38212-30-5

Basic information

• Product Name: 1-(4-Methoxyphenyl)piperazine
• Synonyms: 1-(4-METHOXYPHENYL)-PIPERAZINE >98%;1-(4-Methoxyphenyl)piperazine;4-(4-Methoxyphenyl)piperazine;1-(4-Methoxyphenyl)piperazine,96%;1-(4-Methoxyphenyl)piperazine, 96% 25GR;1-(4-METHOXYLPHENYL)-PIPERAZINE MONOHYDROCHLORIDE;PARA METHOXY PHENYL PIPERAZINE HCL;PARA METHOXY PHENYL PIPERAZINE HYDROCHLORIDE
• CAS NO: 38212-30-5
• Molecular Formula: C₁₁H₁₆N₂O
• Molecular Weight: 192.26
• EINECS: 253-829-7
• Product Categories: pharmacetical;Piperaizine;Piperazine derivates;API intermediates;Piperazines;Nitrogen cyclic compounds;Amines and Anilines;Piperidines, Piperidones, Piperazines
• Mol File: 38212-30-5.mol

Chemical Properties

• Melting Point: 42-47 °C(lit.)
• Boiling Point: 130 °C
• Flash Point: >230 °F
• Appearance: Light yellow to amber/Crystalline Low Melting Solid
• Density: 1.0529 (rough estimate)
• Vapor Pressure: 6.8E-05mmHg at 25°C
• Refractive Index: 1.5750 (estimate)
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 8.98±0.10(Predicted)
• Water Solubility: soluble in water, methanol and toluene
• Sensitive: Air Sensitive
• BRN: 156736
• CAS DataBase Reference: 1-(4-Methoxyphenyl)piperazine(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(4-Methoxyphenyl)piperazine(38212-30-5)
• EPA Substance Registry System: 1-(4-Methoxyphenyl)piperazine(38212-30-5)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-28A
• WGK Germany: 3
• F: 10-34
• Hazardous Substances Data: 38212-30-5(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
1-(4-Methoxyphenyl)piperazine is used as a key intermediate for the synthesis of various organic compounds due to its unique chemical structure and reactivity.
Used in Pharmaceutical Industry:
1-(4-Methoxyphenyl)piperazine is used as a building block for the development of new pharmaceuticals, particularly in the area of central nervous system (CNS) drugs, as it can be incorporated into various drug molecules to modulate their activity and improve their pharmacological properties.
Used in Agrochemicals:
1-(4-Methoxyphenyl)piperazine is used as a starting material for the synthesis of agrochemicals, such as pesticides and herbicides, where its unique chemical properties can be exploited to enhance the effectiveness of these products.
Used in Dyestuffs:
1-(4-Methoxyphenyl)piperazine is used as an intermediate in the production of various dyes and pigments, where its chemical structure can contribute to the color and stability of the final product.

InChI:InChI=1/C11H16N2O/c1-14-11-4-2-10(3-5-11)13-8-6-12-7-9-13/h2-5,12H,6-9H2,1H3

Upstream product

• 821-48-7 bis-(2-chloroethyl)amine hydrochloride 
• 104-94-9 4-methoxy-aniline 
• 159974-38-6 3-[2-(4-Methoxy-phenylamino)-ethyl]-oxazolidin-2-one 
• 110-85-0 piperazine 
• 104-92-7 1-bromo-4-methoxy-benzene 
• 623-12-1 4-chloromethoxybenzene 
• 696-62-8 para-iodoanisole 
• 100-66-3 methoxybenzene 
• 140681-55-6 Selectfluor 

