[CAS NO. 3413-58-9] Ethylhydrocupreinehydrochloride
PRODUCTS SPECIFICATIONS [3413-58-9]
DESCRIPTION [3413-58-9]
Overview
| MDL | - |
|---|---|
| Molecular Weight | 376.92 |
| Molecular Formula | C21H29ClN2O2 |
| SMILES | O[C@@H]([C@@](C[C@@H]1CC2)([H])[N@@]2C[C@@H]1CC)C3=CC=NC(C=C4)=C3C=C4OCC.Cl |
Summary
Ethylhydrocupreine hydrochloride (Optochin hydrochloride) is a quinine derivate with antimicrobial activity against S. pneumoniae . Ethylhydrocupreine hydrochloride also possesses antimalarial activity against Plasmodium falciparum , with an IC 50 of 25.75 nM. Ethylhydrocupreine hydrochloride is a Gallus gallus taste 2 receptors ( ggTas2r1 , ggTas2r2 and ggTas2r7 ) agonist [1] [2] [3] [4] .
IC50 & Target
In Vitro
The mutation rate to Ethylhydrocupreine (Optochin) resistance is estimated using fluctuation analysis in three capsulated S. pneumoniae strains ( S. pneumoniae D39 NCTC 7466, S. pneumoniae R6 ATCC BAA-255 and S. pneumoniae ATCC 49619). The exposure to subinhibitory concentrations of penicillin increased the mutation rate (expressed as mutation per cell division) to Ethylhydrocupreine (Optochin) resistance between 2.1- and 3.1-fold for all three strains studied [2] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
In Vivo
The injection of 1 cc. of a 24 hour dextrose blood broth culture of virulent Type I pneumococci into the right pleural cavity of guinea pigs produces acute suppurative pleuritis on both sides associated with suppurative pericarditis. The injection of 1 cc. of 1:500 solutions of Ethylhydrocupreine hydrochloride into each pleural cavity of guinea pigs at varying intervals up to 24 hours after pleural infection has usually shown a marked curative influence. Similar results are observed with dogs [1] .
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Appearance
Solid
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
4°C, sealed storage, away from moisture and light
* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture and light)
Solvent & Solubility
DMSO : 125 mg/mL ( 331.64 mM ; Need ultrasonic)
H 2 O : 50 mg/mL ( 132.65 mM ; Need ultrasonic)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 2.6531 mL | 13.2654 mL | 26.5308 mL |
| 5 mM | 0.5306 mL | 2.6531 mL | 5.3062 mL |
| 10 mM | 0.2653 mL | 1.3265 mL | 2.6531 mL |
-
1.
Add each solvent one by one: PBS
Solubility: 33.33 mg/mL (88.43 mM); Clear solution; Need ultrasonic
-
2.
-
3.
Add each solvent one by one: 10% DMSO >> 90% corn oil
Solubility: ≥ 2.08 mg/mL (5.52 mM); Clear solution
References
- [1] J A Kolmer, et al. CHEMOTHERAPEUTIC STUDIES WITH ETHYLHYDROCUPREINE HYDROCHLORIDE IN EXPERIMENTAL PNEUMOCOCCUS PLEURITIS. J Exp Med. 1921 May 31;33(6):693-711.
- [2] Paulo R Cortes, et al. Subinhibitory Concentrations of Penicillin Increase the Mutation Rate to Optochin Resistance in Streptococcus Pneumoniae. J Antimicrob Chemother. 2008 Nov;62(5):973-7.
- [3] Nassira Mahmoudi, et al. Identification of New Antimalarial Drugs by Linear Discriminant Analysis and Topological Virtual Screening. J Antimicrob Chemother. 2006 Mar;57(3):489-97.
- [4] Antonella Di Pizio, et al. Molecular Features Underlying Selectivity in Chicken Bitter Taste Receptors. Front Mol Biosci. 2018 Jan 31;5:6.
Synonyms
