Heterocyclic Building Blocks-Benzothiophene

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: Methyl 3-bromopropanoate, is researched, Molecular C4H7BrO2, CAS is 3395-91-3, about Design, synthesis and biological evaluation of dihydro-2-quinolone platinum(IV) hybrids as antitumor agents displaying mitochondria injury and DNA damage mechanism, the main research direction is platinum quinoloneoxoalkylcarboxylate complex preparation antitumor DNA cleavage.Safety of Methyl 3-bromopropanoate.

The design of novel platinum(IV) complexes with mitochondria injury competence, besides the DNA damage mechanism, is a promising way to develop new platinum drugs. Herein, dihydro-2-quinolone (DHQLO) as a mitocan was incorporated into the platinum(IV) system for the first time to prepare a new series of DHQLO platinum(IV) compounds Complex 1b could effectively inhibit the proliferation of tumor cells in vitro and in vivo. It accumulated at higher levels in both whole cells and DNA, and easily underwent intercellular reduction to release platinum(II) and DHQLO moieties. The released platinum(II) complex caused serious DNA damage by covalent conjunction with the DNA duplex, and remarkably increased the expression of the γ-H2AX protein. Moreover, 1b also caused serious mitochondria injury to induce mitochondrial membrane depolarization and increase ROS generation. Such actions upon DNA and mitochondria activate the p53 apoptotic pathway synergetically in tumor cells by upregulating the protein p53 and apoptotic proteins caspase9 and caspase3, which efficiently promoted the apoptotic death of tumor cells. Compound 1b with such synergic mechanism exhibited great potential in reversing cisplatin resistance and improving antitumor efficacies.

Here is a brief introduction to this compound(3395-91-3)Safety of Methyl 3-bromopropanoate, if you want to know about other compounds related to this compound(3395-91-3), you can read my other articles.

Reference:
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18494-87-6,Benzothiophene-3-sulfonyl chloride,as a common compound, the synthetic route is as follows.

Example 393; 7-[1-(1-benzothien-3-ylsulfonyl)piperidin-4-yl]-3,3-dimethyl-2-oxa-7-azaspiro[4.5]decan-1-one; [Show Image] To a solution of 3,3-dimethyl-7-(piperidin-4-yl)-2-oxa-7-azaspiro[4.5]decan-1-one dihydrochloride (150 mg, 0.442 mmol) obtained in Reference Example 53 and triethylamine (0.215 mL, 1.55 mmol) in THF (2 mL) was added 1-benzothiophene-3-sulfonyl chloride (103 mg, 0.442 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (developing solvent; ethyl acetate) to give the title compound (180 mg, yield 88%). EI(pos) 463 [M+H]+, 18494-87-6

18494-87-6 Benzothiophene-3-sulfonyl chloride 2776340, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1911753; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18494-87-6,Benzothiophene-3-sulfonyl chloride,as a common compound, the synthetic route is as follows.

Example 393; 7-[1-(1-benzothien-3-ylsulfonyl)piperidin-4-yl]-3,3-dimethyl-2-oxa-7-azaspiro[4.5]decan-1-one; [Show Image] To a solution of 3,3-dimethyl-7-(piperidin-4-yl)-2-oxa-7-azaspiro[4.5]decan-1-one dihydrochloride (150 mg, 0.442 mmol) obtained in Reference Example 53 and triethylamine (0.215 mL, 1.55 mmol) in THF (2 mL) was added 1-benzothiophene-3-sulfonyl chloride (103 mg, 0.442 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (developing solvent; ethyl acetate) to give the title compound (180 mg, yield 88%). EI(pos) 463 [M+H]+, 18494-87-6

18494-87-6 Benzothiophene-3-sulfonyl chloride 2776340, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1911753; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18494-87-6,Benzothiophene-3-sulfonyl chloride,as a common compound, the synthetic route is as follows.

Example 393; 7-[1-(1-benzothien-3-ylsulfonyl)piperidin-4-yl]-3,3-dimethyl-2-oxa-7-azaspiro[4.5]decan-1-one; [Show Image] To a solution of 3,3-dimethyl-7-(piperidin-4-yl)-2-oxa-7-azaspiro[4.5]decan-1-one dihydrochloride (150 mg, 0.442 mmol) obtained in Reference Example 53 and triethylamine (0.215 mL, 1.55 mmol) in THF (2 mL) was added 1-benzothiophene-3-sulfonyl chloride (103 mg, 0.442 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (developing solvent; ethyl acetate) to give the title compound (180 mg, yield 88%). EI(pos) 463 [M+H]+, 18494-87-6

18494-87-6 Benzothiophene-3-sulfonyl chloride 2776340, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1911753; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18494-87-6,Benzothiophene-3-sulfonyl chloride,as a common compound, the synthetic route is as follows.

Example 393; 7-[1-(1-benzothien-3-ylsulfonyl)piperidin-4-yl]-3,3-dimethyl-2-oxa-7-azaspiro[4.5]decan-1-one; [Show Image] To a solution of 3,3-dimethyl-7-(piperidin-4-yl)-2-oxa-7-azaspiro[4.5]decan-1-one dihydrochloride (150 mg, 0.442 mmol) obtained in Reference Example 53 and triethylamine (0.215 mL, 1.55 mmol) in THF (2 mL) was added 1-benzothiophene-3-sulfonyl chloride (103 mg, 0.442 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (developing solvent; ethyl acetate) to give the title compound (180 mg, yield 88%). EI(pos) 463 [M+H]+, 18494-87-6

18494-87-6 Benzothiophene-3-sulfonyl chloride 2776340, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1911753; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18494-87-6,Benzothiophene-3-sulfonyl chloride,as a common compound, the synthetic route is as follows.

