2941-72-2

Basic information

• Product Name: 6-METHOXY-2-METHYLBENZOTHIAZOLE
• Synonyms: 6-Methoxy-2-Methylbenzothiazale;Benzothiazole, 6-methoxy-2-methyl- (6CI,7CI,8CI,9CI);6-Methoxy-2-methylbenzothiazole,99%;6-Methoxy-2-Methylbenzothiazole, 99% 1GR;Benzothiazole, 6-Methoxy-2-Methyl-;NSC 93804;6-methoxy-2-methyl-benzothiazol;6-METHOXY-2-METHYL-1,3-BENZOTHIAZOLE
• CAS NO: 2941-72-2
• Molecular Formula: C₉H₉NOS
• Molecular Weight: 179.24
• EINECS: 220-931-8
• Product Categories: BENZOTHIAZOLE;Heterocyclic Compounds;Building Blocks;Heterocyclic Building Blocks;Thiazoles
• Mol File: 2941-72-2.mol
• Article Data: 8

Chemical Properties

• Melting Point: 182℃ (decomposition)
• Boiling Point: 284℃
• Flash Point: >230 °F
• Appearance: clear deep yellow/liquid (clear)
• Density: 1.204 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00517mmHg at 25°C
• Refractive Index: n20/D 1.612(lit.)
• PKA: 2.40±0.10(Predicted)
• Water Solubility: Insoluble in water.
• BRN: 4457
• CAS DataBase Reference: 6-METHOXY-2-METHYLBENZOTHIAZOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 6-METHOXY-2-METHYLBENZOTHIAZOLE(2941-72-2)
• EPA Substance Registry System: 6-METHOXY-2-METHYLBENZOTHIAZOLE(2941-72-2)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• TSCA: Yes
• Hazardous Substances Data: 2941-72-2(Hazardous Substances Data)

Usage

Description

6-METHOXY-2-METHYLBENZOTHIAZOLE is an organic compound characterized by its clear yellow liquid appearance. It is a derivative of benzothiazole, which is a heterocyclic compound consisting of a benzene ring fused to a thiazole ring. The presence of a methoxy group at the 6th position and a methyl group at the 2nd position in the molecule contributes to its unique chemical properties and potential applications.

Uses

Used in Pharmaceutical Industry:
6-METHOXY-2-METHYLBENZOTHIAZOLE is used as an inhibitor for aryl hydrocarbon hydroxylase (PB/AHH) and aminopyrine N-demethylase (ADPM) in hepatic microsomes. These enzymes are involved in the metabolism of various drugs and xenobiotics in the liver. By inhibiting these enzymes, 6-METHOXY-2-METHYLBENZOTHIAZOLE can potentially modulate the metabolic pathways of certain drugs, leading to improved efficacy or reduced side effects.
Used in Chemical Research:
Due to its unique chemical structure, 6-METHOXY-2-METHYLBENZOTHIAZOLE can be utilized as a starting material or intermediate in the synthesis of various organic compounds, particularly those with potential applications in the pharmaceutical, agrochemical, or materials science industries. Its versatility in chemical reactions allows for the development of novel molecules with specific biological activities or material properties.
Used in Environmental Applications:
6-METHOXY-2-METHYLBENZOTHIAZOLE may also find use in environmental applications, such as in the development of new methods for the detection or degradation of pollutants. Its ability to interact with specific enzymes or other biological targets could be exploited to create sensors or catalysts for the removal of harmful substances from the environment.

