913614-18-3 Usage
Uses
Used in Pharmaceutical Industry:
1-(1-Benzothiophen-4-yl)piperazine hydrochloride is used as a precursor in the synthesis of piperazine-substituted benzothiophene derivatives for the treatment and prevention of mental diseases. These derivatives are valuable due to their potential neuroprotective and neuroregenerative properties, which can be beneficial in managing central nervous system diseases.
1-(1-Benzothiophen-4-yl)piperazine hydrochloride serves as a building block in the development of new drugs that target specific receptors or pathways implicated in mental health disorders. Its use in this capacity is driven by the need for more effective and safer treatments for a range of conditions, including but not limited to depression, anxiety, schizophrenia, and bipolar disorder. By incorporating this hydrochloride into the molecular structure of new pharmaceuticals, researchers aim to enhance the therapeutic potential and minimize side effects associated with existing treatments.
Synthesis
Synthesis of 4-(1-piperazinyl)benzo[b]thiophene hydrochloride 4-Chlorobenzo[b]thiophene (5.00 g), piperazine (5.11 g), palladium acetate (II) (2.7 mg), tri-tert-butylphosphonium tetraphenylborate (6.2 mg), sodium tert-butoxide (8.548 g), and xylene (70 ml) were stirred at 120 to 130°C for 5 hours. After the reaction mixture was cooled to room temperature, water was added thereto, and the layers were separated. The xylene layer was washed with water, and then with saline. After addition of activated carbon, the mixture was stirred at room temperature for 30 minutes. After filtration of the mixture, concentrated hydrochloric acid was added to the filtrate, and the resulting mixture was stirred at room temperature for 30 minutes. The precipitated crystals were collected by filtration and dried to obtain compound. Yield: 6.94 g. 1H-NMR (DMSO-d6) δ ppm; 3.30 (4H, br.s), 3.61 (4H, br.s), 6.97 (1H, d, J = 7.8 Hz), 7.32 (1H, br. dd, J = 8.4, 7.8 Hz), 7.53 (1H, d, J = 5.6 Hz), 7.70 (1H, d, J = 8.4 Hz), 7.76 (1H, d, J = 5.6 Hz), 9.37 (1H, br.s).
Check Digit Verification of cas no
The CAS Registry Mumber 913614-18-3 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 9,1,3,6,1 and 4 respectively; the second part has 2 digits, 1 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 913614-18:
(8*9)+(7*1)+(6*3)+(5*6)+(4*1)+(3*4)+(2*1)+(1*8)=153
153 % 10 = 3
So 913614-18-3 is a valid CAS Registry Number.
913614-18-3Relevant academic research and scientific papers
Preparation method of brexpiprazole
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Paragraph 0011; 0020-0022, (2017/03/08)
The invention discloses a preparation method of a compound brexpiprazole represented by formula (1). The preparation method adopts 4-aminobenzo[b]thiophene as an initial raw material to synthesize a piperazine ring, avoids a heavy metal palladium catalyzed reaction, reduces the synthesis steps and impurities, and reduces the cost.
Novel preparation method of brexpiprazole
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Paragraph 0027-0028, (2016/10/08)
The invention provides a novel preparation method of brexpiprazole, belonging to the technical field of medicines and chemical synthesis, and solving the problems of more impurities, low yield and serious pollution of existing brexpiprazole preparation methods. According to the method, 4-hydroxy benzothiophene is taken as a starting material, an intermediate V is obtained by four steps of reactions, an intermediate VII is obtained from 7-hydroxy-2-quinolone by two steps of reactions, and the intermediate V and the intermediate VII are subjected to condensation to obtain the brexpiprazole meeting clinic medicinal requirements. The preparation method is easy for getting raw materials, low in price, simple in operation, and mild in reaction condition, and has good industrialized application values.
