Category: 114312-57-1

Mochizuki, Akiyoshi et al. published their patent in 2010 |CAS: 114312-57-1

The Article related to angina pectoris, anticoagulants, brain infarction, diamides role: pac (pharmacological activity), spn (synthetic preparation), thu (therapeutic use), biol (biological study), prep (preparation), uses (uses), disseminated intravascular blood coagulation, embolism, homo sapiens, human, multiple organ failure, myocardial infarction, pulmonary embolism, stroke, thromboangiitis obliterans, thrombus, venous thrombosis and other aspects.Electric Literature of 114312-57-1

On June 3, 2010, Mochizuki, Akiyoshi; Nagata, Tsutomu; Kishida, Masanori; Takano, Daisuke; Kanno, Hideyuki published a patent.Electric Literature of 114312-57-1 The title of the patent was Preparation of N-(2-acylaminobenzyl or 2-acylaminoheterocyclylmethyl)thiophene-2-carboxamide derivatives as antithrombotics. And the patent contained the following:

Diamides represented by the general formula [I; ring A = benzene, pyridine, pyridazine, pyrazine, or pyrimidine ring; R1 = H, halo, C1-6 alkyl, halo-C1-6 alkyl, HO, C1-6 alkoxy, halo-C1-6 alkoxy; R2 = H, halo, C1-6 alkyl, halo-C1-6 alkyl, HO, C1-6 alkoxy, halo-C1-6 alkoxy, C1-6 alkylsulfonyloxy, cyano, CO2H, C1-6 alkoxycarbonyl, carboxy-C1-6 alkyl, each (un)substituted CONH2 or NH2, , etc.; T1 = CONR3, NR3CO; R3 = H, C1-6 alkyl; T2 = CR4R5NHCO; R4, R5 = H, C1-6 alkyl; Q1 = C1-6 alkylsulfonylphenyl, N,N-di(C1-6 alkyl)aminocyclohexyl, 2-oxopyrrolidinyl, 2-oxo[1,3]oxazolidinyl, 1,1-dioxo-1λ6-isothiazolidinyl, 1-C1-6 alkylpiperidinyl, etc.; Q2 = a single bond, (un)substituted 1,4-phenylene, piperidine-1,4-diyl, thiazole-2,5-diyl, [1,3,4]thiadiazole-2,5-diyl, pyridine-2,5-diyl; Q3 = each (un)substituted Ph, thienyl, pyrrolyl, or pyridyl] or pharmacol. acceptable salts thereof were prepared These compounds have a potent inhibitory activity on activated blood coagulation factor Xa (FXa) and exhibit quick, sufficient and lasting antithrombotic effect even by oral administration. They are useful for the prevention and/or treatment of thrombus or embolism, more specifically cerebral infarction, cerebral embolism, myocardial infarction, angina pectoris, pulmonary embolism, Buerger disease, deep vein thrombosis, disseminated intravascular coagulation (DIC), thrombus formation after artificial valve/joint replacement, thrombus formation or re-obstruction (clogging) after vascular reconstruction, multiple organ failure (MODS), thrombus formation during extracorporeal circulation, or blood coagulation during blood sampling. Thus, 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylic acid hydrochloride 260, HOBt 140, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride 234 mg, and 320 μL Et3N were added to a solution of 253 mg N-(2-aminobenzyl)-5-chlorothiophene-2-carboxamide in 10 mL DMF and the resulting mixture was stirred at room temperature for 23 h to give, after workup, 262 mg N-[2-[[[(5-Chlorothiophen-2-yl)carbonyl]amino]methyl]phenyl]-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxamide (II). II hydrochloride and 4-[[[(5-Chlorothiophen-2-yl)carbonyl]amino]methyl]-3-fluoro-5-[[(5-isopropyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]amino]benzoic acid Me ester (III) inhibited human FXa with IC50 of 1.7 and 0.51 nM, resp. The experimental process involved the reaction of Ethyl 3-fluoro-2-methylbenzoate(cas: 114312-57-1).Electric Literature of 114312-57-1

