Category: 123987-13-3

Grottelli, Silvia’s team published research in Journal of Medicinal Chemistry in 2022 | CAS: 123987-13-3

(3-(4-Methylpiperazin-1-yl)phenyl)methanol(cas: 123987-13-3) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.COA of Formula: C12H18N2O

Grottelli, Silvia; Annunziato, Giannamaria; Pampalone, Gioena; Pieroni, Marco; Dindo, Mirco; Ferlenghi, Francesca; Costantino, Gabriele; Cellini, Barbara published an article in Journal of Medicinal Chemistry. The title of the article was 《Identification of Human Alanine-Glyoxylate Aminotransferase Ligands as Pharmacological Chaperones for Variants Associated with Primary Hyperoxaluria Type 1》.COA of Formula: C12H18N2O The author mentioned the following in the article:

Primary hyperoxaluria type I (PH1) is a rare kidney disease due to the deficit of alanine:glyoxylate aminotransferase (AGT), a pyridoxal-5′-phosphate-dependent enzyme responsible for liver glyoxylate detoxification, which in turn prevents oxalate formation and precipitation as kidney stones. Many PH1-associated missense mutations cause AGT misfolding. Therefore, the use of pharmacol. chaperones (PCs), small mols. that promote correct folding, represents a useful therapeutic option. To identify ligands acting as PCs for AGT, we first performed a small screening of com. available compounds We tested each mol. by a dual approach aimed at defining the inhibition potency on purified proteins and the chaperone activity in cells expressing a misfolded variant associated with PH1. We then performed a chem. optimization campaign and tested the resulting synthetic mols. using the same approach. Overall, the results allowed us to identify a promising hit compound for AGT and draw conclusions about the requirements for optimal PC activity. In the experimental materials used by the author, we found (3-(4-Methylpiperazin-1-yl)phenyl)methanol(cas: 123987-13-3COA of Formula: C12H18N2O)

(3-(4-Methylpiperazin-1-yl)phenyl)methanol(cas: 123987-13-3) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.COA of Formula: C12H18N2O

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Akama, Tsutomu’s team published research in Bioorganic & Medicinal Chemistry Letters in 2018 | CAS: 123987-13-3

(3-(4-Methylpiperazin-1-yl)phenyl)methanol(cas: 123987-13-3) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.SDS of cas: 123987-13-3

Akama, Tsutomu; Zhang, Yong-Kang; Freund, Yvonne R.; Berry, Pamela; Lee, Joanne; Easom, Eric E.; Jacobs, Robert T.; Plattner, Jacob J.; Witty, Michael J.; Peter, Rosemary; Rowan, Tim G.; Gillingwater, Kirsten; Brun, Reto; Nare, Bakela; Mercer, Luke; Xu, Musheng; Wang, Jiangong; Liang, Hao published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Identification of a 4-fluorobenzyl L-valinate amide benzoxaborole (AN11736) as a potential development candidate for the treatment of Animal African Trypanosomiasis (AAT)》.SDS of cas: 123987-13-3 The author mentioned the following in the article:

Novel L-valinate amide benzoxaboroles and analogs were designed and synthesized for a structure-activity-relationship (SAR) investigation to optimize the growth inhibitory activity against Trypanosoma congolense (T. congolense) and Trypanosoma vivax (T. vivax) parasites. The study identified 4-fluorobenzyl (1-hydroxy-7-methyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonyl)-L-valinate (5, AN11736), which showed IC50 values of 0.15 nM against T. congolense and 1.3 nM against T. vivax, and demonstrated 100% efficacy with a single dose of 10 mg/kg against both T. congolense and T. vivax in mouse models of infection (IP dosing) and in the target animal, cattle, dosed i.m. AN11736 has been advanced to early development studies.(3-(4-Methylpiperazin-1-yl)phenyl)methanol(cas: 123987-13-3SDS of cas: 123987-13-3) was used in this study.

(3-(4-Methylpiperazin-1-yl)phenyl)methanol(cas: 123987-13-3) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.SDS of cas: 123987-13-3

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Akama, Tsutomu’s team published research in Bioorganic & Medicinal Chemistry Letters in 2018 | CAS: 123987-13-3

(3-(4-Methylpiperazin-1-yl)phenyl)methanol(cas: 123987-13-3) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.Product Details of 123987-13-3

Akama, Tsutomu; Zhang, Yong-Kang; Freund, Yvonne R.; Berry, Pamela; Lee, Joanne; Easom, Eric E.; Jacobs, Robert T.; Plattner, Jacob J.; Witty, Michael J.; Peter, Rosemary; Rowan, Tim G.; Gillingwater, Kirsten; Brun, Reto; Nare, Bakela; Mercer, Luke; Xu, Musheng; Wang, Jiangong; Liang, Hao published an article in Bioorganic & Medicinal Chemistry Letters. The title of the article was 《Identification of a 4-fluorobenzyl L-valinate amide benzoxaborole (AN11736) as a potential development candidate for the treatment of Animal African Trypanosomiasis (AAT)》.Product Details of 123987-13-3 The author mentioned the following in the article:

