1951-26-4

Basic information

• Product Name: 2-Butyl-3-(3,5-Diiodo-4-hydroxy benzoyl) benzofuran
• Synonyms: 2-Butyl-3-benzofuranyl3,5-diiodo-4-hydroxyphenylketone;3-(4-hydroxy-3,5-diiodo)-benzoyl-2-butylbenzofuran;2-butyl-3-benzofuranyl 4-hydroxy-3,5-diiodophenyl ketone;(2-butyl-3-benzofuranyl)(4-hydroxy-3,5-diiodophenyl)-methanone;2-BUTYL-3-(3',5'-DIIODO-4-HYDROXYBENZONYL)BENZOFURAN;2-BUTYL-3-(3',5-DIIODO-4-HYDROXYBENZONYL)-BENZOFURAN;2-BUTYL-3-(3,5-DIIODO-4-HYDROXY BENZOYL)BENZOFURAN;2-BUTYL-3-(4-HYDROXY3,5-DIIODOBENYL)-BENZOFURAN
• CAS NO: 1951-26-4
• Molecular Formula: C₁₉H₁₆I₂O₃
• Molecular Weight: 546.14
• EINECS: 217-773-7
• Product Categories: BUILDING BLOCKS;Furan&Benzofuran;Heterocyclic Compounds;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 1951-26-4.mol
• Article Data: 9

Chemical Properties

• Melting Point: 142-144°C
• Boiling Point: 536.773 °C at 760 mmHg
• Flash Point: 278.43 °C
• Appearance: Off-White Solid
• Density: 1.864
• Vapor Pressure: 3.89E-12mmHg at 25°C
• Refractive Index: 1.696
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• PKA: 4.84±0.25(Predicted)
• CAS DataBase Reference: 2-Butyl-3-(3,5-Diiodo-4-hydroxy benzoyl) benzofuran(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Butyl-3-(3,5-Diiodo-4-hydroxy benzoyl) benzofuran(1951-26-4)
• EPA Substance Registry System: 2-Butyl-3-(3,5-Diiodo-4-hydroxy benzoyl) benzofuran(1951-26-4)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 1951-26-4(Hazardous Substances Data)

Usage

Chemical Properties

Off-White Solid

Uses

2-Butyl-3-(3,5-diiodo-4-hydroxybenzoyl)benzofuran (Amiodarone EP Impurity D) is a related compound of Amiodarone, a non-selective ion channel blocker.

InChI:InChI=1/C19H16I2O3/c1-2-3-7-16-17(12-6-4-5-8-15(12)24-16)18(22)11-9-13(20)19(23)14(21)10-11/h4-6,8-10,23H,2-3,7H2,1H3

Synthetic route

2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran (52490-15-0) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Stage #1: 2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran With iodine; potassium carbonate In methanol; water at 40 - 65℃; Stage #2: With hydrogenchloride; sodium sulfite In methanol; water at 20 - 30℃; for 2h; pH=1 - 2; pH-value;	98.8%
With iodine; sodium hydroxide In methanol at 0 - 20℃; for 3h;	72%
With iodine; iodic acid In acetic acid
With hydrogenchloride; sodium hydroxide; iodine In methanol	0.914 g (47%)
With iodine; potassium carbonate In ethanol for 2h; Reflux;	14.61 g

2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran (52490-15-0) → 2-n-butyl-3-(3-iodo-4-hydroxybenzoyl)-benzofuran + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
With potassium hydroxide; sodium hypochlorite; sodium iodide In methanol at -5℃; for 4h;	A 25% B 11%

2-n-butylbenzo[b]furan (4265-27-4) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: aluminum (III) chloride / dichloromethane / 10 h / -20 - -15 °C / Reflux 2.1: potassium carbonate; iodine / methanol; water / 40 - 65 °C 2.2: 2 h / 20 - 30 °C / pH 1 - 2 View Scheme
Multi-step reaction with 3 steps 1.1: aluminum (III) chloride / dichloromethane / 1 h / 0 - 5 °C 1.2: 2 h / 5 - 25 °C 2.1: aluminum (III) chloride / toluene / 6 h / Reflux 3.1: iodine; potassium carbonate / ethanol / 2 h / Reflux View Scheme

methyl 2-(2-formylphenoxy)hexanoate (138320-26-0) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions

