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Amiodarone

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Identification
Molecular formula
C25H29I2NO3
CAS number
1951-25-3
IUPAC name
(2-ethylbenzofuran-3-yl)-(4-hydroxy-3,5-diiodo-phenyl)methanone
State
State

Amiodarone is typically found in solid form at room temperature. It is distributed in this form in pharmaceutical preparations, commonly appearing either as a pill or powder, used for its role in treating heart arrhythmias.

Melting point (Celsius)
159.00
Melting point (Kelvin)
432.15
Boiling point (Celsius)
627.00
Boiling point (Kelvin)
900.15
General information
Molecular weight
645.32g/mol
Molar mass
645.3240g/mol
Density
2.0320g/cm3
Appearence

Amiodarone generally appears as a white crystalline powder. It is practically insoluble in water, which contributes to its powdery texture.

Comment on solubility

Solubility of (2-ethylbenzofuran-3-yl)-(4-hydroxy-3,5-diiodo-phenyl)methanone (C25H29I2NO3)

The solubility of (2-ethylbenzofuran-3-yl)-(4-hydroxy-3,5-diiodo-phenyl)methanone in various solvents can provide key insights into its potential uses and behavior in different environments. Understanding its solubility characteristics is crucial for applications in medicinal chemistry and material science.

Key Points on Solubility:

  • Polar vs Non-Polar Solvents: This compound, with its complex structure and various functional groups, may show differential solubility in polar and non-polar solvents.
  • Hydroxyl Group Influence: The presence of the -OH group can enhance solubility in polar solvents like water or methanol due to hydrogen bonding.
  • Iodine Substituents: The introduction of I atoms in the structure often leads to steric hindrance, which might reduce solubility in non-polar environments.
  • Temperature Dependence: Solubility can change with temperature; thus, assessments at varying temperatures are essential for accurate descriptions.

While specific solubility data for this compound may not be readily available, general trends can be inferred from its structural components. Compounds with halogens and hydroxyl groups often exhibit unique solubility characteristics, making them intriguing for further research.

Interesting facts

Interesting Facts about (2-ethylbenzofuran-3-yl)-(4-hydroxy-3,5-diiodo-phenyl)methanone

This intriguing compound is garnering attention in the field of medicinal chemistry due to its unique structural features and potential biological activities. Here are some fascinating points that highlight its significance:

  • Structural Complexity: The compound incorporates a benzofuran moiety, which is known for its bioactive properties. The integration of iodo substituents enhances its lipophilicity, potentially affecting its pharmacokinetics.
  • Pharmaceutical Potential: Research suggests that compounds with similar structures may exhibit anti-inflammatory and anticancer properties. The presence of the hydroxyl group may play a role in extending its bioactivity.
  • Diverse Applications: Given its unique scaffold, this compound could be explored for diverse applications in drug development, particularly in designing new therapeutic agents targeting various diseases.
  • Environmental Considerations: The compound's halogenated nature may raise questions about environmental persistence and toxicity, a crucial factor that scientists must consider during synthesis and application.

"The future of medicinal chemistry lies in the exploration of structural diversity, and compounds like this provide a fertile ground for discovering new therapeutic avenues."

As studies continue to unfold, (2-ethylbenzofuran-3-yl)-(4-hydroxy-3,5-diiodo-phenyl)methanone stands out as a prime candidate for further research, highlighting the endless possibilities that chemical compounds can offer in both science and medicine.

Synonyms
BENZIODARONE
68-90-6
Amplivix
Cardivix
Dilafurane
Dila-Vasal
Retrangor
Corofam
Coronal-crinos
Benziodaron
Carofam
Dilacoron
Flanicone
Plexocardio
Uricor
L 2329
Benziodarona
Benziodaronum
2329 Labaz
NSC 82133
Benziodaronum [INN-Latin]
Benziodarona [INN-Spanish]
Benciodarona
2-Ethyl-3-benzofuranyl 4-hydroxy-3,5-diiodophenyl ketone
EINECS 200-695-2
75CL65GTYR
NSC-82133
Amplivix (TN)
BRN 1257683
DTXSID1046134
2-Ethyl-3-(3',5'-diiodo-4'-hydroxybenzoyl)-cumarone
Benzofuran, 3-(3,5-diiodo-4-hydroxybenzoyl)-2-ethyl-
Benziodarone [INN:BAN:DCF:JAN]
3,5-Diiodo-4-hydroxyphenyl 2-ethyl-3-benzofuranyl ketone
BENZIODARONE [MI]
BENZIODARONE [INN]
BENZIODARONE [JAN]
(2-ethylbenzofuran-3-yl)(4-hydroxy-3,5-diiodophenyl)methanone
Methanone, (2-ethyl-3-benzofuranyl)(4-hydroxy-3,5-diiodophenyl)-
Aethyl-2-(3',5'-dijod-4'-oxybenzoyl)-3 cumaron
BENZIODARONE [MART.]
BENZIODARONE [WHO-DD]
CHEMBL232201
Aethyl-2-(3',5'-dijod-4'-oxybenzoyl)-3 cumaron [German]
Corofam;Dilacoron;NSC 82133
Ketone, 2-ethyl-3-benzofuranyl 4-hydroxy-3,5-diiodophenyl
Ketone, 3,5-diiodo-4-hydroxyphenyl 2-ethyl-3-benzofuranyl
DTXCID9026134
L-2329
NCGC00160408-01
Benziodaronum (INN-Latin)
Benziodarona (INN-Spanish)
BENZIODARONE (MART.)
Benzoiodarone
CAS-68-90-6
UNII-75CL65GTYR
Amplivix; Dilafurane
Ketone,5-diiodophenyl
2-ethyl-3-benzofuranyl-4-hydroxy-3,5-diiodophenyl ketone
Benziodarone (JAN/INN)
Methanone,5-diiodophenyl)-
SCHEMBL308541
C01DX04
CHEBI:135814
NSC82133
Tox21_111793
(2-ethyl-1-benzofuran-3-yl)-(4-hydroxy-3,5-diiodophenyl)methanone
BDBM50209206
MFCD00868246
AKOS015994715
Tox21_111793_1
DB13277
FB18200
KS-1133
NCGC00160408-02
NCGC00160408-03
NCGC00160408-06
E1290
NS00036747
D01833
SBI-0654152.0001
T72830
Q4890775
2-Ethylbenzofuranyl 4-hydroxy-3,5-diiodophenyl ketone
4-(2-ethyl-1-benzofuran-3-carbonyl)-2,6-diiodophenol
Ketone, 2-ethyl-3-benzofuranyl 4-hydroxy-3,5-diiodophenyl (8CI)
(2-Ethyl-1-benzofuran-3-yl)(4-hydroxy-3,5-diiodophenyl)methanone #
Methanone, (2-ethyl-3-benzofuranyl)(4-hydroxy-3,5-diiodophenyl)-(9CI)
(2-Ethyl-3-benzofuranyl)(4-hydroxy-3,5-diiodophenyl)methanone;Algocor;Cardivix
200-695-2
PJO