Novel L-valinate amide benzoxaboroles and analogs were designed and synthesized for a structure-activity-relationship (SAR) investigation to optimize the growth inhibitory activity against Trypanosoma congolense (T. congolense) and Trypanosoma vivax (T. vivax) parasites. The study identified 4-fluorobenzyl (1-hydroxy-7-methyl-1,3-dihydrobenzo[c][1,2]oxaborole-6-carbonyl)-L-valinate (5, AN11736), which showed IC50 values of 0.15 nM against T. congolense and 1.3 nM against T. vivax, and demonstrated 100% efficacy with a single dose of 10 mg/kg against both T. congolense and T. vivax in mouse models of infection (IP dosing) and in the target animal, cattle, dosed i.m. AN11736 has been advanced to early development studies.(3-(4-Methylpiperazin-1-yl)phenyl)methanol(cas: 123987-13-3Product Details of 123987-13-3) was used in this study.

(3-(4-Methylpiperazin-1-yl)phenyl)methanol(cas: 123987-13-3) belongs to piperazines. Piperazines are very broad chemical group, covering a wide range of drugs from antidepressants to antihistamines.Product Details of 123987-13-3

Referemce:
Piperazine – Wikipedia,
Piperazines – an overview | ScienceDirect Topics

Brief introduction of (3-(4-Methylpiperazin-1-yl)phenyl)methanol

123987-13-3, The synthetic route of 123987-13-3 has been constantly updated, and we look forward to future research findings.

123987-13-3, (3-(4-Methylpiperazin-1-yl)phenyl)methanol is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 18 (5.00 g, 19.1 mmol), /V-methylpiperazine (5.73 g, 57.2 mmol), Pd2(dba)3(3.49 g, 3.82 mmol), Cs2C03(12.4 g, 38.2 mmol) and 2,2′-bis(diphenylphosphino)-1 ,1 ‘-binaphthalene (3.56 g, 5.72 mmol) in 1 ,4-dioxane (5 mL) was degassed and purged with N2for 3 times, and then the mixture was stirred at 80 C for 18 h under N2atmosphere. Then the mixture was cooled to 15 C, filtered and concentrated in vacuum. The residue was purified via column chromatography (DCM/MeOH = 20:1) to give 19 (1.40 g, 31 %) as brown oil.1H NMR (400 MHz, DMSO-d6) 7.60 (s, 1 H), 7.52 (d, J = 7.5 Hz, 1 H), 7.34 – 7.30 (m, 1 H), 7.12 (dd, J = 7.7, 2.4 Hz, 1 H), 3.91 (s, 3H), 3.29 – 3.25 (m, 4H), 2.62 – 2.65 (m, 4H), 2.37 (s, 3H). To a solution of 19 (1.40 g, 5.98 mmol) in THF (10 mL) was added LiAIH4(454 mg, 12.0 mmol) at 0 C. The mixture was stirred at 70 C for 2 h. The mixture was cooled to 0 C and quenched by saturated solution of potassium sodium tartrate (3 mL), the precipitate formed was collected, filtered to remove the precipitate. The organic phase was concentrated in vacuum. The residue was purified via column chromatography (DCM/MeOH = 20:1) to give 20 (530 mg, 43%) as brown solid.1H NMR (400 MHz, DMSO-de) 7.26 (s, 1 H), 6.96 (s, 1 H), 6.91 – 6.80 (m, 2H), 4.66 (s, 2H), 3.32 – 3.05 (m, 4H), 2.66 – 2.48 (m, 4H), 2.36 (s, 3H). To a solution of 20 (530 mg, 2.57 mmol) in DCM (10 mL) was added /V-Boc- (S)-valine (670 mg, 3.08 mmol), DCC (795 mg, 3.86 mmol) and DMAP (62.8 mg, 0.514 mmol). The mixture was stirred at 15 C for 24 h. The mixture was filtered and concentrated in vacuum. The residue was purified by column chromatography (DC / eOH = 20:1) to give 21 (600 mg, 58%) as a brown solid. To a solution of 21 (200 mg, 0.493 mmol) in EtOAc (5 mL) was added HCI/EtOAc (4 , 2 mL). The mixture was stirred at 15 C for 15 h. Then the mixture was concentrated in vacuum, the precipitate formed was collected by filtration to give 22 (120 mg, 71 %) as a yellow solid.

