19667-37-9 Usage
Description
2-(3-Chloro-2-hydroxypropyl)-2H-isoindole-1,3-dione is an organic compound that features a chloro-hydroxypropyl group attached to a 2H-isoindole-1,3-dione core. This molecule is characterized by its unique structural properties, which include a chlorinated carbon and a hydroxyl group connected to a propyl chain, as well as the presence of an isoindole ring system. Its chemical structure endows it with specific reactivity and selectivity, making it a versatile intermediate in various chemical and pharmaceutical processes.
Uses
Used in Pharmaceutical Synthesis:
2-(3-Chloro-2-hydroxypropyl)-2H-isoindole-1,3-dione is utilized as a key intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for selective reactions that can lead to the formation of complex molecules with potential therapeutic applications.
Used in Yeast Biosynthesis:
In the field of biochemistry, 2-(3-Chloro-2-hydroxypropyl)-2H-isoindole-1,3-dione has been employed in the yeast biosynthesis of (S)-adrenergic β-blockers. This process involves the stereoselective reduction of haloketones, showcasing the compound's utility in the production of enantiomerically pure pharmaceuticals, which is crucial for ensuring the desired biological activity and minimizing potential side effects.
Used in Analytical Chemistry:
2-(3-Chloro-2-hydroxypropyl)-2H-isoindole-1,3-dione has also been used in a validated liquid chromatography-tandem mass spectrometry (LC-MS/MS) method for the determination of three genotoxic impurities in rivaroxaban drug substance. This highlights its role in ensuring the quality and safety of pharmaceutical products by aiding in the detection and quantification of potentially harmful contaminants.
Check Digit Verification of cas no
The CAS Registry Mumber 19667-37-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,9,6,6 and 7 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 19667-37:
(7*1)+(6*9)+(5*6)+(4*6)+(3*7)+(2*3)+(1*7)=149
149 % 10 = 9
So 19667-37-9 is a valid CAS Registry Number.
InChI:InChI=1/C11H10ClNO3/c12-5-7(14)6-13-10(15)8-3-1-2-4-9(8)11(13)16/h1-4,7,14H,5-6H2
19667-37-9Relevant articles and documents
Taking advantage of lithium monohalocarbenoid intrinsic α-elimination in 2-MeTHF: controlled epoxide ring-openingen routeto halohydrins
Ielo, Laura,Miele, Margherita,Pillari, Veronica,Senatore, Raffaele,Mirabile, Salvatore,Gitto, Rosaria,Holzer, Wolfgang,Alcántara, Andrés R.,Pace, Vittorio
supporting information, p. 2038 - 2043 (2021/03/16)
The intrinsic degradative α-elimination of Li carbenoids somehow complicates their use in synthesis as C1-synthons. Nevertheless, we herein report how boosting such an α-elimination is a straightforward strategy for accomplishing controlled ring-opening of epoxides to furnish the corresponding β-halohydrins. Crucial for the development of the method is the use of the eco-friendly solvent 2-MeTHF, which forces the degradation of the incipient monohalolithium, due to the very limited stabilizing effect of this solvent on the chemical integrity of the carbenoid. With this approach, high yields of the targeted compounds are consistently obtained under very high regiocontrol and, despite the basic nature of the reagents, no racemization of enantiopure materials is observed.
2-Methyltetrahydrofuran as a suitable green solvent for phthalimide functionalization promoted by supported KF
Pace, Vittorio,Hoyos, Pilar,Fernandez, Maria,Sinisterra, Jose V.,Alcantara, Andres R.
supporting information; experimental part, p. 1380 - 1382 (2010/09/05)
An efficient chemoselective nitrogen functionalization of phthalimides by using KF-Alumina in 2-methyltetrahydrofuran, a solvent obtained from renewal sources, is described.
