20112-79-2

Basic information

• Product Name: 2-(METHYLTHIO)-2-IMIDAZOLINE
• Synonyms: AKOS BB-5618;2-(METHYLTHIO)-4,5-DIHYDRO-1H-IMIDAZOLE;2-(METHYLTHIO)-2-IMIDAZOLINE;2-METHYLSULFANYL-4,5-DIHYDRO-1H-IMIDAZOLE;4,5-dihydro-2-(methylthio)-1H-imidazole;2-(Methylthio)-1-imidazoline;Methyl 2-imidazoline-2-yl sulfide;Einecs 243-520-5
• CAS NO: 20112-79-2
• Molecular Formula: C₄H₈N₂S
• Molecular Weight: 116.18
• EINECS: 243-520-5
• Mol File: 20112-79-2.mol

Chemical Properties

• Melting Point: 100-102 °C
• Boiling Point: 186.8±23.0 °C(Predicted)
• Appearance: /
• Density: 1.27±0.1 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 8.53±0.40(Predicted)
• CAS DataBase Reference: 2-(METHYLTHIO)-2-IMIDAZOLINE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(METHYLTHIO)-2-IMIDAZOLINE(20112-79-2)
• EPA Substance Registry System: 2-(METHYLTHIO)-2-IMIDAZOLINE(20112-79-2)

Safety Data

• Hazardous Substances Data: 20112-79-2(Hazardous Substances Data)

Usage

Uses

Used in Oil and Gas Industry:
2-(METHYLTHIO)-2-IMIDAZOLINE is used as a corrosion inhibitor for protecting oil and gas pipelines, storage tanks, and other equipment from the damaging effects of corrosive substances. Its ability to form a protective film on metal surfaces helps to prevent corrosion and extend the service life of equipment.
Used in Transportation and Storage of Crude Oil and Petroleum Products:
2-(METHYLTHIO)-2-IMIDAZOLINE is used as a stabilizer to prevent the degradation of fuel and lubricants during transportation and storage. It helps to maintain the quality and performance of petroleum products, ensuring their reliability and efficiency.
Used in Automotive Industry:
2-(METHYLTHIO)-2-IMIDAZOLINE is used as a fuel stabilizer in the automotive industry to prevent the degradation of fuels and lubricants. It helps to maintain the performance and longevity of engines and other components, reducing the risk of damage and wear.
Used in Aviation Industry:
2-(METHYLTHIO)-2-IMIDAZOLINE is used as a stabilizer in aviation fuels to prevent the degradation of fuel and lubricants. It ensures the reliability and efficiency of aircraft engines, contributing to the overall safety and performance of aviation operations.
Used in Pharmaceuticals:
2-(METHYLTHIO)-2-IMIDAZOLINE has potential applications in the pharmaceutical industry due to its unique structural properties and biological activities. It can be used as a starting material for the synthesis of various pharmaceutical compounds, offering new possibilities for drug development.
Used in Agrochemicals:
2-(METHYLTHIO)-2-IMIDAZOLINE also has potential applications in agrochemicals, where it can be used as a starting material for the synthesis of various agrochemical compounds. Its unique properties may contribute to the development of new and effective agrochemical products.

InChI:InChI=1/C4H8N2S/c1-7-4-5-2-3-6-4/h2-3H2,1H3,(H,5,6)

Upstream product

• 96-45-7 N,N'-ethylenethiourea 
• 74-87-3 methylene chloride 
• 74-88-4 methyl iodide 
• 77-78-1 dimethyl sulfate 
• 67-56-1 methanol 
• 96-45-7 4,5-dihydro-1H-imidazole-2-thiol 
• 5464-11-9 2-methylthio-2-imidazoline hydroiodide 

Downstream Products

• 28118-54-9 2-methoxy-4,5-dihydro-1H-imidazole 
• 120-93-4 imidazolidone 
• 53914-10-6 10-(4-fluoro-benzyl)-2,10-dihydro-3H-imidazo[1,2-a]pyrido[2,3-d]pyrimidin-5-one 
• 83716-07-8 11-Benzyl-2,3-dihydro<1>benzothieno<3,2-d>imidazo<1,2-a>pyrimidin-5-(11H)-one 
• 30156-22-0 N-benzoyl-2-methylthio-2-imidazoline 
• 91912-29-7 methyl (2-imidazolidinylidene)cyanoacetate 
• 80-73-9 1,3-dimethyl-2-imidazolidinone 
• 7666-04-8 2-methylsulfanyl-1H-imidazole 
• 340722-54-5 1-[[(1,1-dimethylethoxy)carbonyl]aminomethyl]-3,5-bis((4,5-dihydro-1H-imidazol-2-yl)aminomethyl)-2,4,6-triethylbenzene 
• 36318-56-6 (4,5-dihydro-1H-imidazol-2-yl)-o-tolyl-amine 
• 1848-75-5 2-(phenylimino)-imidazolidine 

Relevant articles and documents

Alkylation of ethylenethiourea with alcohols: A convenient synthesis of S-alkyl-isothioureas without toxic alkylating agents

The alkylation of ethylenethiourea with alcohols and aqueous acids (HCl, HBr, and HI) allows the synthesis of the respective S-alkyl-isothioureas in high yield and purity. Consistently high yields (91-98%) were obtained with 56% HI, the yields for 48% HBr (48-93%) and 37% HCl (36-85%) were lower and varied with the type of alcohol. The method is a convenient low-cost alternative to the use of alkyl iodides and an easy access to the S-tert-butyl isothiourea.