Yield

Multi-step reaction with 5 steps 1.1: toluene-4-sulfonic acid / methanol / 3 h / 20 - 30 °C 1.2: 1 h 2.1: sodium hydroxide / toluene; water / 4 h / 35 - 40 °C 3.1: triethylamine; p-toluenesulfonyl chloride / toluene / 2 h / 70 - 80 °C 3.2: 2 h / 70 - 75 °C 4.1: aluminum (III) chloride / dichloromethane / 10 h / -20 - -15 °C / Reflux 5.1: potassium carbonate; iodine / methanol; water / 40 - 65 °C 5.2: 2 h / 20 - 30 °C / pH 1 - 2 View Scheme

C16H24O5 → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: sodium hydroxide / toluene; water / 4 h / 35 - 40 °C 2.1: triethylamine; p-toluenesulfonyl chloride / toluene / 2 h / 70 - 80 °C 2.2: 2 h / 70 - 75 °C 3.1: aluminum (III) chloride / dichloromethane / 10 h / -20 - -15 °C / Reflux 4.1: potassium carbonate; iodine / methanol; water / 40 - 65 °C 4.2: 2 h / 20 - 30 °C / pH 1 - 2 View Scheme

2-(2-formyl-phenoxy)-hexanoic acid (138320-27-1) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: triethylamine; p-toluenesulfonyl chloride / toluene / 2 h / 70 - 80 °C 1.2: 2 h / 70 - 75 °C 2.1: aluminum (III) chloride / dichloromethane / 10 h / -20 - -15 °C / Reflux 3.1: potassium carbonate; iodine / methanol; water / 40 - 65 °C 3.2: 2 h / 20 - 30 °C / pH 1 - 2 View Scheme

methyl 2-bromohexanoate (5445-19-2) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: potassium carbonate / N,N-dimethyl-formamide; toluene / 0.5 h / 60 - 70 °C 1.2: 2 h / 80 - 100 °C 2.1: toluene-4-sulfonic acid / methanol / 3 h / 20 - 30 °C 2.2: 1 h 3.1: sodium hydroxide / toluene; water / 4 h / 35 - 40 °C 4.1: triethylamine; p-toluenesulfonyl chloride / toluene / 2 h / 70 - 80 °C 4.2: 2 h / 70 - 75 °C 5.1: aluminum (III) chloride / dichloromethane / 10 h / -20 - -15 °C / Reflux 6.1: potassium carbonate; iodine / methanol; water / 40 - 65 °C 6.2: 2 h / 20 - 30 °C / pH 1 - 2 View Scheme

salicylaldehyde (90-02-8) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions

Yield

Multi-step reaction with 6 steps 1.1: potassium carbonate / N,N-dimethyl-formamide; toluene / 0.5 h / 60 - 70 °C 1.2: 2 h / 80 - 100 °C 2.1: toluene-4-sulfonic acid / methanol / 3 h / 20 - 30 °C 2.2: 1 h 3.1: sodium hydroxide / toluene; water / 4 h / 35 - 40 °C 4.1: triethylamine; p-toluenesulfonyl chloride / toluene / 2 h / 70 - 80 °C 4.2: 2 h / 70 - 75 °C 5.1: aluminum (III) chloride / dichloromethane / 10 h / -20 - -15 °C / Reflux 6.1: potassium carbonate; iodine / methanol; water / 40 - 65 °C 6.2: 2 h / 20 - 30 °C / pH 1 - 2 View Scheme

2-n-butyl 3-(4-methoxy benzoyl)-benzofuran (83790-87-8) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Multi-step reaction with 2 steps 1: boron tribromide / dichloromethane 2: sodium hydroxide; iodine / methanol / 3 h / 0 - 20 °C View Scheme
Multi-step reaction with 2 steps 1: aluminum (III) chloride / toluene / 6 h / Reflux 2: iodine; potassium carbonate / ethanol / 2 h / Reflux View Scheme

1-(4-methoxyphenyl)-1,3-heptanedione (1137261-90-5) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Multi-step reaction with 3 steps 1: N-Bromosuccinimide; aluminum (III) chloride / nitromethane / 6 h / 80 °C 2: boron tribromide / dichloromethane 3: sodium hydroxide; iodine / methanol / 3 h / 0 - 20 °C View Scheme

1-(4-methoxyphenyl)ethanone (100-06-1) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium hydride / mineral oil; tetrahydrofuran / Reflux 2: N-Bromosuccinimide; aluminum (III) chloride / nitromethane / 6 h / 80 °C 3: boron tribromide / dichloromethane 4: sodium hydroxide; iodine / methanol / 3 h / 0 - 20 °C View Scheme

methyl valerate (624-24-8) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Multi-step reaction with 4 steps 1: sodium hydride / mineral oil; tetrahydrofuran / Reflux 2: N-Bromosuccinimide; aluminum (III) chloride / nitromethane / 6 h / 80 °C 3: boron tribromide / dichloromethane 4: sodium hydroxide; iodine / methanol / 3 h / 0 - 20 °C View Scheme

