ChemicalBook CAS DataBase List 5144-52-5

5144-52-5

Name	Naphazoline nitrate
CAS	5144-52-5
EINECS(EC#)	225-915-4
Molecular Formula	C14H15N3O3
MDL Number	MFCD00014316
Molecular Weight	273.29
MOL File	5144-52-5.mol

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

Chemical Properties

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 Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302
Precautionary statements	P301+P312+P330
Hazard Codes	Xn
Risk Statements	R22:Harmful if swallowed. less more
Safety Statements	S22:Do not breathe dust . S36/37:Wear suitable protective clothing and gloves . less more
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 Products

Hazard Information

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 Detail

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