66715-59-1

Basic information

• Product Name: 2,3-dihydro-8-methoxy-4H-1-benzothiopyran-4-one
• Synonyms: 2,3-dihydro-8-methoxy-4H-1-benzothiopyran-4-one;8-methoxythiochroman-4-one
• CAS NO: 66715-59-1
• Molecular Formula: C₁₀H₁₀O₂S
• Molecular Weight: 194.2502
• EINECS: 266-458-0
• Mol File: 66715-59-1.mol

Chemical Properties

• Boiling Point: 344.2°C at 760 mmHg
• Flash Point: 172.1°C
• Appearance: /
• Density: 1.243g/cm³
• Vapor Pressure: 6.7E-05mmHg at 25°C
• Refractive Index: 1.599
• CAS DataBase Reference: 2,3-dihydro-8-methoxy-4H-1-benzothiopyran-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2,3-dihydro-8-methoxy-4H-1-benzothiopyran-4-one(66715-59-1)
• EPA Substance Registry System: 2,3-dihydro-8-methoxy-4H-1-benzothiopyran-4-one(66715-59-1)

Safety Data

• Hazardous Substances Data: 66715-59-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
2,3-Dihydro-8-methoxy-4H-1-benzothiopyran-4-one is used as a pharmaceutical agent for its anti-inflammatory properties, offering a potential treatment for conditions characterized by inflammation. Its anti-cancer activities also make it a promising candidate for the development of new cancer therapies, targeting various types of cancer cells and potentially enhancing the effectiveness of existing treatments.
Used in Organic Synthesis:
As a precursor in organic synthesis, 2,3-Dihydro-8-methoxy-4H-1-benzothiopyran-4-one is utilized in the creation of a variety of organic compounds. Its unique structure and functional groups make it a valuable building block for the synthesis of complex molecules, contributing to the advancement of chemical research and the development of novel compounds with diverse applications.

InChI:InChI=1/C10H10O2S/c1-12-9-4-2-3-7-8(11)5-6-13-10(7)9/h2-4H,5-6H2,1H3

Upstream product

• 66715-58-0 3-(2-methoxyphenylsulfanyl)-propanoic acid 
• 7217-59-6 2-Methoxybenzenethiol 
• 10026-13-8 phosphorus pentachloride 

Downstream Products

• 132778-45-1 8-methoxy-thiochroman-4-one-(2,4-dinitro-phenylhydrazone) 

Relevant articles and documents

Synthesis and anticancer activities of thiosemicarbazones derivatives of thiochromanones and related scaffolds

A series of novel thiosemicarbazone analogs (4a–t, 6a–j) were synthesized and evaluated for their cytotoxic activities. The obtained results showed that thiochromanone-based thiosemicarbazones substituted primarily at the C-8 position exhibited higher cytotoxicity than the corresponding 1,1-dioxo-thiochromanone-, benzothiazepine-, and 1,1-dioxo-benzothiazepine-based analogs. Significantly, compound 4c (8-fluoro thiochromanone thiosemicarbazone) was found to be the most active and exhibited potent cytotoxicity against the MCF-7, SK-mel-2, and DU145 cancer cell lines, with IC50 values of 0.42, 0.58, and 0.43 μM, respectively. In addition, the mechanism of compound 4c induced MCF-7 cell apoptosis was preliminarily investigated through cell cycle, Annexin V-FITC/PI staining, and ROS assays, indicating that compound 4c may exert its anticancer property through ROS-mediated apoptosis.

Synthesis and antitumor activities of a new series of 4,5-dihydro-1H- thiochromeno[4,3-d]pyrimidine derivatives

A new series of 4,5-dihydro-1H-thiochromeno[4,3-d ]pyrimidine derivatives have been designed and synthesized. The antitumor activities of the target compounds have been evaluated in vitro against two human cancer cell lines including A549 (human alveolar adenocarcinoma cell) and H460 (human lung cancer) by MTT assay. Most of the target compounds exhibited significant antitumor activities against A549 and H460 cancer cell lines. The most potent compound 4-(benzo[d][1,3]dioxol-5-yl)-8,9-difluoro-2-(4-methylpiperazin-1-yl)-4, 5-dihydro-1H-thiochromeno[4,3-d]pyrimidine (CH05) (IC50 = 0.44 μM, 3.07 μM) was 2.0 and 8.4 times more active than gefitinib (IC50 = 0.89 μM, 16.81 μM) against A549 and H460 cell lines, respectively.

TRICYCLIC PYRAZOL AMINE DERIVATIVES

This invention relates to compounds of Formula (I*) as Pi3k inhibitors for treating autoimmune diseases, inflammatory disorders, multiple sclerosis and other diseases like cancers.

Methane diphosphonic acid derivative, its production process and its pharmaceutical applications

The present invention discloses a methane diphosphonate derivative, a process for producing said derivative and its pharmaceutical applications, said methane diphosphonate derivative indicated with general formula (1): STR1 (wherein, R1, R2, R3 and R4 are independently a pharmacologically acceptable cation, a hydrogen atom or a straight chain or branched alkyl group having 1-4 carbon atoms, R5 is a hydrogen atom or a trialkylsilyl group, m is an integer of 0 to 3, n is an integer of 1 to 3, R6 and R7 are independently a hydrogen atom or an alkyl group, and X represents a hydrogen atom, a halogen atom, an alkyl group, an alkoxy group or an alkylthio group). The compounds of the present invention are useful as an anti-inflammatory, antipyretic, analgesic, antirheumatic drug, antiarthritic or anti-osteoporosis drug as a result of having anti-inflammatory action, antipyretic and an algesic action, or action which improves bone metabolic disorders caused by rheumatism, arthritis, osteoporosis and so forth.