naphazoline

Modify Date: 2024-01-02 18:15:43

naphazoline Structure
naphazoline structure
Common Name naphazoline
CAS Number 835-31-4 Molecular Weight 210.274
Density 1.2±0.1 g/cm3 Boiling Point 440.5±24.0 °C at 760 mmHg
Molecular Formula C14H14N2 Melting Point 254ºC
MSDS N/A Flash Point 220.2±22.9 °C

 Use of naphazoline


Naphazoline (Naphthazoline) is a potent α-adrenergic receptor agonist. Naphazoline reduces vascular hyperpermeability and promotes vasoconstriction. Naphazoline reduces the levels of inflammatory factors (TNF-α, IL-1β and IL-6), cytokines (IFN-γ and IL-4), IgE, GMCSF, and NGF。Naphazoline can be used for non-bacterial conjunctivitis research[1][2].

 Names

Name 2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole
Synonym More Synonyms

 naphazoline Biological Activity

Description Naphazoline (Naphthazoline) is a potent α-adrenergic receptor agonist. Naphazoline reduces vascular hyperpermeability and promotes vasoconstriction. Naphazoline reduces the levels of inflammatory factors (TNF-α, IL-1β and IL-6), cytokines (IFN-γ and IL-4), IgE, GMCSF, and NGF。Naphazoline can be used for non-bacterial conjunctivitis research[1][2].
Related Catalog
Target

TNF-α

IL-1β

IL-6

IL-4

In Vivo Naphazoline (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.
References

[1]. Quan L, et, al. Treatment with olopatadine and naphazoline hydrochloride reduces allergic conjunctivitis in mice through alterations in inflammation, NGF and VEGF. Mol Med Rep. 2016 Apr;13(4):3319-25.

[2]. Yamaguchi I, et, al. Central and peripheral adrenergic mechanisms regulating gastric secretion in the rat. J Pharmacol Exp Ther. 1977 Oct;203(1):125-31.

 Chemical & Physical Properties

Density 1.2±0.1 g/cm3
Boiling Point 440.5±24.0 °C at 760 mmHg
Melting Point 254ºC
Molecular Formula C14H14N2
Molecular Weight 210.274
Flash Point 220.2±22.9 °C
Exact Mass 210.115692
PSA 24.39000
LogP 3.88
Vapour Pressure 0.0±1.0 mmHg at 25°C
Index of Refraction 1.640
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NJ4200000
CHEMICAL NAME :
2-Imidazoline, 2-(1-naphthylmethyl)-
CAS REGISTRY NUMBER :
835-31-4
BEILSTEIN REFERENCE NO. :
0151864
LAST UPDATED :
199612
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C14-H14-N2
MOLECULAR WEIGHT :
210.30
WISWESSER LINE NOTATION :
L66J B1- BT5M CN BUTJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
385 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 9,280,1950
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
270 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 29,729,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
62 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 29,729,1979
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
514 mg/kg
TOXIC EFFECTS :
Behavioral - tremor Behavioral - convulsions or effect on seizure threshold
REFERENCE :
RPTOAN Russian Pharmacology and Toxicology (English Translation). Translation of FATOAO. (Euromed Pub., 33, Woodlands Rd., Surbiton, Surrey, UK) V.30- 1967- Volume(issue)/page/year: 37,198,1974
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
170 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 9,280,1950
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
950 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 9,280,1950
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
800 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FEPRA7 Federation Proceedings, Federation of American Societies for Experimental Biology. (Bethesda, MD) V.1-46, 1942-87. Volume(issue)/page/year: 9,280,1950
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - species unspecified
DOSE/DURATION :
10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 192,141,1939

 Safety Information

Hazard Codes T: Toxic;
Risk Phrases R25
Safety Phrases 45
RIDADR UN 2811 6.1/PG 2
WGK Germany 3
RTECS NJ4375000
HS Code 2934999090

 Synthetic Route

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naphazoline Structure

naphazoline

CAS#:835-31-4

Literature: DE687196 , ; DRP/DRBP Org.Chem. Przemysl Chemiczny, , vol. 32, p. 463 Chem.Abstr., , p. 11627 CH221216 , ; US2441867 , ;

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naphazoline Structure

naphazoline

CAS#:835-31-4

Literature: Monatshefte fuer Chemie, , vol. 80, p. 815,818

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naphazoline Structure

naphazoline

CAS#:835-31-4

Literature: US2813862 , ;

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naphazoline Structure

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CAS#:835-31-4

Literature: Journal of the Chemical Society, , p. 497,500 US2505247 , ; DE842063 , ; DRP/DRBP Org.Chem.

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naphazoline Structure

naphazoline

CAS#:835-31-4

Literature: Journal of the Chemical Society, , p. 497,500 US2505247 , ; DE842063 , ; DRP/DRBP Org.Chem.

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naphazoline Structure

naphazoline

CAS#:835-31-4

Literature: US2813862 , ;

 Customs

HS Code 2934999090
Summary 2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Synonyms

naphazoline
Sanorin
Clearine
Naphthizine
2-(1-Naphthylmethyl)-4,5-dihydro-1H-imidazole
Clera
EINECS 212-641-5
MFCD00012554
Naphcon
Coldan
Antan
Nafazolina
1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-
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