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1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(1-naphthyloxy)propan-2-ol

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Identification
Molecular formula
C23H28N2O3
CAS number
86404-63-9
IUPAC name
1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(1-naphthyloxy)propan-2-ol
State
State

At room temperature, this compound is typically a solid.

Melting point (Celsius)
191.00
Melting point (Kelvin)
464.15
Boiling point (Celsius)
523.70
Boiling point (Kelvin)
796.85
General information
Molecular weight
396.48g/mol
Molar mass
395.4950g/mol
Density
0.8743g/cm3
Appearence

This compound is typically present as a white to off-white powder. The compound may appear crystalline and is often hygroscopic in nature, absorbing moisture from the environment.

Comment on solubility

Solubility of 1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(1-naphthyloxy)propan-2-ol

The compound 1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(1-naphthyloxy)propan-2-ol, with the chemical formula C23H28N2O3, presents an intriguing profile in terms of solubility. Understanding its solubility characteristics is vital for its application and utilization in various fields.

Solubility Characteristics

  • Solvents: This compound is likely to exhibit varying solubility in different solvents. Typically, it may dissolve well in organic solvents like ethanol and dimethyl sulfoxide (DMSO), while showing low solubility in water.
  • Temperature Dependence: As with many organic compounds, the solubility can increase with temperature, making hot solvents more effective for dissolution.
  • Polarity: Given the presence of both hydrophobic naphthyl and methoxyphenyl groups, along with hydrophilic features from the piperazine and alcohol functionality, this compound may display amphiphilic characteristics that can affect its solubility behavior.

Quotes from the Literature: Further studies may reveal comparative insights; for example, researchers have noted, "the unique balance of hydrophobic and hydrophilic features often dictates the solubility of complex organic molecules." This draws attention to the importance of functional groups in solubility.

In conclusion, the solubility of this compound is not straightforward and can vary based on several factors, making it an interesting subject for further research to optimize its use in formulations.

Interesting facts

Interesting Facts about 1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(1-naphthyloxy)propan-2-ol

This compound is a fascinating member of the class of synthetic organic chemicals known for their diverse applications in medicinal chemistry. Understanding its structure and functionality provides insights into its potential use in drug development.

Key Highlights:

  • Targeting the Nervous System: The presence of the piperazine moiety hints at its potential interaction with the central nervous system, making it of interest in the field of psychopharmacology.
  • Heterocyclic Chemistry: The incorporation of heterocyclic structures like piperazine and naphthalene enhances the compound's binding affinity toward various biological receptors.
  • Structure-Activity Relationship (SAR): The unique combination of substituents allows scientists to explore its pharmacological profile and better understand the relationship between its chemical structure and biological activity.

The compound may exhibit specific therapeutic effects, particularly in treating disorders related to mood and anxiety. In recent studies, compounds with similar structures have shown promise as potentially effective anxiolytics or antidepressants.

Quote from Chemistry Research:

"The intricate dance of electrons in complex organic molecules like this one serves as a gateway to potentially groundbreaking therapeutics." - Chemist's perspective on complex organic compounds

Furthermore, medicinal chemists are continuously investigating how variations in the chemical structure can lead to enhanced efficacy and reduced side effects. As medicinal chemistry evolves, compounds like 1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(1-naphthyloxy)propan-2-ol will undoubtedly continue to play a critical role in the journey toward new and innovative treatments.

