Tag: M.W=150-200

Pettersson, Fredrik published the artcileSynthesis, pharmacological evaluation and QSAR modeling of mono-substituted 4-phenylpiperidines and 4-phenylpiperazines, Recommanded Product: 1-(3-Cyanophenyl)piperazine, the publication is European Journal of Medicinal Chemistry (2013), 241-255, database is CAplus and MEDLINE.

A series of mono-substituted 4-phenylpiperidines and -piperazines have been synthesized and their effects on the dopaminergic system tested in vivo. The structure activity relationship (SAR) revealed that the position and physicochem. character of the aromatic substituent proved to be critical for the levels of 3,4-dihydroxyphenylacetic acid (DOPAC) in the brain of freely moving rats. In order to investigate how the structural properties of these compounds affect the response, a set of tabulated and calculated physicochem. descriptors were modeled against the in vivo effects using partial least square (PLS) regression. Furthermore, the binding affinities to the dopamine D₂ (DA D₂) receptor and monoamine oxidase A (MAO A) enzyme were determined for a chosen subset and QSAR models using the same descriptors as in the in vivo model were produced to investigate the mechanisms leading to the observed DOPAC response. These models, in combination with a strong correlation between the levels of striatal DOPAC and the affinities to DA D₂ and MAO A, provide a comprehensive understanding of the biol. response for compounds in this class.

European Journal of Medicinal Chemistry published new progress about 178928-58-0. 178928-58-0 belongs to piperazines, auxiliary class Piperazine,Nitrile,Benzene, name is 1-(3-Cyanophenyl)piperazine, and the molecular formula is C11H13N3, Recommanded Product: 1-(3-Cyanophenyl)piperazine.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Naito, Hiroyuki published the artcileSynthesis and antitumor activity of novel pyrimidinyl pyrazole derivatives. II. Optimization of the phenylpiperazine moiety of 1-[5-methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-3-phenylpiperazinyl-1-trans-propenes, Formula: C11H13N3, the publication is Chemical & Pharmaceutical Bulletin (2002), 50(4), 453-462, database is CAplus and MEDLINE.

A series of novel 3-substituted-1-[5-methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-1-trans-propenes in order to improve the in vitro and in vivo activity of our prototype 3-[4-(3-chlorophenyl)-1-piperazinyl]-1-[5-methyl-1-(2-pyrimidinyl)-4-pyrazolyl]-1-trans-propene (I) were synthesized and evaluated by assays of growth inhibition against several tumor cell lines in vitro and antitumor activity against some tumor models when dosed both i.p. and orally in vivo. The 3,5-difluorophenyl and 3,5-dichlorophenyl analogs of I showed significantly more potent cytotoxicity than I in vitro and potent antitumor activities without causing decrease of body temperature related to side effects.

Chemical & Pharmaceutical Bulletin published new progress about 178928-58-0. 178928-58-0 belongs to piperazines, auxiliary class Piperazine,Nitrile,Benzene, name is 1-(3-Cyanophenyl)piperazine, and the molecular formula is C11H13N3, Formula: C11H13N3.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Tsou, Hwei-Ru published the artcile4-(Phenylaminomethylene)isoquinoline-1,3(2H,4H)-diones as Potent and Selective Inhibitors of the Cyclin-Dependent Kinase 4 (CDK4), Product Details of C10H16N4, the publication is Journal of Medicinal Chemistry (2008), 51(12), 3507-3525, database is CAplus and MEDLINE.

The cyclin-dependent kinases (CDKs), as complexes with their resp. partners, the cyclins, are critical regulators of cell cycle progression. Because aberrant regulations of CDK4/cyclin D1 lead to uncontrolled cell proliferation, a hallmark of cancer, small-mol. inhibitors of CDK4/cyclin D1 are attractive as prospective antitumor agents. The series of 4-(phenylaminomethylene)isoquinoline-1,3(2H,4H)-dione derivatives reported here represents a novel class of potent inhibitors that selectively inhibit CDK4 over CDK2 and CDK1 activities. In the headpiece of the 4-(phenylaminomethylene)isoquinoline-1,3(2H,4H)-dione, a basic amine substitutent is required on the aniline ring for the CDK4 inhibitory activity. The inhibitory activity is further enhanced when an aryl or heteroaryl substituent is introduced at the C-6 position of the isoquinoline-1,3(2H,4H)-dione core. We present here SAR data and a CDK4 mimic model that explains the binding, potency, and selectivity of our CDK4 selective inhibitors.

