Tag: M.W=150-200

Cox, Brian published the artcileEscaping from Flatland: Antimalarial Activity of sp³-Rich Bridged Pyrrolidine Derivatives, Name: 3-Isopropyl-1H-pyrazole-5-carboxylic acid, the publication is ACS Medicinal Chemistry Letters (2020), 11(12), 2497-2503, database is CAplus and MEDLINE.

Synthetic photochem. to generate novel sp3-rich scaffolds and report the design, synthesis, and biol. testing of a diverse series of amides based on the 1-(amino-methyl)-2-benzyl-2-aza-bicyclo[2.1.1]hexane scaffold was utilized . Preliminary antimalarial screening of the library provided promising compounds with activity in the 1-5μM range with an enhanced hit rate. Further evaluation (solubility, drug metabolism and pharmacokinetics (DMPK), and toxicity) of a selected compound (9) suggested that this series represents an excellent opportunity for further optimization with the framework offering multiple opportunities for the addition of uniquely vectorally positioned extra functionality.

ACS Medicinal Chemistry Letters published new progress about 890590-91-7. 890590-91-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid, name is 3-Isopropyl-1H-pyrazole-5-carboxylic acid, and the molecular formula is C7H10N2O2, Name: 3-Isopropyl-1H-pyrazole-5-carboxylic acid.

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

Elnagdi, Mohamed H. published the artcilePyrimidine derivatives and related compounds. I. Synthesis of some 2,3-disubstituted-4,5,6,7-tetrahydropyrazolo[1,5-a]pyrimidine derivatives, Name: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie (1975), 30B(9-10), 778-83, database is CAplus.

The 5-aminopyrazole derivatives I (R = PhN:N, R1 = Ph; R = PhN:NCO2Et, R1 = Me) react with H2C:CHCN to yield the corresponding 1-β-cyanoethyl-5-aminopyrazole derivatives, which were readily cyclised into the corresponding pyrazolo[1,5-a]pyrimidines II (R2 = H). Under similar conditions I failed to react with methylacrylonitrile or Me methactylate. When the reaction of I with these reagents was conducted in ethanolic NaOEt, the II (R2 = Me) were formed. Structures of resulting products was established by their synthesis via interaction of β-cyanoethylhydrazine and β-cyanopropylhydrazine with the appropriate β-bifunctional nitrile. I (R = PhN:N, R1 = Me, Ph) also reacted with PhC:CCO2Et to yield the pyrazolo[1,5-a]pyrimidine derivatives (III).

Zeitschrift fuer Naturforschung, Teil B: Anorganische Chemie, Organische Chemie published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Name: Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

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

Spink, Edward published the artcileStructure-Activity Relationship for the Oxadiazole Class of Antibiotics, Related Products of pyrazoles-derivatives, the publication is Journal of Medicinal Chemistry (2015), 58(3), 1380-1389, database is CAplus and MEDLINE.

The structure-activity relationship (SAR) for the newly discovered oxadiazole class of antibiotics is described with evaluation of 120 derivatives of the lead structure. This class of antibiotics was discovered by in silico docking and scoring against the crystal structure of a penicillin-binding protein. They impair cell-wall biosynthesis and exhibit activities against the Gram-pos. bacterium Staphylococcus aureus, including methicillin-resistant S. aureus (MRSA) and vancomycin-resistant and linezolid-resistant S. aureus. Compound I was efficacious in a mouse model of MRSA infection, exhibiting a long half-life, a high volume of distribution, and low clearance. This antibiotic is bactericidal and is orally bioavailable in mice. This class of antibiotics holds great promise in recourse against infections by MRSA.

Journal of Medicinal Chemistry published new progress about 890590-91-7. 890590-91-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid, name is 3-Isopropyl-1H-pyrazole-5-carboxylic acid, and the molecular formula is C4H10O2, Related Products of pyrazoles-derivatives.

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

Plescia, Salvatore published the artcileStudies of the synthesis of heterocyclic compounds. Part VII. The preparation of some new 3- and 5-aminopyrazoles by endocyclic N-substitution of 3(5)-aminopyrazoles, Synthetic Route of 23286-70-6, the publication is Journal of Heterocyclic Chemistry (1982), 19(3), 685-7, database is CAplus.

Reaction of ethoxycarbonyl and cyano 3-aminopyrazoles with 2-O₂NC₆H₄COCl or 2-O₂NC₆H₄SO₂Cl gave novel 3- and 5-amino-1-(2-nitrobenzoyl or 2-nitrobenzenesulfonyl)pyrazoles. The endocyclic N-substitution products were identified and determined by chromatog. NMR was a rapid, unambiguous method for determining the proposed structures.

Journal of Heterocyclic Chemistry published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C7H11N3O2, Synthetic Route of 23286-70-6.

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

Zhu, You-Quan published the artcileDesign, synthesis and quantitative structure-activity relationship study of herbicidal of 3,4-dihydro-3-phenyl-4-oxopyrazolo[5,1-d][1,2,3,5]tetrazine-8-carboxylic acid ethyl ester derivatives, Safety of Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, the publication is Youji Huaxue (2008), 28(6), 1044-1049, database is CAplus.

A method for the synthesis of the title compounds [i.e., 4-ethoxycarbonyl-1,7-dihydro-1-(substituted phenyl)-5-(un)substituted pyrazolo[5,1-d][1,2,3,5]tetrazin-7-one derivatives] is reported here. Their structures were confirmed by ¹H NMR, IR spectra and elemental anal. A bioassay results showed that these compounds exhibited herbicidal activity. Quant. structure-activity relationship studies showed that their herbicidal activity was correlated with the molar refractivity (MR; optical refraction, molar refraction) and steric or hydrophobic physicochem. parameters, where the correlation coefficients were larger than 0.8. The herbicidal activity against Brassica campestris (Brassica rapa) was mainly affected by the MR for Ph substituents and the hydrophobic parameter (π) for the substituent on the pyrazolo[5,1-d]-1,2,3,5-tetrazine group. When MR was about 1.452, the compound showed the highest herbicidal activity. The herbicidal activity against Echinochloa crus-galli was mainly related with Taft (Es) for the ortho-Ph substituent and the hydrophobic parameter (π) for the ortho-substituents and meta-substituents.

Youji Huaxue published new progress about 23286-70-6. 23286-70-6 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Amine,Ester, name is Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate, and the molecular formula is C13H15NO6S, Safety of Ethyl 5-amino-3-methyl-1H-pyrazole-4-carboxylate.

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

Skinner, Philip J. published the artcileFluorinated pyrazole acids are agonists of the high affinity niacin receptor GPR109a, Application of 3-Isopropyl-1H-pyrazole-5-carboxylic acid, the publication is Bioorganic & Medicinal Chemistry Letters (2007), 17(20), 5620-5623, database is CAplus and MEDLINE.

A series of 5-alkyl pyrazole-3-carboxylic acids, e.g., I, were prepared and found to act as potent and selective agonists of the human GPCR, GPR109a, the high affinity nicotinic acid receptor. No activity was observed at the highly homologous low affinity niacin receptor, GPR109b. A further series of 4-fluoro-5-alkyl pyrazole-3-carboxylic acids were shown to display similar potency. One example from the series was shown to have improved properties in vivo compared to niacin.

Bioorganic & Medicinal Chemistry Letters published new progress about 890590-91-7. 890590-91-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid, name is 3-Isopropyl-1H-pyrazole-5-carboxylic acid, and the molecular formula is C17H14N2O2, Application of 3-Isopropyl-1H-pyrazole-5-carboxylic acid.

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

van Herk, T. published the artcilePyrazole Derivatives as Partial Agonists for the Nicotinic Acid Receptor, Formula: C7H10N2O2, the publication is Journal of Medicinal Chemistry (2003), 46(18), 3945-3951, database is CAplus and MEDLINE.

Nicotinic acid as a hypolipidemic agent appears unique due to its potential to increase HDL cholesterol levels to a greater extent than other drugs. However, it has some side effects, among which severe skin flushing is the most frequent and often limits patients’ compliance. In a search for novel agonists for the recently identified and cloned G protein-coupled nicotinic acid receptor, we synthesized a series of substituted pyrazole-3-carboxylic acids that proved to have substantial affinity for this receptor. The affinities were measured by inhibition of [³H]nicotinic acid binding to rat spleen membranes. Potencies and intrinsic activities relative to nicotinic acid were determined by their effects on [³⁵S]GTPγS binding to rat adipocyte and spleen membranes. Interestingly, most compounds were partial agonists. In particular, 2-diazabicyclo[3,3,0^4,8]octa-3,8-diene-3-carboxylic acid (4c) and 5-propylpyrazole-3-carboxylic acid (4f) proved active with K_i values of approx. 0.15 μM and EC₅₀ values of approx. 6 μM, while their intrinsic activity was only ∼50% when compared to nicotinic acid. Even slightly more active was 5-butylpyrazole-3-carboxylic acid (4g) with a K_i value of 0.072 μM, an EC₅₀ value of 4.12 μM, and a relative intrinsic activity of 75%. Of the aralkyl derivatives, 4q (5-(3-chlorobenzyl)pyrazole-3-carboxylic acid) was the most active with a relatively low intrinsic activity of 39%. Partial agonism of the pyrazole derivatives was confirmed by inhibition of G protein activation in response to nicotinic acid by these compounds The pyrazoles both inhibited the maximum effect elicited by 100 μM nicotinic acid and concentration dependently shifted nicotinic acid concentration-response curves to the right, pointing to a competitive mechanism of action.

Journal of Medicinal Chemistry published new progress about 890590-91-7. 890590-91-7 belongs to pyrazoles-derivatives, auxiliary class Pyrazole,Carboxylic acid, name is 3-Isopropyl-1H-pyrazole-5-carboxylic acid, and the molecular formula is C11H10O, Formula: C7H10N2O2.

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