2-Iodophenol (533-58-4) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate; copper(l) iodide; tetra-(n-butyl)ammonium iodide; palladium / toluene / 40 °C / Inert atmosphere 2.1: aluminum (III) chloride / dichloromethane / 1 h / 0 - 5 °C 2.2: 2 h / 5 - 25 °C 3.1: aluminum (III) chloride / toluene / 6 h / Reflux 4.1: iodine; potassium carbonate / ethanol / 2 h / Reflux View Scheme

hex-1-yne (693-02-7) → 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: potassium carbonate; copper(l) iodide; tetra-(n-butyl)ammonium iodide; palladium / toluene / 40 °C / Inert atmosphere 2.1: aluminum (III) chloride / dichloromethane / 1 h / 0 - 5 °C 2.2: 2 h / 5 - 25 °C 3.1: aluminum (III) chloride / toluene / 6 h / Reflux 4.1: iodine; potassium carbonate / ethanol / 2 h / Reflux View Scheme

2-chloro-N,N-diethylethylamine hydrochloride (869-24-9) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → Amiodarone (1951-25-3)

Conditions	Yield
With potassium carbonate; sodium iodide In N,N-dimethyl-formamide at 20℃; for 12h;	91%

2-chloro-N,N-diethylethylamine hydrochloride (869-24-9) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → amiodarone hydrochloride (19774-82-4)

Conditions	Yield
With potassium carbonate In water; toluene for 4h;	87.6%
With potassium carbonate In water; toluene at 60℃; for 8h;	13.97 g

Iodoethanol (624-76-0) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → (2-butylbenzofuran-3-yl)-[4-(2-hydroxyethoxy)-3,5-diiodophenyl]-methanone

Conditions	Yield
With potassium carbonate In acetone	78%

ethyl iodide (75-03-6) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → (2-butylbenzofuran-3-yl)-[4-ethoxy-3,5-diiodophenyl]-methanone

Conditions	Yield
In acetone at 50℃; for 16h;	75%
	72%

N-(2-chloroethyl)-pyrrolidine (5050-41-9) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → (2-butylbenzofuran-3-yl)-[3,5-diiodo-4-(2-pyrrolidine-1-yl-ethoxy)phenyl]-methanone hydrochloride

Conditions	Yield
With potassium carbonate In water; toluene for 1h; Heating;	70%

2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) + 2-chloro-ethanol (107-07-3) → (2-butylbenzofuran-3-yl)-[4-(2-hydroxyethoxy)-3,5-diiodophenyl]-methanone

Conditions	Yield
	65%
In acetone at 50℃;

4-(2-chloroethyl)morpholine hydrochride (3647-69-6) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → 2-n-butyl-3-(3,5-diiodo-4-β-N-morpholinoethoxybenzoyl)benzofuran hydrochloride

Conditions	Yield
With potassium carbonate In water; toluene	65%

N-(2-chloroethyl)ethylamine hydrochloride (4535-87-9) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → Desethylamiodarone hydrochloride (96027-74-6)

Conditions	Yield
With potassium carbonate In water; toluene for 1h; Heating;	65%

N-chloroethylpiperidine hydrochloride (2008-75-5) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → (2-butylbenzofuran-3-yl)-[3,5-diiodo-4-(2-piperidin-1-yl-ethoxy)phenyl]-methanone hydrochloride

Conditions	Yield
With potassium carbonate In water; toluene for 1h; Heating;	64%

ethylene dibromide (106-93-4) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → [4-(2-bromo-ethoxy)-3,5-diiodo-phenyl]-(2-butyl-benzofuran-3-yl)-methanone (96027-84-8)

Conditions	Yield
With potassium carbonate In N,N-dimethyl-formamide at 60℃; for 2h;	61%
Stage #1: 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran With potassium carbonate In butanone for 0.5h; Reflux; Stage #2: ethylene dibromide In butanone for 8h; Reflux;

benzyl-(2-chloro-ethyl)-ethyl-amine (60154-59-8) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → {4-[2-(benzyl-ethyl-amino)-ethoxy]-3,5-diiodo-phenyl}-(2-butyl-benzofuran-3-yl)-methanone (1096359-59-9)

Conditions	Yield
With sodium iodide In N,N-dimethyl-formamide at 20℃; for 24h;	40%

C14H27N2O4S (851025-42-8) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → 2-butyl-3-(3,5-diiodo-4-{2-[N-ethyl,N-(1-oxyl-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-ylmethyl)amino]ethyl}oxybenzoyl)benzofuran (851025-45-1)

