Synonym
Naphazoline-d4 HCl; Naphazoline d4 HCl; Naphazoline-d4 hydrochloride; Naphazoline d4 hydrochloride;
IUPAC/Chemical Name
2-(naphthalen-1-ylmethyl)-4,5-dihydro-1H-imidazole-4,4,5,5-d4 hydrochloride
InChi Key
DJDFFEBSKJCGHC-JRWKTVICSA-N
InChi Code
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/i8D2,9D2;
SMILES Code
[2H]C1(NC(CC2=CC=CC3=C2C=CC=C3)=NC1([2H])[2H])[2H].Cl
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
Biological target:
Naphazoline-d4 (hydrochloride) is the deuterium labeled Naphazoline hydrochloride.
In vitro activity:
This study discovered that the α1-adrenergic agonists naphazoline, oxymetazoline and also the α1-adrenergic antagonist benoxathian are able to raise the intracellular Ca2+-content in K562 cells. Furthermore, this study demonstrates that naphazoline treatment induces ROS-formation as well as an increase in Δψm in K562 cells.
Reference: Exp Cell Res. 2011 Dec 10;317(20):2969-80. https://pubmed.ncbi.nlm.nih.gov/21851819/
In vivo activity:
An allergic conjunctivitis mouse model was established using histamine or an antigen (ovalbumin), following which mice were treated with 1% olopatadine solution and/or 0.2 mg/ml of naphazoline hydrochloride. The results indicated that olopatadine and naphazoline hydrochloride significantly suppressed conjunctival dye leakage in mice with histamine or antigen‑induced conjunctival vascular hyperpermeability. In addition, treatment with olopatadine and naphazoline hydrochloride was able to reduce the levels of inflammatory factors (TNF‑α, IL‑1β and IL‑6), cytokines (IFN‑γ and IL‑4), IgE, GMCSF, and NGF in antigen‑induced conjunctival vascular hyperpermeability mice.
Reference: Mol Med Rep. 2016 Apr;13(4):3319-25. https://pubmed.ncbi.nlm.nih.gov/26936233/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
250.76
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
| 1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
| 5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
| 10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
| 50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
Formulation protocol:
1. Fuchs R, Schraml E, Leitinger G, Letofsky-Papst I, Stelzer I, Haas HS, Schauenstein K, Sadjak A. α1-adrenergic drugs exhibit affinity to a thapsigargin-sensitive binding site and interfere with the intracellular Ca2+ homeostasis in human erythroleukemia cells. Exp Cell Res. 2011 Dec 10;317(20):2969-80. doi: 10.1016/j.yexcr.2011.08.003. Epub 2011 Aug 9. PMID: 21851819.
2. Quan L, He H. 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. doi: 10.3892/mmr.2016.4937. Epub 2016 Feb 23. PMID: 26936233.
3. Tanaka Y, Mizutani N, Fujii M, Nabe T, Kohno S. Different mechanisms between thromboxane A2- and leukotriene D4-induced nasal blockage in guinea pigs. Prostaglandins Other Lipid Mediat. 2006 Sep;80(3-4):144-54. doi: 10.1016/j.prostaglandins.2006.06.003. Epub 2006 Jul 25. PMID: 16939879.
In vitro protocol:
1. Fuchs R, Schraml E, Leitinger G, Letofsky-Papst I, Stelzer I, Haas HS, Schauenstein K, Sadjak A. α1-adrenergic drugs exhibit affinity to a thapsigargin-sensitive binding site and interfere with the intracellular Ca2+ homeostasis in human erythroleukemia cells. Exp Cell Res. 2011 Dec 10;317(20):2969-80. doi: 10.1016/j.yexcr.2011.08.003. Epub 2011 Aug 9. PMID: 21851819.
In vivo protocol:
1. Quan L, He H. 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. doi: 10.3892/mmr.2016.4937. Epub 2016 Feb 23. PMID: 26936233.
2. Tanaka Y, Mizutani N, Fujii M, Nabe T, Kohno S. Different mechanisms between thromboxane A2- and leukotriene D4-induced nasal blockage in guinea pigs. Prostaglandins Other Lipid Mediat. 2006 Sep;80(3-4):144-54. doi: 10.1016/j.prostaglandins.2006.06.003. Epub 2006 Jul 25. PMID: 16939879.
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