- Buspirone
- Buspirone hydrochloride
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Cas Database |
| Name |
Buspirone |
EINECS | 253-072-2 |
| CAS No. | 36505-84-7 | Density | 1.24g/cm3 |
| PSA | N/A | LogP | N/A |
| Solubility | N/A | Melting Point |
2-8°C |
| Formula | C21H31N5O2 | Boiling Point | 613.9 °C at 760 mmHg |
| Molecular Weight | 385.509 | Flash Point | 325.1 °C |
| Transport Information | UN 2811 6 | Appearance | white |
| Safety | 45 | Risk Codes | 25 |
| Molecular Structure |
|
Hazard Symbols |
 T
|
| Synonyms |
Buspin;Buspirone;Buspironum;8-Azaspiro(4,5)decane-7,9-dione, 8-(4-(4-(2-pyrimidinyl)piperizinyl)butyl)-; |
Article Data | 15 |
Buspirone Synthetic route
- 110-52-1
1,4-dibromo-butane
- 20980-22-7
N-(2-pyridinyl)piperazine
- 1075-89-4
tetramethylene glutarimide
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| With potassium carbonate; benzyltriethylammonium bromide Product distribution; 1.) xylene, reflux, 3 h, 2.) reflux, 5 h; other imides and catalysts, variation of reaction time, also in toluene; also 1-(2-quinolinyl)piperazine; | 97% |
| With potassium carbonate; benzyltriethylammonium bromide 1.) xylene, reflux, 3 h, 2.) reflux, 5 h; Yield given. Multistep reaction; |
- 1722-12-9
2-chloropyrimidine
- 80827-59-4
8-(4-(piperazin-1-yl)butyl)-8-azaspiro[4.5]decane-7,9-dione
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| With C48H55ClN2Pd; sodium t-butanolate In 1,2-dimethoxyethane at 20℃; for 16h; Inert atmosphere; Sealed tube; | 90% |
- 5662-95-3
3,3-tetramethylene glutaric anhydride
- 33386-20-8
1-(pyrimidin-2-yl)-4-(4-aminobutyl)piperazine
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| In toluene for 10h; Heating; | 78% |
- 21098-10-2
8-(4-hydroxybutyl)-8-azaspiro[4.5]decane-7,9-dione
- 20980-22-7
N-(2-pyridinyl)piperazine
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| With [RhCl2(p-cymene)]2; bis[2-(diphenylphosphino)phenyl] ether In tetrahydrofuran at 250℃; under 37503.8 Torr; Flow reactor; | 76% |
- 20980-22-7
N-(2-pyridinyl)piperazine
- 80827-62-9
8-(4-bromobutyl)-8-azaspiro[4.5]decane-7,9-dione
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| With potassium carbonate In acetonitrile for 12h; Heating; | 71.4% |
| With potassium carbonate In N,N-dimethyl-formamide at 80℃; |
- 118286-98-9
8-<4-(4-pyrimidin-2-yl-piperazin-1-yl)but-2-enyl>-8-aza-spiro<4.5>decane-7,9-dione
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In ethyl acetate | 70% |
- 80827-59-4
8-(4-(piperazin-1-yl)butyl)-8-azaspiro[4.5]decane-7,9-dione
- 31575-35-6
2-fluoropyrimidine
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| With potassium hydroxide; hydroxypropyl methylcellulose In water at 20℃; | 62% |
- 1075-89-4
tetramethylene glutarimide
- 81461-73-6
8-(2-Pyrimidinyl)-8-aza-5-azoniaspiro[4.5]decane Bromide
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| With potassium carbonate; 18-crown-6 ether In xylene for 6h; Heating; | |
| With sodium hydroxide; potassium carbonate In N-methyl-acetamide; hydrogenchloride; water |
- 118286-97-8
8-<4-<4-(2-Pyrimidinyl)-1-piperazinyl>-2-butynyl>-8-azaspiro<4.5>decane-7,9-dione
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal In tetrahydrofuran for 0.833333h; Ambient temperature; Yield given; |
- 20980-22-7
N-(2-pyridinyl)piperazine
- 36505-84-7
BUSPIRONE
| Conditions | Yield |
|---|---|
