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Naphazoline

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Identification
Molecular formula
C14H14Cl2N2O
CAS number
835-31-4
IUPAC name
2-[1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole
State
State

At room temperature, naphazoline is typically a solid. It is a crystalline substance, which generally retains a stable form unless subjected to higher temperatures nearing its melting point.

Melting point (Celsius)
220.00
Melting point (Kelvin)
493.15
Boiling point (Celsius)
448.00
Boiling point (Kelvin)
721.15
General information
Molecular weight
246.18g/mol
Molar mass
246.1560g/mol
Density
1.2625g/cm3
Appearence

Naphazoline appears as a white, crystalline powder. It is generally odorless and has a bitter taste. When observed under light, the crystals can exhibit a slight sheen or glisten, typical of many crystalline chemical substances.

Comment on solubility

Solubility of 2-[1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole

The solubility of 2-[1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole can be influenced by various factors, leading to interesting observations:

  • Polarity: The presence of both a hydrophobic aromatic group (2,6-dichlorophenoxy) and a more polar imidazole ring suggests that the compound may exhibit a dual character in terms of solubility.
  • Solvents: This compound is likely to be more soluble in organic solvents such as ethanol or dimethyl sulfoxide (DMSO) due to its hydrophobic characteristics, while showing lower solubility in polar protic solvents like water.
  • Temperature Dependency: Like many organic compounds, the solubility might increase with temperature, reflecting the typical endothermic nature of dissolution for solids in liquids.
  • Potential Applications: The solubility properties of this compound might be essential for drug formulation and delivery, impacting bioavailability and therapeutic efficacy.

In summary, the solubility of 2-[1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole can be characterized as moderately soluble in organic solvents with complex interactions due to its structural features. As understanding solubility is crucial in various fields, this compound’s behavior in different environments could lead to pertinent applications in chemistry and pharmacology.

Interesting facts

Interesting Facts about 2-[1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole

This compound, known for its complex structure, falls into the category of imidazoles, which are five-membered heterocycles containing both carbon and nitrogen atoms. Imidazoles are pivotal in organic chemistry and pharmacology due to their diverse biological activities. Here are some compelling points regarding this specific compound:

  • Biological Relevance: Compounds like this one are often scrutinized for their potential pharmacological properties. Many imidazoles are known to exhibit a range of biological roles, including anticancer, antifungal, and anti-inflammatory activities.
  • Chlorine Substitution: The presence of chlorine atoms, particularly in the 2,6-positions on the aromatic ring, can significantly influence the compound's activity and selectivity. Chlorinated compounds are often of interest in medicinal chemistry because their electronic properties can lead to enhanced biological interactions.
  • Structure-Activity Relationship (SAR): Understanding the relationship between the structure of this compound and its biological activity is crucial. SAR studies can help predict how modifications to the structure might enhance its effectiveness or reduce side effects.
  • Synthetic Applications: This compound illustrates the sophistication required in synthetic organic chemistry. Achieving the correct stereochemistry and substituent placement is vital for the desired potency and selectivity of the resulting molecule.
  • Polyfunctional Character: The compound contains various functional groups, which can allow for further derivatization. This means that chemists can potentially modify the compound to create new derivatives with varied properties and applications.

As a perspective for future research, the exploration of this compound’s derivatives could lead to the discovery of innovative therapeutic agents that could significantly advance treatment protocols in various fields of medicine. Its unique combination of structure and substituents makes it a candidate for extensive study.

In conclusion, 2-[1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole symbolizes the intersection of organic chemistry and advanced medicinal research, showcasing how subtle changes at the molecular level can lead to profound effects in biological systems.

Synonyms
Lofexidine
31036-80-3
Lofexidina
2-[1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-1H-imidazole
Lofexidinum
1H-Imidazole, 2-[1-(2,6-dichlorophenoxy)ethyl]-4,5-dihydro-
2-(alpha-(2,6-Dichlorophenoxy)ethyl)2-imidazoline
2-(1-(2,6-Dichlorophenoxy)ethyl)-4,5-dihydro-1H-imidazole
2-[1-(2,6-dichlorophenoxy)ethyl]-2-imidazoline
DTXSID7023221
CHEBI:51368
UI82K0T627
1H-Imidazole, 2-(1-(2,6-dichlorophenoxy)ethyl)-4,5-dihydro-
DTXCID703221
2-(1-(2,6-DICHLOROPHENOXY)ETHYL)-2-IMIDAZOLINE
2-(alpha-(2,6-dichlorophenoxy)ethyl) delta-2-imidazoline
RefChem:58519
N07BC04
Lofexidinum [INN-Latin]
Lofexidina [INN-Spanish]
Britlofex
Lofexidine (INN)
Lucemyra
CHEMBL17860
31036-80-3 (free base)
Baq-168;MDL-14042
LOFEXIDINE [INN]
Lofexidine [INN:BAN]
SR-01000763628
UNII-UI82K0T627
(+)-Lofexidine; (S)-(+)-Lofexidine
LOFEXIDINE [MI]
LOFEXIDINE [VANDF]
LOFEXIDINE [WHO-DD]
Lofexidinum pound>>Britlofex
SCHEMBL48960
2-Imidazoline 2-(1-(2,6-dichlorophenoxy)ethyl)-
GTPL9868
orb1300016
HY-B1052A
KSMAGQUYOIHWFS-UHFFFAOYSA-N
HMS2090C03
HMS3713J03
2-{1-[(2,6-dichlorophenyl)oxy]ethyl}-4,5-dihydro-1H-imidazole
BCP30596
MSK15491
Tox21_113963
BDBM50019646
ZB0288
AKOS015900265
CCG-220521
DB04948
NCGC00271513-02
BS-22292
CAS-31036-80-3
DB-047957
CS-0013650
NS00008164
98L088
A51269
D08141
AB00698543-05
AB00698543-07
AB00698543_08
AB00698543_09
EN300-7392995
Q3836403
SR-01000763628-3
SR-01000763628-4
BRD-A02990301-003-05-8
BRD-A02990301-003-06-6
(+)-2-[1-(2,6-dichlorophenoxy)-ethyl]-1,3-diazacyclopent-2-ene
(-)-2-[1-(2,6-dichlorophenoxy)-ethyl]-1,3-diazacyclopent-2-ene