4S4) with alkylphenols 1a-o and alkylhalophenols 2a-i gave the corresponding 2,1,3-benzothiadiazoles 3a-n in 12-84percent yields.The reaction with 2,6-di-t-butylphenols 1p, q and 2j afforded N,N'-thiobis(1,4-ben

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