Journal of Medicinal Chemistry published new progress about 55403-35-5. 55403-35-5 belongs to piperazines, auxiliary class Pyridine,Piperazine,Amine, name is 6-(4-Methylpiperazin-1-yl)pyridin-3-amine, and the molecular formula is C12H14O2, Product Details of C10H16N4.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Nencini, Arianna published the artcileStructure-activity relationship and properties optimization of a series of Quinazoline-2,4-diones as inhibitors of the canonical Wnt pathway, Application In Synthesis of 71260-16-7, the publication is European Journal of Medicinal Chemistry (2015), 526-545, database is CAplus and MEDLINE.

Wnt signaling pathway plays a critical role in numerous cellular processes, including tumor initiation, proliferation, invasion/infiltration, metastasis formation and resistance to chemotherapy. In a drug discovery project aimed at the identification of inhibitors of the canonical Wnt pathway, we selected a series of quinazoline 2,4-diones as starting point for the therapeutic treatment of glioblastoma multiforme. Despite of poor physico-chem. properties of hit compound (I), our medicinal chem. effort allowed the discovery and characterization of lead compound (SEN461; II), with improved ADME profile, good bioavailability and active in vitro and in vivo in glioblastoma, gastric and sarcoma tumors.

European Journal of Medicinal Chemistry published new progress about 71260-16-7. 71260-16-7 belongs to piperazines, auxiliary class Piperazine, name is 2-Methyl-1-(piperazin-1-yl)propan-1-one, and the molecular formula is C8H16N2O, Application In Synthesis of 71260-16-7.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Spencer, John published the artcileSynthesis and solid state study of pyridine- and pyrimidine-based fragment libraries, Formula: C10H16N4, the publication is Tetrahedron Letters (2011), 52(45), 5905-5909, database is CAplus.

A library of pyridines and pyrimidines, e.g. I [X = CH, N], has been synthesized in excellent yields employing microwave and flow chem. methodologies. Work-up bottlenecks have been facilitated substantially by the use of supported reagents and many of the final compounds have been studied in the solid state by single crystal X-ray diffraction.

Tetrahedron Letters published new progress about 55403-35-5. 55403-35-5 belongs to piperazines, auxiliary class Pyridine,Piperazine,Amine, name is 6-(4-Methylpiperazin-1-yl)pyridin-3-amine, and the molecular formula is C11H21BF4N2O2, Formula: C10H16N4.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Agai-Csongor, Eva published the artcileNovel sulfonamides having dual dopamine D2 and D3 receptor affinity show in vivo antipsychotic efficacy with beneficial cognitive and EPS profile, Recommanded Product: 1-(3-Cyanophenyl)piperazine, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(19), 5340-5344, database is CAplus and MEDLINE.

A library of N-(heterocyclylethylcyclohexyl)arylsulfonamides such as I is prepared by automated solid-phase synthesis, with related compounds prepared by solution-phase synthesis (no data); the compounds are evaluated for their binding to the dopamine D2 and D3 receptors. I binds to the human dopamine D2 and D3 receptors with K_i values of 24 nM and 400 pM, resp.; its antipsychotic activity and cognition-enhancing activity are determined The quant. structure-activity relationship for the binding of a set of sulfonamides to dopamine D3 receptors is determined, with seven compounds evaluated on its basis for binding to dopamine D3 receptors.

Bioorganic & Medicinal Chemistry Letters published new progress about 178928-58-0. 178928-58-0 belongs to piperazines, auxiliary class Piperazine,Nitrile,Benzene, name is 1-(3-Cyanophenyl)piperazine, and the molecular formula is C11H13N3, Recommanded Product: 1-(3-Cyanophenyl)piperazine.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Choi, Min Jeong published the artcileSynthesis and Biological Evaluation of Aryloxazole Derivatives as Antimitotic and Vascular-Disrupting Agents for Cancer Therapy, Category: piperazines, the publication is Journal of Medicinal Chemistry (2013), 56(22), 9008-9018, database is CAplus and MEDLINE.

Aryloxazolecarbonyl, arylthiazolecarbonyl, and arylisoxazolecarbonyl arylpiperazines and aryloxazolecarbonyl arylpiperidines such as fluorophenyloxazolecarbonyl arylpiperazines I (R = Cl, MeO) were prepared as antimitotic, antiangiogenic, and antitumor agents. Selected aryloxazolecarbonyl arylpiperazines such as I (R = Cl) inhibited angiogenesis, showed antitumor activity, and were stable to human microsomes. I (R = Cl, MeO) were tested against mice with human tumor cell (HCT-116) xenografts; I reduced the tumor size in vivo at a dose of 100 mg/kg but was toxic at a dose of 200 mg/kg.

Journal of Medicinal Chemistry published new progress about 178928-58-0. 178928-58-0 belongs to piperazines, auxiliary class Piperazine,Nitrile,Benzene, name is 1-(3-Cyanophenyl)piperazine, and the molecular formula is C11H13N3, Category: piperazines.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Yadav, M. R. published the artcileDesign and synthesis of 6,7-dimethoxyquinazoline analogs as multi-targeted ligands for α₁– and AII-receptors antagonism, SDS of cas: 178928-58-0, the publication is Bioorganic & Medicinal Chemistry Letters (2013), 23(13), 3959-3966, database is CAplus and MEDLINE.

