171877-39-7

Usage

Chemical Properties

Off-white crystalline

InChI:InChI=1/C10H11NS2/c12-10-11-9(7-13-10)6-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,11,12)/t9-/m0/s1

Upstream product

• 131744-19-9 (4S)-4-benzyl-1,3-oxazolidine-2-thione 
• 75-15-0 carbon disulfide 
• 73058-30-7 (2S)-2-benzylazacyclopropane 
• 79-03-8 propionyl chloride 
• 263764-23-4 (S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione 
• 103-80-0 phenylacetyl chloride 
• 3182-95-4 L-Phenylalaninol 
• 140-89-6 potassium ethyl xanthogenate 
• 13897-15-9 (4S)-4-benzyl-1,3-thiazolidine-2-thione 
• 1435665-43-2 C₁₄H₁₇NOS₂ 
• 1422347-03-2 (2Z,5E)-3-methylhepta-2,5-dienal 
• 790661-41-5 (S)-1-(4-benzyl-2-thioxothiazolidin-3-yl)ethan-1-one 
• 63-91-2 L-phenylalanine 
• 67-56-1 methanol 

Downstream Products

• 182877-85-6 (4S)-4-benzyl-3-pivaloyl-1,3-thiazolidine-2-thione 
• 255828-88-7 2,2-dimethyl-thiopropionic acid S-(4-benzyl-4,5-dihydro-thiazol-2-yl) ester 
• 263764-23-4 (S)-3-propanoyl-4-benzyl-1,3-thiazolidine-2-thione 
• 664997-39-1 1-((S)-4-Benzyl-2-thioxo-thiazolidin-3-yl)-3-(2-methyl-[1,3]dithiolan-2-yl)-propan-1-one 
• 709044-05-3 1-((S)-4-Benzyl-2-thioxo-thiazolidin-3-yl)-3-(2-methyl-[1,3]dithian-2-yl)-propan-1-one 
• 219821-18-8 (4S)-4-benzyl-1,3-thiazolidin-2-one 
• 263764-32-5 (2S,3R)-1-[(4S)-4-benzyl-2-thioxo-thiazolidin-3-yl]-3-hydroxy-2-methyl-pent-4-en-1-one 
• 664997-40-4 (E)-(2S,3R)-6-Benzyloxy-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-(2-methyl-[1,3]dithiolan-2-ylmethyl)-hex-4-en-1-one 
• 664997-41-5 (E)-(2S,3R)-6-Benzyloxy-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-(tert-butyl-dimethyl-silanyloxy)-2-(2-methyl-[1,3]dithiolan-2-ylmethyl)-hex-4-en-1-one 
• 709043-77-6 (E)-(4R,5S)-6-((S)-4-Benzyl-2-thioxo-thiazolidin-3-yl)-4-hydroxy-5-(2-methyl-[1,3]dithiolan-2-ylmethyl)-6-oxo-hex-2-enoic acid ethyl ester 
• 709044-11-1 (E)-(2S,3R)-6-Benzyloxy-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-2-(2,2-bis-ethylsulfanyl-propyl)-3-hydroxy-hex-4-en-1-one 
• 709044-10-0 (E)-(2S,3R)-6-Benzyloxy-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-3-hydroxy-2-(2-methyl-[1,3]dithian-2-ylmethyl)-hex-4-en-1-one 

Relevant academic research and scientific papers

Synthesis and application of N-3,5-dinitrobenzoyl and C3 symmetric diastereomeric chiral stationary phases

Three diastereomeric chiral compounds, namely, (R,R)-(+)-2-amino-1,2-diphenylethanol, (1S,2R)-(+)-2-amino-1,2-diphenylethanol, and (1R,2R)-(+)-1,2-diphenylethylenediamine were used as starting materials for preparing three N-3,5-dinitrobenzoyl derivative

Synthesis method of thioazoline-2-thioketone

The invention discloses a synthetic method of thioazoline-2-thioketone. The synthesis method of the thioazoline-2-thioketone compound represented by a formula IV comprises the following steps: (1) ina solvent, carrying out a salt forming reaction defined in the specification on a compound represented by a formula I and chlorosulfonic acid to obtain a compound represented by a formula II; and (2)in a solvent, carrying out a cyclization reaction defined in the specification on the compound represented by the formula II and a compound represented by a formula III to obtain the thioazoline-2-thioketone compound represented by the formula IV, wherein R and R' are independently selected from hydrogen, C1-6 alkyl, C6-10 aryl substituted C1-6 alkyl and C6-10 aryl, R'' is C1-6 alkyl, and M is analkali metal. The synthesis method is simple to operate, high in yield and high in purity.

Stereoselective Total Synthesis of (-)-(2 S,4 R)-3′-Methoxyl Citreochlorol: Preparation and Use of New Proline-Based Auxiliary for Asymmetric Acetate Aldol Reaction

The first stereoselective total synthesis of (-)-(2S,4R)-3′-methoxy citreochlorol and (-)-(2S,4S)-3′-methoxy citreochlorol is demonstrated. A proline-based imidazolidinone was synthesized and used as chiral auxiliary for asymmetric acetate aldol reaction to generate initial chirality in the targeted molecule. Geminal dichloromethane functionality was introduced by the addition of in situ generated dichloromethyllithium to Weinreb's amide functional group.

Preparation of 1,3-Thiazolidine-2-thiones by Using Potassium Ethylxanthate as a Carbon Disulfide Surrogate

A simple procedure is presented for preparing 1,3-thiazolidine-2-thiones by using potassium ethylxanthate and the corresponding β -amino alcohols as the starting materials in the presence of ethanol.

Synthesis and Fungicidal Activity of Simple Structural 1,3-Thiazolidine-2-Thione Derivatives

A series of simple structural 1,3-thiazolidine-2-thione derivatives with various substituents on the S-, N-, 4-, and 5-positions was synthesized with high yields from various vicinal amino alcohols via two steps and screened for their antifungal activity. Bioassay results reveal that some thiazolidine-2-thione derivatives show strong antifungal activities against P. capsici, G. zeae, S. sclerotiorum, A. alternata, B. cinerea, or R. solani. The SAR analysis indicates that N-acyl substituted and 4-alkyl substituents can enhance the antifungal activity. Notably, 4-isopropyl-N-propionylthiazoldine-2-thione shows excellent activity against B. cinerea and G. zeae with IC50 values at 3.7 g/mL and 6.5 g/mL, respectively, and 4-isobutyl-N-propionylthiazoldine-2-thione shows remarkable fungicidal activity against R. solani, S. sclerotiorum, and G. zeae with IC50 values at 1.0 g/mL, 12.1 g/mL, and 11.0 g/mL, respectively. GRAPHICAL ABSTRACT.

Enantioselective synthesis of the C5-C23 segment of biselyngbyaside

Stereo and enantioselective synthesis of C5-C23 fragment of cytotoxic marine natural product biselyngbyaside is achieved using E-selective methyl lithium addition onto enyne, Crimmin's acetate aldol reaction, Sharpless asymmetric epoxidation, and Julia-Kocienski olefination as the key steps.

ANTI-CANCER POLYKETIDE COMPOUNDS

Provided herein, inter alia, are anticancer polyketides. The uses of the polyketides described herein include treatment of cancer, for example, through regulation of the spliceosome and detection of spliceosome inhibition.

Discovery of potent, isoform-selective inhibitors of histone deacetylase containing chiral heterocyclic capping groups and a N-(2-aminophenyl)benzamide binding unit

The synthesis of a novel series of potent chiral inhibitors of histone deacetylase (HDAC) is described that contain a heterocyclic capping group and a N-(2-aminophenyl)benzamide unit that binds in the active site. In vitro assays for the inhibition of HDAC1, HDAC2, HDAC3-NCoR1, and HDAC8 by the N-(2-aminophenyl)benzamide 24a gave respective IC50 values of 930, 85, 12, and 4100 nM, exhibiting class I selectivity and potent inhibition of HDAC3-NCoR1. Both imidazolinone and thiazoline rings are shown to be effective replacements for the pyrimidine ring present in many other 2-(aminophenyl) benzamides previously reported, an example of each ring system at 1 μM causing an increase in histone H3K9 acetylation in the human cell lines Jurkat and HeLa and an increase in cell death consistent with induction of apoptosis. Inhibition of the growth of MCF-7, A549, DU145, and HCT116 cell lines by 24a was observed, with respective IC50 values of 5.4, 5.8, 6.4, and 2.2 mM.

A study of the alkylation and acylation of N-acylthiazolidinethione

Investigating the alkylation and acylation of N-acylthiazolidinethione, the desired α-alkylated products and C-acylated products are not obtained, but rather the S-alkylated products and O-acylated products are obtained. The possible mechanism proposed shows that the deprotonation agent and electrophilic species are responsible for the stability of enolates. The enolates derived from N-acylthiazolidinethiones are decomposed in the presence of base, but they are comparatively stable in the presence of Lewis acid. When electrophilic reagent is alkyl halide, the enolate decomposition is the dominating pathway, and affords the S-alkylated products; and when electrophilic reagent is acyl chloride, the formation of a highly ordered chelated transition-state is the dominating pathway, and affords the O-acylated products.