Downstream Products

• 115230-26-7 1-[2-(N-ethyl-anilino)-ethyl]-4-(4-methoxy-phenyl)-piperazine 
• 14021-68-2 2-[4-(4-methoxy-phenyl)-piperazin-1-yl]-5-phenyl-oxazol-4-one 
• 65386-39-2 1-(2-benzyl-thiazol-4-ylmethyl)-4-(4-methoxy-phenyl)-piperazine 
• 90125-98-7 1-(4-Methoxy-phenyl)-4-(2-pyridin-2-yl-ethyl)-piperazine; compound with (Z)-but-2-enedioic acid 
• 83823-54-5 1-Chroman-3-yl-4-(4-methoxy-phenyl)-piperazine 
• 113102-29-7 C₄₉H₆₀N₄O₁₂S 
• 136603-20-8 [4-(2-Phenyl-[1,8]naphthyridine-3-carbonyl)-phenoxy]-acetic acid [1-[4-(4-methoxy-phenyl)-piperazin-1-ylmethyl]-2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-hydrazide 
• 38869-05-5 N-(4-methoxyphenyl)-N'-methylpiperazine 
• 122003-25-2 1-[(3,4-dihydro-6-hydroxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)carbonyl]-4-(4-methoxyphenyl)piperazine 
• 89026-59-5 4-(4-Methoxy-phenyl)-piperazine-1-carboxylic acid amide 
• 63633-91-0 1-(4-methoxy-phenyl)-4-phenylsulfanyl-piperazine 
• 116290-08-5 1-phenoxy-4-[4-(4-methoxyphenyl)-1-piperazinyl]-2-butanol 
• 77627-70-4 1-(4-Methoxy-phenyl)-4-[2-(4-nitro-phenoxy)-ethyl]-piperazine 
• 116290-40-5 1-(4-Fluorophenoxy)-4-[4-(4-methoxyphenyl)-1-piperazinyl]-2-butanol 

Relevant articles and documents

MONOACYLGLYCEROL LIPASE INHIBITORS

Provided are compounds of formula (I), or a pharmaceutically acceptable salt or solvate thereof: Also provided are compositions comprising compounds of formula (I). The compounds and compositions are also provided for use as medicaments, for example as medicaments useful in the treatment of a condition modulated by monoacylglycerol lipase (MAGL). Also provided are the use of compounds and compositions for the inhibition of monoacylglycerol lipase (MAGL).

Design, synthesis and antimycobacterial activity of novel imidazo[1,2-a]pyridine-3-carboxamide derivatives

We report herein the design and synthesis of “novel imidazo [1,2-a]pyridine-3-carboxamides (IPAs)” bearing a variety of different linkers, based on the structure of IMB-1402 discovered in our lab. Results reveal that 2,6-dimethyl-N-[2-(phenylamino)ethyl] IPAs with an electron-donating group on the benzene ring as a potent scaffold. Compounds 26g and 26h have considerable activity (MIC: 0.041–2.64 μM) against drug-sensitive/resistant MTB strains, and they have acceptable safety indices against MTB H37Rv with the SI values of 4395 and 1405, respectively. Moreover, N-[2-(piperazin-1-yl)ethyl] moiety was also identified as a potentially alternative linker (compound 31), opening a new direction for further SAR studies.

Synthesis and biological evaluation of novel 3-substituted amino-4-hydroxylcoumarin derivatives as chitin synthase inhibitors and antifungal agents

A series of novel 3-substituted amino-4-hydroxycoumarin derivatives have been designed and synthesized as chitin synthase (CHS) inhibitors. All the synthesized compounds have been screened for their CHS inhibition activity and antimicrobial activity in vitro. The enzymatic assay indicated that most of the compounds have good inhibitory activity against CHS, in which compound 6o with IC50 of 0.10 mmol/L had stronger activity than that of polyoxins B, which acts as control drug with IC50 of 0.18 mmol/L. As far as the antifungal activity is concerned, most of the compounds possessed moderate to excellent activity against some representative pathogenic fungi. Especially, compound 6b was found to be the most potent agent against Cryptococcus neoformans with minimal inhibitory concentration (MIC) of 4 g/mL. Moreover, the results of antibacterial screening showed that these compounds have negligible actions to some tested bacteria. Therefore, these compounds would be promising to develop selective antifungal agents.

