34334-28-6

Basic information

• Product Name: 4-(4-METHYL-PIPERAZIN-1-YL)BENZONITRILE
• Synonyms: 4-(4-METHYL-PIPERAZIN-1-YL)BENZONITRILE;4-(4-METHYLPIPERAZINO)BENZONITRILE;AKOS B030325;4-(Methyl-piperazin-1-yl)benzonitrile;4-(4-Methyl-1-piperazinyl)benzonitrile;Benzonitrile, 4-(4-methyl-1-piperazinyl)-
• CAS NO: 34334-28-6
• Molecular Formula: C₁₂H₁₅N₃
• Molecular Weight: 201.27
• Mol File: 34334-28-6.mol

Chemical Properties

• Melting Point: 104-105℃
• Boiling Point: 356.5 °C at 760 mmHg
• Flash Point: 156.7 °C
• Appearance: /
• Density: 1.14
• Vapor Pressure: 2.91E-05mmHg at 25°C
• Refractive Index: 1.598
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-(4-METHYL-PIPERAZIN-1-YL)BENZONITRILE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(4-METHYL-PIPERAZIN-1-YL)BENZONITRILE(34334-28-6)
• EPA Substance Registry System: 4-(4-METHYL-PIPERAZIN-1-YL)BENZONITRILE(34334-28-6)

Safety Data

• Hazardous Substances Data: 34334-28-6(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
4-(4-Methyl-piperazin-1-yl)benzonitrile is used as a chemical precursor in various organic synthesis processes. Its 4-methylpiperazine moiety allows for further chemical reactions and modifications, making it a versatile building block for the creation of more complex molecules.
Used in Pharmaceutical Industry:
4-(4-Methyl-piperazin-1-yl)benzonitrile is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure and functional groups can be utilized to develop new drugs with potential therapeutic applications.
Used in Chemical Research:
4-(4-Methyl-piperazin-1-yl)benzonitrile is used as a research compound in academic and industrial laboratories. Its properties and reactivity can be studied to gain insights into the behavior of benzonitriles and related compounds, contributing to the advancement of chemical knowledge.
Note: Since the specific applications or properties of 4-(4-Methyl-piperazin-1-yl)benzonitrile are not readily available in the literature, the uses listed above are based on the general properties and potential of compounds within the benzonitrile class. Further research and experimentation would be required to confirm and expand upon these applications.

InChI:InChI=1/C12H15N3/c1-14-6-8-15(9-7-14)12-4-2-11(10-13)3-5-12/h2-5H,6-9H2,1H3

Upstream product

• 109-01-3 1-methyl-piperazine 
• 623-03-0 4-Cyanochlorobenzene 
• 623-00-7 4-bromobenzenecarbonitrile 
• 3058-39-7 4-iodobenzonitrile 
• 34916-10-4 4-cyanocyclohexanone 
• 27913-99-1 4-(4-methylpiperazin-1-yl) benzaldehyde 
• 342405-34-9 [4-(4-methyl-piperazin-1-yl)-phenyl]-methanol 
• 767-00-0 4-cyanophenol 
• 1194-02-1 4-fluorobenzonitrile 
• 66107-32-2 4-cyanophenyl trifluoromethanesulfonate 
• 50-00-0 formaldehyd 
• 68104-63-2 N-(4-cyanophenyl)piperazine 

Downstream Products

• 27913-99-1 4-(4-methylpiperazin-1-yl) benzaldehyde 
• 216144-45-5 (4-(4-methylpiperazin-1-yl)phenyl)methanamine 
• 229970-90-5 4-(4-methylpiperazin-1-yl)benzothioamide 
• 1449714-89-9 C₁₂H₁₁N₃O₂ 
• 1260776-90-6 C₁₂H₁₃N₃O 
• 1449714-90-2 C₁₁H₁₁N₃O 
• 289044-60-6 4-(4-methylpiperazin-4-ium-1-yl)benzoic acid chloride 
• 909253-25-4 C₂₉H₃₄ClN₇O₃S 
• 1334717-47-3 7-chloro-2-ethyl-N-(4-(4-methylpiperazin-1-yl)benzyl)imidazo[1,2-a]pyridine-3-carboxamide 
• 1451010-36-8 1-(2-chloro-2-(4-chlorophenyl)ethyl)-N-(4-(4-methylpiperazin-1-yl)benzyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine 
• 1451010-35-7 (4-(4-(1-(2-chloro-2-(4-chlorophenyl)ethyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)piperazin-1-yl)phenyl)methanamine 
• 179328-88-2 N,N'-Diethyl-N-[4-(4-methyl-piperazin-1-yl)-benzyl]-ethane-1,2-diamine 
• 354813-15-3 4-(4-methylpiperazin-1-yI)benzoic acid 
• 909253-26-5 4-(4-methylpiperazin-1-yl)benzamide 

Relevant articles and documents

Electrochemical Cross-Dehydrogenative Aromatization Protocol for the Synthesis of Aromatic Amines

The introduction of amines onto aromatics without metal catalysts and chemical oxidants is synthetically challenging. Herein, we report the first example of an electrochemical cross-dehydrogenative aromatization (ECDA) reaction of saturated cyclohexanones and amines to construct anilines without additional metal catalysts and chemical oxidants. This reaction exhibits a broad scope of cyclohexanones including heterocyclic ketones, affording a variety of aromatic amines with various functionalities, and shows great potential in the synthesis of biologically active compounds.

Efficient nitriding reagent and application thereof

The invention discloses an efficient nitriding reagent and application thereof, wherein the nitriding reagent comprises nitrogen oxide, an active agent, a reducing agent and an organic solvent. By applying the nitriding reagent, nitrogen-containing compounds such as amide, nitrile and the like can be produced, and the method is simple in condition, low in waste discharge amount and simple in reaction equipment.