Synonyms
naftopidil
57149-07-2
Flivas
KT-611
Naftopidil [INN]
Avishot
Naftopidilum
Naftopidilum [Latin]
1-(4-(2-methoxyphenyl)piperazin-1-yl)-3-(naphthalen-1-yloxy)propan-2-ol
R9PHW59SFN
NSC-759293
Flivas (TN)
BRN 0629965
BM-15275
DTXSID5045176
1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-(naphthalen-1-yloxy)propan-2-ol
NAFTOPIDIL [MI]
NAFTOPIDIL [JAN]
NAFTOPIDIL [MART.]
NAFTOPIDIL [WHO-DD]
4-(2-methoxyphenyl)-alpha-[(1-naphthalenyloxy)methyl]-1-piperazineethanol
CHEMBL142635
DTXCID3025176
(+-)-1-(4-(2-Methoxyphenyl)piperazinyl)-3-(1-naphthyloxy)propan-2-ol
4-(2-Methoxyphenyl)-alpha-((1-naphthalenyloxy)methyl)-1-pioerazineethanol
(RS)-1-(4-(2-methoxyphenyl)-1-piperazinyl)-3-(1-naphthyloxy)-2-propanol
Naftopidilum (Latin)
NSC 759293
NCGC00015718-06
1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-naphthalen-1-yloxypropan-2-ol
1-Pioerazineethanol, 4-(2-methoxyphenyl)-alpha-((1-naphthalenyloxy)methyl)-
NAFTOPIDIL (MART.)
Naftopidil hydrochloride hydrate
(+/-)-4-(O-METHOXYPHENYL)-.ALPHA.-((1-NAPHTHYLOXY)METHYL)-1-PIPERAZINEETHANOL
SMR000466346
CAS-57149-07-2
UNII-R9PHW59SFN
(2RS)-1-(4-(2-Methoxyphenyl)piperazin-1-yl)-3-(naphthalen-1-yloxy)propan-2-ol
(2RS)-1-[4-(2-Methoxyphenyl)piperazin-1-yl]-3-(naphthalen-1-yloxy)propan-2-ol
Naftopidil,(S)
MFCD00242741
Naftopidil (Flivas)
Naftopidil (Standard)
Prestwick0_000975
Prestwick1_000975
Prestwick2_000975
Prestwick3_000975
1-(4-(2-methoxyphenyl)-1-piperazinyl)-3-(1-naphthyloxy)-2-propanol
Naftopidil (JP17/INN)
cid_4418
Lopac0_000941
REGID_for_CID_4418
BSPBio_001009
MLS000759459
MLS001424117
SCHEMBL113215
SPBio_002920
BPBio1_001111
Naftopidil - Bio-X trade mark
BDBM50773
CHEBI:31891
cid_6603044
HY-B0391R
HMS2051B09
HMS2089G07
HMS3393B09
HMS3655H21
HMS3884P07
Pharmakon1600-01506024
BCP21786
HY-B0391
3-(naphthalen-1-yloxy)propan-2-ol
Tox21_110205
BBL028454
MFCD11046013
NSC759293
s2126
STL372645
(+-)-4-(o-Methoxyphenyl)-alpha-((1-naphthyloxy)methyl)-1-piperazineethanol
AKOS002279617
AKOS016328058
Tox21_110205_1
BCP9000976
CCG-100935
CCG-205022
DB12092
FE-0209
FN26123
NC00185
SB19321
SDCCGSBI-0050915.P003
NCGC00015718-04
NCGC00015718-05
NCGC00015718-08
NCGC00015718-09
NCGC00015718-10
NCGC00015718-12
NCGC00015718-25
NCGC00024672-03
NCGC00024672-04
BN164631
1-(4-(2-methoxyphenyl)piperazin-1-yl)-
SBI-0050915.P002
AB00514643
N0832
SW196570-4
D01674
AB00489961-18
AB00489961-19
AB00489961_20
AB00489961_21
EN300-6492981
Q6958243
BRD-A01787639-001-06-4
BRD-A01787639-001-07-2
BRD-A01787639-001-08-0
BRD-A01787639-003-16-9
BRD-A01787639-300-03-7
BRD-A01787639-300-04-5
BRD-A01787639-300-08-6
BRD-A01787639-300-09-4
Z31369389
1-[4-(2-Methoxyphenyl)piperazinyl]-3-(1-naphthyloxy)propan-2-ol
1-[4-(2-methoxyphenyl)piperazino]-3-(1-naphthoxy)propan-2-ol;hydrochloride
BM-15275; KT-611; BM 15275; KT 611; BM15275; KT611
(+/-)-4-(O-METHOXYPHENYL)-ALPHA-((1-NAPHTHYLOXY)METHYL)-1-PIPERAZINEETHANOL
1-[4-(2-methoxyphenyl)-1-piperazinyl]-3-(1-naphthalenyloxy)-2-propanol;hydrochloride
1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-naphthalen-1-yloxy-propan-2-ol;hydrochloride
1-[4-(2-methoxyphenyl)piperazin-1-yl]-3-naphthalen-1-yloxypropan-2-ol;hydrochloride
4-(2-Methoxyphenyl)-?-[(1-naphthalenyloxy)methyl]-1-piperazineethanol;(+/-)-Naftopidil
4-(2-Methoxyphenyl)-a-(1-naphthalenyloxy)methyl-1-piperazineethanol;Naftopil;(+/-)-Naftopidil
4-(2-Methoxyphenyl)-alpha-[(1-naphthalenyloxy)methyl]-1-piperazineethanol hydrochloride hydrate