CAS 5144-52-5|Naphazoline nitrate

Introduction:Basic information about CAS 5144-52-5|Naphazoline nitrate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameNaphazoline nitrate
CAS Number5144-52-5Molecular Weight273.287
Density/Boiling Point440.5ºC at 760mmHg
Molecular FormulaC14H15N3O3Melting Point167-170 °C
MSDSChineseUSAFlash Point220.2ºC
Symbol
GHS07
Signal WordWarning

Names

NameNaphazoline nitrate
SynonymMore Synonyms

Naphazoline nitrate BiologicalActivity

DescriptionNaphazoline (Naphthazoline) nitrate is an α-adrenergic receptor agonist. Naphazoline nitrate reduces vascular hyperpermeability and promotes vasoconstriction. Naphazoline nitrate reduces the levels of inflammatory factors (TNF-α, IL-1β and IL-6), cytokines (IFN-γ and IL-4), IgE, GMCSF, and NGF。Naphazoline nitrate can be used for non-bacterial conjunctivitis research[1][2].
Related CatalogResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Immunology/Inflammation >>Interleukin RelatedSignaling Pathways >>GPCR/G Protein >>Adrenergic ReceptorResearch Areas >>Inflammation/ImmunologySignaling Pathways >>Protein Tyrosine Kinase/RTK >>VEGFR
Target

TNF-α

IL-1β

IL-6

IL-4

In VivoNaphazoline 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.
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

Boiling Point440.5ºC at 760mmHg
Melting Point167-170 °C
Molecular FormulaC14H15N3O3
Molecular Weight273.287
Flash Point220.2ºC
Exact Mass273.111328
PSA90.44000
LogP2.32390
InChIKeyZAHXYMFVNNUHCP-UHFFFAOYSA-N
SMILESO=[N+]([O-])O.c1ccc2c(CC3=NCCN3)cccc2c1

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
NJ4376000
CHEMICAL NAME :
2-Imidazoline, 2-(1-naphthylmethyl)-, mononitrate
CAS REGISTRY NUMBER :
5144-52-5
LAST UPDATED :
199512
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C14-H14-N2.H-N-O3
MOLECULAR WEIGHT :
273.32
WISWESSER LINE NOTATION :
L66J B1- BT5M CN BUTJ &..H..N-O3

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1260 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 21,204,1966
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 :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,539,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
265 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 21,204,1966
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
66 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 21,204,1966
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
170 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,539,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
13200 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FRPPAO Farmaco, Edizione Pratica. (Casella Postale 227, 27100 Pavia, Italy) V.8-43 1953-88 For publisher information, see FRMCE8 Volume(issue)/page/year: 21,204,1966
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,539,1982
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 :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,539,1982
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 :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,539,1982

Safety Information

Symbol
GHS07
Signal WordWarning
Hazard StatementsH302
Precautionary StatementsP301 + P312 + P330
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXn:Harmful;
Risk PhrasesR22
Safety PhrasesS22-S36/37
RIDADR3249
WGK Germany3
RTECSNJ4376000
Packaging GroupIII
Hazard Class6.1(b)
HS Code2933290090

Customs

HS Code2934999090
Summary2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

Synonyms

2-(1-Naphthylmethyl)-2-imidazoline nitrate
2-(1-Naphthylmethyl)imidazoline nitrate,Naphazolini nitras
naphtyzin
EINECS 225-915-4
1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-, nitrate (1:1)
MFCD00014316
2-imidazoline, 2-(1-naphthylmethyl)-, mononitrate
2-(1-Naphthylmethyl)imidazoline nitrate
NAPHAZOLINI NITRAS
2-(1-Naphthylmethyl)-4,5-dihydro-1H-imidazole nitrate (1:1)
privinenitrate
Privina
Naphazoline nitrate
naphthisen
naftizin
1H-Imidazole, 4,5-dihydro-2-(1-naphthalenylmethyl)-, mononitrate (9CI)
rinazin
2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole nitrate (1:1)
naphthizen
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