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Amiodarone

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Identification
Molecular formula
C25H29I2NO3
CAS number
1951-25-3
IUPAC name
(2-butylbenzofuran-3-yl)-[4-[2-(diethylamino)ethoxy]-3,5-diiodo-phenyl]methanone
State
State

Amiodarone is a solid at room temperature. It is typically available in the form of tablets or powder. The compound is stable under normal conditions of temperature and pressure.

Melting point (Celsius)
157.00
Melting point (Kelvin)
430.15
Boiling point (Celsius)
607.30
Boiling point (Kelvin)
880.45
General information
Molecular weight
681.79g/mol
Molar mass
681.7880g/mol
Density
1.6160g/cm3
Appearence

Amiodarone is typically presented as a white crystalline powder. It may also appear as fine crystalline granules depending on the formulation and conditions of storage or preparation. In liquid formulations, it can be found dissolved in solvents for medical applications.

Comment on solubility

Solubility of (2-butylbenzofuran-3-yl)-[4-[2-(diethylamino)ethoxy]-3,5-diiodo-phenyl]methanone

The solubility of the compound (2-butylbenzofuran-3-yl)-[4-[2-(diethylamino)ethoxy]-3,5-diiodo-phenyl]methanone (C25H29I2NO3) is influenced by its unique structural features, which include aromatic rings and numerous functional groups. Understanding its solubility can be broken down into several key points:

  • Nonpolar Characteristics: Due to the presence of the butyl group and multiple aromatic systems, this compound may exhibit some degree of nonpolar characteristics.
  • Polar Functional Groups: The inclusion of the diethylamino and ethoxy groups could enhance its polarity, potentially leading to solubility in polar solvents.
  • Effect of Iodine Atoms: The presence of iodine atoms may affect solubility, as halogen atoms can alter the overall polarity and interaction with solvents.
  • Solvent Compatibility: Generally, compounds with similar polarities tend to be soluble in each other. Thus, this compound may be soluble in polar organic solvents like ethanol or dichloromethane but less so in nonpolar solvents such as hexane.

In conclusion, while this compound possesses both polar and nonpolar characteristics, predicting its exact solubility requires empirical testing in various solvents. A phrase that often encapsulates solubility behavior is, “like dissolves like,” which highlights the importance of matching solvent and compound characteristics for effective solubility.

Interesting facts

Interesting Facts about (2-butylbenzofuran-3-yl)-[4-[2-(diethylamino)ethoxy]-3,5-diiodo-phenyl]methanone

This intriguing compound, known for its complex structure, presents a fascinating case study for chemists and pharmacologists alike. Here’s why it stands out:

  • Unique Structural Features: This compound features a multi-functional framework that includes both diiodo and diethylamino groups, highlighting the rich diversity possible within organic synthesis.
  • Pharmacological Potential: Due to its intricate arrangement, it may exhibit interesting biological properties that warrant further investigation, particularly in the fields of medicinal chemistry and drug development.
  • Biological Interactions: Compounds with diiodo groups are often studied for their ability to interact with biological systems, potentially affecting thyroid hormone-related activities.
  • Applications in Research: The compound may serve as a valuable tool in various studies, including those focusing on receptor binding and drug metabolism.
  • Green Synthesis: The multi-step synthesis of such compounds often leads to discussions on environmentally friendly synthetic methods, showcasing the necessity of sustainable chemistry practices.

As chemists continue to explore the complexities of compounds like these, it becomes increasingly evident that the intricacies of molecular design can lead to groundbreaking discoveries in science and medicine. "The true magic of chemistry lies in its ability to connect seemingly distant concepts through molecular structures and interactions."