Method for converting aromatic aldehyde into aromatic nitrile by using sulfur powder promoted inorganic ammonium as nitrogen source (by machine translation)

The invention discloses a method for converting aromatic aldehyde into aromatic nitrile. The method is conversion of high yield of aromatic aldehyde one-pot reaction of sulfur powder promoted inorganic ammonium as a nitrogen source into aromatic nitrile. The method has the advantages of no need of metal participation, no need of strong oxide, compatibility of reaction to air, easiness in amplification to a gram scale and the like, and overcomes the problems of harsh reaction conditions, complex operation, low functional group compatibility and the like in the prior art. (by machine translation)

Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles

The Schmidt reaction has been an efficient and widely used synthetic approach to amides and nitriles since its discovery in 1923. However, its application often entails the use of volatile, potentially explosive, and highly toxic azide reagents. Here, we report a sequence whereby triflic anhydride and formic and acetic acids activate the bulk chemical nitromethane to serve as a nitrogen donor in place of azides in Schmidt-like reactions. This protocol further expands the substrate scope to alkynes and simple alkyl benzenes for the preparation of amides and nitriles.

Practical CuCl/DABCO/4-HO-TEMPO-catalyzed oxidative synthesis of nitriles from alcohols with air as oxidant

A mild and efficient methodology for the direct oxidative synthesis of nitriles from easily available alcohols and aqueous ammonia by employing CuCl/DABCO/4-HO-TEMPO as the catalysts is described. This protocol uses the air as a green oxidant and aqueous ammonia as the nitrogen source at room temperature. A variety of aryl, heterocyclic and allylic alcohols are smoothly converted into the corresponding nitriles in good to excellent yields.

Challenging clinically unresponsive medullary thyroid cancer: Discovery and pharmacological activity of novel RET inhibitors

It is now known that “gain of function” mutations of RET (REarranged during Transfection) kinase are specific and key oncogenic events in the onset of thyroid gland cancers such as the Medullary Thyroid Carcinoma (MTC). Although a number of RET inhibitors exist and are capable of inhibiting RET variants, in which mutations are outside the enzyme active site, the majority becomes dramatically ineffective when mutations are within the protein active site (V804L and V804M). Pursuing a receptor-based virtual screening against the kinase domain of RET, we found that compound 5 is able to inhibit efficiently both wild type and V804L mutant RET. Compound 5 was able to significantly reduce proliferation of both commercially available TT cell lines and surgical thyroid tissues obtained from patients with MTC and displayed a suitable drug-like profile, thus standing out as a promising candidate for further development towards the treatment of clinically unresponsive MTC.

Identification of N-Benzyl 3,5-Dinitrobenzamides Derived from PBTZ169 as Antitubercular Agents

A series of benzamide scaffolds were designed and synthesized by the thiazinone ring opening of PBTZ169, and N-benzyl 3,5-dinitrobenzamides were finally identified as anti-TB agents in this work. 3,5-Dinitrobenzamides D5, 6, 7, and 12 exhibit excellent in vitro activity against the drug susceptive Mycobacterium tuberculosis H37Rv strain (MIC: 0.0625 μg/mL) and two clinically isolated multidrug-resistant strains (MIC 0.016-0.125 μg/mL). Compound D6 displays acceptable safety and better pharmacokinetic profiles than PBTZ169, suggesting its promising potential to be a lead compound for future antitubercular drug discovery.

HETEROCYCLIC DERIVATIVES MODULATING ACTIVITY OF CERTAIN PROTEIN KINASES

The present invention relates to novel heterocyclic derivatives having general formula (I) and their therapeutic use for diseases such as cancer, inflammation, pain, autoimmune diseases or neurodegenerative diseases like Alzheimer's or Parkinson's disease that can be treated by modulation of certain protein kinases. Compounds of formula (I) can be used for treatment of patients who do not respond to kinase inhibition therapy that comprises currently available medications.

N-(1-Oxy-2-picolyl)oxalamic Acid as an Efficient Ligand for Copper-Catalyzed Amination of Aryl Iodides at Room Temperature

N-(1-Oxy-pyridin-2-ylmethyl)oxalamic acid was identified as efficient ligand for CuI-catalyzed amination of aryl halides at room temperature. In our catalytic system, N-arylation of cyclic secondary amines, primary amines, amino acids, and ammonia proceeded with moderate to excellent yields and high functional group tolerance.

Lead optimization of a novel series of imidazo[1,2-a]pyridine amides leading to a clinical candidate (Q203) as a multi- and extensively-drug- resistant anti-tuberculosis agent

A critical unmet clinical need to combat the global tuberculosis epidemic is the development of potent agents capable of reducing the time of multi-drug-resistant (MDR) and extensively-drug-resistant (XDR) tuberculosis therapy. In this paper, we report on the optimization of imidazo[1,2-a]pyridine amide (IPA) lead compound 1, which led to the design and synthesis of Q203 (50). We found that the amide linker with IPA core is very important for activity against Mycobacterium tuberculosis H37Rv. Linearity and lipophilicity of the amine part in the IPA series play a critical role in improving in vitro and in vivo efficacy and pharmacokinetic profile. The optimized IPAs 49 and 50 showed not only excellent oral bioavailability (80.2% and 90.7%, respectively) with high exposure of the area under curve (AUC) but also displayed significant colony-forming unit (CFU) reduction (1.52 and 3.13 log10 reduction at 10 mg/kg dosing level, respectively) in mouse lung.