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Isoprenaline

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Identification
Molecular formula
C11H17NO3
CAS number
7683-59-2
IUPAC name
2-(isopropylamino)-1-(4-nitrophenyl)ethanol
State
State

At room temperature, isoprenaline is a solid. It is stable under standard conditions and should be stored in well-closed containers to prevent moisture absorption.

Melting point (Celsius)
154.00
Melting point (Kelvin)
427.15
Boiling point (Celsius)
423.00
Boiling point (Kelvin)
696.15
General information
Molecular weight
211.27g/mol
Molar mass
183.2120g/mol
Density
1.2096g/cm3
Appearence

Isoprenaline typically appears as a white to off-white crystalline powder. It is often odorless and can be used in various formulations for medicinal purposes.

Comment on solubility

Solubility of 2-(isopropylamino)-1-(4-nitrophenyl)ethanol

The solubility of 2-(isopropylamino)-1-(4-nitrophenyl)ethanol (C11H17NO3) is influenced by various factors including its molecular structure and the presence of functional groups. This compound features an isopropylamino group and a nitrophenyl group, which can significantly affect its interaction with solvents.

Key factors influencing solubility:

  • Polarity: The hydroxyl (–OH) group present in the structure tends to increase polarity, enhancing solubility in polar solvents such as water.
  • Hydrogen bonding: The ability to engage in hydrogen bonding due to the –OH group and the nitrogen atom can facilitate dissolution in alcohols and similar polar solvents.
  • Hydrophobic interactions: The isopropyl group introduces a hydrophobic character, which may affect solubility in nonpolar solvents.

In general, one might expect 2-(isopropylamino)-1-(4-nitrophenyl)ethanol to be soluble in polar solvents while showing reduced solubility in nonpolar solvents. Thus, it can be stated that:

"The solubility of a compound is a delicate balance between its hydrophilic and hydrophobic traits."

In practical applications, understanding this balance is vital for the effective formulation of pharmaceutical preparations or chemical mixtures involving this compound.

Interesting facts

Interesting Facts about 2-(Isopropylamino)-1-(4-nitrophenyl)ethanol

2-(Isopropylamino)-1-(4-nitrophenyl)ethanol is an intriguing compound that showcases the fascinating interplay between organic chemistry and biological activity. Below are some key points that highlight its significance:

  • Pharmaceutical Relevance: This compound is often investigated for its potential use in medicinal chemistry. The presence of the isopropylamino group suggests effects on neurotransmitter systems, potentially making it useful in developing treatments for various neurological disorders.
  • Nitrophenyl Influence: The 4-nitrophenyl group is an essential structural feature. Compounds with nitrophenyl groups are known for their reactivity and are often involved in the exploration of enzyme inhibitors and other therapeutic agents.
  • Structure-Activity Relationship: Studying the structure of this compound helps scientists understand how modifications affect biological activity. This knowledge is vital for drug development, allowing chemists to optimize efficacy and reduce side effects.
  • Synthesis Techniques: The synthesis of 2-(isopropylamino)-1-(4-nitrophenyl)ethanol often involves multi-step procedures that can provide insights into various reaction mechanisms, including nucleophilic substitutions and electrophilic additions.
  • Environmental Impact: As a chemical entity studied in labs, understanding the environmental fate of such compounds is essential. Research into how they degrade, persist, or bioaccumulate aids in regulatory assessments.

As a compound with potential pharmaceutical applications and a unique molecular structure, 2-(isopropylamino)-1-(4-nitrophenyl)ethanol continues to be an exciting subject for both academic investigation and practical applications in the field of chemistry.

Synonyms
Nifenalol
7413-36-7
isophenethanol
racemic nifenalol
Nifenalol [INN]
1-(4-nitrophenyl)-2-(propan-2-ylamino)ethanol
5054-57-9
DL-INPEA
2-(isopropylamino)-1-(4-nitrophenyl)ethanol
DTXSID9048693
7413-36-7 (free base)
D1DE63830P
alpha-((Isopropylamino)methyl)-p-nitrobenzyl alcohol
NCGC00160443-01
Benzenemethanol, a-[[(1-methylethyl)amino]methyl]-4-nitro-
1-(4-nitrophenyl)-2-[(propan-2-yl)amino]ethan-1-ol
DTXCID5028619
Nifenalolum
(-)-Nifenalol
DL-INPEA; DL-N-Isopropyl-p-nitrophenylethanolamine; Isophenethanol
CAS-7413-36-7
Nifenalolum [INN-Latin]
2-Isopropylamino-1-(4-nitrophenyl)ethanol
UNII-D1DE63830P
EINECS 231-023-6
NIFENALOL [MI]
1-(4-Nitrophenyl)-2-(isopropylamino)ethanol
NIFENALOL [MART.]
Cambridge id 5144145
NIFENALOL [WHO-DD]
(+/-)-NIFENALOL
Oprea1_127426
SCHEMBL79725
MLS004774000
CHEMBL127349
CHEMBL4753415
(+/-)-INPEA
CHEBI:134921
UAORFCGRZIGNCI-UHFFFAOYSA-N
BENZYL ALCOHOL, alpha-(ISOPROPYLAMINOMETHYL)-4-NITRO-
BCP19332
BCP30164
Benzenemethanol, alpha-(((1-methylethyl)amino)methyl)-4-nitro
EX-A3800
Tox21_113084
BDBM50421720
AKOS001025751
AKOS017268825
AKOS040759483
Tox21_113084_1
NCGC00160443-02
SMR002529506
HY-108302
CS-0028182
NS00009260
DL-N-ISOPROPYL-P-NITROPHENYLETHANOLAMINE
EN300-23965452
N-ISOPROPYL-1-(P-NITROPHENYL)ETHANOLAMINE
SR-01000196854
SR-01000196854-1
2-(P-NITROPHENYL)-1-ISOPROPYLAMINO-2-ETHANOL
BRD-A21280314-001-02-7
BRD-A21280314-001-06-8
Q15634006
Z56755859
benzene, 1-(1-hydroxy-2-isopropylamino)ethyl-4-nitro-
F0264-0047
(+/-)-1-(P-NITROPHENYL)-2-ISOPROPYLAMINOETHANOL
(+/-)-2-ISOPROPYLAMINO-1-(4-NITROPHENYL)ETHANOL
(+/-)-Nifenalol;2-Isopropylamino-1-(4-nitro-phenyl)-ethanol
1-(P-NITROPHENYL)-1-HYDROXY-2-(ISOPROPYLAMINO)ETHANE
BENZYL ALCOHOL, .ALPHA.-((ISOPROPYLAMINO)METHYL)-P-NITRO-
DL-.ALPHA.-((ISOPROPYLAMINO)METHYL)-P-NITROBENZYL ALCOHOL
(+/-)-.ALPHA.-((ISOPROPYLAMINO)METHYL)-P-NITROBENZYL ALCOHOL
BENZENEMETHANOL, .ALPHA.-(((1-METHYLETHYL)AMINO)METHYL)-4-NITRO-
BENZYL ALCOHOL, .ALPHA.-((ISOPROPYLAMINO)METHYL)-P-NITRO-, (+/-)-
BENZENEMETHANOL, .ALPHA.-(((1-METHYLETHYL)AMINO)METHYL)-4-NITRO-, (+/-)-
Isophenethanol;(R)-Nifenalol;(R)-2-Isopropylamino-1-(4-nitro-phenyl)-ethanol