19351-18-9

Basic information

• Product Name: 2,2-Dimethylthiazolidine
• Synonyms: 2,2-Dimethyl-1,3-thiazolidine;Thiazolidine, 2,2-dimethyl-;2,2-DIMETHYLTETRAHYDROTHIAZOLE;2,2-DIMETHYLTHIAZOLIDINE;2,2-DIMETHYLTHIAZOLIDINE 98+%;2,2-DIMETHYL-THIAZOLIDIN;DMT2,2-Dimethyltetrahydrothiazole;822-44-6 (Hydrochloride)
• CAS NO: 19351-18-9
• Molecular Formula: C₅H₁₁NS
• Molecular Weight: 117.21
• EINECS: 242-980-4
• Product Categories: Starting Raw Materials & Intermediates
• Mol File: 19351-18-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 61 °C / 15mmHg
• Flash Point: 55°C
• Appearance: Colorless liquid
• Density: 1,02 g/cm3
• Vapor Pressure: 1.5mmHg at 25°C
• Refractive Index: 1.5100-1.5140
• Storage Temp.: 2-8°C(protect from light)
• PKA: 8.97±0.40(Predicted)
• CAS DataBase Reference: 2,2-Dimethylthiazolidine(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-Dimethylthiazolidine(19351-18-9)
• EPA Substance Registry System: 2,2-Dimethylthiazolidine(19351-18-9)

Safety Data

• Hazard Codes: T
• Statements: 10-36/37/38-25
• Safety Statements: 16-26-36/37/39-45
• RIDADR: 1993
• RTECS: XJ5565700
• HazardClass: 3
• PackingGroup: III
• Hazardous Substances Data: 19351-18-9(Hazardous Substances Data)

Usage

Description

2,2-Dimethylthiazolidine, also known as DMTZ, is a colorless liquid with unique chemical properties. It is a heterocyclic compound belonging to the thiazolidine family, characterized by the presence of a sulfur atom in the ring structure. 2,2-DIMETHYLTHIAZOLIDINE has gained significant attention due to its potential applications in various fields.

Uses

Used in Pharmaceutical Industry:
2,2-Dimethylthiazolidine is used as a radioprotectant for protecting cells and tissues from the harmful effects of radiation. It is particularly useful in the context of cancer treatment, where radiation therapy is a common modality. By acting as a radioprotectant, DMTZ can help minimize the damage to healthy cells and tissues while allowing the radiation to target cancerous cells more effectively.
Used in Chemical Synthesis:
In the field of chemical synthesis, 2,2-dimethylthiazolidine serves as an important intermediate compound for the production of various pharmaceuticals, agrochemicals, and other specialty chemicals. Its unique structure and reactivity make it a valuable building block in the synthesis of complex molecules.
Used in Material Science:
2,2-Dimethylthiazolidine can also be utilized in the development of novel materials with specific properties, such as improved stability, enhanced thermal resistance, or unique optical characteristics. Its incorporation into polymers or other materials can lead to the creation of advanced materials with potential applications in various industries.

InChI:InChI=1/C5H11NS.ClH/c1-5(2)6-3-4-7-5;/h6H,3-4H2,1-2H3;1H

Upstream product

• 151-56-4 ethyleneimine 
• 67-64-1 acetone 
• 7783-06-4 hydrogen sulfide 
• 156-57-0 2-mercaptoethylamine hydrochloride 

Downstream Products

• 1365903-06-5 C₂₃H₂₃FN₂O₃S₂ 
• 1365911-70-1 C₂₀H₁₇FN₂O₂S₂ 
• 1356679-49-6 C₂₄H₂₄FN₃O₃S₂ 
• 1365917-18-5 C₂₅H₂₆FN₃O₃S₂ 
• 133913-49-2 1-phenyl-3-thiazolidin-3-yl-propan-1-one 

Relevant articles and documents

Design, Synthesis, Safener Activity, and Molecular Docking of Novel N-Substituted Thiazide/Thiazole Derivatives

A series of novel substituted thiazide/thiazole compounds were designed by splicing active groups and bioisosterism. The title compounds were synthesized via the cyclization, acylation, and carbamylation. All the compounds were characterized by IR, 1H-NMR, 13C-NMR, and HRMS. The single crystal of compound 3f was determined by X-ray crystallography. The biological activity tests indicated that all the compounds showed potential safener activity to the herbicide chlorsulfuron, in which compound 3e showed almost the same level as the commercialized safener AD-67. The molecular docking results were in good agreement with the bioassay results, which demonstrated that compound 3e might compete with chlorsulfuron in the acetolactate synthase active site, causing the herbicide ineffective in maize.

Geosmin biosynthesis. Mechanism of the fragmentation-rearrangement in the conversion of germacradienol to geosmin

Geosmin (1) is responsible for the characteristic odor of moist soil. Incubation of farnesyl diphosphate (2, FPP) with recombinant Streptomyces coelicolor germacradienol/geosmin synthase generated geosmin (1), germacradienol (3), germacrene D (4), octalin 5, and acetone, which was trapped as 2,2-dimethylthiazolidine (9) by reaction with cysteamine. The acetone was shown to be derived by fragmentation of the 2-hydroxypropyl moiety of germacradienol by incubation with [13,13,13-2H3]FPP (2a), giving rising to the corresponding derivative of d3-acetone, 9a. GC-MS analysis of the labeling pattern of [6-2H]geosmin (1b) resulting from the incubation of germacradienol/geosmin synthase with [2-2H]FPP (2b) revealed that the H-2 proton on FPP undergoes the predicted 1,2-hydride shift to ring B of geosmin. Both sets of experimental results are consistent with a proposed mechanism of geosmin formation involving protonation-cyclization of germacradienol with loss of the 2-hydroxypropyl moiety as acetone by a retro-Prins fragmentation to give octalin intermediate 5, followed by protonation of 5, 1,2-hydride shift, and capture of water. Copyright

Biologically oriented organic sulfur chemistry. II. Formation of hemimercaptals or hemimercaptoles as a means of latentiating thiols.

-