Conditions	Yield
With 18-crown-6 ether; potassium carbonate In acetone for 24h; Heating;	39%

2-chloroethanamine hydrochloride (870-24-6) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → [4-(2-aminoethoxy)-3,5-diiodophenyl]-(2-butylbenzofuran-3-yl)methanone hydrochloride

Conditions	Yield
With potassium carbonate In water; toluene	24%

ethyl bromoacetate (105-36-2) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → [4-(2-butylbenzofuran-3-carbonyl)-2,6-diiodophenoxy]acetic acid ethyl ester

2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) + chloroethylamine (689-98-5) → Didesethylamiodarone

Conditions	Yield
With sodium ethanolate

2-ethyl-4,5-dihydrooxazole (10431-98-8) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → N-{2-[4-(2-butylbenzofuran-3-carbonyl)-2,6-diiodophenoxy]ethyl}propionamide

Conditions	Yield
In toluene for 1h; Heating;

2-(dimethylamino)ethyl chloride (107-99-3) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → (2-butylbenzofuran-3-yl)-[4-(2-dimethylaminoethoxy)-3,5-diiodophenyl]methanone hydrochloride

Conditions	Yield
With potassium carbonate In water; toluene Heating;

(2-chloroethyl)-diisopropylamine (96-79-7) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → (2-butylbenzofuran-3-yl)[4-[2-(diisopropylamino)ethoxy]-3,5-diiodophenyl]methanone hydrochloride

Conditions	Yield
With potassium carbonate In water; toluene Heating;

(2-chloroethyl)-diisopropylamine (96-79-7) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → (2-butylbenzofuran-3-yl)-[4-(2-diisopropylaminoethoxy)-3,5-diiodophenyl]-methanone

Conditions	Yield
With potassium carbonate In water; toluene at 55 - 60℃;

N-(2-chloroethyl)-pyrrolidine (5050-41-9) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → C25H27I2NO3

Conditions	Yield
With potassium carbonate In water; toluene at 55 - 60℃;

2-(piperidin-4-yl)ethyl chloride (1932-03-2) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → C26H29I2NO3

Conditions	Yield
With potassium carbonate In water; toluene at 55 - 60℃;

3-(Dimethylamino)propyl chloride (109-54-6) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → C24H27I2NO3

Conditions	Yield
With potassium carbonate In water; toluene at 55 - 60℃;

(2-chloroethyl)dimethylamine hydrochloride (4584-46-7) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → (2-butyl-benzofuran-3-yl)-[4-(2-dimethylamino-ethoxy)-3,5-diiodo-phenyl]-methanone

Conditions	Yield
With potassium carbonate In water; toluene at 55 - 60℃;

2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → [4-(2-aminoethoxy)-3,5-diiodophenyl]-(2-butylbenzofuran-3-yl)methanone hydrochloride

Conditions	Yield
Multi-step reaction with 2 steps 1: toluene / 1 h / Heating 2: 0.6 g / aq. HCl / 3.5 h / 130 °C View Scheme

2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → 2-n-butyl-3-(3,5-diiodo-4-carboxymethoxy-benzoyl)benzofuran

Conditions	Yield
Multi-step reaction with 2 steps 1: aq. NaOH / 16 h / 22 °C View Scheme
Multi-step reaction with 2 steps 1: K2CO3 / acetone / 24 h / 50 °C 2: 1 M aq. NaOH / methanol / 15 h / 50 °C View Scheme

2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → 2-n-butyl-3-(4-[(2-methoxyethoxy)methoxy]-3,5-diiodobenzoyl)benzofuran

Conditions	Yield
With sodium hydroxide; NaH In tetrahydrofuran; mineral oil	1.042 g (100%)

4-bromoethylbutanoate (2969-81-5) + 2-n-butyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)benzofuran (1951-26-4) → 2-butyl-3-[3,5-diiodo-4-(3-carboxypropyloxy)-benzoyl]benzofuran

Conditions	Yield
With hydrogenchloride; potassium hydroxide; potassium carbonate In dichloromethane; water; isopropyl alcohol; acetonitrile

Upstream product

• 1951-25-3 Amiodarone 
• 878-00-2 4-formylphenyl acetate 
• 693-02-7 hex-1-yne 
• 533-58-4 2-Iodophenol 
• 90-02-8 salicylaldehyde 
• 5445-19-2 methyl 2-bromohexanoate 
• 138320-27-1 2-(2-formyl-phenoxy)-hexanoic acid 
• 138320-26-0 methyl 2-(2-formylphenoxy)hexanoate 
• 4265-27-4 2-n-butylbenzo[b]furan 
• 52490-15-0 2-n-Butyl-3-(4-hydroxy-benzoyl)-benzofuran 
• 624-24-8 methyl valerate 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 1137261-90-5 1-(4-methoxyphenyl)-1,3-heptanedione 
• 83790-87-8 2-n-butyl 3-(4-methoxy benzoyl)-benzofuran 

