76186-04-4

Basic information

• Product Name: (S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE
• Synonyms: (S)-4,5-DIHYDRO-4-ISOPROPYLTHIAZOLE-2-THIOL;(S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE;2-Thiazolidinethione,4-(1-methylethyl)-,(4S)-(9CI);2-Thiazolidinethione,4-(1-Methylethyl)-, (4S)-;(4S)-4-Isopropylthiazolidine-2-thione;-4-Isopropylthiazolidine-2-thione;(S)-4-Isopropylthiazolidine-2-thione,99%e.e.
• CAS NO: 76186-04-4
• Molecular Formula: C₆H₁₁NS₂
• Molecular Weight: 161.29
• Product Categories: ISOPROPYL;Asymmetric Synthesis;Synthetic Organic Chemistry
• Mol File: 76186-04-4.mol
• Article Data: 5

Chemical Properties

• Melting Point: 69-71 °C
• Boiling Point: 223.3 °C at 760 mmHg
• Flash Point: 88.9 °C
• Appearance: /
• Density: 1.17 g/cm³
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• Solubility: almost transparency in Chloroform
• PKA: 12.95±0.40(Predicted)
• CAS DataBase Reference: (S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE(76186-04-4)
• EPA Substance Registry System: (S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE(76186-04-4)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• WGK Germany: 3
• Hazardous Substances Data: 76186-04-4(Hazardous Substances Data)

Usage

General Description

(S)-4-isopropylthiazolidine-2-thione is a chemical compound with the molecular formula C5H11NSS. It is a thiazolidine-2-thione, which is a class of compounds that contain a five-membered ring with a sulfur atom and a nitrogen atom. (S)-4-ISOPROPYLTHIAZOLIDINE-2-THIONE has been studied for its potential pharmaceutical applications, including as an antiviral and antidiabetic agent. It has also been investigated for its potential to inhibit the enzyme DPP-4, which plays a role in glucose metabolism. Additionally, (S)-4-isopropylthiazolidine-2-thione has been found to exhibit antioxidant and anti-inflammatory properties in some studies.

Upstream product

• 42163-70-2 4-isopropyl-1,3-thiazolidine-2-thione 
• 102831-92-5 (4S)-4-isopropyl-3-(1-oxopropyl)-1,3-thiazolidine-2-thione 
• 137032-32-7 α-methyl-trans-cinnamaldehyde dimethyl acetal 
• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 332902-42-8 (4S)-N-[(2R,3S,4E)-2,4-dimethyl-3-methoxy-5-phenyl-4-pentenoyl]-4-isopropyl-1,3-thiazolidine-2-thione 
• 375826-94-1 (E)-(3R,6S,7S)-7-Benzyloxy-3-hydroxy-1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-6,8-dimethyl-non-4-en-1-one 
• 75-15-0 carbon disulfide 
• 2026-48-4 (S)-valinol 

Downstream Products

• 118554-25-9 (1S,2R)-2-((S)-4-Isopropyl-2-thioxo-thiazolidine-3-carbonyl)-cyclobutanecarboxylic acid methyl ester 
• 118554-25-9 (1R,2S)-2-((S)-4-Isopropyl-2-thioxo-thiazolidine-3-carbonyl)-cyclobutanecarboxylic acid methyl ester 
• 88335-95-9 (-)-(1S,5R)-3-oxabicyclo<3.2.0>heptan-2-one 
• 75658-85-4 (+)-(1S,5R)-cis-3-oxabicyclo<3.2.0>heptan-2-one 
• 101979-45-7 (S)-3-acetyl-4-isopropyl-1,3-thiazolidine-2-thione 
• 118554-24-8 (1S,6R)-6-((S)-4-Isopropyl-2-thioxo-thiazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester 
• 118554-24-8 (1R,6S)-6-((S)-4-Isopropyl-2-thioxo-thiazolidine-3-carbonyl)-cyclohex-3-enecarboxylic acid methyl ester 
• 933452-88-1 1-((S)-4-isopropyl-2-thioxo-thiazolidin-3-yl)-5-phenyl-pentan-1-one 
• 132288-45-0 3-(((4-methoxyphenyl)thio)acetyl)-4(S)-isopropyl-1,3-thiazolidine-2-thione 
• 124201-69-0 3-((phenylthio)acetyl)-4(S)-isopropyl-1,3-thiazolidine-2-thione 

Relevant articles and documents

Synthesis of new C3 symmetric amino acid- and aminoalcohol-containing chiral stationary phases and application to HPLC enantioseparations

We recently reported a new C3-symmetric (R)-phenylglycinol N-1,3,5-benzenetricarboxylic acid-derived chiral high-performance liquid chromatography (HPLC) stationary phase (CSP 1) that demonstrated better results as compared to a previously described N-3,5-dintrobenzoyl (DNB) (R)-phenylglycinol-derived CSP. Over a decade ago, (S)-leucinol, (R)-phenylglycine, and (S)-leucine derivatives were used as the starting materials of 3,5-DNB-based Pirkle-type CSPs for chiral separation. In this study, three new C3-symmetric CSPs (CSP 2, 3, and 4) were prepared by combining the ideas and results mentioned above. Here we describe the synthetic procedures and applications of the new C3-symmetric CSPs (CSP 2–CSP 4).

Stereoselective synthesis of anti α-methyl-β-methoxy carboxylic compounds

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Chelation-Controlled Chemo-, Regio- and Enantio-Selective Synthesis of Homoallylic Alcohols

Optically active allylic sulphides 10-13, bearing two different leaving groups, react with organocopper reagents by selective substitution of the heterocyclic moiety leading to optically active homoallylic pivalates with chemo-, regio- and enantio-control.This selectivity seems to be related to the coordination exerted by the heterocyclic nucleus towards the organometal.