3884-31-9

Usage

Uses

Used in Medicinal Chemistry:
4-Phenyl-2(3H)-thiazolone is used as a pharmaceutical intermediate for the development of new drugs due to its potential anti-inflammatory and anticancer properties. Its heterocyclic structure allows for the creation of various biologically active compounds, making it a valuable component in the design and synthesis of novel therapeutic agents.
Used in Organic Synthesis:
In the field of organic synthesis, 4-Phenyl-2(3H)-thiazolone is used as a key building block for the synthesis of a wide range of organic compounds. Its versatile chemical properties enable it to be incorporated into various molecular frameworks, contributing to the development of new chemical entities with potential applications in different industries.
Used in Research and Development:
4-Phenyl-2(3H)-thiazolone is employed as a subject of study in research and development for its potential applications in medicinal chemistry. Scientists and researchers investigate its pharmacological properties, such as its anti-inflammatory and anticancer activities, to explore its full potential in the development of new drugs and therapeutic agents.
Used in Drug Design:
In drug design, 4-Phenyl-2(3H)-thiazolone is utilized as a structural element in the creation of new drug candidates. Its unique properties and ability to be modified through chemical reactions make it an attractive option for the design of novel compounds with improved pharmacological profiles and therapeutic effects.

InChI:InChI=1/C9H7NOS/c11-9-10-8(6-12-9)7-4-2-1-3-5-7/h1-6H,(H,10,11)

Upstream product

• 625-57-0 O-ethyl thiocarbamate 
• 70-11-1 α-bromoacetophenone 
• 333-20-0 potassium thioacyanate 
• 98-86-2 acetophenone 
• 532-27-4 1-chloroacetophenone 
• 64-19-7 acetic acid 
• 5399-30-4 2-oxo-2-phenylethylthiocyanate 
• 79307-55-4 2-methoxy-4-phenylthiazole 
• 536-74-3 phenylacetylene 

Downstream Products

• 54199-76-7 3-methyl-4-phenylthiazol-2(3H)-one 
• 79307-55-4 2-methoxy-4-phenylthiazole 
• 1826-23-9 2-chloro-4-phenylthiazole 
• 127719-30-6 C₃₅H₃₆N₂O₈S₂ 
• 127719-29-3 C₃₃H₃₂N₂O₇S₂ 
• 109758-20-5 3-(3-ciclopropil)-4-fenil-3H-tiazol-2-one 
• 120590-09-2 2-<(4-phenyl-2-thiazolyl)oxy>propionic acid ethyl ester 
• 120590-10-5 2-<2-oxo-4-phenyl-3(2H)-thiazolyl>propionic acid ethyl ester 
• 454253-31-7 trifluoromethanesulfonic acid 4-phenyl-thiazol-2-yl ester 
• 57516-16-2 2-bromo-4-phenyl-1,3-thiazole 
• 3783-24-2 5-(3-ethyl-4-oxo-2-thioxo-thiazolidin-5-ylidenemethyl)-4-phenyl-3H-thiazol-2-one 
• 92856-88-7 4-phenyl-thiazole-2,5-dione 5-p-tolylhydrazone 
• 21812-45-3 3-methyl-2-[(2-oxo-4-phenyl-2H-thiazol-5-ylidene)-hydrazino]-4-p-tolyl-thiazolium; iodide 
• 21812-47-5 4-(4-ethoxy-phenyl)-3-methyl-2-[(2-oxo-4-phenyl-2H-thiazol-5-ylidene)-hydrazino]-thiazolium; iodide 

Relevant academic research and scientific papers

Photo-sensitized oxy-thiocyanation of terminal alkynes/1,3-aryldienes and their one-pot conversion to 2-hydroxy 4-substituted aryl thiazoles

A regioselective visible light induced synthesis of aryl α-thiocyano ketones/thiocyano alcohols from activated terminal aryl alkynes and aryl 1,3-conjugated dienes was achieved. This mild and non-metallic oxidation is exclusively driven by benign ambient air in the presence of an organic photo-catalyst and NH4SCN. This protocol was also demonstrated at the 5 mmol scale for the synthesis of potentially therapeutic 2-hydroxy 4-substituted arylthiazoles in good yields, signifying its amenability for large-scale application.

COMPOUNDS AND METHODS for the inhibition of HDAC

Disclosed are compounds having the formula: wherein X1, X2, X3, R1, R2, R3, R4, Y, A, Z, L and n are as defined herein, and methods of making and using the same.

2,4- and 2,5-disubstituted arylthiazoles: Rapid synthesis by C-H coupling and biological evaluation

Life-threatening infections caused by bacteria that have developed resistance to common antibiotics, such as methicillin-resistant Staphylococcus aureus (MRSA), have become a serious problem in hospitals and other areas all over the world. Thus, the development of an effective class of antibiotics against these bacteria is an urgent subject. Herein, we report a step-economical and diversity-oriented synthesis of a series of 2-arylidenehydrazinyl-4- arylthiazole and 2-arylidenehydrazinyl-5-arylthiazole analogues that utilizes C-H coupling methodologies. A library of 54 new congeners were synthesized and tested for their biological potential. Moreover, new knowledge regarding the structure-activity relationships (SARs) of these heterobiaryl compounds was collected. Copyright

TETRAZOLINONE COMPOUNDS AND ITS USE

The present invention provides a compound having an excellent efficacy for controlling pests. A tetrazolinone compound of a formula (1): [wherein, R1 represents an C6-C16 aryl group, an C1-C12 alkyl group, a C3-C12 cycloalkyl group or an adamantyl group, etc., which each optionally be substituted; R2 represents a hydrogen atom, an C1-C12 alkyl group, or a halogen atom, etc.; R4 and R5 represent independently of each other a hydrogen atom or an C1-C3 alkyl group, etc.; R6, R7, R8 and R9 represent independently of each other a hydrogen atom, a halogen atom, an C1-C12 alkyl group, a C1-C12 haloalkyl group, an C2-C12 alkenyl group, a C3-C12 cycloalkyl group, an C1-C12 alkoxy group or a C1-C12 haloalkoxy group, etc.; X and Y represent independently of each other a sulfur atom or an oxygen atom; Q represents an oxygen atom or a sulfur atom; and R10 represents an C1-C6 alkyl group, etc.] shows an excellent controlling efficacy on pests.

CYCLIC INHIBITORS OF 11β-HYDROXYSTERIOD DEHYDROGENASE 1

This invention relates to novel compounds of the Formula (I), (Ia), (Ib), (Ic), (Id), (Ie), (If), (Ig), (Ih); (Ii); (Ij), (Ik), (II) pharmaceutically acceptable salts thereof, and pharmaceutical compositions thereof, which are useful for the therapeutic treatment of diseases associated with the modulation or inhibition of 11 β-HSD1 in mammals. The invention further relates to pharmaceutical compositions of the novel compounds and methods for their use in the reduction or control of the production of cortisol in a cell or the inhibition of the conversion of cortisone to cortisol in a cell.

Sonogashira coupling of functionalized trifloyl oxazoles and thiazoles with terminal alkynes: Synthesis of disubstituted heterocycles

(Matrix presented) This paper describes Sonogashira cross-coupling of functionalized 2-, 4-, and 5-trifloyl oxazoles and thiazoles with terminal alkynes. This methodology has been extended to 2,4-ditrifloylthiazoles, which results in regioselective cross-coupling at the C2-position of the thiazole. The resulting 2-alkynyl-4-trifloylthiazoles are effective electrophiles in a second palladium(0)-mediated cross-coupling reaction.

β-substituted cinnamic acid derivative

β-Substituted cinnamic acid derivatives of the formula 1, STR1 where R1 is substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R1 can also be chlorine or bromine, --X-- is --O--, --S--, STR2 m is 0 or 1, --Y is --OR4, --O--N=CR5 R6, --NR7 R8, --NR7 R8, --N(OR9)R10 or SR11, where the abovementioned substitutes R2 to R11 are substituted or unsubstituted alkyl, alkenyl, alkynyl, cycloalkyl or cycloalkenyl, and R2, R3 and R5 to R11 can be hydrogen and Z, U, V, W are defined in the specification.

Hypervalent iodine in organic synthesis: One pot facile syntheses of α-thiocyanatoacetophenones, 2-hydroxy-, and 2-mercapto-4-arylthiazoles using [hydroxy (tosyloxy)iodo]benzene

Hypervalent iodine oxidation of acetophenones (1a-1e) with [hydroxy(tosyloxy)iodo]benze, followed by treatment with potassium thiocyanate offers a new facile synthesis of corresponding α-thiocyanatoacetophenones (3a-3e). Cyclization of 3a-3e, thus generated in situ, using AcOH/H2O and H2NC(S)NH2/HCl provides one pot facile syntheses of 2-hydroxy-, and 2-mercapto-4-arylthiazoles (4 and 5) respectively.