Bazedoxifene supplier | CasNO.198481-32-2

Name
1-[[4-[2-(azepan-1-yl)ethoxy]phenyl]methyl]-2-(4-hydroxyphenyl)-3-methyl-indol-5-ol
EINECS 805-732-1
CAS No. 198481-32-2
Article Data34
CAS DataBase
Density 1.19 g/cm³
Solubility
Melting Point 98-102°
Formula C₃₀H₃₄N₂O₃
Boiling Point 694.4 °C at 760 mmHg
Molecular Weight 470.612
Flash Point 373.8 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms TSE-424;Bazedoxifene [INN];Bazedoxifeno;1-((4-(2-Hexahydro-1H-azepin-1-yl)ethoxy)phenyl)methyl)-2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol;1H-Indol-5-ol, 1-((4-(2-(hexahydro-1H-azepin-1-yl)ethoxy)phenyl)methyl)-2-(4-hydroxyphenyl)-3-methyl-;Bazedoxifeno [INN-Spanish];1-[[4-[2-(Azepan-1-yl)ethoxy]phenyl]methyl]-2-(4-hydroxyphenyl)-3-methyl-indol-5-ol;
PSA 57.86000
LogP 6.26890

Synthetic route

: 198480-21-6
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1-[4-(2-azepan-1-yl-ethoxy)-benzyl]-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With palladium on activated charcoal; hydrogen; sodium hydroxide In ethanol; ethyl acetate Solvent; Reagent/catalyst;	100%
With hydrogen; 2.34% Pd/C In tetrahydrofuran; ethanol for 5h;	99%
With hydrogen; palladium 10% on activated carbon In methanol; water; acetone at 40℃; under 7355.72 Torr; Product distribution / selectivity;	99.72%

: 1-[4-(2-Azepan-1-yl-ethoxy)-benzyl]-5-methoxy-2-(4-methoxy-phenyl)-3-methyl-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With trimethylsilyl iodide In chloroform at 20℃; for 5h;	95%
With hydrogen iodide	36.3 g

: 223251-25-0
1-{2-[4-(chloromethyl)phenoxy]ethyl}hexahydro-1H-azepine hydrochloride

: 91444-55-2
4-(5-acetoxy-3-methyl-1H-indol-2-yl)phenyl acetate

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Stage #1: 4-(5-acetoxy-3-methyl-1H-indol-2-yl)phenyl acetate With sodium hydride In N,N-dimethyl-formamide at 0 - 5℃; for 2h; Inert atmosphere; Stage #2: 1-{2-[4-(chloromethyl)phenoxy]ethyl}hexahydro-1H-azepine hydrochloride In N,N-dimethyl-formamide at 0 - 25℃; for 15h; Stage #3: With sodium hydroxide In N,N-dimethyl-formamide at 25℃; for 15h; Solvent; Temperature; Reagent/catalyst;	89%

: 1-(4-(2-(azepan-1-yl)ethoxy)benzyl)-5-(tert-butoxy)-2-(4-(tert-butoxy)phenyl)-3-methyl-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid at 20℃; for 0.5h;	87%

: 1-(4-(2-(azepan-1-yl)ethoxy)benzyl)-2-(4-(benzoyloxy)phenyl)-3-methyl-1H-indol-5-yl benzoate

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With triethylamine In methanol; water for 5h; Reflux;	86%

: 1-[4-(2-azepan-1-yl-ethoxy)benzyl]-5-benzyloxy-2-(4-benzyloxyphenyl)-3-methyl-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With ammonium formate; 10 wt% Pd(OH)2 on carbon In acetone	85%

: 4-(5-acetoxy-1-(4-(2-(azepan-1-yl)ethoxy)benzyl)-3-methyl-1H-indol-2-yl)phenyl acetate

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With ammonia In methanol; water at 20℃; for 3h;	85%

: 1-(4-(2-(azepan-1-yl)ethoxy)benzyl)-3-methyl-2-(4-(pivaloyloxy)phenyl)-1Hindol-5-yl pivalate