| Multi-step reaction with 3 steps 1: 50 percent / Pd(PPh3)4 / tetrahydrofuran 2: 70 percent / Pd(PPh3)4 / tetrahydrofuran; dimethylsulfoxide 3: 70 percent / H2 / Pd/C / ethyl acetate View Scheme | |
| Multi-step reaction with 3 steps 1: 80 percent / Pd(PPh3)4 / tetrahydrofuran 2: 70 percent / Pd(PPh3)4 / tetrahydrofuran; dimethylsulfoxide 3: 70 percent / H2 / Pd/C / ethyl acetate View Scheme | |
| Multi-step reaction with 3 steps 1: 56 percent / Pd(PPh3)4 / tetrahydrofuran 2: 70 percent / Pd(PPh3)4 / tetrahydrofuran; dimethylsulfoxide 3: 70 percent / H2 / Pd/C / ethyl acetate View Scheme |
Buspirone Specification
The Buspirone with the cas number 21535-47-7, is also called (1)8-(4-(4-(2-Pyrimidinyl)-1-piperizinyl)butyl)-8-azaspiro(4,5)decane-7,9-dione; (2) Ansial ; (3) Buspirona ; (4) Buspirone ; (5) Buspironum ; (6)8-Azaspiro(4,5)decane-7,9-dione, 8-(4-(4-(2-pyrimidinyl)piperizinyl)butyl)-; (7)8-Azaspiro(4.5)decane-7,9-dione, 8-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-. It belongs to Serotonin receptor product categories.
Properties of Bolvidon are: (1)ACD/LogP: 3.43 ; (2)# of Rule of 5 Violations: 0 ; (3)ACD/LogD (pH 5.5): 2.26 ; (4)ACD/LogD (pH 7.4): 3.37 ; (5)ACD/BCF (pH 5.5): 16.18 ; (6)ACD/BCF (pH 7.4): 205.29 ; (7)ACD/KOC (pH 5.5): 118.63 ; (8)ACD/KOC (pH 7.4): 1504.97 ; (9)#H bond acceptors: 7 ; (10)#H bond donors: 0 ; (11)#Freely Rotating Bonds: 6 ; (12)Polar Surface Area: 69.64 Å2 ; (13)Index of Refraction: 1.603 ; (14) Molar Refractivity: 106.83 cm3 ; (15)Molar Volume: 310.6 cm3 ; (16)Polarizability: 42.35 ×10-24 cm3 ; (17)Surface Tension: 62.3 dyne/cm ; (18)Density: 1.24 g/cm3 ; (19)Flash Point: 325.1 °C ; (20)Enthalpy of Vaporization: 91.11 kJ/mol ; (21)Boiling Point: 613.9 °C at 760 mmHg ; (22)Vapour Pressure: 5.24E-15 mmHg at 25°C
The Buspirone shows no potential for addiction or dependence, and the development of tolerance has not been observed. The main disadvantage of Buspirone (CAS NO.36505-84-7) is that it may take several weeks before its anxiolytic effects become noticeable. Often patients have to be initially co-treated with a benzodiazepine for an immediate anxiolytic effect. It functions as a serotonin 5-HT1A receptor partial agonist. Side effects have been reported, but are not more frequent than those encountered with placebo.
The Buspirone can be obtained by reaction of 2-piperazino-pyrimidine with 8-aza-spiro[4.5]decane-7,9-dione and 1,4-dibromo-butane. This reaction progress with triethylbenzylammonium bromide as catalytic agent, reflux in xylene for 3 h, or reflux for 5 h. This reaction can also goes with other imides and catalysts, variation of reaction time, also in toluene and also 1-(2-quinolinyl)piperazine.
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You can still convert the following datas into molecular structure :
1. SMILES: O=C1N(C(=O)CC2(C1)CCCC2)CCCCN4CCN(c3ncccn3)CC4
2. InChI: InChI=1/C21H31N5O2/c27-18-16-21(6-1-2-7-21)17-19(28)26(18)11-4-3-10-24-12-14-25(15-13-24)20-22-8-5-9-23-20/h5,8-9H,1-4,6-7,10-17H2
The Buspirone toxic data can be showed in the following sheet.
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| human | TDLo | unreported | 399mg/kg/19D- (399mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) | Drugs of the Future. Vol. 1, Pg. 409, 1976. |
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