Example 393; 7-[1-(1-benzothien-3-ylsulfonyl)piperidin-4-yl]-3,3-dimethyl-2-oxa-7-azaspiro[4.5]decan-1-one; [Show Image] To a solution of 3,3-dimethyl-7-(piperidin-4-yl)-2-oxa-7-azaspiro[4.5]decan-1-one dihydrochloride (150 mg, 0.442 mmol) obtained in Reference Example 53 and triethylamine (0.215 mL, 1.55 mmol) in THF (2 mL) was added 1-benzothiophene-3-sulfonyl chloride (103 mg, 0.442 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (developing solvent; ethyl acetate) to give the title compound (180 mg, yield 88%). EI(pos) 463 [M+H]+, 18494-87-6

18494-87-6 Benzothiophene-3-sulfonyl chloride 2776340, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1911753; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18494-87-6,Benzothiophene-3-sulfonyl chloride,as a common compound, the synthetic route is as follows.

Example 393; 7-[1-(1-benzothien-3-ylsulfonyl)piperidin-4-yl]-3,3-dimethyl-2-oxa-7-azaspiro[4.5]decan-1-one; [Show Image] To a solution of 3,3-dimethyl-7-(piperidin-4-yl)-2-oxa-7-azaspiro[4.5]decan-1-one dihydrochloride (150 mg, 0.442 mmol) obtained in Reference Example 53 and triethylamine (0.215 mL, 1.55 mmol) in THF (2 mL) was added 1-benzothiophene-3-sulfonyl chloride (103 mg, 0.442 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (developing solvent; ethyl acetate) to give the title compound (180 mg, yield 88%). EI(pos) 463 [M+H]+, 18494-87-6

18494-87-6 Benzothiophene-3-sulfonyl chloride 2776340, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1911753; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18494-87-6,Benzothiophene-3-sulfonyl chloride,as a common compound, the synthetic route is as follows.

Example 393; 7-[1-(1-benzothien-3-ylsulfonyl)piperidin-4-yl]-3,3-dimethyl-2-oxa-7-azaspiro[4.5]decan-1-one; [Show Image] To a solution of 3,3-dimethyl-7-(piperidin-4-yl)-2-oxa-7-azaspiro[4.5]decan-1-one dihydrochloride (150 mg, 0.442 mmol) obtained in Reference Example 53 and triethylamine (0.215 mL, 1.55 mmol) in THF (2 mL) was added 1-benzothiophene-3-sulfonyl chloride (103 mg, 0.442 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (developing solvent; ethyl acetate) to give the title compound (180 mg, yield 88%). EI(pos) 463 [M+H]+, 18494-87-6

18494-87-6 Benzothiophene-3-sulfonyl chloride 2776340, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1911753; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18494-87-6,Benzothiophene-3-sulfonyl chloride,as a common compound, the synthetic route is as follows.

Example 393; 7-[1-(1-benzothien-3-ylsulfonyl)piperidin-4-yl]-3,3-dimethyl-2-oxa-7-azaspiro[4.5]decan-1-one; [Show Image] To a solution of 3,3-dimethyl-7-(piperidin-4-yl)-2-oxa-7-azaspiro[4.5]decan-1-one dihydrochloride (150 mg, 0.442 mmol) obtained in Reference Example 53 and triethylamine (0.215 mL, 1.55 mmol) in THF (2 mL) was added 1-benzothiophene-3-sulfonyl chloride (103 mg, 0.442 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (developing solvent; ethyl acetate) to give the title compound (180 mg, yield 88%). EI(pos) 463 [M+H]+, 18494-87-6

18494-87-6 Benzothiophene-3-sulfonyl chloride 2776340, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1911753; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.18494-87-6,Benzothiophene-3-sulfonyl chloride,as a common compound, the synthetic route is as follows.

Example 393; 7-[1-(1-benzothien-3-ylsulfonyl)piperidin-4-yl]-3,3-dimethyl-2-oxa-7-azaspiro[4.5]decan-1-one; [Show Image] To a solution of 3,3-dimethyl-7-(piperidin-4-yl)-2-oxa-7-azaspiro[4.5]decan-1-one dihydrochloride (150 mg, 0.442 mmol) obtained in Reference Example 53 and triethylamine (0.215 mL, 1.55 mmol) in THF (2 mL) was added 1-benzothiophene-3-sulfonyl chloride (103 mg, 0.442 mmol), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was diluted with ethyl acetate, washed with aqueous potassium carbonate solution and saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the obtained residue was purified by basic silica gel column chromatography (developing solvent; ethyl acetate) to give the title compound (180 mg, yield 88%). EI(pos) 463 [M+H]+, 18494-87-6

18494-87-6 Benzothiophene-3-sulfonyl chloride 2776340, abenzothiophene compound, is more and more widely used in various fields.

Reference：
Patent; Takeda Pharmaceutical Company Limited; EP1911753; (2008); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem