5198-88-9

Usage

Chemical Properties

Pale yellow crystals

InChI:InChI=1/C4H2BrNO2S/c5-4-6-2(1-9-4)3(7)8/h1H,(H,7,8)/p-1

Upstream product

• 100367-77-9 ethyl 2-bromothiazole-4-carboxylate 
• 83553-47-3 2-iodothiazole-4-carboxylic acid ethyl ester 
• 170235-26-4 2-bromo-thiazole-4-carboxylic acid methyl ester 

Downstream Products

• 1023298-53-4 tert-butyl 4-(2-(2-bromothiazole-4-carboxamido)phenyl)piperazine-1-carboxylate 
• 1023594-68-4 1-{2-[(2-bromo-thiazole-4-carbonyl)-amin-phenyl]piperidin-4-yl}-carbamic acid ter-butylester 
• 1023592-97-3 C₁₇H₂₀BrN₅O₂S 
• 1169698-65-0 1,1-dimethylethyl 4-((2-bromo-1,3-thiazol-4-yl)carbonyl)-1-piperazinecarboxylate 
• 848501-94-0 2-bromo-1,3-thiazole-4-carboxamide 
• 1374113-36-6 C₂₃H₃₄BrN₅O₃SSi 
• 1023298-74-9 C₁₉H₂₂BrFN₄O₃S 
• 1449218-23-8 N-benzyl-2-bromothiazol-4-carboxamide 
• 888314-10-1 2-bromo-N-methoxy-N-methyl-1,3-thiazole-4-carboxamide 
• 936691-31-5 2-bromo-4-({[tert-butyl(dimethyl)silyl]oxy}methyl)-1,3-thiazole 
• 115299-10-0 2-(2-methoxyphenyl)-4-thiazolecarboxylic acid 
• 906353-04-6 2-morpholinothiazole-4-carboxylic acid 
• 170235-26-4 2-bromo-thiazole-4-carboxylic acid methyl ester 

Relevant academic research and scientific papers

From 2,6-dichloronicotinic acid to thiopeptide cores

The scope of 2,6-dichloronicotinic acid as a precursor of thiopeptide polyheterocylic cores has been extensively studied in a cross-coupling-based approach. Differentiation of the two chlorinated positions under SNAr conditions and versatility of the carboxylic acid are key for the preparation of 2,3,6-trisubstituted pyridines with complete regiocontrol. With the present strategy, nine different azole-substituted pyridines were synthesized. Studies towards the selective deprotection of their functionalities resulted in a set of fully orthogonal protecting groups that permits the elongation of all three pyridine substituents. Copyright

SUBSTITUTED BICYCLIC HETEROARYL COMPOUNDS

Disclosed are compounds of Formula (I) N-oxides, or salts thereof, wherein X, Y, A, G, R1, and R5 are defined herein. Also disclosed are methods of using such compounds as inhibitors of signaling through Toll-like receptor 7, or 8, or 9, and pharmaceutical compositions comprising such compounds. These compounds are useful in treating inflammatory and autoimmune diseases.

INDOLE COMPOUNDS AND THEIR USE

The present disclosure relates to indole compounds and pharmaceutical compositions thereof, and their use in stimulating the immune system of patients in need thereof and in treating cancer.

Optimization of Novel 1-Methyl-1 H-Pyrazole-5-carboxamides Leads to High Potency Larval Development Inhibitors of the Barber's Pole Worm

A phenotypic screen of a diverse library of small molecules for inhibition of the development of larvae of the parasitic nematode Haemonchus contortus led to the identification of a 1-methyl-1H-pyrazole-5-carboxamide derivative with an IC50 of 0.29 μM. Medicinal chemistry optimization targeted modifications on the left-hand side (LHS), middle section, and right-hand side (RHS) of the scaffold in order to elucidate the structure-activity relationship (SAR). Strong SAR allowed for the iterative and directed assembly of a focus set of 64 analogues, from which compound 60 was identified as the most potent compound, inhibiting the development of the fourth larval (L4) stage with an IC50 of 0.01 μM. In contrast, only 18% inhibition of the mammary epithelial cell line MCF10A viability was observed, even at concentrations as high as 50 μM.

Utilization of an Active Site Mutant Receptor for the Identification of Potent and Selective Atypical 5-HT2C Receptor Agonists

Agonism of the 5-HT2C receptor represents one of the most well-studied and clinically proven mechanisms for pharmacological weight reduction. Selectivity over the closely related 5-HT2A and 5-HT2B receptors is critical as their activation has been shown to lead to undesirable side effects and major safety concerns. In this communication, we report the development of a new screening paradigm that utilizes an active site mutant D134A (D3.32) 5-HT2C receptor to identify atypical agonist structures. We additionally report the discovery and optimization of a novel class of nonbasic heterocyclic amide agonists of 5-HT2C. SAR investigations around the screening hits provided a diverse set of potent agonists at 5-HT2C with high selectivity over the related 5-HT2A and 5-HT2B receptor subtypes. Further optimization through replacement of the amide with a variety of five- and six-membered heterocycles led to the identification of 6-(1-ethyl-3-(quinolin-8-yl)-1H-pyrazol-5-yl)pyridazin-3-amine (69). Oral administration of 69 to rats reduced food intake in an ad libitum feeding model, which could be completely reversed by a selective 5-HT2C antagonist.

As opioid receptor antagonists or inverse agonists of the novel compounds

Novel compounds which are antagonists or inverse agonists at one or more of the opioid receptors, pharmaceutical compositions containing them, to processes for their preparation.

THERAPEUTICALLY ACTIVE COMPOUNDS AND THEIR METHODS OF USE

Provided are compounds useful for treating cancer and methods of treating cancer comprising administering to a subject in need thereof a compound described herein.

THERAPEUTICALLY ACTIVE COMPOUNDS AND THEIR METHODS OF USE

Provided are compounds useful for treating cancer and methods of treating cancer comprising administering to a subject in need thereof a compound described herein.

Concise synthesis and X-ray crystal structure of N -benzyl-2-(pyrimidin-4'- ylamino)-thiazole-4-carboxamide (Thiazovivin), a small-molecule tool for stem cell research

Stem cell research is one of the most promising fields of modern biomedical research and regenerative medicine. Limited availability and ethical concerns suggest the renouncement of embryonic stem cells (ESCs), thus raising the need for more efficient pro

NOVEL COMPOUNDS AS ANTAGONISTS OR INVERSE AGONISTS AT OPIOID RECEPTORS

Novel compounds which are antagonists or inverse agonists at one or more of the opioid receptors, pharmaceutical compositions containing them, to processes for their preparation.