Osthole supplier | CasNO.484-12-8

Name
Osthole
EINECS 1532714-185-1
CAS No. 484-12-8
Article Data11
CAS DataBase
Density 1.126 g/cm³
Solubility 12mg/L(25 oC)
Melting Point 83-84 °C
Formula C₁₅H₁₆O₃
Boiling Point 396.7 °C at 760 mmHg
Molecular Weight 244.29
Flash Point 167.6 °C
Transport Information
Appearance Fine White Powder
Safety
Risk Codes R36/37/38; R20/21/22
Molecular Structure
Hazard Symbols Xi,Xn
Synonyms 8-(3-Methyl-2-butenyl)herniarin;2H-1-Benzopyran-2-one, 7-methoxy-8-(3-methyl-2-butenyl)-;7-Methoxy-8-isopentenylcoumarin;7-methoxy-8-(3-methylbut-2-enyl)chromen-2-one;Coumarin, 7-methoxy-8- (3-methyl-2-butenyl)-;2H-1-Benzopyran-2-one,7-methoxy-8-(3- methyl-2-butenyl)-;Ostol;Coumarin, 7-methoxy-8-(3-methyl-2-butenyl)-;Cnidium monnieri P.E.- Osthole;Common Cnidium Fruit P. E.;Fructus Cnidii;
PSA 39.44000
LogP 3.31030

Synthetic route

: 65763-01-1
7-methoxy-8-iodo-2H-chromen-2-one

: 870-63-3
prenyl bromide

: 484-12-8
osthole

Conditions

Conditions	Yield
Stage #1: 7-methoxy-8-iodo-2H-chromen-2-one With isopropylmagnesium chloride In tetrahydrofuran at -20℃; for 1h; Schlenk technique; Inert atmosphere; Green chemistry; Stage #2: prenyl bromide With copper(l) iodide; lithium chloride In tetrahydrofuran at -20 - 20℃; for 10.5h; Reagent/catalyst; Schlenk technique; Inert atmosphere; Green chemistry;	80%

: 55136-74-8
8-allyl-7-methoxy-2H-chromen-2-one

: 2190-48-9
3-chloro-3-methyl-1-butene

: 484-12-8
osthole

Conditions

Conditions	Yield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride In dichloromethane at 45℃; for 2h; Inert atmosphere;	77.65%

: 4-methoxy-2-((2-methylbut-3-en-2-yl)oxy)benzaldehyde

: 1099-45-2
ethyl (triphenylphosphoranylidene)acetate

: 484-12-8
osthole

Conditions

Conditions	Yield
With N,N-diethylaniline at 250℃; for 1h; Microwave irradiation; Sealed tube;	68%

: 65763-01-1
7-methoxy-8-iodo-2H-chromen-2-one

: 104108-29-4
prenyl tributylstannane

: 484-12-8
osthole

Conditions

Conditions	Yield
With tetrakis(triphenylphosphine) palladium(0); triphenylphosphine; lithium chloride In N,N-dimethyl-formamide at 80℃; for 6h; Stille Cross Coupling; Inert atmosphere; Schlenk technique;	66.1%

: 104108-29-4
prenyl tributylstannane

: 8-bromo-7-methoxy-2H-chromen-2-one

: 484-12-8
osthole

Conditions

Conditions	Yield
With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride In N,N-dimethyl-formamide at 125℃; for 5h; Stille Cross Coupling; Schlenk technique; Inert atmosphere;	32%

: 37761-53-8
2-hydroxy-4-methoxy-3-(3-methyl-2-butenyl)benzaldehyde

: 108-24-7
acetic anhydride

: 484-12-8
osthole

Conditions

Conditions	Yield
With sodium acetate at 160℃;

: 186581-53-3, 908094-01-9
diazomethane

osthenol: osthenol

: 484-12-8
osthole

Conditions

Conditions	Yield
With diethyl ether

: 673-22-3
2-Hydroxy-4-methoxybenzaldehyde

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium; benzene / anschliessend mit 4-Brom-2-methyl-buten-(2) 2: sodium acetate / 160 °C View Scheme
Multi-step reaction with 4 steps 1.1: aluminum (III) chloride / dichloromethane / 0.25 h / -20 °C 1.2: -20 - 20 °C 2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / Reflux 2.2: 12 h / 0 °C 3.1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate / acetonitrile / 16 h / 85 °C 4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 5 h / 125 °C / Schlenk technique; Inert atmosphere View Scheme

