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Naphazoline

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Identification
Molecular formula
C14H14N2
CAS number
550-99-2
IUPAC name
2-(1-naphthylmethyl)-4,5-dihydro-1H-imidazole
State
State

At room temperature, naphazoline exists as a solid. It is commonly used in pharmaceutical formulations as a decongestant due to its vasoconstrictive properties.

Melting point (Celsius)
222.00
Melting point (Kelvin)
495.15
Boiling point (Celsius)
337.00
Boiling point (Kelvin)
610.15
General information
Molecular weight
230.32g/mol
Molar mass
230.3160g/mol
Density
0.9608g/cm3
Appearence

Naphazoline typically presents as a white or almost white crystalline powder. It is known for its clarity and purity in appearance.

Comment on solubility

Solubility of 2-(1-naphthylmethyl)-4,5-dihydro-1H-imidazole

The compound 2-(1-naphthylmethyl)-4,5-dihydro-1H-imidazole, with the molecular formula C14H14N2, exhibits solubility characteristics that are notable in various solvents.

General Solubility Behavior:

  • This compound is generally sparingly soluble in water due to its significant hydrophobic naphthyl group, which decreases its ability to interact favorably with polar water molecules.
  • It displays a higher degree of solubility in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), where it can facilitate stronger interactions with non-polar solutes.
  • Its solubility can be further influenced by the presence of acidic or basic conditions, which may affect the protonation state of the imidazole ring.

Furthermore, the solubility of this compound can be summarized as follows:

  1. Water: Low solubility
  2. Ethanol: Moderate solubility
  3. DMSO: Good solubility

It is important to note that the presence of the naphthyl moiety can enhance solubility in non-polar environments, making this compound a candidate for applications where organic solvent compatibility is critical.

Interesting facts

Interesting Facts About 2-(1-naphthylmethyl)-4,5-dihydro-1H-imidazole

2-(1-naphthylmethyl)-4,5-dihydro-1H-imidazole is a fascinating compound that offers a unique blend of chemical properties and potential applications. Here are some noteworthy aspects of this intriguing molecule:

  • Structural Uniqueness: This compound features a naphthyl group, which is a polycyclic aromatic hydrocarbon. The presence of this aromatic system contributes to the compound's stability and reactivity in various chemical environments.
  • Biological Implications: Imidazole derivatives are well-known in medicinal chemistry. They exhibit a variety of biological activities, including antifungal, antibacterial, and antiviral properties. The specific structural modifications of this compound may lend it unique pharmacological effects worth exploring.
  • Catalytic Potential: Compounds containing imidazole can act as effective catalysts in organic reactions. Their ability to stabilize charges during reactions can enhance reaction rates and yields, making them useful in synthesizing more complex organic molecules.
  • Electronics and Materials Science: Due to the naphthyl group, the compound has potential applications in the fields of materials science and organic electronics, including its role in organic light-emitting diodes (OLEDs) and photovoltaics.
  • Research Spotlight: Ongoing research into imidazole-based compounds continually uncovers new functionalities and applications. As this field evolves, the unique features of 2-(1-naphthylmethyl)-4,5-dihydro-1H-imidazole may pave the way for innovative discoveries.
  • Solubility and Reactivity: While specific solubility data is not included, the structure suggests solubility characteristics that can vary greatly depending on the solvent. This property can influence its reactivity and interaction with biological systems.

In summary, 2-(1-naphthylmethyl)-4,5-dihydro-1H-imidazole is not just another chemical compound; its unique structure and potential functionality may open doors to various applications in medicinal chemistry, materials science, and beyond. As researchers delve deeper into the chemistry of imidazole derivatives, compounds like this could play a pivotal role in shaping future innovations.

Synonyms
naphazoline
835-31-4
2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole
Naphthizine
Antan
Nafazolina
Clearine
Nafazolin
Naphazolinum
Nafazoline
Ciba 2020/R
2-(1-Naphthylmethyl)-2-imidazoline
Naphazolinum [Latin]
1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-
alpha-Naphthylmethyl imidazoline
Naphazolinum [INN-Latin]
2-(alpha-Naphthylmethyl)-imidazoline
2-(Naphthyl-(1')-methyl)imidazolin
2-Imidazoline, 2-(1-naphthylmethyl)-
NAFAZAIR
4,5-Dihydro-2-(1-naphthylmethyl)imidazole
EINECS 212-641-5
UNII-H231GF11BV
Naphazoline (INN)
BRN 0151864
H231GF11BV
DTXSID3048449
2-(1-Naphthylmethyl)-4,5-dihydro-1H-imidazole
DTXCID90198485
5-23-08-00293 (Beilstein Handbook Reference)
Naphazolinum (Latin)
2-[(naphthalen-1-yl)methyl]-4,5-dihydro-1H-imidazole
Nafazolina [DCIT]
NCGC00024349-03
Nafazoline [Spanish]
NAPHAZOLINE [INN]
Naphazolinum (INN-Latin)
Naphazoline [INN:BAN]
NAPHAZOLINE (MART.)
NAPHAZOLINE [MART.]
Rhinazine
CHEMBL1706
Nafazolin (TN)
CAS-835-31-4
Enamine_000333
10061-11-7
2-(Naphthyl-(1')-methyl)imidazolin [German]
CAS-550-99-2
Nadaplatin
Imidin
Privine (Salt/Mix)
Sanorin (Salt/Mix)
Spectrum_000975
NAPHAZOLINE [MI]
Prestwick0_000046
Prestwick1_000046
Prestwick2_000046
Prestwick3_000046
Spectrum2_001054
Spectrum3_000513
Spectrum4_000068
Spectrum5_001424
CHEMBL761
NAPHAZOLINE [VANDF]
SCHEMBL34532
BSPBio_000171
BSPBio_002065
KBioGR_000595
KBioSS_001455
NAPHAZOLINE [WHO-DD]
AK-968/41090774
cid_11079
DivK1c_000456
SPBio_001008
SPBio_002092
BPBio1_000189
GTPL5509
CHEBI:93363
KBio1_000456
KBio2_001455
KBio2_004023
KBio2_006591
KBio3_001565
R01AA08
R01AB02
S01GA01
NINDS_000456
.alpha.-Naphthylmethyl imidazoline
HMS1394P03
HMS2090D15
Tox21_113058
Tox21_113645
BBL012612
BDBM50001922
STK300042
AKOS000295230
CCG-250339
DB06711
2-(.alpha.-Naphthylmethyl)-imidazoline
2-(1-Naphthalenylmethyl)-2-imidazoline
IDI1_000456
NCGC00016506-01
NCGC00016506-02
NCGC00016506-03
NCGC00016506-04
NCGC00016506-05
VS-03410
SBI-0051454.P003
DB-050155
HY-111326
CS-0034952
NS00003424
EN300-16752
D08253
G77792
AB00053505-11
AB00053505-12
AB00053505_13
AB00053505_14
L000878
Q415433
2-(1-naphthalenylmethyl)-4,5-dihydro-1H-imidazole
2-(1-Naphthylmethyl)-4,5-dihydro-1H-imidazole #
BRD-K77641333-003-05-7
BRD-K77641333-003-15-6
BRD-K77641333-003-25-5
BRD-K77641333-003-26-3
BRD-K77641333-003-27-1
Z56762888
2-Naphthalen-1-ylmethyl-4,5-dihydro-1H-imidazole; hydrochloride
212-641-5