2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole hydrochloride

• ChemBase ID: 73060
• Molecular Formular: C14H15ClN2
• Molecular Mass: 246.7353
• Monoisotopic Mass: 246.09237617
• SMILES: c12cccc(c1cccc2)CC1=NCCN1.Cl
• Canonical SMILES: C1CN=C(N1)Cc1cccc2c1cccc2.Cl
• InChI: InChI=1S/C14H14N2.ClH/c1-2-7-13-11(4-1)5-3-6-12(13)10-14-15-8-9-16-14;/h1-7H,8-10H2,(H,15,16);1H
• InChIKey: DJDFFEBSKJCGHC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole hydrochloride; 2-[(naphthalen-1-yl)methyl]-4,5-dihydro-1H-imidazole hydrochloride
• IUPAC Traditional name: naphazoline hydrochloride
• Synonyms: Naphcon; Albalon; Naphazoline hydrochloride; 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole hydrochloride; Naphazoline hydrochloride; 2-IMIDAZOLINE HYDROCHLORIDE; NAPHAZOLINE; 2-(1-naphthylmethyl)imidazoline hydrochloride; Naphazoline hydrochloride; Naphthazoline hydrochloride; 2-(1-Naphthylmethyl)-2-imidazoline hydrochloride; 2-(1-萘基甲基)咪唑啉 盐酸盐; 萘甲唑啉 盐酸盐; 2-(1-萘基甲基)-2-咪唑啉 盐酸盐

Database IDs

• CAS Number: 550-99-2
• EC Number: 208-989-2
• MDL Number: MFCD00012554
• Beilstein Number: 3716843
• Merck Index: 146368
• PubChem SID: 24278592; 162037980
• PubChem CID: 11079

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -0.22005366
• LogD (pH = 7.4): -0.070375994
• Log P: 2.193117
• Molar Refractivity: 65.5195 cm^3
• Polarizability: 26.432104 Å^3
• Polar Surface Area: 24.39 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 257-261°C

Safety Information

• Storage Condition: -20°C; Room Temperature (15-30°C)
• RTECS: NJ4375000
• European Hazard Symbols: Toxic (T)
• UN Number: 2811; UN2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 2; II
• Risk Statements: 25
• Safety Statements: 20-36-45; 45
• TSCA Listed: 否
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H300
• GHS Precautionary statements: P264-P270-P301+P310-P321-P405-P501A; P264-P301 + P310
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 2

Pharmacology Properties

• Gene Information: human ... ADRA1A(148), ADRA1B(147), ADRA1D(146), ADRA2A(150), ADRA2B(151), ADRA2C(152)

Product Information

• Purity: 98%; 99%
• Salt Data: HCl; hydrochloride

DETAILS

MP Biomedicals - 02155769

Hydrochloride Crystalline

Selleck Chemicals - S2519

Research Area: Cardiovascular Disease
Biological Activity:
Naphazoline hydrochloride (Naphcon) is an ocular vasoconstrictor and imidazoline derivative sympathomimetic amine. Naphazoline constricts the vascular system of the conjunctiva. Naphazoline is presumed that this effect is due to direct stimulation action of the drug upon the alpha adrenergic receptors in the arterioles of the conjunctiva resulting in decreased conjunctival congestion. Naphazoline (Naphcon) belongs to the imidazoline class of sympathomimetics. [1][2]

Sigma Aldrich - N5504

Biochem/physiol Actions
α-adrenoceptor agonist; imidazoline receptor agonist; vasoconstrictor.

REFERENCES

• Zavala JA et al. Arq Neuropsiquiatr. 2004 Sep