Yield

Multi-step reaction with 2 steps
1: sodium; benzene / anschliessend mit 4-Brom-2-methyl-buten-(2)
2: sodium acetate / 160 °C
View Scheme

Multi-step reaction with 4 steps
1.1: aluminum (III) chloride / dichloromethane / 0.25 h / -20 °C
1.2: -20 - 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / Reflux
2.2: 12 h / 0 °C
3.1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate / acetonitrile / 16 h / 85 °C
4.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 5 h / 125 °C / Schlenk technique; Inert atmosphere
View Scheme

: 93-35-6
7-hydroxy-2H-chromen-2-one

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: potassium carbonate; potassium iodide / acetone / 22 h / 60 °C 2: ethylene glycol / 6 h / Reflux 3: potassium carbonate; potassium iodide / acetone / 5 h / 20 °C 4: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / 45 °C / Inert atmosphere View Scheme
Multi-step reaction with 3 steps 1.1: iodine; potassium iodide; ammonium hydroxide / water / 24.5 h 2.1: potassium carbonate / acetone / 5 h / Reflux 3.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -20 °C / Schlenk technique; Inert atmosphere; Green chemistry 3.2: 10.5 h / -20 - 20 °C / Schlenk technique; Inert atmosphere; Green chemistry View Scheme

: 55136-72-6
7-hydroxy-8-allylcoumarin

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: potassium carbonate; potassium iodide / acetone / 5 h / 20 °C 2: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / 45 °C / Inert atmosphere View Scheme

: 31005-03-5
7-allyloxycoumarin

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: ethylene glycol / 6 h / Reflux 2: potassium carbonate; potassium iodide / acetone / 5 h / 20 °C 3: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / 45 °C / Inert atmosphere View Scheme

: 17577-28-5
(ethoxycarbonylmethyl)triphenylphosphonium chloride

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: potassium hydroxide / ethanol / 1.5 h / 80 °C 2: potassium carbonate; potassium iodide / acetone / 22 h / 60 °C 3: ethylene glycol / 6 h / Reflux 4: potassium carbonate; potassium iodide / acetone / 5 h / 20 °C 5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / 45 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 5 steps
1: potassium hydroxide / ethanol / 1.5 h / 80 °C
2: potassium carbonate; potassium iodide / acetone / 22 h / 60 °C
3: ethylene glycol / 6 h / Reflux
4: potassium carbonate; potassium iodide / acetone / 5 h / 20 °C
5: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / 45 °C / Inert atmosphere
View Scheme

: 603-35-0
triphenylphosphine

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 6 steps 1: ethanol / 4 h / 80 °C 2: potassium hydroxide / ethanol / 1.5 h / 80 °C 3: potassium carbonate; potassium iodide / acetone / 22 h / 60 °C 4: ethylene glycol / 6 h / Reflux 5: potassium carbonate; potassium iodide / acetone / 5 h / 20 °C 6: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / 45 °C / Inert atmosphere View Scheme

Yield

Multi-step reaction with 6 steps
1: ethanol / 4 h / 80 °C
2: potassium hydroxide / ethanol / 1.5 h / 80 °C
3: potassium carbonate; potassium iodide / acetone / 22 h / 60 °C
4: ethylene glycol / 6 h / Reflux
5: potassium carbonate; potassium iodide / acetone / 5 h / 20 °C
6: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 2 h / 45 °C / Inert atmosphere
View Scheme

: 65763-00-0
7-hydroxy-8-iodocoumarin

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: potassium carbonate / acetone / 5 h / Reflux 2.1: isopropylmagnesium chloride / tetrahydrofuran / 1 h / -20 °C / Schlenk technique; Inert atmosphere; Green chemistry 2.2: 10.5 h / -20 - 20 °C / Schlenk technique; Inert atmosphere; Green chemistry View Scheme

