226387-11-7 Usage
Description
(S)-2-(4,5-Dihydro-4-isopropyl-2-oxazolyl)quinoline, commonly referred to as (S)-DIPQ, is a heterocyclic compound characterized by the presence of a quinoline ring and an isopropyl-oxazolyl group. As a chiral compound, the (S)-enantiomer is recognized for its bioactivity. (S)-DIPQ has garnered interest in the fields of medicinal chemistry, asymmetric synthesis, fluorescence-based detection, and imaging of biological structures. Furthermore, it has been explored for its antioxidant and neuroprotective properties, indicating its potential for diverse applications across chemistry and biochemistry.
Uses
Used in Medicinal Chemistry:
(S)-DIPQ is utilized as a catalyst in asymmetric synthesis, a process crucial for the production of enantiomerically pure compounds, which are essential in the pharmaceutical industry. (S)-2-(4,5-Dihydro-4-isopropyl-2-oxazolyl)quinoline's chiral nature allows for the creation of specific drug molecules with desired therapeutic effects and minimal side effects.
Used in Fluorescent Probes for Biological Imaging:
(S)-DIPQ serves as a fluorescent probe for detecting and visualizing biological structures. Its fluorescence properties enable researchers to monitor cellular processes and interactions in real-time, providing valuable insights into biological mechanisms and potential therapeutic targets.
Used in Antioxidant and Neuroprotective Applications:
Due to its potential antioxidant and neuroprotective properties, (S)-DIPQ is being investigated for use in the development of treatments for neurodegenerative diseases, such as Alzheimer's, Parkinson's, and Huntington's disease. Its ability to protect neurons from oxidative stress and promote cellular health may contribute to the development of novel therapeutic strategies.
Used in Chemical Research and Development:
(S)-DIPQ's unique structure and properties make it a valuable compound for research and development in the chemical industry. It can be used as a building block or a reference molecule for the design and synthesis of new compounds with specific applications in various fields, including materials science, pharmaceuticals, and agrochemicals.
Check Digit Verification of cas no
The CAS Registry Mumber 226387-11-7 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,2,6,3,8 and 7 respectively; the second part has 2 digits, 1 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 226387-11:
(8*2)+(7*2)+(6*6)+(5*3)+(4*8)+(3*7)+(2*1)+(1*1)=137
137 % 10 = 7
So 226387-11-7 is a valid CAS Registry Number.
226387-11-7Relevant articles and documents
Ligand-Controlled Regiodivergence in Nickel-Catalyzed Hydroarylation and Hydroalkenylation of Alkenyl Carboxylic Acids**
Deng, Ruohan,Engle, Keary M.,Fu, Yue,Gao, Yang,Li, Zi-Qi,Liu, Peng,Tran, Van T.
supporting information, p. 23306 - 23312 (2020/10/19)
A nickel-catalyzed regiodivergent hydroarylation and hydroalkenylation of unactivated alkenyl carboxylic acids is reported, whereby the ligand environment around the metal center dictates the regiochemical outcome. Markovnikov hydrofunctionalization products are obtained under mild ligand-free conditions, with up to 99 % yield and >20:1 selectivity. Alternatively, anti-Markovnikov products can be accessed with a novel 4,4-disubstituted Pyrox ligand in excellent yield and >20:1 selectivity. Both electronic and steric effects on the ligand contribute to the high yield and selectivity. Mechanistic studies suggest a change in the turnover-limiting and selectivity-determining step induced by the optimal ligand. DFT calculations reveal that in the anti-Markovnikov pathway, repulsion between the ligand and the alkyl group is minimized (by virtue of it being 1° versus 2°) in the rate- and regioselectivity-determining transmetalation transition state.
Efficacious and rapid metal- and solvent-free synthesis of enantiopure oxazolines
Hassani, Rym,Requet, Alexandre,Marque, Sylvain,Gaucher, Anne,Prim, Damien,Kacem, Yakdhane,Hassine, Bchir Ben
, p. 1275 - 1279 (2015/01/08)
A rapid and efficient synthesis of oxazolines was performed starting from various nitriles using microwave irradiation combined to metal- and solvent-free conditions to afford high to quantitative yields of the targeted heterocycles.
Palladium(II)-catalyzed enantioselective aerobic dialkoxylation of 2-propenyl phenols: A pronounced effect of copper additives on enantioselectivity
Zhang, Yang,Sigman, Matthew S.
, p. 3076 - 3077 (2008/04/18)
A direct O2-coupled Pd(II)-catalyzed enantioselective dialkoxylation of 2-propenylphenols has been developed by utilizing chiral quinoline oxazoline ligands. A detrimental effect of added copper salts on enantioselectivity was observed which is attributed to the displacement of the chiral ligand off of Pd(II). Copyright
