Product Name

  • Name

    TANDOSPIRONE

  • EINECS
  • CAS No. 87760-53-0
  • Article Data2
  • CAS DataBase
  • Density 1.239g/cm3
  • Solubility
  • Melting Point 112-113.5°
  • Formula C21H29N5O2
  • Boiling Point 613.9 °C at 760 mmHg
  • Molecular Weight 383.494
  • Flash Point 325.1 °C
  • Transport Information
  • Appearance
  • Safety 26
  • Risk Codes 36/37/38
  • Molecular Structure Molecular Structure of 87760-53-0 (TANDOSPIRONE)
  • Hazard Symbols Xi
  • Synonyms (3αα，4β，7β，7αα)-Hexahydro-2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-4，7-methano-1H-isoindole-1，3(2H)-dione;Sediel;Tandospirone;Tandospirone [inn:ban];3a,4,7,7a-Hexahydro-2-(4-(4-(2-pyrimidinyl)-1-piperazinyl)butyl)-4,7-methano-1H-isoindole-1,3(2H)-dione;4,7-Methano-1H-isoindole-1,3(2H)-dione, hexahydro-2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-, (3aa,4b,7b,7aa)-;
  • PSA 69.64000
  • LogP 1.35070

Synthetic route

(1R*,2S*,3R*,4S*)-N-<4-<4-(2-Pyrimidinyl)-1-piperazinyl>-2-butynyl>-2,3-bicyclo<2.2.1>heptanedicarboximide
120596-77-2

(1R*,2S*,3R*,4S*)-N-<4-<4-(2-Pyrimidinyl)-1-piperazinyl>-2-butynyl>-2,3-bicyclo<2.2.1>heptanedicarboximide

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
With hydrogen; palladium on activated charcoal In tetrahydrofuran for 1.5h; Ambient temperature;88.6%
N-(2-pyridinyl)piperazine
20980-22-7

N-(2-pyridinyl)piperazine

(1R,2S,3R,4S)-N-(4-bromobutyl)-2,3-bicyclo<2.2.1>heptanedicarboximide
99095-09-7

(1R,2S,3R,4S)-N-(4-bromobutyl)-2,3-bicyclo<2.2.1>heptanedicarboximide

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
With potassium carbonate; potassium iodide In N,N-dimethyl-formamide at 90℃; for 1h;81.3%
exo-bicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride
14166-28-0

exo-bicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride

1-(pyrimidin-2-yl)-4-(4-aminobutyl)piperazine
33386-20-8

1-(pyrimidin-2-yl)-4-(4-aminobutyl)piperazine

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
In pyridine Heating;59%
1,4-dibromo-butane
110-52-1

1,4-dibromo-butane

N-(2-pyridinyl)piperazine
20980-22-7

N-(2-pyridinyl)piperazine

(3aR,4S,7R,7aS)‑4,7‑methylene‑1H‑isoindole‑1,3(2H)-dione
14805-29-9

(3aR,4S,7R,7aS)‑4,7‑methylene‑1H‑isoindole‑1,3(2H)-dione

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
With potassium carbonate; benzyltriethylammonium bromide 1.) toluene, reflux, 4 h, 2.) reflux, 5 h; Yield given. Multistep reaction;
...Expand
8-(2-Pyrimidinyl)-8-aza-5-azoniaspiro[4.5]decane Bromide
81461-73-6

8-(2-Pyrimidinyl)-8-aza-5-azoniaspiro[4.5]decane Bromide

(3aR,4S,7R,7aS)‑4,7‑methylene‑1H‑isoindole‑1,3(2H)-dione
14805-29-9

(3aR,4S,7R,7aS)‑4,7‑methylene‑1H‑isoindole‑1,3(2H)-dione

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
With potassium carbonate; 18-crown-6 ether In xylene for 6h; Heating;
N-(2-pyridinyl)piperazine
20980-22-7

N-(2-pyridinyl)piperazine

methyl halide

methyl halide

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 25percent aq. NaOH / acetone / Ambient temperature
2: LiAlH4 / diethyl ether / -10 °C
3: 59 percent / pyridine / Heating
View Scheme
N-Propargylbicyclo<2.2.1>heptane-2,3-di-exo-carboximide
105981-36-0