: 4-methoxy-2-((2-methylbut-3-en-2-yl)oxy)benzaldehyde

: 21204-67-1
methyl (triphenylphosphoranylidene)acetate

: 484-12-8
osthole

Conditions

Conditions	Yield
In toluene at 220℃; for 1h; Inert atmosphere; Microwave irradiation; Sealed tube;	928 mg

: C13H14O3

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: hydrogen / ethyl acetate / 12 h / 20 °C / 760.05 Torr 2: toluene / 1 h / 220 °C / Inert atmosphere; Microwave irradiation; Sealed tube View Scheme

: 63638-85-7
3-bromo-2-hydroxy-4-methoxybenzaldehyde

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / Reflux 1.2: 12 h / 0 °C 2.1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate / acetonitrile / 16 h / 85 °C 3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 5 h / 125 °C / Schlenk technique; Inert atmosphere View Scheme

Yield

Multi-step reaction with 3 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 1.5 h / Reflux
1.2: 12 h / 0 °C
2.1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate / acetonitrile / 16 h / 85 °C
3.1: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 5 h / 125 °C / Schlenk technique; Inert atmosphere
View Scheme

: 1358063-31-6
2-bromo-3-methoxy-6-vinylphenol

: 484-12-8
osthole

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer; copper(II) acetate monohydrate / acetonitrile / 16 h / 85 °C 2: (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / N,N-dimethyl-formamide / 5 h / 125 °C / Schlenk technique; Inert atmosphere View Scheme

: 484-12-8
osthole

: 74-88-4
methyl iodide

: 73490-51-4
(Z)-2,4-dimethoxy-3-prenyl cinnamalic acid

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran 1.) 15 min, 2.) 10 h;	98%
With potassium hydroxide 1.) DMSO, 1 h, 2.) (Osthol : CH3I = 1:1) 12 h; Yield given. Multistep reaction;
Stage #1: osthole; methyl iodide With potassium hydroxide In ethanol at 90℃; for 24h; Stage #2: With hydrogenchloride In ethanol; water pH=3 - 4;
Stage #1: osthole; methyl iodide With ethanol; potassium hydroxide at 90℃; Stage #2: With hydrogenchloride In ethanol; water pH=3 - 4;

: 484-12-8
osthole

: 69219-24-5
8-(3-hydroxy-3-methylbutyl)-7-methoxy-2H-chromen-2-one

Conditions

Conditions	Yield
Stage #1: osthole With mercury(II) diacetate; water In tetrahydrofuran; dichloromethane for 3h; Stage #2: With sodium tetrahydroborate In tetrahydrofuran; dichloromethane	97%
With sulfuric acid; water In acetic acid at 0 - 5℃; for 1h;	80%
With iron(III)-acetylacetonate; methyl 4-nitrobenzenesulfonate; phenylsilane; sodium hydrogencarbonate In methanol at 0 - 20℃; for 12h; Schlenk technique; Inert atmosphere; regioselective reaction;	71%
With boron trifluoride diethyl etherate; water In dichloromethane Ambient temperature;	52%

: 484-12-8
osthole

: 106-96-7
propargyl bromide

: (Z)-3-(4-methoxy-3-(3-methylbut-2-enyl)-2-(prop-2-ynyloxy)phenyl)acrylic acid

Conditions

Conditions	Yield
Stage #1: osthole With sodium hydroxide In dimethyl sulfoxide at 25℃; for 0.5h; Stage #2: propargyl bromide In dimethyl sulfoxide at 20℃; for 2h;	96%

: 484-12-8
osthole

: 489-53-2
7-methoxy-8-((3,3-dimethyloxiran-2-yl)methyl)-2H-chromen-2-one

Conditions

Conditions	Yield
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at -5℃; for 2h;	93%
With 3-chloro-benzenecarboperoxoic acid In dichloromethane at 0℃;	88%
With Perbenzoic acid; chloroform
Multi-step reaction with 2 steps 1: 180 mg / N-bromosuccinimide, DMSO, water / 1 h / Ambient temperature 2: 120 mg / sodium borohydride / dimethylsulfoxide / Ambient temperature View Scheme