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With methanol; potassium carbonate at 45℃; for 3h;	83%

: 1251936-45-4
1-(2-{4-[5-Hydroxy-2-(4-hydroxy-phenyl)-3-methyl-indol-1-ylmethyl]-phenoxy}-ethyl)-azepane-2,7-dione

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With sodium tetrahydroborate; boron trifluoride diethyl etherate In tetrahydrofuran at 5 - 10℃; for 4h;	80.7%

: 111-49-9
hexamethylene imine

: 1343413-19-3
2-(4-((5-hydroxy-2-(4-hydroxyphenyl)-3-methyl-1H-indol-1-yl)methyl)phenoxy)ethyl 4-methylbenzenesulfonate

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
In toluene at 70 - 75℃; for 12h;	80%

: ethyl 2-((1-(4-(2-(azepan-1-yl)ethoxy)benzyl)-2-(4-(2-ethoxy-2-oxoethoxy)phenyl)-3-methyl-1H-indol-5-yl)oxy)acetate

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With sodium hydroxide In methanol; water at 20℃; for 3h;	79%

: 1-[4-(2-azepan-1-yl-ethoxy)-benzyl]-2-(4-hydroxy-phenyl)-3-methyl-1H-indol-5-ol hydrochloride

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With triethylamine In dichloromethane; water pH=9.5 - 10.5; Product distribution / selectivity;	73.27%

: 223251-25-0
1-{2-[4-(chloromethyl)phenoxy]ethyl}hexahydro-1H-azepine hydrochloride

: 91444-54-1
2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Stage #1: 1-{2-[4-(chloromethyl)phenoxy]ethyl}hexahydro-1H-azepine hydrochloride; 2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol With sodium hydride In N,N-dimethyl-formamide at 0℃; for 1h; Stage #2: 1-{2-[4-(chloromethyl)phenoxy]ethyl}hexahydro-1H-azepine hydrochloride In N,N-dimethyl-formamide at 0 - 5℃; for 3.91h;	70.18%

: 1-(4-(2-(azepan-1-yl)ethoxy)benzyl)-5-(2-ethoxyethoxy)-2-(4-(2-ethoxyethoxy)phenyl)-3-methyl-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With boron tribromide In methanol for 5h; Reflux;	69%

: 1-(4-(2-(azepan-1-yl)ethoxy)benzyl)-5-(cyclopentyloxy)-2-(4-(cyclopentyloxy)phenyl)-3-methyl-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With hydrogen bromide; acetic acid In methanol at 50℃; for 2h;	61%

: 1072-21-5
hexanedial

: 1251936-44-3
1-[4-(2-Amino-ethoxy)-benzyl]-2-(4-hydroxy-phenyl)-3-methyl-1H-indol-5-ol

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
10 wt% Pd(OH)2 on carbon at 45 - 50℃; under 3677.86 - 5884.58 Torr;	45%

: 1-(4-(2(azepan-1-yl)ethoxy)benzyl)-5-((2-methoxyethoxy)methoxy)-2-(4-((2-methoxyethoxy)methoxy)phenyl)-3-methyl-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With acetyl chloride In methanol at 0 - 2℃; for 3h;	42%

: 1-(4-(2-(azepan-1-yl)ethoxy)benzyl)-5-((4-methoxybenzyl)oxy)-2-(4-((4-methoxybenzyl)oxy)phenyl)-3-methyl-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With 2,3-dicyano-5,6-dichloro-p-benzoquinone In dichloromethane at 20℃; for 20h;	15%

