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Acebutolol

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Identification
Molecular formula
C18H28N2O4
CAS number
37517-30-9
IUPAC name
N-[3-acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]butanamide
State
State

Acebutolol is typically found in solid form at room temperature as its hydrochloride salt variant.

Melting point (Celsius)
123.00
Melting point (Kelvin)
396.15
Boiling point (Celsius)
560.00
Boiling point (Kelvin)
833.15
General information
Molecular weight
336.43g/mol
Molar mass
336.4320g/mol
Density
1.1400g/cm3
Appearence

Acebutolol hydrochloride is a white crystalline powder. It is odorless or has a slight odor. The compound can also be described as having a bitter taste.

Comment on solubility

Solubility of N-[3-acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]butanamide

The solubility profile of N-[3-acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]butanamide (C18H28N2O4) is complex due to its multifaceted structure, which features both hydrophilic and hydrophobic characteristics.

Factors Influencing Solubility:

  • Hydrophilic Groups: The presence of the -OH (hydroxyl) group inherently enhances aqueous solubility.
  • Hydrophobic Regions: Conversely, the isopropylamino section introduces hydrophobic properties that can hinder dissolution in water.
  • Polar Interactions: Polar functional groups may promote solubility in organic solvents.

In general:

  1. The compound may exhibit moderate to high solubility in polar solvents, such as ethanol or methanol.
  2. It is likely to have limited solubility in non-polar solvents due to its overall molecular structure.

In summary, while N-[3-acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]butanamide can dissolve in certain environments, its solubility will depend heavily on the solvent's polarity and the balance between its hydrophilic and hydrophobic interactions.

Interesting facts

Interesting Facts about N-[3-acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]butanamide

N-[3-acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl]butanamide, commonly studied in medicinal chemistry, showcases the intricate relationship between structure and biological activity. Below are some fascinating insights into this compound:

  • Drug Development: This compound belongs to a class of molecules often investigated for their potential therapeutic applications, particularly in treating neurological conditions due to its unique chemical structure.
  • Structure-Activity Relationship: The presence of the acetyl group and the isopropylamino moiety indicates potential enhanced lipophilicity, which can influence the compound's ability to cross biological membranes, a critical factor in pharmacokinetics.
  • Hydroxyl Group: The hydroxyl functional group in the structure can engage in hydrogen bonding, which is vital for drug-receptor interactions and can enhance solubility in various biological fluids.
  • Phenolic Framework: The inclusion of a phenyl ring contributes to its stability and can interact with target proteins or enzymes, highlighting the importance of aromatic systems in medicinal chemistry.
  • Research Applications: Ongoing research related to this compound focuses on its therapeutic potential and its mechanism of action, given its complex structure and diverse functional groups.

This compound exemplifies the art of drug design, where every functional group can dramatically alter biological activity. As scientists continue to explore its abilities, the unique interplay of its components may lead to exciting new frontiers in medicine.