Downstream Products

• 1096359-59-9 {4-[2-(benzyl-ethyl-amino)-ethoxy]-3,5-diiodo-phenyl}-(2-butyl-benzofuran-3-yl)-methanone 
• 96027-84-8 [4-(2-bromo-ethoxy)-3,5-diiodo-phenyl]-(2-butyl-benzofuran-3-yl)-methanone 
• 19774-82-4 amiodarone hydrochloride 
• 1951-25-3 Amiodarone 
• 1469441-24-4 4-(2-butylbenzofuran-3-carbonyl)-2,6-bis(trifluoromethyl)phenyl acetate 
• 1469441-22-2 4-(2-butylbenzofuran-3-carbonyl)-2-iodo-6-(trifluoromethyl)phenyl acetate 
• 1469440-83-2 (2-butylbenzofuran-3-yl)(4-(2-(diethylamino)ethoxy)-3-(trifluoromethyl)phenyl)methanone 
• 1469441-26-6 (2-butylbenzofuran-3-yl)(4-hydroxy-3-(trifluoromethyl)phenyl)methanone 
• 1469440-79-6 (2-butylbenzofuran-3-yl)(4-(2-(diethylamino)ethoxy)-3,5-bis(trifluoromethyl)phenyl)methanone 
• 77828-26-3 C₂₄H₂₇I₂NO₃ 

Relevant articles and documents

Comparative analysis of in vivo and in silico toxicity evaluation of the organoiodine compounds towards D. magna using multivariate chemometric approach: A study on the example of amiodarone phototransformation products

In the present study the photochemical fate of organoiodine compound – amiodarone was performed. The drug turned out to be highly susceptible to UV–Vis irradiation, especially in the presence of humic substances and organic matrix. Qualitative LC-MS analysis revealed formation of twelve – mainly previously unreported – transformation products (TPs). Four major TPs were submitted to the toxicity analysis with the use of D. magna. All of the tested TPs presented higher toxic potential than the parent compound. The phenolic TPs were approximately 100 times more toxic than amiodarone. Toxic properties of the major TPs resulted in steadily increasing toxic potential of the photo-generated mixture over the time of irradiation. Moreover, the experimental toxicity data, concerning the TPs, were compared with results estimated by 6 in silico models with the use of a multivariate chemometric analysis. The results showed that the applied computational methods were able neither to correctly predict toxic properties of the studied compounds, nor the trends in change of their toxic parameters. Additional validation of in silico models ability to predict toxicity of iodinated organic compounds showed that the studied computational methods do not present sufficient prediction ability. Therefore their estimations concerning organoiodines should be verified using experimental tests.

Preparation method of amiodarone hydrochloride

The invention relates to a preparation method of amiodarone hydrochloride. According to the preparation method, synthesis of intermediate 2-butylbenzofuran is realized under effect of a catalyst, a cocatalyst, and an acid binding agent, through Sonogashira coupling cyclization reaction of 2-iodo phenol and 1-acetylene in an organic solvent at a 2-iodo phenol to 1-acetylene molar ratio of 1:09-1.3,wherein reaction temperature ranges from 30 to 60 DEG C, and reaction time ranges from 12 to 38h. Compared with the prior art, the advantages are that: operation is simplified; operation convenienceand product stability are improved; controlling of the ratio of the catalyst to the materials is capable of increasing the purities and yields of intermediates; no column chromatography purifying is needed; cost is reduced; production efficiency is increased at the same time; and convenience is provided for industrial large scale production.

Amiodarone hydrochloride preparation method

The invention belongs to the field of medicine, and especially relates to an amiodarone hydrochloride preparation method. The method takes 2-hydroxybenzaldehyde and 2-alkyl halohexoic acid ester as the raw materials to prepare 2-butylbenzofuran, 2-butylbenzofuran is taken as the raw material, and is subjected to the steps of friedel-crafts acylation, demethylation, iodination, etherification and salt forming to obtain the amiodarone hydrochloride. By employing the method, the raw materials have the advantages of low cost and easy acquisition, the process is simple, and 2-butylbenzofuran and amiodarone hydrochloride with high purity and high yield can be obtained, the cost is low, the waste water is little, and the method is suitable for industrial production.