: 623-05-2
(4-hydroxyphenyl)methanol

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 7 steps 1.1: K2CO3 2.1: SOCl2 / tetrahydrofuran 3.1: sodium hydride / dimethylformamide / 0.33 h / 0 °C 3.2: 59 percent / dimethylformamide / 18 h / 20 °C 4.1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C 5.1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C 6.1: tetrahydrofuran 7.1: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 4 steps 1.1: sodium hydroxide / tetrabutylammomium bromide / toluene; water / Reflux 2.1: hydrogenchloride / dichloromethane / 25 - 35 °C / Inert atmosphere 3.1: sodium hydride / N,N-dimethyl-formamide; toluene / -5 - -1 °C 3.2: 5 °C 4.1: hydrogen / palladium 10% on activated carbon / water; acetone; methanol / 40 °C / 7355.72 Torr View Scheme
Multi-step reaction with 7 steps 1.1: potassium carbonate / acetonitrile / 60 °C 2.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 0.75 h / 0 °C / Inert atmosphere 3.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C 3.2: 20 °C 4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C 5.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C 6.1: tetrahydrofuran / Reflux 7.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme

: 35081-45-9
1-<4-(benzyloxy)phenyl>-2-bromo-1-propanone

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 51 percent / Et3N / dimethylformamide / Heating 2.1: sodium hydride / dimethylformamide / 0.33 h / 0 °C 2.2: 59 percent / dimethylformamide / 18 h / 20 °C 3.1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C 4.1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C 5.1: tetrahydrofuran 6.1: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 100 - 125 °C 2.1: sodium hydride / N,N-dimethyl-formamide; toluene / -5 - -1 °C 2.2: 5 °C 3.1: hydrogen / palladium 10% on activated carbon / water; acetone; methanol / 40 °C / 7355.72 Torr View Scheme
Multi-step reaction with 6 steps 1.1: triethylamine / N,N-dimethyl-formamide / 4 h / 120 - 150 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C 2.2: 20 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C 4.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C 5.1: tetrahydrofuran / Reflux 6.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme
Multi-step reaction with 3 steps 1: triethylamine / N,N-dimethyl-formamide / 4 h / 115 °C 2: sodium hydride / N,N-dimethyl-formamide / 10 h / 20 °C 3: boron trifluoride diethyl etherate / dichloromethane; ethanethiol / 4 h / 0 - 25 °C View Scheme

: 51388-20-6
4-benzyloxyaniline hydrochloride

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: 51 percent / Et3N / dimethylformamide / Heating 2.1: sodium hydride / dimethylformamide / 0.33 h / 0 °C 2.2: 59 percent / dimethylformamide / 18 h / 20 °C 3.1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C 4.1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C 5.1: tetrahydrofuran 6.1: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 3 steps 1.1: triethylamine / N,N-dimethyl-formamide / 100 - 125 °C 2.1: sodium hydride / N,N-dimethyl-formamide; toluene / -5 - -1 °C 2.2: 5 °C 3.1: hydrogen / palladium 10% on activated carbon / water; acetone; methanol / 40 °C / 7355.72 Torr View Scheme
Multi-step reaction with 3 steps 1: triethylamine / N,N-dimethyl-formamide / 4 h / 115 °C 2: sodium hydride / N,N-dimethyl-formamide / 10 h / 20 °C 3: boron trifluoride diethyl etherate / dichloromethane; ethanethiol / 4 h / 0 - 25 °C View Scheme

: 80494-75-3
ethyl [p-(chloromethyl)phenoxy]acetate

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium hydride / dimethylformamide / 0.33 h / 0 °C 1.2: 59 percent / dimethylformamide / 18 h / 20 °C 2.1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C 3.1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C 4.1: tetrahydrofuran 5.1: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C 1.2: 20 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C 3.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C 4.1: tetrahydrofuran / Reflux 5.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme

: 103258-64-6
ethyl 2-(4-hydroxymethylphenoxy)acetate

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1.1: SOCl2 / tetrahydrofuran 2.1: sodium hydride / dimethylformamide / 0.33 h / 0 °C 2.2: 59 percent / dimethylformamide / 18 h / 20 °C 3.1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C 4.1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C 5.1: tetrahydrofuran 6.1: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 6 steps 1.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 0.75 h / 0 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C 2.2: 20 °C 3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C 4.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C 5.1: tetrahydrofuran / Reflux 6.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme

Yield

Multi-step reaction with 6 steps
1.1: SOCl2 / tetrahydrofuran
2.1: sodium hydride / dimethylformamide / 0.33 h / 0 °C
2.2: 59 percent / dimethylformamide / 18 h / 20 °C
3.1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C
4.1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C
5.1: tetrahydrofuran
6.1: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C
View Scheme

Multi-step reaction with 6 steps
1.1: thionyl chloride; N,N-dimethyl-formamide / dichloromethane / 0.75 h / 0 °C / Inert atmosphere
2.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C
2.2: 20 °C
3.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C
4.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C
5.1: tetrahydrofuran / Reflux
6.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C
View Scheme

: 198479-63-9
5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1.1: sodium hydride / dimethylformamide / 0.33 h / 0 °C 1.2: 59 percent / dimethylformamide / 18 h / 20 °C 2.1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C 3.1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C 4.1: tetrahydrofuran 5.1: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 2 steps 1.1: sodium hydride / N,N-dimethyl-formamide; toluene / -5 - -1 °C 1.2: 5 °C 2.1: hydrogen / palladium 10% on activated carbon / water; acetone; methanol / 40 °C / 7355.72 Torr View Scheme
Multi-step reaction with 5 steps 1.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C 1.2: 20 °C 2.1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C 3.1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C 4.1: tetrahydrofuran / Reflux 5.1: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme

: 198479-95-7
2-(4-((5-(benzyloxy)-2-(4-(benzyloxy)phenyl)-3-methyl-1H-indol-1-yl)methyl)phenoxy)ethanol

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C 2: tetrahydrofuran 3: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 3 steps 1: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C 2: tetrahydrofuran / Reflux 3: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme

: 198480-07-8
5-benzyloxy-2-(4-benzyloxy-phenyl)-1-[4-(2-bromo-ethoxy)-benzyl]-3-methyl-1H-indole

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: tetrahydrofuran 2: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 2 steps 1: tetrahydrofuran / Reflux 2: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme

: 198479-82-2
{4-[5-benzyloxy-2-(4-benzyloxy-phenyl)-3-methyl-indol-1-ylmethyl]-phenoxy}-acetic acid ethyl ester

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 78 percent / LiAlH4 / tetrahydrofuran / 0.5 h / 0 °C 2: 87 percent / CBr4; Ph3P / tetrahydrofuran / 3 h / 20 °C 3: tetrahydrofuran 4: H2 / Pd/C / ethanol; tetrahydrofuran / 20 °C View Scheme
Multi-step reaction with 4 steps 1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C 2: carbon tetrabromide; triphenylphosphine / tetrahydrofuran / 20 °C 3: tetrahydrofuran / Reflux 4: palladium 10% on activated carbon; hydrogen / tetrahydrofuran; ethanol / 20 °C View Scheme

: 1049816-47-8
C30H36N2O9P2

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
With water; alkaline phosphatase pH=7.4; Conversion of starting material; Tris buffer; Enzymatic reaction;

: 223251-16-9
[4-(2-hexamethyleneimino-1-yl-ethoxy)-phenyl]-methanol

: 198481-32-2
bazedoxifene

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogenchloride / dichloromethane / 25 - 35 °C / Inert atmosphere 2.1: sodium hydride / N,N-dimethyl-formamide; toluene / -5 - -1 °C 2.2: 5 °C 3.1: hydrogen / palladium 10% on activated carbon / water; acetone; methanol / 40 °C / 7355.72 Torr View Scheme

: 64-19-7
acetic acid

: 198481-32-2
bazedoxifene

: bazedoxifene acetate

Conditions

Conditions	Yield
for 6h; Heating;	98.5%
In ethanol; ethyl acetate at 20 - 30℃;	95.5%
In acetone at 20 - 55℃;	95%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 198481-32-2
bazedoxifene

: C42H62N2O3Si2

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	93.48%

: 75-77-4
chloro-trimethyl-silane

: 198481-32-2
bazedoxifene

: C36H50N2O3Si2

Conditions

Conditions	Yield
With triethylamine In dichloromethane at 0 - 20℃; for 4h; Inert atmosphere;	90.3%