The Article related to angina pectoris, anticoagulants, brain infarction, diamides role: pac (pharmacological activity), spn (synthetic preparation), thu (therapeutic use), biol (biological study), prep (preparation), uses (uses), disseminated intravascular blood coagulation, embolism, homo sapiens, human, multiple organ failure, myocardial infarction, pulmonary embolism, stroke, thromboangiitis obliterans, thrombus, venous thrombosis and other aspects.Electric Literature of 114312-57-1

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Taoda, Yoshiyuki et al. published their research in Bioorganic & Medicinal Chemistry Letters in 2020 |CAS: 114312-57-1

The Article related to dibenzothiepine substituted pyridotriazinedione preparation antiviral agent, structure pyridotriazinedione inhibition influenza cap dependent endonuclease, metabolism pharmacokinetics dibenzothiepine substituted pyridotriazinedione, cap-dependent endonuclease, carbamoyl pyridone, chelator, dihydrodibenzothiepine, hydrophobic pharmacophore, influenza and other aspects.Safety of Ethyl 3-fluoro-2-methylbenzoate

On November 15, 2020, Taoda, Yoshiyuki; Miyagawa, Masayoshi; Akiyama, Toshiyuki; Tomita, Kenji; Hasegawa, Yasushi; Yoshida, Ryu; Noshi, Takeshi; Shishido, Takao; Kawai, Makoto published an article.Safety of Ethyl 3-fluoro-2-methylbenzoate The title of the article was Dihydrodibenzothiepine: Promising hydrophobic pharmacophore in the influenza cap-dependent endonuclease inhibitor. And the article contained the following:

This work describes a set of discovery research studies of an influenza cap-dependent endonuclease (CEN) inhibitors with a carbamoyl pyridone bicycle (CAB) scaffold, particularly dibenzothiepine-substituted pyridotriazinediones such as I. Using influenza CEN inhibitory activity, antiviral activity and pharmacokinetic (PK) parameters as indexes, structure activity relationships (SAR) studies were performed at the N-1 and N-3 positions on the CAB scaffold, which is a unique template to bind two metals. The hydrophobic substituent at the N-1 position is extremely important for CEN inhibitory activity and antiviral activity, and dihydrodibenzothiepine was the most promising pharmacophore. I showed potent virus titer reduction over oseltamivir phosphate in an in vivo mouse model. I served as the lead compound of baloxavir marboxil with a tricyclic scaffold, which was approved in Japan and the USA in 2018. The experimental process involved the reaction of Ethyl 3-fluoro-2-methylbenzoate(cas: 114312-57-1).Safety of Ethyl 3-fluoro-2-methylbenzoate

The Article related to dibenzothiepine substituted pyridotriazinedione preparation antiviral agent, structure pyridotriazinedione inhibition influenza cap dependent endonuclease, metabolism pharmacokinetics dibenzothiepine substituted pyridotriazinedione, cap-dependent endonuclease, carbamoyl pyridone, chelator, dihydrodibenzothiepine, hydrophobic pharmacophore, influenza and other aspects.Safety of Ethyl 3-fluoro-2-methylbenzoate

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Mochizuki, Akiyoshi et al. published their patent in 2010 |CAS: 114312-57-1

The Article related to angina pectoris, anticoagulants, brain infarction, diamides role: pac (pharmacological activity), spn (synthetic preparation), thu (therapeutic use), biol (biological study), prep (preparation), uses (uses), disseminated intravascular blood coagulation, embolism, homo sapiens, human, multiple organ failure, myocardial infarction, pulmonary embolism, stroke, thromboangiitis obliterans, thrombus, venous thrombosis and other aspects.Electric Literature of 114312-57-1