123987-13-3, The synthetic route of 123987-13-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; CARTER, David Scott; HALLADAY, Jason S.; JACOBS, Robert T.; LIU, Yang; PLATTNER, Jacob J.; ZHANG, Yong-Kang; WITTY, Michael John; (149 pag.)WO2017/195069; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

Brief introduction of (3-(4-Methylpiperazin-1-yl)phenyl)methanol

123987-13-3, The synthetic route of 123987-13-3 has been constantly updated, and we look forward to future research findings.

123987-13-3, (3-(4-Methylpiperazin-1-yl)phenyl)methanol is a piperazines compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 18 (5.00 g, 19.1 mmol), /V-methylpiperazine (5.73 g, 57.2 mmol), Pd2(dba)3(3.49 g, 3.82 mmol), Cs2C03(12.4 g, 38.2 mmol) and 2,2′-bis(diphenylphosphino)-1 ,1 ‘-binaphthalene (3.56 g, 5.72 mmol) in 1 ,4-dioxane (5 mL) was degassed and purged with N2for 3 times, and then the mixture was stirred at 80 C for 18 h under N2atmosphere. Then the mixture was cooled to 15 C, filtered and concentrated in vacuum. The residue was purified via column chromatography (DCM/MeOH = 20:1) to give 19 (1.40 g, 31 %) as brown oil.1H NMR (400 MHz, DMSO-d6) 7.60 (s, 1 H), 7.52 (d, J = 7.5 Hz, 1 H), 7.34 – 7.30 (m, 1 H), 7.12 (dd, J = 7.7, 2.4 Hz, 1 H), 3.91 (s, 3H), 3.29 – 3.25 (m, 4H), 2.62 – 2.65 (m, 4H), 2.37 (s, 3H). To a solution of 19 (1.40 g, 5.98 mmol) in THF (10 mL) was added LiAIH4(454 mg, 12.0 mmol) at 0 C. The mixture was stirred at 70 C for 2 h. The mixture was cooled to 0 C and quenched by saturated solution of potassium sodium tartrate (3 mL), the precipitate formed was collected, filtered to remove the precipitate. The organic phase was concentrated in vacuum. The residue was purified via column chromatography (DCM/MeOH = 20:1) to give 20 (530 mg, 43%) as brown solid.1H NMR (400 MHz, DMSO-de) 7.26 (s, 1 H), 6.96 (s, 1 H), 6.91 – 6.80 (m, 2H), 4.66 (s, 2H), 3.32 – 3.05 (m, 4H), 2.66 – 2.48 (m, 4H), 2.36 (s, 3H). To a solution of 20 (530 mg, 2.57 mmol) in DCM (10 mL) was added /V-Boc- (S)-valine (670 mg, 3.08 mmol), DCC (795 mg, 3.86 mmol) and DMAP (62.8 mg, 0.514 mmol). The mixture was stirred at 15 C for 24 h. The mixture was filtered and concentrated in vacuum. The residue was purified by column chromatography (DC / eOH = 20:1) to give 21 (600 mg, 58%) as a brown solid. To a solution of 21 (200 mg, 0.493 mmol) in EtOAc (5 mL) was added HCI/EtOAc (4 , 2 mL). The mixture was stirred at 15 C for 15 h. Then the mixture was concentrated in vacuum, the precipitate formed was collected by filtration to give 22 (120 mg, 71 %) as a yellow solid.

123987-13-3, The synthetic route of 123987-13-3 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; ANACOR PHARMACEUTICALS, INC.; AKAMA, Tsutomu; CARTER, David Scott; HALLADAY, Jason S.; JACOBS, Robert T.; LIU, Yang; PLATTNER, Jacob J.; ZHANG, Yong-Kang; WITTY, Michael John; (149 pag.)WO2017/195069; (2017); A1;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics

New learning discoveries about (3-(4-Methylpiperazin-1-yl)phenyl)methanol

As the paragraph descriping shows that 123987-13-3 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.123987-13-3,(3-(4-Methylpiperazin-1-yl)phenyl)methanol,as a common compound, the synthetic route is as follows.

A mixture of thionyl chloride (87 mg, 0.727 mmol) and (3-(4-methylpiperazin-l- yl)phenyl)methanol (30.0 mg, 0.145 mmol) in DCM (10 mL) was heated to 60 C for 2 h. The mixture was then concentrated under reduced pressure to a foam, which was used for the next step without further purification. MS(ES+) Ci2HisN20 requires: 224, found: 225 [M+H]+., 123987-13-3

As the paragraph descriping shows that 123987-13-3 is playing an increasingly important role.

Reference£º
Patent; JONES, Philip; DIFRANCESCO, Maria, Emilia; PETROCCHI, Alessia; MARSZALEK, Joe; LIU, Gang; KANG, Zhijun; CARROLL, Christopher, L.; MCAFOOS, Timothy; CZAKO, Barbara; WO2014/31928; (2014); A2;,
Piperazine – Wikipedia
Piperazines – an overview | ScienceDirect Topics