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Propranolol

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Identification
Molecular formula
C16H21NO2
CAS number
525-66-6
IUPAC name
(2R)-1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol
State
State

Propranolol is typically encountered as a solid at room temperature, often in the form of tablets for medical use.

Melting point (Celsius)
96.00
Melting point (Kelvin)
369.15
Boiling point (Celsius)
408.30
Boiling point (Kelvin)
681.45
General information
Molecular weight
259.34g/mol
Molar mass
259.3440g/mol
Density
1.0900g/cm3
Appearence

Propranolol appears as a white to off-white crystalline solid.

Comment on solubility

Solubility of (2R)-1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol

The solubility of (2R)-1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol in various solvents can greatly influence its applications in both pharmaceutical and chemical industries. Understanding the solubility profile is crucial for optimizing formulations and ensuring effective delivery methods.

Factors Affecting Solubility

Several factors contribute to the solubility of this compound:

  • Polarity: The presence of the isopropylamino and naphthyloxy groups impacts the overall polarity. As a result, the compound may exhibit different solubility behaviors in polar and non-polar solvents.
  • Hydrogen Bonding: Capable of forming hydrogen bonds, this compound can show higher solubility in solvents like water and alcohols compared to hydrocarbons.
  • Temperature: Increasing temperature often enhances solubility, allowing for better dissolution of this compound in solvents.

Typically, one can expect:

  1. Good solubility in aqueous solutions due to the polar functional groups.
  2. Moderate solubility in organic solvents such as ethanol or methanol.
  3. Poor solubility in non-polar solvents like hexane or benzene.

In conclusion, the solubility of (2R)-1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol is influenced by its structural characteristics and environmental conditions. Understanding these aspects is essential for researchers and practitioners using this compound in various applications.

Interesting facts

Interesting Facts about (2R)-1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol

(2R)-1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol is a fascinating compound, particularly recognized in the field of medicinal chemistry due to its role in pharmacology. This compound is classified as a beta-adrenergic receptor blocker and has potential therapeutic applications. Here are some engaging points to consider:

  • Structure and Function: The compound features a chiral center, which contributes significantly to its biological activity. Chirality is crucial in drug design as different enantiomers can exhibit vastly different effects in biological systems.
  • Mechanism of Action: As a beta-blocker, this compound works by inhibiting the action of epinephrine and norepinephrine on beta-adrenergic receptors, leading to effects such as decreased heart rate and lower blood pressure. This makes it an important player in treatments for conditions like hypertension and anxiety.
  • Inhibition of Hypertensive Reactions: By modulating the autonomic nervous system, this compound can help mitigate stress responses, which is particularly beneficial in acute situations where rapid heart rate could be detrimental.
  • Structure-Activity Relationship (SAR): The inclusion of the isopropylamino group and the naphthyloxy component can enhance the lipophilicity of the drug, influencing its distribution and potency. This emphasizes the importance of structural modifications in drug development.

In conclusion, the study of (2R)-1-(isopropylamino)-3-(1-naphthyloxy)propan-2-ol not only underscores the beauty of organic chemistry but also highlights its invaluable contribution to therapeutic advancements in modern medicine. As a compound that operates at the intersection of chemistry and biology, it stands as a reminder of the intricate balance and specificity involved in drug action and development.

Synonyms
DEXPROPRANOLOL
5051-22-9
(R)-(+)-propranolol
(+)-Propranolol
R-(+)-Propranolol
D-Propranolol
Dextropropranolol
2R-Propranolol
Dexpropranololum
R (+)-Propanolol
Despropranolo
Despropranolo [DCIT]
R(+)-propranolol
Dexpropranolol [INN:BAN]
Propranolol, (r)-
Dexpropranololum [INN-Latin]
(+)-1-Isopropylamino-3-(1-naphthyloxy)-2-propanol
(2R)-1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol
EINECS 225-749-2
PG6KY07UD7
CHEBI:8736
DTXSID3045304
DEXPROPRANOLOL [INN]
2-Propanol, 1-(isopropylamino)-3-(1-naphthyloxy)-, (+)-
DTXCID1025304
2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, (R)-
(2R)-3-(naphthalen-1-yloxy)-1-(propan-2-ylamino)propan-2-ol
2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, (R)-
Dexpropranololum (INN-Latin)
2-Propanol, 1-((1-methylethyl)amino)-3-(1-naphthalenyloxy)-, (R)-(9CI)
225-749-2
(R)-Propranolol
NCGC00016429-05
2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-, (2R)-
(2R)-1-(Isopropylamino)-3-(1-naphthyloxy)propan-2-ol
MLS001333595
(R)-Propranolol (hydrochloride)
CAS-5051-22-9
SMR000875288
UNII-PG6KY07UD7
propranolol-(R)
RNP
d-(+)-Propranolol
(2R)-1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol;hydrochloride
Tocris-0624
Tocris-0835
(+)-(r)-propranolol
Prestwick0_001075
Prestwick1_001075
Prestwick2_001075
Lopac-P-0884
Lopac-P-8688
CAS-318-98-9
SCHEMBL25255
cid_66366
BIDD:GT0130
SPBio_002995
(+)-Propranolol hydrochloride; (R)-(+)-Propranolol hydrochloride
CHEMBL275742
GTPL7596
BDBM60973
Tox21_110435
MFCD00066275
PDSP1_000775
PDSP1_001089
PDSP2_000763
PDSP2_001073
AKOS025212355
Tox21_110435_1
CAS-839971
DB03322
NCGC00015798-01
NCGC00015798-02
NCGC00015798-03
NCGC00015798-11
NCGC00016429-01
NCGC00016429-02
NCGC00016429-03
NCGC00016429-04
NCGC00016429-06
NCGC00024690-01
NCGC00024814-01
NCGC00024814-02
AS-87283
CAS-13071-11-9
AB00514691
NS00081002
G77788
BRD-K92830582-003-04-8
BRD-K92830582-003-10-5
Q27088458
(+)-1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol
(R)-1-(isopropylamino)-3-(naphthalen-1-yloxy)propan-2-ol
1-(Isopropylamino)-3-(1-naphthyloxy)-2-propanol, (R)-
(2R)-1-(isopropylamino)-3-(1-naphthoxy)propan-2-ol;hydrochloride
(2R)-1-(naphthalen-1-yloxy)-3-[(propan-2-yl)amino]propan-2-ol
(2R)-1-(1-naphthalenyloxy)-3-(propan-2-ylamino)-2-propanol;hydrochloride