: 484-12-8
osthole

: 181303-71-9
8-isopentyl-7-methoxy-chroman-2-one

Conditions

Conditions	Yield
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃; under 760.051 Torr; for 16h;	92%
With palladium 10% on activated carbon; hydrogen In ethyl acetate at 20℃; under 760.051 Torr; for 16h;	92%
With palladium on activated charcoal; acetic acid Hydrogenation;

: 484-12-8
osthole

: 6619-22-3
8-isopentyl-7-methoxy-2H-chromen-2-one

Conditions

Conditions	Yield
With platinum(IV) oxide; hydrogen In ethanol at 20℃;	91%
With palladium; ethyl acetate Hydrogenation;
With acetic acid Hydrogenation;
Multi-step reaction with 2 steps 1: 66 percent / H2 / Pd/C / CH2Cl2; ethanol 2: 72 percent / Pd/C / 1,3,5-trimethyl-benzene / Heating View Scheme
Multi-step reaction with 2 steps 1: palladium 10% on activated carbon; hydrogen / ethyl acetate / 16 h / 20 °C / 760.05 Torr 2: palladium 10% on activated carbon / 1,3,5-trimethyl-benzene / 16 h / 166 °C / Inert atmosphere View Scheme

: 484-12-8
osthole

: 5673-37-0
7-methoxy-8-(2',3'-dihydroxy-3'-methylbutyl)coumarin

Conditions

Conditions	Yield
Stage #1: osthole With methanesulfonamide; AD-mix β In water; tert-butyl alcohol at 20℃; for 12h; Stage #2: With sodium sulfite In water; tert-butyl alcohol at 20℃; for 0.5h;	90%
Multi-step reaction with 2 steps 1: 88 percent / m-chloroperbenzoic acid / CH2Cl2 / 0 °C 2: 73 percent / H2O, H2SO4 / tetrahydrofuran / Ambient temperature View Scheme

: 484-12-8
osthole

: N'-(3-methoxybenzylidene)-2-nitrobenzenesulfonohydrazide

: 7-methoxy-8-((3-(3-methoxyphenyl)-2,2-dimethylcyclopropyl)methyl)-2H-chromen-2-one

Conditions

Conditions	Yield
Stage #1: N'-(3-methoxybenzylidene)-2-nitrobenzenesulfonohydrazide With sodium hydride In dichloromethane at 20℃; for 1h; Inert atmosphere; Sealed tube; Stage #2: osthole With silver trifluoromethanesulfonate In dichloromethane at 40℃; for 18h; Inert atmosphere; Sealed tube;	85%

: 484-12-8
osthole

: 1663-39-4
tert-Butyl acrylate

: 1299490-72-4
(E)-tert-butyl 4-(7-methoxy-2-oxo-2H-chromen-8-yl)but-2-enoate

Conditions

Conditions	Yield
With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; copper(l) iodide In diethyl ether at 35℃; for 24h; Inert atmosphere; diastereoselective reaction;	81%

: 484-12-8
osthole

: 75-03-6
ethyl iodide

: 73490-52-5
3-(2-ethoxy-4-methoxy-3-(3-methylbut-2-enyl)phenyl)acrylic acid

Conditions

Conditions	Yield
With sodium hydride In tetrahydrofuran 1.) 15 min, 2.) heating;	80%
With potassium hydroxide 1.) DMSO, 1 h, 2.) (Osthol : C2H5I = 1:1) 12 h; Yield given. Multistep reaction;

: 484-12-8
osthole

: 484-14-0
osthenol

Conditions

Conditions	Yield
With L-Cysteine; sodium hydride In N,N-dimethyl-formamide for 3h; Reflux;	77%
With aluminium trichloride; dimethylsulfide In dichloromethane at 30℃; for 24h;	62%
Stage #1: osthole With aluminum (III) chloride; dimethylsulfide In dichloromethane at 0 - 30℃; Stage #2: With hydrogenchloride In dichloromethane; water	62%
With aluminum (III) chloride; dimethylsulfide In dichloromethane at 0 - 30℃; for 24h;	59%