Synonyms
acebutolol
37517-30-9
Acetobutolol
dl-Acebutolol
Neptal
Acebutololo
Acebutololum
Sectral
(+-)-Acebutolol
Acebrutololum
N-(3-Acetyl-4-(2-hydroxy-3-(isopropylamino)propoxy)phenyl)butyramide
Acebutololum [INN-Latin]
Acebrutololum [INN-Latin]
5'-Butyramido-2'-(2-hydroxy-3-isopropylaminopropoxy)acetophenone
Acetobutolol [INN-Spanish]
CCRIS 9214
CHEBI:2379
RP 21823
EINECS 253-539-0
UNII-67P356D8GH
BRN 2162244
3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide
C07AB04
1-(2-Acetyl-4-n-butyramidophenoxy)-2-hydroxy-3-isopropylaminopropane
N-[3-acetyl-4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl]butanamide
67P356D8GH
N-(3-acetyl-4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)butanamide
3'-Acetyl-4'-(2-hydroxy-3-isopropylaminopropoxy)butyranilid
3'-(Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide
(+-)-3'-Acetyl-4'-(2-hydroxy-3-(isopropylamino)propoxy)butyranilide
N-[3-acetyl-4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]butanamide
(+-)-N-(3-Acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)butanamide
DTXSID2048539
N-(3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl)butanamide
Butanamide, N-(3-acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)-, (+-)-
Monitan
N-{3-acetyl-4-[2-hydroxy-3-(propan-2-ylamino)propoxy]phenyl}butanamide
Acebutololum (INN-Latin)
Acebrutololum (INN-Latin)
ACEBUTOLOL (MART.)
ACEBUTOLOL [MART.]
Acetobutolol (INN-Spanish)
28197-63-9
Acebutolol [USAN:INN:BAN]
S-Acebutolol-d7
Butanamide, N-[3-acetyl-4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]-
Butanamide, N-[3-acetyl-4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]-, (.+/-.)-
Butanamide,N-[3-acetyl-4-[2-hydroxy-3-[(1-methylethyl)amino]propoxy]phenyl]-
Butanamide, N-(3-acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)-,monohydrochloride,(+-)-
(+/-)-acebutolol
Acebutolol (USAN/INN)
N-(3-acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)butanamide
N-(3-acetyl-4-(2-hydroxy-3-(isopropylamino)propoxy)phenyl)butanamide
N-(3-acetyl-4-(2-hydroxy-3-(propan-2-ylamino)propoxy)phenyl)butanamide
Sectral (Salt/Mix)
Wesfalin (Salt/Mix)
Spectrum_000491
ACEBUTOLOL [MI]
ACEBUTOLOL [INN]
Prestwick0_000069
Prestwick1_000069
Prestwick2_000069
Prestwick3_000069
Spectrum2_001340
Spectrum3_000573
Spectrum4_000802
Spectrum5_001399
(.+/-.)-Acebutolol
ACEBUTOLOL [USAN]
ACEBUTOLOL [VANDF]
CHEMBL642
Epitope ID:146105
SCHEMBL3772
ACEBUTOLOL [WHO-DD]
BSPBio_000257
BSPBio_001986
KBioGR_001283
KBioSS_000971
DivK1c_000612
SPBio_001499
SPBio_002178
BPBio1_000283
GTPL7107
IL 17803A (Salt/Mix)
Discontinued. See: A123800
DTXCID8028006
BDBM25755
KBio1_000612
KBio2_000971
KBio2_003539
KBio2_006107
KBio3_001486
NINDS_000612
TCA10781
TCA10782
MFCD00599435
AKOS015963037
AT39841
DB01193
DS-3129
IDI1_000612
NCGC00018215-02
HY-17497
SBI-0051584.P003
DB-069556
AB00053574
CS-0009240
NS00006043
C06803
D02338
AB00053574_13
AB00053574_14
EN300-7398930
L000998
Q418857
BRD-A29260609-003-05-4
BRD-A29260609-003-15-3
BRD-A29260609-003-25-2
BRD-A29260609-003-26-0
(.+/-.)-3'-Acetyl-4'-[2-hydroxy-3-(isopropylamino)propoxy]butyranilide
N-(3-Acetyl-4-(2-hydroxy-3-(isopropylamino)-propoxy)phenyl)butyramide
N-(3-Acetyl-4-[2-hydroxy-3-(isopropylamino)propoxy]phenyl)butanamide #
(+/-)-3'-ACETYL-4'-(2-HYDROXY-3-(ISOPROPYLAMINO)PROPOXY)BUTYRANILIDE
(.+/-.)-3'-Acetyl-4'-[2-hydroxy-3-(1-methylethylamino)propoxy]butyranilide
(.+/-.)-N-(3-Acetyl-4-(2-hydroxy-3-((1-methylethyl)amino)propoxy)phenyl)butanamide
N-(3-acetyl-4-{2-hydroxy-3-[(propan-2-yl)amino]propoxy}phenyl)butanimidic acid
253-539-0
BUTANAMIDE, N-(3-ACETYL-4-(2-HYDROXY-3-((1-METHYLETHYL)AMINO)PROPOXY)PHENYL)-, (+/-)-