InChI:InChI=1/C9H9NOS/c1-6-10-8-4-3-7(11-2)5-9(8)12-6/h3-5H,1-2H3

Upstream product

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• 65183-00-8 N-(4-methoxy-2-nitro-phenyl)-thioacetamide 
• 60027-44-3 bis(2-acetylamino-5-methoxylhenyl)disulfane 
• 5304-40-5 (6-methoxy-benzothiazol-2-yl)-malonic acid diethyl ester 
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Downstream Products

• 19201-39-9 (6-methoxy-3-methyl-3H-benzothiazol-2-ylidene)-thioacetic acid anilide 
• 68867-18-5 2-methyl-benzothiazol-6-ol 
• 26749-62-2 7-Acetyl-6-hydroxy-2-methylbenzothiazol 
• 124941-93-1 2-{(E)-2-[4-(3-Chloro-propoxy)-phenyl]-vinyl}-6-methoxy-benzothiazole 
• 110704-18-2 2-bromomethyl-6-methoxy-benzothiazole 
• 114980-11-9 Dibutyl-(3-{4-[(E)-2-(6-methoxy-benzothiazol-2-yl)-vinyl]-phenoxy}-propyl)-amine 
• 133684-82-9 2-methyl-7-nitrosobenzothiazol-6-ol 
• 143579-36-6 1,3-dihydro-2',3,3-trimethyl-1-phenylspiro<2H-indole-2,7'-<7H>thiazolo<5,4-f><1,4>benzoxazine> 
• 143579-38-8 1,3-dihydro-1,2',3-trimethyl-3-phenylspiro<2H-indole-2,7'-<7H>thiazolo<5,4-f><1,4>benzoxazine> 
• 31897-44-6 2-(6-methoxy-3-methyl-3H-benzothiazol-2-ylidene)-1,3-diphenyl-propane-1,3-dione 
• 163257-32-7 6-methoxy-2-methyl-benzothiazol-5-ylmethylaldehyde 
• 123511-58-0 6-methoxybenzo[b]thiazole-2-carbaldehyde 
• 2435-50-9 pyrimidine-4-carboxaldehyde 
• 1433962-14-1 (E)-6-methoxy-2-(4-aminostyryl)-1,3-benzothiazole 

Relevant articles and documents

Characterization of a brain permeant fluorescent molecule and visualization of Aβ parenchymal plaques, using real-time multiphoton imaging in transgenic mice

Emerging paradigms mandate discovery of imaging agents for diagnosing Alzheimer's disease (AD) prior to appearance of clinical symptoms. To accomplish this objective, a novel heterocyclic molecule (4) was synthesized and validated as Aβ targeted probe. The agent shows labeling of numerous diffuse Aβ plaques in confirmed AD human brain tissues and traverses the blood-brain barrier to enable labeling of parenchymal Aβ plaques in live mice (APP ±/PS1±) brains.

Rational design and synthesis of 2-anilinopyridinyl-benzothiazole Schiff bases as antimitotic agents

Based on our previous results and literature precedence, a series of 2-anilinopyridinyl-benzothiazole Schiff bases were rationally designed by performing molecular modeling experiments on some selected molecules. The binding energies of the docked molecules were better than the E7010, and the Schiff base with trimethoxy group on benzothiazole moiety, 4y was the best. This was followed by the synthesis of a series of the designed molecules by a convenient synthetic route and evaluation of their anticancer potential. Most of the compounds have shown significant growth inhibition against the tested cell lines and the compound 4y exhibited good antiproliferative activity with a GI50 value of 3.8?μM specifically against the cell line DU145. In agreement with the docking results, 4y exerted cytotoxicity by the disruption of the microtubule dynamics by inhibiting tubulin polymerization via effective binding into colchicine domain, comparable to E7010. Detailed binding modes of 4y with colchicine binding site of tubulin were studied by molecular docking. Furthermore, 4y induced apoptosis as evidenced by biological studies like mitochondrial membrane potential, caspase-3, and Annexin V-FITC assays.

TRI-HETEROCYCLIC DERIVATIVES, PREPARATION PROCESS AND USES THEREOF

The present invention relates to a tri-heterocyclic derivatives, preparation process and uses thereof, specifically relates to a tri-heterocyclic derivatives of the formula (I) or a pharmaceutically acceptable salt thereof, preparation process, and further relates to a pharmaceutically acceptable composition comprising compounds of formula (I), or a pharmaceutically acceptable salt thereof, and their pharmaceutical use as inhibitors of kinase