On June 3, 2010, Mochizuki, Akiyoshi; Nagata, Tsutomu; Kishida, Masanori; Takano, Daisuke; Kanno, Hideyuki published a patent.Electric Literature of 114312-57-1 The title of the patent was Preparation of N-(2-acylaminobenzyl or 2-acylaminoheterocyclylmethyl)thiophene-2-carboxamide derivatives as antithrombotics. And the patent contained the following:

Diamides represented by the general formula [I; ring A = benzene, pyridine, pyridazine, pyrazine, or pyrimidine ring; R1 = H, halo, C1-6 alkyl, halo-C1-6 alkyl, HO, C1-6 alkoxy, halo-C1-6 alkoxy; R2 = H, halo, C1-6 alkyl, halo-C1-6 alkyl, HO, C1-6 alkoxy, halo-C1-6 alkoxy, C1-6 alkylsulfonyloxy, cyano, CO2H, C1-6 alkoxycarbonyl, carboxy-C1-6 alkyl, each (un)substituted CONH2 or NH2, , etc.; T1 = CONR3, NR3CO; R3 = H, C1-6 alkyl; T2 = CR4R5NHCO; R4, R5 = H, C1-6 alkyl; Q1 = C1-6 alkylsulfonylphenyl, N,N-di(C1-6 alkyl)aminocyclohexyl, 2-oxopyrrolidinyl, 2-oxo[1,3]oxazolidinyl, 1,1-dioxo-1λ6-isothiazolidinyl, 1-C1-6 alkylpiperidinyl, etc.; Q2 = a single bond, (un)substituted 1,4-phenylene, piperidine-1,4-diyl, thiazole-2,5-diyl, [1,3,4]thiadiazole-2,5-diyl, pyridine-2,5-diyl; Q3 = each (un)substituted Ph, thienyl, pyrrolyl, or pyridyl] or pharmacol. acceptable salts thereof were prepared These compounds have a potent inhibitory activity on activated blood coagulation factor Xa (FXa) and exhibit quick, sufficient and lasting antithrombotic effect even by oral administration. They are useful for the prevention and/or treatment of thrombus or embolism, more specifically cerebral infarction, cerebral embolism, myocardial infarction, angina pectoris, pulmonary embolism, Buerger disease, deep vein thrombosis, disseminated intravascular coagulation (DIC), thrombus formation after artificial valve/joint replacement, thrombus formation or re-obstruction (clogging) after vascular reconstruction, multiple organ failure (MODS), thrombus formation during extracorporeal circulation, or blood coagulation during blood sampling. Thus, 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxylic acid hydrochloride 260, HOBt 140, 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride 234 mg, and 320 μL Et3N were added to a solution of 253 mg N-(2-aminobenzyl)-5-chlorothiophene-2-carboxamide in 10 mL DMF and the resulting mixture was stirred at room temperature for 23 h to give, after workup, 262 mg N-[2-[[[(5-Chlorothiophen-2-yl)carbonyl]amino]methyl]phenyl]-5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine-2-carboxamide (II). II hydrochloride and 4-[[[(5-Chlorothiophen-2-yl)carbonyl]amino]methyl]-3-fluoro-5-[[(5-isopropyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridin-2-yl)carbonyl]amino]benzoic acid Me ester (III) inhibited human FXa with IC50 of 1.7 and 0.51 nM, resp. The experimental process involved the reaction of Ethyl 3-fluoro-2-methylbenzoate(cas: 114312-57-1).Electric Literature of 114312-57-1

The Article related to angina pectoris, anticoagulants, brain infarction, diamides role: pac (pharmacological activity), spn (synthetic preparation), thu (therapeutic use), biol (biological study), prep (preparation), uses (uses), disseminated intravascular blood coagulation, embolism, homo sapiens, human, multiple organ failure, myocardial infarction, pulmonary embolism, stroke, thromboangiitis obliterans, thrombus, venous thrombosis and other aspects.Electric Literature of 114312-57-1

Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

17-Sep-2021 News Research on new synthetic routes about 114312-57-1

The synthetic route of 114312-57-1 has been constantly updated, and we look forward to future research findings.

