50868-99-0

Usage

Chemical Properties

Light yellow solid

Upstream product

• 3989-35-3 methyl 1,2,3-thiadiazole-4-carboxylate 
• 3989-36-4 ethyl 4-(1,2,3-thiodiazole)carboxylate 

Downstream Products

• 1256239-89-0 1,2,3-thiadiazol-4-ylmethyl (3aR,5s,6aS)-5-(4-chlorophenoxy)hexahydrocyclopenta[c]pyrrole-2(1H)-carboxylate 
• 1227244-73-6 [1,2,3]thiadiazol-4-ylmethyl 2-[5'-(4-fluorophenyl)-3,4,5, 6-tetrahydro-2H-[1,2']bipyridinyl-4-yl]ethylcarbamate 

Relevant academic research and scientific papers

AZIRIDINE CONTAINING EPOTHILONE ANALOGS, METHODS OF SYNTHESIS, METHODS OF TREATMENT, AND DRUG CONJUGATES

In one aspect, the present disclosure provides epothilone analogs of the formula: (I) wherein the variables are as defined herein. In another aspect, the present disclosure also provides methods of preparing the compounds disclosed herein. In another aspect, the present disclosure also provides pharmaceutical compositions and methods of use of the compounds disclosed herein. Additionally, drug conjugates with cell targeting moieties of the compounds are also provided.

SUBSTITUTED 1H-IMIDAZO[4,5-B]PYRIDIN-2(3H)-ONES AND THEIR USE AS GLUN2B RECEPTOR MODULATORS

Substituted 1 H-imidazo[4,5-b]pyridin-2(3H)-ones as NR2B receptor ligands. Such compounds may be used in NR2B receptor modulation and in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by NR2B receptor activity.

12,13-Aziridinyl Epothilones. Stereoselective Synthesis of Trisubstituted Olefinic Bonds from Methyl Ketones and Heteroaromatic Phosphonates and Design, Synthesis, and Biological Evaluation of Potent Antitumor Agents

The synthesis and biological evaluation of a series of 12,13-aziridinyl epothilone B analogues is described. These compounds were accessed by a practical, general process that involved a 12,13-olefinic methyl ketone as a starting material obtained by ozonolytic cleavage of epothilone B followed by tungsten-induced deoxygenation of the epoxide moiety. The attachment of the aziridine structural motif was achieved by application of the Ess-Kürti-Falck aziridination, while the heterocyclic side chains were introduced via stereoselective phosphonate-based olefinations. In order to ensure high (E) selectivities for the latter reaction for electron-rich heterocycles, it became necessary to develop and apply an unprecedented modification of the venerable Horner-Wadsworth-Emmons reaction, employing 2-fluoroethoxyphosphonates that may prove to be of general value in organic synthesis. These studies resulted in the discovery of some of the most potent epothilones reported to date. Equipped with functional groups to accommodate modern drug delivery technologies, some of these compounds exhibited picomolar potencies that qualify them as payloads for antibody drug conjugates (ADCs), while a number of them revealed impressive activities against drug resistant human cancer cells, making them desirable for potential medical applications.

(1R,5S,6S)-2-substituted thio-6 (R)-1-hydroxyethyl -1-methyl-carbapenem - carboxylic acid derivatives

Novel crystalline carbapenem compounds, (1R,5S,6S)-2-substituted thio-6-[(R)-1-hydroxyethyl]-1--methyl-carbapenem-3-carboxylic acid derivatives. These carbapanem compounds are represented by the following formula having a beta-coordinated methyl group int

Carbapenem antibiotics

Disclosed are novel carbapenem derivatives characterized by a 2-substituent of the formula STR1 in which A represents a C1 -C6 straight or branched chain alkylene group; R5 represents an optionally substituted aliphatic, cycloaliphatic, cycloaliphatic-aliphatic, aryl, araliphatic, heteroaryl, heteroaraliphatic, heterocyclyl or heterocyclyl-aliphatic radial and STR2 represents a nitrogen-containing aromatic heterocycle attached to the alkylene group A at a ring carbon atom and quaternized by substituent R5. Such derivatives are useful as potent antibacterial agents.