Buspirone hydrochloride

Base Information

• Chemical Name: Buspirone hydrochloride
• CAS No.: 33386-08-2
• Molecular Formula: C₂₁H₃₁N₅O₂*ClH
• Molecular Weight: 421.97
• Hs Code.: 29335995
• European Community (EC) Number: 251-489-4
• NSC Number: 759571,751138
• UNII: 207LT9J9OC
• DSSTox Substance ID: DTXSID1037193
• Wikidata: Q27105997
• NCI Thesaurus Code: C26641
• RXCUI: 203116
• ChEMBL ID: CHEMBL1200399
• Mol file: 33386-08-2.mol

Synonyms:Anxut;Apo Buspirone;Apo-Buspirone;Bespar;Busp;Buspar;Buspirone;Buspirone Hydrochloride;Gen Buspirone;Gen-Buspirone;Hydrochloride, Buspirone;Lin Buspirone;Lin-Buspirone;MJ 9022 1;MJ-9022-1;MJ90221;N-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-1-cyclopentanediacetamide;Neurosine;Novo Buspirone;Novo-Buspirone;Nu Buspirone;Nu-Buspirone;PMS Buspirone;PMS-Buspirone;ratio Buspirone;ratio-Buspirone

Chemical Property of Buspirone hydrochloride

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 5.24E-15mmHg at 25°C
• Melting Point: 201.5-202.5 °C
• Boiling Point: 613.9 °C at 760 mmHg
• Flash Point: 325.1 °C
• PSA: 69.64000
• Density: 1.24g/cm3
• LogP: 2.83100
• Storage Temp.: 2-8°C
• Solubility.: Freely soluble in water and in methanol, practically insoluble in acetone.
• Water Solubility.: Soluble in methanol (50 mg/ml), water (partly), DMSO (100 mM).
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 421.2244530
• Heavy Atom Count: 29
• Complexity: 529

Purity/Quality:

99% ^*data from raw suppliers

Buspirone Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn
• Hazard Codes: T,Xn,F
• Statements: 25-36/37/38-20/21/22-39/23/24/25-23/24/25-11
• Safety Statements: 45-36-26-36/37-16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CCC2(C1)CC(=O)N(C(=O)C2)CCCCN3CCN(CC3)C4=NC=CC=N4.Cl
• Recent ClinicalTrials: Hybrid Functional Electrical Stimulation Exercise to Prevent Cardiopulmonary Declines in High-level Spinal Cord Injury
• Recent EU Clinical Trials: Open-Label Extension Study of JM-010 in Parkinson’s Disease Patients With Dyskinesia
• Description: Buspirone hydrochloride is an anxiolytic agent indicated for the management of anxiety disorders with or without accompanying depression. In contrast to the benzodiazepines, buspirone does not interact with alcohol, and lacks sedative, anticonvulsant, and muscle relaxant effects, and abuse potential.
• Uses: Non-benzodiazepine anxiolitic; 5-hydroxytryptamine (5-HT1) receptor agonist. anxiolitic;serotonin receptor agonist
• Therapeutic Function: Anxiolytic
• Clinical Use: Anxiolytic
• Drug interactions: Potentially hazardous interactions with other drugs Antibacterials: concentration increased by erythromycin - reduce dose; concentration reduced by rifampicin. Antidepressants: avoid with tranylcypromine; risk of severe hypertension with MAOIs - avoid. Antifungals: concentration increased by itraconazole - reduce dose. Antipsychotics: enhanced sedative effects; haloperidol concentration increased. Antivirals: concentration increased by ritonavir, increased risk of toxicity. Calcium-channel blockers: concentration increased by diltiazem and verapamil - reduce dose. Grapefruit juice: concentration increased by grapefruit juice - reduce dose. Methylthioninium: possible risk of CNS toxicity - avoid if possible.

Technology Process of Buspirone hydrochloride

There total 7 articles about Buspirone hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 67.4%

1,4-dibromo-butane (110-52-1) + N-(2-pyridinyl)piperazine (20980-22-7) + tetramethylene glutarimide (1075-89-4) → buspirone hydrochloride (33386-08-2,116753-41-4)

Guidance literature:

tetramethylene glutarimide; With potassium hydroxide; In ethanol; at 20 ℃; for 2h;

1,4-dibromo-butane; In acetone; at 50 ℃; for 8h;

N-(2-pyridinyl)piperazine; With potassium carbonate; In acetone; butan-1-ol; for 15h; Reflux;

DOI:10.1007/s11164-011-0311-1

Reference yield:

→ buspirone hydrochloride (33386-08-2,116753-41-4) + BUSPIRONE (36505-84-7)

Guidance literature:

Reference yield:

C13H23NO + 1-(2-pyrimidyl)piperazine dihydrochloride (94021-22-4) → buspirone hydrochloride (33386-08-2,116753-41-4)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In dichloromethane; at 20 ℃; for 0.333333h;

DOI:10.1002/ardp.201100112

upstream raw materials:

1-(2-pyrimidyl)piperazine dihydrochloride

8-(4,4-dimethoxybutyl)-8-azaspiro[4.5]decane-7,9-dione

tetramethylene glutarimide

1,4-dibromo-butane

Refernces

• 1、 Luo, Hu,Xia, Wei,Qian, Chao,Chen, Xinzhi,He, Chaohong. "The preparation of 8-[4-[4-(2-pyrimidinyl)-1-piperaziny]butyl]-8- azaspiro[4,5] decane-7,9-dione hydrochloride". experimental part. p. 1041 - 1045. Retrieved 2012/05/05.
• 2、 -. "Pharmaceutically useful polymorphic modification of buspirone". . . Retrieved 2008/06/13.