N-Propargylbicyclo<2.2.1>heptane-2,3-di-exo-carboximide

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 99.3 percent / copper sulfate / dioxane; H2O / 1.17 h / 70 - 80 °C
2: 88.6 percent / H2 / 10percent Pd/C / tetrahydrofuran / 1.5 h / Ambient temperature
View Scheme
(3aR,4S,7R,7aS)‑4,7‑methylene‑1H‑isoindole‑1,3(2H)-dione
14805-29-9

(3aR,4S,7R,7aS)‑4,7‑methylene‑1H‑isoindole‑1,3(2H)-dione

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 90.2 percent / K2CO3 / acetone / 7 h / Heating
2: 81.3 percent / K2CO3, KI / dimethylformamide / 1 h / 90 °C
View Scheme
Multi-step reaction with 3 steps
1: 91 percent / K2CO3 / acetone / 1 h / Heating
2: 99.3 percent / copper sulfate / dioxane; H2O / 1.17 h / 70 - 80 °C
3: 88.6 percent / H2 / 10percent Pd/C / tetrahydrofuran / 1.5 h / Ambient temperature
View Scheme
(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione
2746-19-2

(1R,2R,6S,7S)-4-oxa-tricyclo[5.2.1.02,6]dec-8-ene-3,5-dione

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 95.9 percent / H2 / 10percent Pd-C/ 50percent H2O / tetrahydrofuran / 1.5 h / Ambient temperature
2: 59 percent / pyridine / Heating
View Scheme
Multi-step reaction with 4 steps
1: 95.9 percent / H2 / 10percent Pd-C/ 50percent H2O / tetrahydrofuran / 1.5 h / Ambient temperature
2: 80.5 percent / 7percent aq. NH3 / tetrahydrofuran / 2 h / 190 °C
3: 90.2 percent / K2CO3 / acetone / 7 h / Heating
4: 81.3 percent / K2CO3, KI / dimethylformamide / 1 h / 90 °C
View Scheme
Multi-step reaction with 5 steps
1: 95.9 percent / H2 / 10percent Pd-C/ 50percent H2O / tetrahydrofuran / 1.5 h / Ambient temperature
2: 80.5 percent / 7percent aq. NH3 / tetrahydrofuran / 2 h / 190 °C
3: 91 percent / K2CO3 / acetone / 1 h / Heating
4: 99.3 percent / copper sulfate / dioxane; H2O / 1.17 h / 70 - 80 °C
5: 88.6 percent / H2 / 10percent Pd/C / tetrahydrofuran / 1.5 h / Ambient temperature
View Scheme
exo-bicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride
14166-28-0

exo-bicyclo[2.2.1]heptane-2,3-dicarboxylic anhydride

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: 80.5 percent / 7percent aq. NH3 / tetrahydrofuran / 2 h / 190 °C
2: 90.2 percent / K2CO3 / acetone / 7 h / Heating
3: 81.3 percent / K2CO3, KI / dimethylformamide / 1 h / 90 °C
View Scheme
Multi-step reaction with 4 steps
1: 80.5 percent / 7percent aq. NH3 / tetrahydrofuran / 2 h / 190 °C
2: 91 percent / K2CO3 / acetone / 1 h / Heating
3: 99.3 percent / copper sulfate / dioxane; H2O / 1.17 h / 70 - 80 °C
4: 88.6 percent / H2 / 10percent Pd/C / tetrahydrofuran / 1.5 h / Ambient temperature
View Scheme
4-[4-(2-Pyrimidinyl)-1-piperazinyl]butyronitrile
33386-14-0

4-[4-(2-Pyrimidinyl)-1-piperazinyl]butyronitrile

tandospirone
87760-53-0

tandospirone

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: LiAlH4 / diethyl ether / -10 °C
2: 59 percent / pyridine / Heating
View Scheme
tandospirone
87760-53-0

tandospirone

maleic acid
110-16-7

maleic acid

tandospirone maleic acid

tandospirone maleic acid

Conditions
ConditionsYield
In ethanol; water at 70℃; Temperature; Solvent; Large scale;99.9%
tandospirone
87760-53-0

tandospirone

(3aα,4β,7β,7aα)-hexahydro-2-[4[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-4,7-methano-1H-isoindole-1,3(2H)-dione sulfate