PROTEIN KINASE REGULATORS

The present invention provides, in part, novel compounds and pharmaceutically acceptable salts capable of modulating the activity of kinases, including Akt, ERK and MEK. Such modulation affects biological functions, for example, by inhibiting cell proliferation and/or inducing apoptosis. Also provided are pharmaceutical compositions and medicaments, comprising the compounds or salts of the invention, alone or in combination with other therapeutic agents or palliative agents.

Aminoguanidine hydrazone derivatives as non-peptide NPFF1 receptor antagonists reverse opioid induced hyperalgesia

Neuropeptide FF receptors (NPFF1R and NPFF2R) and their endogenous ligand Neuropeptide FF have been shown previously to display anti-opioid properties and to play a critical role in the adverse effects associated with chronic administrations of opiates including the development of opioid-induced hyperalgesia and analgesic tolerance. In this work, we sought to identify novel NPFF receptors ligands by focusing our interest on a series of heterocycles as rigidified non-peptide NPFF receptor ligands, starting from already described aminoguanidine hydrazones (AGH's). Binding experiments and functional assays highlighted AGH 1n and its rigidified analog 2-amino-dihydropyrimidine 22e for in vivo experiments. As earlier shown with the prototypical dipeptide antagonist RF9, both 1n and 22e reduced significantly the long lasting fentanyl-induced hyperalgesia in rodents. Altogether these data indicate that AGH rigidification maintains nanomolar affinities for both NPFF receptors, while improving antagonist character towards NPFF1R.

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.

A convenient synthesis of new annelated pyrimidines and their biological importance

Several bicyclic/tricyclic-fused pyrimidines were synthesized from the reactions of amino esters and bifunctional nucleophiles such as 2-methylthio-thiazoline and 2-methylthio-imidazoline. The synthesized compounds were tested for their in vitro antimicrobial activities that revealed mild to moderate growth inhibitory potentials.

One-pot synthesis of iminoimidazolines under microwave irradiation in solvent-free conditions

Substituted iminoimidazolines were synthesized from a one-pot reaction of aromatic or hetero-aromatic amines with imidazolidine-2-thione under solvent-free conditions using microwave irradiation with good to excellent yields. Copyright Taylor & Francis Group, LLC.

2-imidazolinylaminoindole compounds useful as alpha-2 adrenoceptor agonists

This invention involves compounds having the following structure: wherein: a) R1 is hydrogen; or alkyl; bond (a) is a single or a double bond; b) R2 and R3 are each independently selected from hydrogen; unsubstituted C1-C3 alkanyl, alkenyl or alkynyl; cycloalkanyl, cycloalkenyl; unsubstituted C1-C3 alkylthio or alkoxy; hydroxy; thio; nitro; cyano; amino; C1-C3 alkylamino or C1-C3 dialkylamino and halo; c) R4, R5 and R6 are each independently selected from hydrogen; unsubstituted C1-C3 alkanyl, alkenyl or alkynyl; cycloalkanyl, cycloalkenyl; unsubstituted C1-C3 alkylthio or alkoxy; hydroxy; thio; nitro; cyano; amino; C1-C3 alkylamino or C1-C3 dialkylamino; halo; and 2-imidazolinylamino; and wherein one and only one of R4, R5 and R6 is 2-imidazolinylamino; d) R7 is selected from hydrogen; unsubstituted C1-C3 alkanyl, alkenyl or alkynyl; cycloalkanyl, cycloalkenyl; unsubstituted C1-C3 alkylthio or alkoxy; hydroxy; thio; nitro; cyano; amino; C1-C3 alkylamino or C1-C3 dialkylamino and halo; e) the compound is not 4-(2-imidazolinylamino)indole; enantiomers, optical isomers, stereoisomers, diastereomers, tautomers, addition salts, biohydrolyzable amides and esters thereof, and pharmaceutical compositions comprising such novel compounds. The invention also relates to the use of such compounds for treating disorders modulated by alpha-2 adrenoceptors.

A facile route to cyclic and acyclic alkyl-arginines

Treatment of commercially available alkyl and cycloalkyl thioureas with methyl iodide provides the corresponding S-alkylisothiouronium iodide which reacts directly with ornithine to yield the title compounds.

Substituted 2-amino-2-imidazolines as antifibrillatory agents

Described are compounds of the formula: STR1 wherein Y denotes dimethylamino, methylpropynylamino, pyrrolidino, piperidino, or morpholino; R1 and R2 independently of each other denote hydrogen or loweralkyl; and X denotes loweralkyl, loweralkoxy, or halo; and n is and integer from 1 to 3 inclusive, or pharmaceutically acceptable salts thereof. The compounds exhibit antiarrhythmic activity without unwanted sympathomimetic effects.