Reference of 114312-57-1, A common heterocyclic compound, 114312-57-1, name is Ethyl 3-fluoro-2-methylbenzoate, molecular formula is C10H11FO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Add ethyl 3-fluoro-2-methylbenzoate (5.1g, 28mmol) to the reaction flask,N-bromosuccinimide (5.6g, 31mmol),Benzoyl peroxide (0.34g, 1.4mmol) and CCl4 (30mL).Under the protection of nitrogen, the temperature of the reaction solution was raised to 82C and the reaction was stirred for 17 hours.After the reaction was completed, the reaction solution was cooled to room temperature, filtered, and the filter cake was washed with EtOAc (50 mL). The resulting filtrate was sequentially saturated sodium thiosulfate solution (100 mL×2),The citric acid solution (50 mL) and saturated brine (50 mL) were washed, dried over anhydrous sodium sulfate, filtered, and the filtrate was vortexed under reduced pressure.The obtained crude product was purified using silica gel column chromatography (eluent: PE/EA (v/v) = 10/1),The title compound was obtained as a light yellow oil (6.17g, 84%).

The synthetic route of 114312-57-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Luo Huichao; Ren Qingyun; Yin Junjun; Wu Chunlin; Fan Yuxin; Mo Yufeng; Zhang Yingjun; (102 pag.)CN111057074; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Research on new synthetic routes about Ethyl 3-fluoro-2-methylbenzoate

Synthetic Route of 114312-57-1, A common heterocyclic compound, 114312-57-1, name is Ethyl 3-fluoro-2-methylbenzoate, molecular formula is C10H11FO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Synthetic Route of 114312-57-1, A common heterocyclic compound, 114312-57-1, name is Ethyl 3-fluoro-2-methylbenzoate, molecular formula is C10H11FO2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

Add ethyl 3-fluoro-2-methylbenzoate (5.1g, 28mmol) to the reaction flask,N-bromosuccinimide (5.6g, 31mmol),Benzoyl peroxide (0.34g, 1.4mmol) and CCl4 (30mL).Under the protection of nitrogen, the temperature of the reaction solution was raised to 82C and the reaction was stirred for 17 hours.After the reaction was completed, the reaction solution was cooled to room temperature, filtered, and the filter cake was washed with EtOAc (50 mL). The resulting filtrate was sequentially saturated sodium thiosulfate solution (100 mL×2),The citric acid solution (50 mL) and saturated brine (50 mL) were washed, dried over anhydrous sodium sulfate, filtered, and the filtrate was vortexed under reduced pressure.The obtained crude product was purified using silica gel column chromatography (eluent: PE/EA (v/v) = 10/1),The title compound was obtained as a light yellow oil (6.17g, 84%).

The synthetic route of 114312-57-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Guangdong Dongyangguang Pharmaceutical Co., Ltd.; Luo Huichao; Ren Qingyun; Yin Junjun; Wu Chunlin; Fan Yuxin; Mo Yufeng; Zhang Yingjun; (102 pag.)CN111057074; (2020); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Simple exploration of 114312-57-1

The synthetic route of 114312-57-1 has been constantly updated, and we look forward to future research findings.

114312-57-1, name is Ethyl 3-fluoro-2-methylbenzoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. HPLC of Formula: C10H11FO2

To a solution of 11 g of ethyl 3-fluoro-2-methylbenzoate in 300 ml of carbon tetrachloride is added 12 g of N-bromosuccinimide and the mixture is refluxed with heating for 12 hours. After cooling, the mixture is washed with water and a saturated saline solution and dried over magnesium sulfate and the solvent is distilled off under reduced pressure to give 13 g of ethyl 3-fluoro-2-bromomethylbenzoate. Mass spectrum m/z: 262, 260(M+).

The synthetic route of 114312-57-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dainippon Pharmaceutical Co., Ltd.; US4889858; (1989); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics