2055-46-1

Usage

Uses

Used in Pharmaceutical Industry:
3,4,5,6-TETRAHYDRO-2-PYRIMIDINETHIOL is used as a reactant in the preparation of aryl substituted heterocycles, which are important building blocks in the synthesis of various pharmaceutical compounds. These heterocycles have potential applications in the development of new drugs with diverse therapeutic properties.
Used in Chemical Synthesis:
3,4,5,6-TETRAHYDRO-2-PYRIMIDINETHIOL is used as a reactant in the synthesis of various organic compounds, including heterocycles, which are important intermediates in the chemical industry. These compounds can be further modified or functionalized to produce a wide range of products with different applications.
Used in Research and Development:
3,4,5,6-TETRAHYDRO-2-PYRIMIDINETHIOL is used as a research compound in the development of new synthetic methods and techniques for the preparation of heterocycles and other organic compounds. It can also be used as a starting material for the synthesis of novel compounds with potential applications in various fields, such as materials science, pharmaceuticals, and agrochemicals.

Preparation

The preparation of?3,4,5,6-Tetrahydro-2- pyrimidinethiol is as follows:Carbon disulfide (0.2 mol) was added dropwise to a ?solution of 1,3-diamino propane 1 (0.2 mol) in H2O/EtOH ?(20 ml), and the temperature was remained constant at ?0-5 oC. After the completion of addition, the reaction ?mixture was refluxed for 12h and then cooled to room ?temperature. The precipitate was collected by filtration and ?recrystallized from EtOH to give pure desired compound.

InChI:InChI=1/C4H8N2S/c7-4-5-2-1-3-6-4/h1-3H2,(H2,5,6,7)

Upstream product

• 52098-86-9 (3-amino-propyl)-dithiocarbamic acid 
• 75-15-0 carbon disulfide 
• 109-76-2 Trimethylenediamine 
• 80555-50-6 2-Methylsulfanyl-5,6-dihydro-4H-pyrimidine-1-carbodithioic acid methyl ester 
• 33498-03-2 sodium carbonocyanidodithioate 
• 534-13-4 N,N-dimethylthiourea 
• 67-66-3 chloroform 
• 128464-99-3 4-azido-hexahydropyrimidin-2-thione 
• 97-74-5 bis(dimethylthiocarbamoyl)sulfide 
• 137-26-8 Thiram 
• 67767-30-0 4-hydroxyhexahydropyrimidine-2-thione 
• 143869-42-5 2-(3-Aminopropyl)-1,3-dithioxo-2,3,6,7-tetrahydro-1H,5H-pyrazolo<1,2-a><1,2,4>triazol 
• 1852-17-1 3,4,5,6-tetrahydropyrimidin-2(1H)-one 

Downstream Products

• 92897-32-0 2H,5H,-6,7-dihydrothiazolo<3,2-a>pyrimidin-3(2H)-one 
• 5445-73-8 2-methylthio-1,4,5,6-tetrahydropyrimidine hydroiodide 
• 38151-53-0 phenyl-(3-phenyl-8,9-dihydro-7H-pyrimido[2,1-b][1,5,3]dithiazepin-5-ylidene)-amine 
• 55139-34-9 3-phenyl-8-(phenyl-thiocarbamoyl)-5,6,7,8-tetrahydro-thiazolo[3,2-a]pyrimidinylium betaine 
• 20112-81-6 2-(methylthio)-1,4,5,6-tetrahydropyrimidine 
• 905816-36-6 chloro(4,5-bis(diphenylphosphano)-9,9-dimethylxanthene)(tetrahydropyrimidine-2-thione)copper(I) 
• 905816-38-8 iodo(4,5-bis(diphenylphosphano)-9,9-dimethylxanthene)(tetrahydropyrimidine-2-thione)copper(I) 
• 62835-36-3 8-benzoyl-3,4,6,7,8,9-hexahydro-2H-pyrido[4',3':4,5]thiazolo[3,2-a]pyrimidine 
• 23224-10-4 3-phenyl-4,5,6,7-tetrahydrothiazolo<3,2-a>pyrimidine 
• 46499-35-8 3-p-tolyl-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine 
• 23223-91-8 2-methyl-3-phenyl-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine 
• 68291-01-0 3-(3-nitro-phenyl)-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine 
• 23223-90-7 3-methyl-2-phenyl-6,7-dihydro-5H-thiazolo[3,2-a]pyrimidine 

Relevant academic research and scientific papers

Reaction of functionally 4-substituted hexahydropyrimidine-2-thiones with sodium tetrahydroborate. Synthesis of six-membered cyclic thioureas

A new method was developed for the production of six-membered cyclic ureas based on the reaction of readily obtainable 4-azido-, 4-acetoxy-, or 4-phenylsulfonylhexahydropyrimidine-2-thiones with sodium tetrahydroborate. 1998 Plenum Publishing Corporation.

Reduction Of 4-Hydroxy(Alkoxy)Hexahydropyrimidine-2-Thiones And 1,2,3,6-tetrahydropyrimidine-2-Thiones, By The NaBH4-CF3COOH System. Synthesis Of Hexahydropyrimidine-2-Thiones

A convenient method for the synthesis of hexahydropyrimidine-2-thiones by the reduction of the readily accesible 4-hydroxy(alkoxy)hexahydropyrimidine-2-thiones and 1,2,3,6-tetrahydropyrimidine-2-thiones by the NaBH4-CF3COOH system was proposed.

Synthesis Of di- and tri-substituted thiourea derivatives in water using choline chloride–urea catalyst

In this work, di- and tri-substituted thiourea derivatives have been synthesized via a one-pot, three-component reaction from carbon disulfide and aliphatic or aromatic amines using choline chloride-urea deep eutectic solvent as a catalyst in water. Both cyclic and acyclic thiourea derivatives with two or three substituents were synthesized successfully. The reactions were done at 25–100°C, using 5–20 mol% catalyst, in 3–5 h and the GC-Mass yields were between 60% and 95%. All products were characterized using FT-IR, 1H-NMR, 13C-NMR, GC-MS and melting point analyses. The results showed that both water and the DES have important effects on the yield and the rate of this reaction and both of them are necessary to obtain higher yields in less time. The extra experiment, which was designed to study the mechanism of the reaction, showed that an isothiocyanate intermediate was formed in the reaction. Finally, the results showed that by the increase of the amine's nucleophilicity, the reaction occurs faster and gives higher yield.

Bis-(triethylphosphine)platinum(II) complexes with thiones as anti cancer agents

Platinum(II) complexes having mixed ligands as anticancer agents. The central platinum atom is coordinated by two phosphine ligands and two heterocyclic thione ligands. Each heterocyclic thione ligand has a five-, six- or seven-membered heterocyclic ring with two nitrogen atoms at positions 1 and 3 of the ring and a thiocarbonyl group at position 2. Pharmaceutical compositions incorporated the platinum(II) complexes, methods of synthesizing the complexes and methods of treating cancers with the complexes or pharmaceutical compositions thereof are also described.

Synthesis of five- and six-membered cyclic guanidines by guanylation with isothiouronium iodides and amines under mild conditions

Cyclic guanidine hydroiodides were obtained in one step by the reactions of isothiouronium iodides with an equimolar amount of various amines in tetrahydrofuran. The obtained hydroiodides were neutralized with sodium hydroxide or anionic exchange resin to afford the corresponding substituted cyclic guanidines in quantitative yields.

Synthesis, spectroscopic characterization and in vitro anticancer activity of new platinum(II) complexes with some thione ligands?in the presence of triethylphosphine

Seven new platinum(II) complexes (1–7) of triethylphosphine (Et3P) and thiones (L) with general formula, cis-[Pt(Et3P)2(L)2]Cl2 were prepared and characterized by elemental analysis, FTIR and NMR (1H, 13C & 31P) measurements. The analytical and spectroscopic data suggested the formation of the desired complexes. The complexes were tested for in vitro cytotoxicity against four cell lines: Hela (human cervical adenocarcinoma), MCF-7 (human breast carcinoma), A549 (human lung carcinoma), and HTC15 (human colon carcinoma). The anticancer activity values of compounds 1–6 are much better than cisplatin and carboplatin as indicated by their IC50 values.

Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.

Heterocyclic substituted styrene compound and use thereof

The invention relates to a heterocyclic substituted styrene compound and its use. The invention discloses a heterocyclic radical, alkoxy and halogen modified styrene compound. Results of inhibition activity of the compound against Syk (spleen tyrosine kinase) show that the compound has inhibition activity against the Syk (spleen tyrosine kinase), and part of the compound has stronger inhibition activity against the Syk, and a structure foundation for further design and development of new Syk inhibitor-class rheumatoid arthritis (RA) therapy drugs is laid.

Discovery of Benzylidene Derivatives as Potent Syk Inhibitors: Synthesis, SAR Analysis, and Biological Evaluation

Four scaffolds of varied benzylidene derivatives were synthesized and evaluated as Syk inhibitors for the treatment of rheumatoid arthritis (RA). Among these 31 compounds, 3-benzylidene pyrrolidine-2,5-dione derivatives (including 12k) universally showed good Syk inhibitory activities in the low micromolar to submicromolar range. In the cellular profiling, compound 12k, the most efficient compound, showed excellent antiproliferative activity against fibroblast-like synoviocytes (FLS)-RA, and demonstrated potencies for suppression of IL-6 and MMP-3 secretion almost equal to R406 (positive control). The oral efficacy of 12k in the murine collagen-induced arthritis model was significant, despite being weaker than R406. Taken together, all preliminary pharmacological results supported 12k as a potential small-molecule inhibitor targeting Syk for the treatment of RA.

A Concise and Convenient Method for the Synthesis of Pure Substituted Thioureas

Zinc dialkyldithiocarbamates offer excellent substrates for pure thioureas required for the ntifungal and X-ray crystallographic studies.