Hydroquinidine - CAS 1435-55-8
Catalog number: 1435-55-8
Category: APIs
Molecular Formula:
C20H26N2O2
Molecular Weight:
326.43
COA:
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Description:
Hydroquinidine is a cinchona alkaloid used as an antiarrhythmic agent, and it may also inhibit the actions of the parasympathetic nervous system.
Purity:
95%
Appearance:
Solid powder
Synonyms:
(S)-[(2R,4S,5R)-5-ethyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol dihydroquinine hydroquinidine hydroquinidine dihydrochloride, (1beta,4beta,3S)-(+-)-isomer hydroquinidine dihydrochloride, (3alpha,9S)-(+-)-isomer hydroquinidine hydro
Solubility:
Soluble to 0.1 g/mL in chloroform
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -49℃ for long term (months to years).
MSDS:
Inquire
Shelf Life:
2 years
Quantity:
Grams-Kilos
Boiling Point:
498.4±30.0 °C | Condition: Press: 760 Torr
Density:
1.20±0.1 g/cm3
InChIKey:
LJOQGZACKSYWCH-LHHVKLHASA-N
InChI:
1S/C20H26N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h4-6,8,11,13-14,19-20,23H,3,7,9-10,12H2,1-2H3/t13-,14-,19+,20-/m0/s1
Canonical SMILES:
CCC1CN2CCC1CC2C(C3=C4C=C(C=CC4=NC=C3)OC)O
1.Solvent-dependent enantiodivergence in the chlorocyclization of unsaturated carbamates.
Garzan A1, Jaganathan A, Salehi Marzijarani N, Yousefi R, Whitehead DC, Jackson JE, Borhan B. Chemistry. 2013 Jul 1;19(27):9015-21. doi: 10.1002/chem.201300189. Epub 2013 May 13.
A remarkable solvent-controlled enantiodivergence is seen in the hydroquinidine 1,4-phthalazinediyl diether ((DHQD)2PHAL)-catalyzed chlorocyclization of unsaturated carbamates. Eyring plot analyses of this previously unreported reaction are used to probe and compare the R- and S-selective pathways. In the CHCl3/hexanes solvent system, the pro-R process shows a surprising increase in selectivity with increasing temperature. These studies point to a strongly solvent-dependent entropy-enthalpy balance between the pro-R and pro-S pathways.
2.Targeting Mantle Cell Lymphoma with Anti-SYK Nanoparticles.
Cely I1, Yiv S, Yin Q, Shahidzadeh A, Tang L, Cheng J, Uckun FM. J Anal Oncol. 2012 Jun 25;1(1):1-9.
The pentapeptide mimic 1,4-bis(9-O-dihydroquinidinyl)phthalazine / hydroquinidine 1,4-phathalazinediyl diether ("compound 61") (C-61) is the first reported inhibitor targeting the P-site of SYK. Here we report a nanotechnology platform to target C-61 to mantle cell lymphoma (MCL) cells. Liposomal nanoparticles (NP) loaded with C-61 were prepared using the standard thin film evaporation method. The entrapment of C-61 was obtained using the pH gradient procedure with lactobionic acid (LBA) being used as a low pH buffer inside the NP. Formulation F6A was selected as a lead candidate for further biological testing. The average diameter, zeta potential and C-61 content of the F6A NP was 40 nm, 0.1 mV, and 12.6 mg/ml, respectively. F6A induces apoptosis in SYK+ but not SYK- leukemia/lymphoma cells. We also evaluated the cytotoxic activity of F6A in the context of an in vitro artificial bone marrow assay platform based on a 3D scaffold with inverted colloidal crystal geometry mimicking the structural topology of actual bone marrow matrix.
3.Atrial fibrillation in a large population with Brugada electrocardiographic pattern: prevalence, management, and correlation with prognosis.
Giustetto C, Cerrato N, Gribaudo E, Scrocco C, Castagno D, Richiardi E, Giachino D, Bianchi F, Barbonaglia L, Ferraro A. Heart Rhythm. 2014 Feb;11(2):259-65.
BACKGROUND: A high prevalence of atrial fibrillation/atrial flutter (AF/AFl) has been reported in small series of Brugada patients, with discordant data.
4.[Lotion with hydroquione - tretinoin].
Vandael A, Plaizier-Vercammen J. J Pharm Belg. 2014 Sep;(3):18-21.
The observed precipitation in a lotion containing 4% of hydrochinon and 0,03% of tretinoine is evaluated. To dissolve both actives, 10% propyleneglycol is used and the alcohol concentration varied. From the results it is demonstrated that at least 54 ml of ethanol 96 degrees is necessary to dissolve both actives. It is also demonstrated that the addition of 0.2% of vitamin C, as antioxidant, is necessary to avoid coloration of the lotion, as a function of time, due to the presence of hydrochinon.
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CAS 1435-55-8 Hydroquinidine

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