(3aα,4β,7β,7aα)-hexahydro-2-[4[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-4,7-methano-1H-isoindole-1,3(2H)-dione sulfate

Conditions
ConditionsYield
With sulfuric acid In diethyl ether; acetone at 45℃; Solvent; Temperature;99.7%
tandospirone
87760-53-0

tandospirone

citric acid
77-92-9

citric acid

tandospirone citrate
112457-95-1

tandospirone citrate

Conditions
ConditionsYield
In diethyl ether; acetone Heating;99%
In ethyl acetate at 20℃; for 2h; Solvent; Temperature;95%
tandospirone
87760-53-0

tandospirone

(1R*,2S*,3R*,4S*)-5-Hydroxy-4-<4-<4-(2-pyrimidinyl)-1-piperazinyl>butyl>-4-azatricyclo<5.2.1.02.6>decan-3-one
138273-97-9

(1R*,2S*,3R*,4S*)-5-Hydroxy-4-<4-<4-(2-pyrimidinyl)-1-piperazinyl>butyl>-4-azatricyclo<5.2.1.02.6>decan-3-one

Conditions
ConditionsYield
With sodium hydroxide; sodium tetrahydroborate In water; isopropyl alcohol for 2h; Heating;72.9%
tandospirone
87760-53-0

tandospirone

(1R*,2S*,3R*,4S*)-4-<4-<4-(2-Pyrimidinyl)-1-piperazinyl>butyl>-4-azatricyclo<5.2.1.02.6>decane
138273-98-0

(1R*,2S*,3R*,4S*)-4-<4-<4-(2-Pyrimidinyl)-1-piperazinyl>butyl>-4-azatricyclo<5.2.1.02.6>decane

Conditions
ConditionsYield
With lithium aluminium tetrahydride In tetrahydrofuran for 2.5h; Ambient temperature;68.9%

Tandospirone Specification

The Tandospirone with cas registry number of 87760-53-0, is also called Tandospirone [inn:ban]; 4,7-Methano-1H-isoindole-1,3(2H)-dione, hexahydro-2-[4-[4-(2-pyrimidinyl)-1-piperazinyl]butyl]-, (3aa,4b,7b,7aa)-. The Tandospirone belongs to the following product categorie: serotonin receptor.

Physical properties of Tandospirone: (1)ACD/LogP: 2.02; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 0.85; (4)ACD/LogD (pH 7.4): 1.95; (5)ACD/BCF (pH 5.5): 1.37; (6)ACD/BCF (pH 7.4): 17.32; (7)ACD/KOC (pH 5.5): 20.35; (8)ACD/KOC (pH 7.4): 256.46; (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: 1.589; (14)Molar Refractivity: 104.24 cm3; (15)Molar Volume: 309.3 cm3; (16)Polarizability: 41.32×10-24cm3; (17)Surface Tension: 54.1 dyne/cm; (18)Enthalpy of Vaporization: 91.11 kJ/mol; (19)Vapour Pressure: 5.23E-15 mmHg at 25°C.

You can still convert the following datas into molecular structure:(1)SMILES:O=C1N(C(=O)[C@H]3[C@@H]1[C@@H]2CC[C@H]3C2)CCCCN5CCN(c4ncccn4)CC5; (2)InChI:InChI=1/C21H29N5O2/c27-19-17-15-4-5-16(14-15)18(17)20(28)26(19)9-2-1-8-24-10-12-25(13-11-24)21-22-6-3-7-23-21/h3,6-7,15-18H,1-2,4-5,8-14H2/t15-,16+,17+,18-; (3)InChIKey:CEIJFEGBUDEYSX-FZDBZEDMBN; (4)Std. InChI:InChI=1S/C21H29N5O2/c27-19-17-15-4-5-16(14-15)18(17)20(28)26(19)9-2-1-8-24-10-12-25(13-11-24)21-22-6-3-7-23-21/h3,6-7,15-18H,1-2,4-5,8-14H2/t15-,16+,17+,18-; (5)Std. InChIKey:CEIJFEGBUDEYSX-FZDBZEDMSA-N.

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View