: 484-12-8
osthole

: 2221-66-1
7,8-(11,11-dimethyl pyrano)coumarin

Conditions

Conditions	Yield
With aluminium trichloride; ethanethiol In dichloromethane at 30℃; for 24h;	76%
With phosphorus; hydrogen bromide

: 484-12-8
osthole

: thioosthole

Conditions

Conditions	Yield
With Lawessons reagent In tetrahydrofuran for 24h; Reflux;	76%
With Lawessons reagent In tetrahydrofuran at 66℃; for 24h;	351 mg

: 484-12-8
osthole

A: 6619-22-3
8-isopentyl-7-methoxy-2H-chromen-2-one

B: 181303-71-9
8-isopentyl-7-methoxy-chroman-2-one

Conditions

Conditions	Yield
With hydrogen; palladium on activated charcoal In ethanol; dichloromethane	A 21% B 66%

: 484-12-8
osthole

: (E)-2-hydroxy-4-methoxy-3-isopentenyl-cinnamic acid

Conditions

Conditions	Yield
Stage #1: osthole With water; sodium hydroxide for 8h; Reflux; Stage #2: With hydrogenchloride In water at 20℃; pH=2 - 3;	65.7%

: 484-12-8
osthole

: 73292-92-9
(2E)-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-2-enal

Conditions

Conditions	Yield
With selenium(IV) oxide; acetic acid for 3h;	60%

: 484-12-8
osthole

: 77-78-1
dimethyl sulfate

: (Z)-2,4-dimethoxy-3-isopentenyl-cinnamic acid

Conditions

Conditions	Yield
Stage #1: osthole With water; sodium hydroxide for 0.5h; Reflux; Stage #2: dimethyl sulfate With sodium hydroxide In water at 20℃; for 1.5h; Reflux; Stage #3: With hydrogenchloride In water at 20℃; pH=2 - 3;	55.4%

: 484-12-8
osthole

A: 73292-92-9
(2E)-4-(7-methoxy-2-oxo-2H-chromen-8-yl)-2-methylbut-2-enal

B: 73292-93-0
4'-hydroxylosthole

Conditions

Conditions	Yield
With selenium(IV) oxide In ethanol for 0.75h; Heating;	A 22% B 55%

: 484-12-8
osthole

: 77-78-1
dimethyl sulfate

: (E)-2,4-dimethoxy-3-isopentenyl-cinnamic acid

Conditions

Conditions	Yield
Stage #1: osthole With water; sodium hydroxide Reflux; Stage #2: dimethyl sulfate With sodium hydroxide In water at 20℃; for 3.5h; Reflux; Stage #3: With hydrogenchloride In water at 20℃; pH=2 - 3;	52.2%

: 484-12-8
osthole

: 7-methoxy-8-(3'-formylbut-2'-enyl) coumarin

Conditions

Conditions	Yield
With selenium(IV) oxide; acetic acid for 3h;	50%
With selenium(IV) oxide In ethanol at 65℃; for 10h; Inert atmosphere;
With selenium(IV) oxide In 1,4-dioxane at 60 - 80℃; for 1.5h;

: 484-12-8
osthole

: 275818-95-6
sodium difluoromethanesulfinate

: 3-difluoromethyl-7-methoxy-8-(3-methylbut-2-en-1-yl)-2H-chromen-2-one

Conditions

Conditions	Yield
With eosin y In dimethyl sulfoxide at 20℃; for 24h; Schlenk technique; Irradiation;	47%

: 484-12-8
osthole

: 353-83-3
1,1,1-trifluoro-2-iodoethane

: 7-methoxy-8-(3-methylbut-2-en-1-yl)-3-(2,2,2-trifluoroethyl)-2H-chromen-2-one

Conditions

Conditions	Yield
With tris[2-phenylpyridinato-C2,N]iridium(III); potassium carbonate In dimethyl sulfoxide at 20℃; for 12h; Schlenk technique; Irradiation; Inert atmosphere;	43%