Synonyms
amiodarone
1951-25-3
Cordarone
Amiodarona
Amiodaronum
Amjodaronum
Amiodaronum [INN-Latin]
Amiodarona [INN-Spanish]
2-Butyl-3-(3,5-diiodo-4-(2-diethylaminoethoxy)benzoyl)benzofuran
2-n-Butyl-3',5'-diiodo-4'-N-diethylaminoethoxy-3-benzoylbenzofuran
L 3428
UNII-N3RQ532IUT
EINECS 217-772-1
N3RQ532IUT
2-Butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl ketone
BRN 1271711
CCRIS 9360
CHEBI:2663
DTXSID7022592
2-Butyl-3-benzofuranyl p-((2-diethylamino)ethoxy)-m,m-diiodophenyl ketone
(2-butyl-1-benzofuran-3-yl){4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl}methanone
L-3428
CHEMBL633
2-Butyl-3-(3,5-diiodo-4-(beta-diethylaminoethoxy)benzoyl)benzofuran
2-Butyl-3-(4'-beta-N-diethylaminoethoxy-3',5'-diiodobenzoyl)benzofuran
Ketone, 2-butyl-3-benzofuranyl 4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl
(2-Butyl-3-benzofuranyl)(4-(2-(diethylamino)ethoxy)-3,5-diidophenyl)methanone
(2-Butylbenzofuran-3-yl)(4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl)methanone
Methanone, (2-butyl-3-benzofuranyl)(4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl)-
DTXCID702592
Amidorone
5-18-02-00353 (Beilstein Handbook Reference)
(2-{4-[(2-butyl-1-benzofuran-3-yl)carbonyl]-2,6-diiodophenoxy}ethyl)diethylamine
(2-butyl-1-benzofuran-3-yl)-[4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl]methanone
Methanone, (2-butyl-3-benzofuranyl)[4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl]-
NCGC00015096-07
Amiodarone Base
Amiodaronum (INN-Latin)
Amiodarona (INN-Spanish)
AMIODARONE (MART.)
AMIODARONE [MART.]
2-Butyl-3-benzofuranyl 4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl ketone
(2-butyl-1-benzofuran-3-yl)(4-{[2-(diethylamino)ethyl]oxy}-3,5-diiodophenyl)methanone
CAS-1951-25-3
NCGC00015096-12
Amiodarone (USAN/INN)
CAS-19774-82-4
AmiodaroneHCl
Amiodarone [USAN:INN:BAN]
(2-butyl-1-benzofuran-3-yl)(4-(2-(diethylamino)ethoxy)-3,5-diiodophenyl)methanone
BBI
Labaz (Salt/Mix)
Cyto8E2
Cordarone (Salt/Mix)
Spectrum_000261
Amiodarone N-oxide HCl
CRD - Cardiac mixture
AMIODARONE [MI]
AMIODARONE [INN]
Prestwick0_000409
Prestwick1_000409
Prestwick2_000409
Prestwick3_000409
Spectrum2_001813
Spectrum3_001050
Spectrum4_001190
Spectrum5_001533
AMIODARONE [USAN]
Lopac-A-8423
AMIODARONE [VANDF]
AMIODARONE [WHO-DD]
BIDD:PXR0146
CBiol_001740
Lopac0_000122
SCHEMBL16284
BSPBio_000338
BSPBio_001574
BSPBio_002580
KBioGR_000294
KBioGR_001859
KBioSS_000294
KBioSS_000741
BIDD:GT0425
DivK1c_000079
SPBio_001825
SPBio_002277
BPBio1_000372
cid_441325
GTPL2566
BDBM18957
KBio1_000079
KBio2_000294
KBio2_000741
KBio2_002862
KBio2_003309
KBio2_005430
KBio2_005877
KBio3_000587
KBio3_000588
KBio3_001800
C01BD01
NINDS_000079
Bio1_000026
Bio1_000515
Bio1_001004
Bio2_000294
Bio2_000774
GLXC-10157
HMS1791O16
HMS1989O16
HMS2089C07
SKF-33134-A (Salt/Mix)
BAA95125
Tox21_110083
MFCD00242801
STK529812
{2-[4-(2-butyl-1-benzofuran-3-carbonyl)-2,6-diiodophenoxy]ethyl}diethylamine
AKOS005462717
Tox21_110083_1
CCG-204217
DB01118
SDCCGSBI-0050110.P004
(2-Butylbenzofuran-3-yl)(4-(2-(diethylamino)-ethoxy)-3,5-diiodophenyl)methanone
(2-butylbenzofuran-3-yl)-[4-(2-diethylaminoethoxy)-3,5-diiodo-phenyl]-methanone
IDI1_000079
IDI1_034044
QTL1_000008
NCGC00015096-01
NCGC00015096-02
NCGC00015096-03
NCGC00015096-04
NCGC00015096-05
NCGC00015096-06
NCGC00015096-08
NCGC00015096-09
NCGC00015096-10
NCGC00015096-11
NCGC00015096-13
NCGC00015096-14
NCGC00015096-17
NCGC00015096-29
NCGC00024242-03
NCGC00024242-04
NCGC00024242-05
NCGC00024242-06
HY-14187
IA156918
NCI60_041885
SBI-0050110.P003
AB00053422
NS00010453
UNM000001215003
C06823
D02910
EN300-708787
G78136
AB00053422-17
AB00053422_18
AB00053422_19
L001174
Q410061
BRD-K17561142-003-16-8
BRD-K17561142-003-32-5
BRD-K17561142-003-33-3
BRD-K17561142-003-35-8
F2173-1018
2-Butyl-3-(3,5-diiodo-4-(.beta.-diethylaminoethoxy)benzoyl)benzofuran
2-Butyl-3-(4'-.beta.-N-diethylaminoethoxy-3',5'-diiodobenzoyl)benzofuran
(2-butyl-1-benzofuran-3-yl)-[4-(2-diethylaminoethoxy)-3,5-diiodophenyl]methanone
(2-Butyl-benzofuran-3-yl)(4-[2-(diethylamino)ethoxy]-3,5-diiodophenyl)methanone #
(2-butylbenzofuran-3-yl)-[4-(2-diethylaminoethyloxy)-3,5-diiodo-phenyl]methanone
(2-n-butyl-3-benzofuranyl) [4-[2-(diethylamino)ethoxyl]-3,5-diiodophenyl] methanone
(2-n-butyl-3-benzofuranyl)[4-[2-(diethylamino)ethoxyl]-3,5-diiodophenyl]methanone
217-772-1