Chrysin-piperazine conjugates as antioxidant and anticancer agents

Synthesis of 7-(4-bromobutoxy)-5-hydroxy-2-phenyl-4H-chromen-4-one intermediate treating chrysin with 1,4-dibromobutane facilitated combination of chrysin with a wide range of piperazine moieties which were equipped via reacting the corresponding amines with bis(2-chloroethyl)amine hydrochloride in diethylene glycol monomethyl ether solvent. Free radical scavenging potential of prepared products was analyzed in vitro adopting DPPH and ABTS bioassay in addition to the evaluation of in vitro anticancer efficacies against cervical cancer cell lines (HeLa and CaSki) and an ovarian cancer cell line SK-OV-3 using SRB assay. Bearable toxicity of 7a-w was examined employing Madin-Darby canine kidney (MDCK) cell line. In addition, cytotoxic nature of the presented compounds was inspected utilizing Human bone marrow derived mesenchymal stem cells (hBM-MSCs). Overall, 7a-w indicated remarkable antioxidant power in scavenging DPPH+ and ABTS++, particularly analogs 7f, 7j, 7k, 7l, 7n, 7q, 7v, 7w have shown promising free radical scavenging activity. Analogs 7j and 7o are identified to be highly active candidates against HeLa and CaSki cell lines, whereas 7h and 7l along with 7j proved to be very sensitive towards ovarian cancer cell line SKOV-3. None of the newly prepared scaffolds showed cytotoxic nature toward hBM-MSCs cells. From the structure-activity point of view, nature and position of the electron withdrawing and electron donating functional groups on the piperazine core may contribute to the anticipated antioxidant and anticancer action. Different spectroscopic techniques (FT-IR, 1H NMR, 13C NMR, Mass) and elemental analysis (CHN) were utilized to confirm the desired structure of final compounds.

Charge-transfer-directed radical substitution enables para-selective C-H functionalization

Efficient C-H functionalization requires selectivity for specific C-H bonds. Progress has been made for directed aromatic substitution reactions to achieve ortho and meta selectivity, but a general strategy for para-selective C-H functionalization has remained elusive. Herein we introduce a previously unappreciated concept that enables nearly complete para selectivity. We propose that radicals with high electron affinity elicit arene-to-radical charge transfer in the transition state of radical addition, which is the factor primarily responsible for high positional selectivity. We demonstrate with a simple theoretical tool that the selectivity is predictable and show the utility of the concept through a direct synthesis of aryl piperazines. Our results contradict the notion, widely held by organic chemists, that radical aromatic substitution reactions are inherently unselective. The concept of radical substitution directed by charge transfer could serve as the basis for the development of new, highly selective C-H functionalization reactions.

Identification of novel GLUT inhibitors

The compound class of 1H-pyrazolo[3,4-d]pyrimidines was identified using HTS as very potent inhibitors of facilitated glucose transporter 1 (GLUT1). Extensive structure–activity relationship studies (SAR) of each ring system of the molecular framework was established revealing essential structural motives (i.e., ortho-methoxy substituted benzene, piperazine and pyrimidine). The selectivity against GLUT2 was excellent and initial in vitro and in vivo pharmacokinetic (PK) studies are encouraging.

Pd-Catalyzed Synthesis of Piperazine Scaffolds under Aerobic and Solvent-Free Conditions

A facile Pd-catalyzed methodology providing an efficient synthetic route to biologically relevant arylpiperazines under aerobic conditions is reported. Electron donating and sterically hindered aryl chlorides were aminated to afford yields up to 97%, with examples using piperazine as solvent, illustrating an ecofriendly, cost-effective synthesis of these privileged structures.

Copper-Catalyzed para-Selective C-H Amination of Electron-Rich Arenes

A one-pot two-step method for para-selective C-H amination of carbocyclic arenes comprises the in situ formation of unsymmetrical diaryl-λ3-iodanes followed by their Cu(I)-catalyzed reaction with a range of N-unprotected amines.

2-AMINOTHIAZOLE DERIVATIVE, PREPARATION METHOD, AND USE

The present invention relates to the preparation of a 2-aminothiazole derivative having a structure as formula (I) and a therapeutic effect thereof for Alzheimer's disease (AD), and a therapeutic effect thereof against transplant rejection, autoimmune diseases, ischemia-reperfusion injury, chronic inflammation response, endotoxemia, and other diseases.

2-AMINOTHIAZOLE DERIVATIVES AND METHODS OF PREPARING AND USING THE SAME

2-aminothiazole derivatives represented by formula (I), where R1 and R2 represent cycloalkyls, respectively; or R1 represents a substituted aromatic group, and R2 represents H, a C1-C11 alkyl, —CH2Ph (benzyl), or a methyl ether including a C1-C11 alkyl. R3 is a substituent including an amino group. X represents a carbonyl or a methylene and n is an integer from 0 to 5.