: 484-12-8
osthole

: 75-08-1
ethanethiol

A: 2221-66-1
7,8-(11,11-dimethyl pyrano)coumarin

B: 7-hydroxy-8-(3-methyl-3-thioethylbutyl)-coumarin

Conditions

Conditions	Yield
With aluminium trichloride In dichloromethane at 30℃; for 12h;	A 20% B 40%

...Expand

: 484-12-8
osthole

: 8-(2,3-dibromo-3-methyl-butyl)-7-methoxy-coumarin

Conditions

Conditions	Yield
With bromine In dichloromethane at 0℃;	34%
With tetrachloromethane; bromine

: 484-12-8
osthole

: 77-78-1
dimethyl sulfate

: 2,4-dimethoxy-3-isopentenyl-cinnamic acid

Conditions

Conditions	Yield
Stage #1: osthole With water; sodium hydroxide at 20℃; Reflux; Stage #2: dimethyl sulfate In water at 20℃; for 3h; Reflux; Stage #3: With hydrogenchloride In water at 20℃; pH=2 - 3;	31.25%

Osthole Chemical Properties

IUPAC Name: 7-Methoxy-8-(3-methylbut-2-enyl)chromen-2-one
Following is the structure of Osthole (CAS NO.484-12-8):

Empirical Formula: C₁₅H₁₆O₃
Molecular Weight: 244.2857 g/mol
Index of Refraction: 1.556
Molar Refractivity: 69.79 cm³
Molar Volume: 216.8 cm³
Density: 1.126 g/cm³
Flash Point: 167.6 °C
Melting point: 83-84 °C
Surface Tension: 40.3 dyne/cm
Enthalpy of Vaporization: 64.71 kJ/mol
Boiling Point: 396.7 °C at 760 mmHg
Vapour Pressure of Osthole (CAS NO.484-12-8): 1.67E-06 mmHg at 25 °C
Product Categories of Osthole (CAS NO.484-12-8): Standard extract; Natural Plant Extract; Steroids
Water Solubility of Osthole (CAS NO.484-12-8): 12 mg/L at 30 °C
Canonical SMILES: CC(=CCC1=C(C=CC2=C1OC(=O)C=C2)OC)C
InChI: InChI=1S/C15H16O3/c1-10(2)4-7-12-13(17-3)8-5-11-6-9-14(16)18-15(11)12/h4-6,8-9H,7H2,1-3H3
InChIKey: MBRLOUHOWLUMFF-UHFFFAOYSA-N

Osthole Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
dog	LD	intravenous	> 40mg/kg (40mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 150, Pg. 425, 1964.
guinea pig	LD	oral	> 1gm/kg (1000mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 150, Pg. 425, 1964.
mouse	LD50	intraperitoneal	190mg/kg (190mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Indian Journal of Medical Research. Vol. 55, Pg. 241, 1967.
mouse	LD50	subcutaneous	16mg/kg (16mg/kg)		Pharmaceutical Chemistry Journal Vol. 11, Pg. 331, 1977.
rabbit	LD	subcutaneous	> 70mg/kg (70mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 138, Pg. 400, 1962.
rabbit	LDLo	intravenous	25mg/kg (25mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Archives Internationales de Pharmacodynamie et de Therapie. Vol. 138, Pg. 400, 1962.
rat	LD50	intraperitoneal	600mg/kg (600mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Indian Journal of Medical Research. Vol. 55, Pg. 241, 1967.
rat	LD50	oral	2905mg/kg (2905mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Indian Journal of Medical Research. Vol. 55, Pg. 241, 1967.

Osthole Specification

Osthole , its cas register number is 484-12-8. It also can be called 7-Methoxy-8-(3-methyl-2-butenyl)-2H-1-benzopyran-2-one ; 7-Methoxy-8-(3-methyl-2-butenyl)-coumarin ; 7-Methoxy-8-isopentenylcoumarin ; and 8-(3-Methyl-2-butenyl)herniarin . Adjuvants, immunologic; Calcium channel blockers; Cardiovascular Agents; Drug / Therapeutic Agent; Immunologic Factors and Membrane Transport Modulators.

Product Name

Osthole

Synthetic route

Osthole Chemical Properties

Osthole Toxicity Data With Reference

Osthole Specification

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