: 198481-32-2
bazedoxifene

: 1-[4-(2-azepan-1-yl-ethoxy)-benzyl]-2-(4-hydroxy-phenyl)-3-methyl-1H-indol-5-ol hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In methanol Product distribution / selectivity;	87.79%
With hydrogenchloride In methanol; water

: 79-33-4
L-Lactic acid

: 198481-32-2
bazedoxifene

: 1354966-34-9
bazedoxifene L-lactate

Conditions

Conditions	Yield
Stage #1: L-Lactic acid In ethanol at 60℃; for 0.25h; Stage #2: bazedoxifene In ethanol at 60℃; for 0.333333h; Solvent;	66.4%

: 802294-64-0
propionic acid

: 198481-32-2
bazedoxifene

: 1266685-12-4
1-[4-(2-azepan-1-yl-ethoxy)benzyl]-2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol propionate

Conditions

Conditions	Yield
In acetone	60.23%

: 64-18-6
formic acid

: 198481-32-2
bazedoxifene

: 1-[4-(2-azepan-1-ylethoxy)benzyl]-2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol formic acid salt

Conditions

Conditions	Yield
In ethyl acetate at 77℃;	50%

Bazedoxifene Specification

The Bazedoxifene, with the CAS registry number 198481-32-2, is also known as 1-{4-[2-(Azepan-1-yl)ethoxy]benzyl}-2-(4-hydroxyphenyl)-3-methyl-1H-indol-5-ol. This chemical's molecular formula is C₃₀H₃₄N₂O₃ and molecular weight is 470.60. What's more, its IUPAC name is 1-[[4-[2-(Azepan-1-yl)ethoxy]phenyl]methyl]-2-(4-hydroxyphenyl)-3-methylindol-5-ol. In addition, this chemical's classification code are Antiestrogen; Estrogen Receptor Modulator. Besides, it can be used as a kind of potential drugs in the prevention and treatment of postmenopausal osteoporosis. And Bazedoxifene's combination with conjugated estrogens, Aprela, is currently undergoing Phase III studies.

Physical properties about Bazedoxifene are: (1)ACD/LogP: 6.44; (2)# of Rule of 5 Violations: 1; (3)#H bond acceptors: 5; (4)#H bond donors: 2; (5)#Freely Rotating Bonds: 9; (6)Polar Surface Area: 35.86 Å²; (7)Index of Refraction: 1.622; (8)Molar Refractivity: 138.88 cm³; (9)Molar Volume: 394.1 cm³; (10)Polarizability: 55.05×10^-24 cm³; (11)Surface Tension: 46.5 dyne/cm; (12)Density: 1.19 g/cm³; (13)Flash Point: 373.8 °C; (14)Enthalpy of Vaporization: 105.37 kJ/mol; (15)Boiling Point: 694.4 °C at 760 mmHg; (16)Vapour Pressure: 6.33E-20 mmHg at 25 °C.

Preparation of Bazedoxifene: this chemical is prepared by the following synthetic steps

Preparation of Bazedoxifene

You can still convert the following datas into molecular structure:
(1) SMILES: Oc1ccc(cc1)c3c(c2cc(O)ccc2n3Cc5ccc(OCCN4CCCCCC4)cc5)C
(2) InChI: InChI=1/C30H34N2O3/c1-22-28-20-26(34)12-15-29(28)32(30(22)24-8-10-25(33)11-9-24)21-23-6-13-27(14-7-23)35-19-18-31-16-4-2-3-5-17-31/h6-15,20,33-34H,2-5,16-19,21H2,1H3
(3) InChIKey: UCJGJABZCDBEDK-UHFFFAOYAW

Product Name

1-[[4-[2-(azepan-1-yl)ethoxy]phenyl]methyl]-2-(4-hydroxyphenyl)-3-methyl-indol-5-ol

Synthetic route

Bazedoxifene Specification

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