ChemicalBook--->CAS DataBase List--->5144-52-5

5144-52-5

5144-52-5 Structure

5144-52-5 Structure
IdentificationMore
[Name]

Naphazoline nitrate
[CAS]

5144-52-5
[Synonyms]

2-(1-NAPHTHYLMETHYL)-2-IMIDAZOLINE NITRATE
2-(1-NAPHTHYLMETHYL)IMIDAZOLINE NITRATE
2-[1-NAPHTHYLMETHYL]IMIDAZOLINE NITRATE SALT
2-(1-NAPHTHYLMETHYL)IMIDAZOLINIUM NITRATE
LABOTEST-BB LT00134653
NAPHAZOLINE NITRATE
NAPHAZOLINE NITRATE SALT
NAPHAZOLINI NITRAS
2-(1-naphthylmethyl)-2-imidazolinmononitrate
4,5-dihydro-2-(1-naphthalenylmethyl)-1h-imidazolmononitrate
naftizin
naphthisen
naphthizen
naphtyzin
privinenitrate
rinazin
naphazoline nitrate crystalline
NAPHAZOLINE NITRATE, PH EUR
NAPHAZOLINE NITRATE EXTRA PURE PH EUR
1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-, mononitrate
[EINECS(EC#)]

225-915-4
[Molecular Formula]

C14H15N3O3
[MDL Number]

MFCD00014316
[Molecular Weight]

273.29
[MOL File]

5144-52-5.mol
Chemical PropertiesBack Directory
[Appearance]

White or almost white, crystalline powder.
[Melting point ]

167-170 °C
[storage temp. ]

2-8°C
[solubility ]

Sparingly soluble in water, soluble in ethanol (96 per cent).
[form ]

neat
[color ]

White to off-white
[Sensitive ]

Hygroscopic
[BRN ]

3779329
[Major Application]

pharmaceutical (small molecule)
[InChI]

InChI=1S/C14H14N2.HNO3/c1-2-7-13-11(4-1)5-3-6-12(13)10-14-15-8-9-16-14;2-1(3)4/h1-7H,8-10H2,(H,15,16);(H,2,3,4)
[InChIKey]

ZAHXYMFVNNUHCP-UHFFFAOYSA-N
[SMILES]

C12C(C=CC=C1)=CC=CC=2CC1=NCCN1.[N+]([O-])(=O)O
[CAS DataBase Reference]

5144-52-5(CAS DataBase Reference)
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302
[Precautionary statements ]

P301+P312+P330
[Hazard Codes ]

Xn
[Risk Statements ]

R22:Harmful if swallowed.
[Safety Statements ]

S22:Do not breathe dust .
S36/37:Wear suitable protective clothing and gloves .
[RIDADR ]

3249
[WGK Germany ]

3
[RTECS ]

NJ4376000
[F ]

3-10
[HazardClass ]

6.1(b)
[PackingGroup ]

III
[HS Code ]

29332900
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Acute Tox. 4 Oral
Raw materials And Preparation ProductsBack Directory
[Raw materials]

1-Naphthaleneacetic acid
[Preparation Products]

Neomycin
Hazard InformationBack Directory
[Chemical Properties]

White or almost white, crystalline powder.
[Uses]

antihistamine
[Definition]

ChEBI: Naphazoline nitrate is a member of naphthalenes.
[Indications]

Naphazoline hydrochloride and naphazoline nitrate are white or almost white crystalline powders soluble 1 in 6 and 1 in 36 water, respectively. These are potent sympathomimetic vasoconstrictors with a direct alpha-adrenergic receptor stimulatory action, and may be used as topical decongestants in 0.05% or 0.1% eyedrops. Frequent application of these solutions will produce a reactive hyperaemia. Instillation should not be repeated in less than 4-6 hours to avoid this rebound congestion.
Naphazoline eyedrops cause slight mydriasis and are contra-indicated in patients with actual or suspected closed-angle glaucoma.
Although not administered systemically, topical application of naphazoline has resulted in systemic absorption, and it is readily absorbed from the gastro-intestinal tract (Martindale, 1977).
[in vivo]

Naphazoline nitrate (0.2 mg/kg, 10 μl per eye; IP, once) reduces histamine or antigen-induced conjunctival vascular hyperpermeability in mice, and reduces conjunctivitis in mice via effects on inflammation, NGF and VEGF[1].

Animal Model:Female wild-type BALB/c mice (4-5 weeks, 18 ± 2 g, n=8/group, allergic conjunctivitis mouse model established using histamine or an antigen (ovalbumin))[1]
Dosage:0.2 mg/mL, 10 μl per eye
Administration:Intraperitoneal injection (IP), once
Result:Significantly suppressed conjunctival dye leakage in mice with histamine or antigen?induced conjunctival vascular hyperpermeability. Reduced inflammatory reactions and the levels of IL-1β, IL-6, IFN-γ, and IL-4. Reduced the levels of IgE, GMCSF, NGF and VEGF in antigen-induced conjunctival vascular hyperpermeability mice.
[IC 50]

IL-1β; IL-6; IL-4
Spectrum DetailBack Directory
[Spectrum Detail]

Naphazoline nitrate(5144-52-5)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

2-(1-Naphthylmethyl)-2-imidazoline nitrate, 99%(5144-52-5)
[Sigma Aldrich]

5144-52-5(sigmaaldrich)
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