Tag: M.W=100-150

Brzozowski, Zdzislaw published the artcileDerivatives of 1-pyrazole carboxylic acid. I. Synthesis of certain 1-pyrazolecarbonyl chlorides, Name: 1H-Pyrazole-1-carbonyl chloride, the publication is Acta Poloniae Pharmaceutica (1981), 38(4), 393-8, database is CAplus.

Fifteen acid chlorides I (R = H, Me, Et; R¹ = H, Me, Et, Pr, Bu, PhCH₂ Cl; R² = H and Me) were prepared in 87-98% yield from the corresponding 1H– pyrazoles and COCl₂ in PhMe. Three I were converted into the corresponding amides by reaction with NH₃(g) in Et₂O. The mass spectral fragmentation of 3-ethyl-4-methyl-1-pyrazole carboxamide is presented.

Acta Poloniae Pharmaceutica published new progress about 53355-55-8. 53355-55-8 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Chloride,acyl chloride,Amide, name is 1H-Pyrazole-1-carbonyl chloride, and the molecular formula is C4H3ClN2O, Name: 1H-Pyrazole-1-carbonyl chloride.

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

Xu, Shengjie published the artcileDesign, synthesis, and biologic evaluation of some novel N-arylpyrazole derivatives as cytotoxic agents, Application In Synthesis of 19959-71-8, the publication is Medicinal Chemistry Research (2013), 22(11), 5610-5616, database is CAplus.

A novel series of N-arylpyrazole derivatives I(R = 4-CF₃, 3,5-(CF₃)₂, 4-NO₂), II, III and IV(R = H, OC₈H₁₇) has been designed and synthesized via aromatic substitution reaction of N-nonsubstituted pyrazoles with 4-fluoronitrobenzene in the presence of base. The structures of these compounds were established on the basis of elemental (C, H, and N) and spectral anal. (¹H NMR, ¹³C NMR, HRMS, and FT-IR). All the compounds were tested for their cytotoxic activity in vitro against four human tumor cell lines: carcinoma (Bel-7402), nasopharyngeal carcinoma (KB), immature granulocyte leukemia (HL-60), and gastrocarcinoma (BGC-823) by the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay. The results showed that most of the obtained compounds exhibited promising cytotoxicity against tested carcinoma cell lines with low IC₅₀ values. The bis-pyrazole derivative IV(R = OC₈H₁₇), bearing alkoxy group on the 5-position of Ph ring, was the most effective one. It is inhibition of cell growth of Bel-7402 cells was 1.5-fold higher than that found for cisplatin. And, also mono-pyrazole derivatives I(R = 4-CF₃, 3,5-(CF₃)₂) decorated with trifluoromethyl group on the Ph ring, displayed better cytotoxicity than that of cisplatin against Bel-7402 cell line.

Medicinal Chemistry Research published new progress about 19959-71-8. 19959-71-8 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Pyridine, name is 4-(1H-Pyrazol-4-yl)pyridine, and the molecular formula is C18H10F3NO3S2, Application In Synthesis of 19959-71-8.

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

Xu, Sheng-jie published the artcileSynthesis and cytotoxicity of some pyrazolic compounds, Name: 4-(1H-Pyrazol-4-yl)pyridine, the publication is Guangzhou Huagong (2012), 40(24), 47-48, database is CAplus.

Seven pyrazole compounds were synthesized and characterized by ¹H NMR and MS, and the cytotoxicity of the compounds on Bel-7402, KB, HL-60, and BGC-823 was tested by MTT assay. The results showed that compound 4f exhibited higher cytotoxicity against Bel-7402 and BGC-823 cell lines.

Guangzhou Huagong published new progress about 19959-71-8. 19959-71-8 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Pyridine, name is 4-(1H-Pyrazol-4-yl)pyridine, and the molecular formula is C13H10O2, Name: 4-(1H-Pyrazol-4-yl)pyridine.

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

Liu, Mingming published the artcileDiscovery of Novel Aryl Carboxamide Derivatives as Hypoxia-Inducible Factor 1α Signaling Inhibitors with Potent Activities of Anticancer Metastasis, Computed Properties of 763120-58-7, the publication is Journal of Medicinal Chemistry (2019), 62(20), 9299-9314, database is CAplus and MEDLINE.