Multiple-targeted ligands can have certain advantages for the management of hypertension which has multiple controls. Mols. with dual bioactivities are available in literature for treating metabolic disorders like diabetes, hypertension and hypercholesterolemia. After scrutinizing the SAR of prazosin-type α₁-blockers and AII-antagonists it was planned to develop dual α₁– and AII-antagonists. Five series of quinazoline derivatives were synthesized and evaluated as dual α₁– and AII-antagonists on rat aortic strips for the blockade of known α₁– and AII-agonist mediated contractions. Many compounds showed balanced activity on both the receptors but compound (22) was the most active derivative having higher antagonistic activity on both the receptors. In the in vivo experiments the chosen compound (22) was slightly less active than prazosin but was equipotent to losartan. These findings shed a new light on the structural requirements for both α₁– and AII-receptor antagonists.

Bioorganic & Medicinal Chemistry Letters published new progress about 178928-58-0. 178928-58-0 belongs to piperazines, auxiliary class Piperazine,Nitrile,Benzene, name is 1-(3-Cyanophenyl)piperazine, and the molecular formula is C44H28ClFeN4, SDS of cas: 178928-58-0.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Chen, Yan published the artcileDiscovery of 5-Aryl-2,4-diaminopyrimidine Compounds as Potent and Selective IRAK4 Inhibitors, Category: piperazines, the publication is ACS Medicinal Chemistry Letters (2022), 13(4), 714-719, database is CAplus and MEDLINE.

IRAK4 kinase plays a key role in TLR/IL-1R signaling pathways that regulate innate immune responses, and if uncontrolled, it is responsible for various inflammatory disorders. By high-throughput screening (HTS) and hit-to-lead optimization, compounds with a 5-aryl-2,4-diaminopyrimidine core structure have been identified as potent IRAK4 inhibitors. A cocrystal structure of IRAK4 protein with an early lead mol. helped with understanding the structure-activity relationship and the design of the new compounds Initial HTS hits from this series of compounds were also found to inhibit TAK1 kinase, which would cause liver toxicity and potentially bone marrow failure. Optimization of this series resulted in improved selectivity over TAK1 kinase. The TAK1 selectivity was found to be closely associated with different sizes and types of substituents at the 5-position of the pyrimidine. The impact of other pyrimidine substituents on the potency and selectivity was also explored. A few representative compounds were evaluated in IL-1β-induced IL-6 inhibition animal model studies and showed modest efficacy.

ACS Medicinal Chemistry Letters published new progress about 55403-35-5. 55403-35-5 belongs to piperazines, auxiliary class Pyridine,Piperazine,Amine, name is 6-(4-Methylpiperazin-1-yl)pyridin-3-amine, and the molecular formula is C10H16N4, Category: piperazines.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics

Povedano, Juan Manuel published the artcileA Multipronged Approach Establishes Covalent Modification of β-Tubulin as the Mode of Action of Benzamide Anti-cancer Toxins, Application of 1-(3-Cyanophenyl)piperazine, the publication is Journal of Medicinal Chemistry (2020), 63(22), 14054-14066, database is CAplus and MEDLINE.

A phenotypic high-throughput screen identified a benzamide small mol. with activity against small cell lung cancer cells. A “clickable” benzamide probe was designed that irreversibly bound a single 50 kDa cellular protein, identified by mass spectrometry as β-tubulin. Moreover, the anti-cancer potency of a series of benzamide analogs strongly correlated with probe competition, indicating that β-tubulin was the functional target. Addnl. evidence suggested that benzamides covalently modified Cys239 within the colchicine binding site. Consistent with this mechanism, benzamides impaired growth of microtubules formed with β-tubulin harboring Cys239, but not β₃ tubulin encoding Ser239. We therefore designed an aldehyde-containing analog capable of trapping Ser239 in β₃ tubulin, presumably as a hemiacetal. Using a forward genetics strategy, we identified benzamide-resistant cell lines harboring a Thr238Ala mutation in β-tubulin sufficient to induce compound resistance. The disclosed chem. probes are useful to identify other colchicine site binders, a frequent target of structurally diverse small mols.

Journal of Medicinal Chemistry published new progress about 178928-58-0. 178928-58-0 belongs to piperazines, auxiliary class Piperazine,Nitrile,Benzene, name is 1-(3-Cyanophenyl)piperazine, and the molecular formula is C11H13N3, Application of 1-(3-Cyanophenyl)piperazine.

Referemce:
https://en.wikipedia.org/wiki/Piperazine,
Piperazines – an overview | ScienceDirect Topics