In order to discover novel hypoxia-inducible factor 1 (HIF-1) inhibitors for the cancer metastasis treatment, 68 new aryl carboxamide compounds were synthesized and evaluated for their inhibitory effect by dual luciferase-reporter assay. Based on five rounds of investigation on structure-activity relationships step by step, compound I was discovered as the most active inhibitor (IC₅₀ = 0.32 μM) with no obvious cytotoxicity (CC₅₀ > 50 μM). It effectively attenuated hypoxia-induced HIF-1α protein accumulation and reduced transcription of vascular epidermal growth factor in a dose-dependent manner, which was further demonstrated by its inhibitory potency on capillary-like tube formation, angiogenesis of zebrafish as well as cellular migration and invasion. Importantly, compound I exhibited antimetastatic potency in breast cancer lung metastasis in the mice model, indicating its promising therapeutic potential for prevention and treatment of tumor metastasis. These results definitely merit attention for further rational design of more efficient HIF-1 inhibitors in the future.

Journal of Medicinal Chemistry published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, Computed Properties of 763120-58-7.

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

Solum, Eirik J. published the artcileSynthesis and biological evaluation of analogs of didehydroepiandrosterone as potential new anticancer agents, Name: 1H-Pyrazole-4-boronic acid, the publication is Molecules (2020), 25(13), 3052, database is CAplus and MEDLINE.

The synthesis, cytotoxicity and inhibition of CDK8 by thirteen analogs I (Ar = C₆H₅, isoquinolin-5-yl, indole-5-yl, etc.) of cortistatin A are reported. These efforts revealed that the analogs with either a 6- or 7-isoquinoline or 5-indole side chain in the 17-position are the most promising anti-proliferative agents. These compounds exhibited potent cytotoxic effects in CEM, HeLa and HMEC-1 cells. All three compounds exhibited IC₅₀ values < 10μM. The analog I (Ar = indole-5-yl) exhibited an IC50 value of 0.59μM towards the human dermal microvascular endothelial cell line (HMEC-1), significantly lower than the reference standard 2-methoxyestradiol. At a concentration at 50 nM the most potent I (Ar = isoquinolin-5-y) compound reduced the activity of CDK8 to 35%.

Molecules published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C7H4ClIO2, Name: 1H-Pyrazole-4-boronic acid.

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

Tng, Jiahui published the artcileAchiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class I HDAC Enzymes and Cancer Cell Proliferation, Name: (1H-Pyrazol-5-yl)boronic acid, the publication is Journal of Medicinal Chemistry (2020), 63(11), 5956-5971, database is CAplus and MEDLINE.

AR-42 is an orally active inhibitor of histone deacetylases (HDACs) in clin. trials for multiple myeloma, leukemia, and lymphoma. It has few hydrogen bond donors and acceptors but is a chiral 2-arylbutyrate and potentially prone to racemization. We report achiral AR-42 analogs incorporating a cycloalkyl group linked via a quaternary carbon atom, with up to 40-fold increased potency against human class I HDACs (e.g., JT86, IC₅₀ 0.7 nM, HDAC1), 25-fold increased cytotoxicity against five human cancer cell lines, and up to 70-fold less toxicity in normal human cells. JT86(I) was ninefold more potent than racAR-42 in promoting accumulation of acetylated histone H4 in MM96L melanoma cells. Mol. modeling and structure-activity relationships support binding to HDAC1 with tetrahydropyran acting as a hydrophobic shield from water at the enzyme surface. Such potent inhibitors of class I HDACs may show benefits in diseases (cancers, parasitic infections, inflammatory conditions) where AR-42 is active.

Journal of Medicinal Chemistry published new progress about 724710-02-5. 724710-02-5 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Pyrazole,Boronic Acids,Boronic acid and ester, name is (1H-Pyrazol-5-yl)boronic acid, and the molecular formula is C22H32O2, Name: (1H-Pyrazol-5-yl)boronic acid.

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

Tng, Jiahui published the artcileAchiral Derivatives of Hydroxamate AR-42 Potently Inhibit Class I HDAC Enzymes and Cancer Cell Proliferation, Recommanded Product: 1H-Pyrazole-4-boronic acid, the publication is Journal of Medicinal Chemistry (2020), 63(11), 5956-5971, database is CAplus and MEDLINE.

AR-42 is an orally active inhibitor of histone deacetylases (HDACs) in clin. trials for multiple myeloma, leukemia, and lymphoma. It has few hydrogen bond donors and acceptors but is a chiral 2-arylbutyrate and potentially prone to racemization. We report achiral AR-42 analogs incorporating a cycloalkyl group linked via a quaternary carbon atom, with up to 40-fold increased potency against human class I HDACs (e.g., JT86, IC₅₀ 0.7 nM, HDAC1), 25-fold increased cytotoxicity against five human cancer cell lines, and up to 70-fold less toxicity in normal human cells. JT86(I) was ninefold more potent than racAR-42 in promoting accumulation of acetylated histone H4 in MM96L melanoma cells. Mol. modeling and structure-activity relationships support binding to HDAC1 with tetrahydropyran acting as a hydrophobic shield from water at the enzyme surface. Such potent inhibitors of class I HDACs may show benefits in diseases (cancers, parasitic infections, inflammatory conditions) where AR-42 is active.

Journal of Medicinal Chemistry published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C15H23BO2, Recommanded Product: 1H-Pyrazole-4-boronic acid.

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

Li, Fang published the artcileMetal-ion controlled solid-state reactivity and photoluminescence in two isomorphous coordination polymers, Quality Control of 19959-71-8, the publication is Inorganic Chemistry Frontiers (2014), 1(2), 172-177, database is CAplus.

Reactions of [M(NH₃)₂]OH (M = Ag and Cu) and 4-(1H-pyrazol-4-yl)pyridine (Hpypz), using p-xylene (C₈H₁₀) as the template, gave isomorphous two-dimensional porous metal azolate frameworks [Ag₂(pypz)₂]·0.5C₈H₁₀ (MAF-36(Ag), 1·g) and [Cu₂(pypz)₂]·0.5C₈H₁₀ (MAF-36(Cu), 2·g). Powder and single-crystal x-ray diffraction studies showed that, upon guest removal, 1·g transformed into a three-dimensional nonporous framework [Ag₆(pypz)₆] (1‘), while 2·g can retain its porous two-dimensional structure. Depending on the metal ion, framework flexibility/rigidity, and/or porosity, 1·g and 2·g, as well as their guest-free derivatives, showed distinctly different photoluminescence and guest-responsive behaviors.

Inorganic Chemistry Frontiers published new progress about 19959-71-8. 19959-71-8 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Pyridine, name is 4-(1H-Pyrazol-4-yl)pyridine, and the molecular formula is C8H7N3, Quality Control of 19959-71-8.

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

Deng, Huayun published the artcileThieno[3,2-b]thiophene-2-carboxylic acid derivatives as GPR35 agonists, Application of 1H-Pyrazole-4-boronic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2012), 22(12), 4148-4152, database is CAplus and MEDLINE.

The optimization of a series of thieno[3,2-b]thiophene-2-carboxylic acid derivatives for agonist activity against the GPR35 is reported. Compounds were optimized to achieve 尾-arrestin-biased agonism for developing probe mols. that may be useful for elucidating the biol. and physiol. of GPR35. Compound 13 was identified to the most potent GPR35 agonist, and compounds 30 and 36 exhibited the highest efficacy to cause 尾-arrestin translocation.

Bioorganic & Medicinal Chemistry Letters published new progress about 763120-58-7. 763120-58-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Boronic acid and ester,Boronic Acids,Boronic acid and ester, name is 1H-Pyrazole-4-boronic acid, and the molecular formula is C3H5BN2O2, Application of 1H-Pyrazole-4-boronic acid.

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

Zhang, Shiyan published the artcileDiscovery of a 2-pyridinyl urea-containing compound YD57 as a potent inhibitor of apoptosis signal-regulating kinase 1 (ASK1), Category: pyrazoles-derivatives, the publication is European Journal of Medicinal Chemistry (2020), 112277, database is CAplus and MEDLINE.

Inhibition of MAP3K kinase ASK1 has been an attractive strategy for the treatment of nonalcoholic steatohepatitis and multiple sclerosis, among others. Herein, we reported the discovery of 2-pyridinyl urea-containing compound 14l (YD57) as a potent, small-mol. inhibitor of ASK1. 14l was selective against MAP3K kinases ASK2 and TAK1 (>140-fold), while it also inhibited several cell cycle regulating kinases with IC₅₀ values in a range of 90-400 nM (<20-fold selectivity). As a consequence, 14l had stronger apoptosis induction, more potent G1 cell cycle arrest activities, and lower IC₅₀ value of cell growth inhibition than that of GS4997 in HepG2 cancer cell line. On the other hand, 14l did not inhibit ASK1 and p38 phosphorylation in intact cells. We reason that the multi-target effects of 14l likely neutralized the activities caused by inhibition of cellular ASK1. Future studies of these ASK1 inhibitors should pay close attention to their kinome selectivity profile.

European Journal of Medicinal Chemistry published new progress about 137837-55-9. 137837-55-9 belongs to pyrazoles-derivatives, auxiliary class Other Aromatic Heterocyclic,Amine, name is Pyrazolo[1,5-a]pyridin-3-amine, and the molecular formula is C65H82N2O18S2, Category: pyrazoles-derivatives.

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