Tag: 100-200

On July 8, 2004, Abe, Takao; Matsunaga, Hiroshi; Mihira, Ado; Sato, Chisato; Ushirogochi, Hideki; Sato, Koichi; Takasaki, Tsuyoshi; Venkatesan, Aranapakam Mudumbai; Mansour, Tarek Suhayl published a patent.Product Details of 153597-59-2 The title of the patent was Process for preparing 6-alkylidene penem derivatives. And the patent contained the following:

The present invention provides a process of making compounds of formula I (R = H, C1-6 alkyl, C5-6 cycloalkyl, or substituted ester; A, B = H, heteroaryl, fused bicycles, fused tricycles, etc.) which are useful for the treatment of bacterial infection or disease. Thus, sodium (5R),(6Z)-6-(2,3-dihydroimidazo[2,1-b]thiazol-6-ylmethylene)penem-3-carboxylate (II) was prepared via a multistep synthetic sequence which started from 6-aminopenicillanic acid. The experimental process involved the reaction of Ethyl 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carboxylate(cas: 153597-59-2).Product Details of 153597-59-2

The Article related to alkylidene penem derivative antibacterial preparation, Biomolecules and Their Synthetic Analogs: Other Bacterial and Fungal Metabolites and other aspects.Product Details of 153597-59-2

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

On November 13, 2003, Venkatesan, Aranapakam Mudumbai; Mansour, Tarek Suhayl; Abe, Takao; Yamamura, Itsuki; Takasaki, Tsuyoshi; Agarwal, Atul; Dos Santos, Osvaldo; Sum, Fuk-Wah; Lin, Yang-I. published a patent.Name: Ethyl 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carboxylate The title of the patent was Preparation of bicyclic 6-alkylidene-penems as β-lactamase inhibitors for use against bacterial infections or diseases. And the patent contained the following:

The present invention provides bicyclic 6-alkylidene-penems (shown as I; variables defined below; e.g. II), pharmaceutical compositions and the use thereof for the treatment of bacterial infection or disease in a patient in need thereof. IC50 values for inhibition of β-lactamase from 4 sources are tabulated for >30 examples of I; in vitro minimal inhibitory concentrations against 9 types of bacteria are tabulated for >30 examples of I; ED50 values for protective effects of >30 examples of I (sometimes combined with piperacillin) in mice are tabulated. For I: one of A and B is H and the other is an (un)substituted fused bicyclic heteroaryl group; X is O or S; R5 is H, C1-C6 alkyl, C5-C6 cycloalkyl, or CHR3OCOC1-C6alkyl; and R3 is H, C1-C6 alkyl, C5-C6 cycloalkyl, (un)substituted aryl, or (un)substituted heteroaryl. The compounds I when combined with β-lactam antibiotics will provide an effective treatment against life threatening bacterial infections. Forty example preparations of I are included. For example, II was prepared in 5 steps (25, 91, 76, 40, 18 % yields, resp.) starting from 1-benzoyl-4-piperidone and Et mercaptoacetate and involving intermediates Et 5-benzoyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine-2-carboxylate, (5-benzyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl)methanol, 2-formyl-5-benzyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridine and 4-nitrobenzyl 6-[(acetyloxy)(5-benzyl-4,5,6,7-tetrahydrothieno[3,2-c]pyridin-2-yl)methyl]-6-bromo-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate. The experimental process involved the reaction of Ethyl 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carboxylate(cas: 153597-59-2).Name: Ethyl 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carboxylate

The Article related to bicyclic alkylidene penem beta lactamase inhibitor antibacterial, beta lactam antibiotic codrug bicyclic alkylidene penem preparation, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Name: Ethyl 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carboxylate

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

On October 20, 2011, Bretschneider, Thomas; Koehler, Adeline; Fischer, Reiner; Fuesslein, Martin; Jescke, Peter; Kluth, Joachim; Muehlthau, Friedrich August; Voerste, Arnd; Malsam, Olga; Goergens, Ulrich; Sato, Yoshitaka published a patent.Recommanded Product: 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid The title of the patent was Preparation of novel heterocyclic compounds as pest control agents. And the patent contained the following:

The invention relates to amides and thioamides of formula I, to a method for the producing same, and to the use thereof for treating animal pests. Compounds of formula I wherein A1 and A2 are independently H, halo, CN, NO2, alkyl, cycloalkyl and alkoxy; G1 is N and CA1; G2 is substituted thiazolyl, thiadiazolyl, and pyrazolyl; are claimed. Example compound II was prepared by reduction of 3-(4-methyl-5-nitrothiazol)pyridine; the resulting 4-methyl-2-(pyridin-3-yl)thiazol-5-amine underwent acylation with 3,3,3-trifluoropropanoyl chloride to give compound II. All the invention compounds were evaluated for their pesticidal activity (data given). The experimental process involved the reaction of 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid(cas: 1014631-89-0).Recommanded Product: 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid

The Article related to heterocycle preparation pesticide, Heterocyclic Compounds (More Than One Hetero Atom): Thiazoles, Isothiazoles and other aspects.Recommanded Product: 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

On July 27, 2006, Venkatesan, Aranapakam M.; Agarwal, Atul; Abe, Takao; Ushirogochi, Hideki; Yamamura, Itsuka; Ado, Mihira; Tsuyoshi, Takasaki; Dos Santos, Osvaldo; Gu, Yansong; Sum, Fuk-Wah; Li, Zhong; Francisco, Gerry; Lin, Yang-I.; Petersen, Peter J.; Yang, Youjun; Kumagai, Toshio; Weiss, William J.; Shlaes, David M.; Knox, James R.; Mansour, Tarek S. published an article.COA of Formula: C9H12N2O3 The title of the article was Structure-Activity Relationship of 6-Methylidene Penems Bearing 6,5 Bicyclic Heterocycles as Broad-Spectrum β-Lactamase Inhibitors: Evidence for 1,4-Thiazepine Intermediates with C7 R Stereochemistry by Computational Methods. And the article contained the following:

The design and synthesis of a series of 6-methylidene penems containing [6,5]-fused bicycles (thiophene, imidazole, or pyrazle-fused system) as novel class A, B, and C β-lactamase inhibitors is described. These penems proved to be potent inhibitors of the TEM-1 (class A) and AmpC (class C) β-lactamases and less so against the class B metallo-β-lactamase CcrA. Their in vitro and in vivo activities in combination with piperacillin are discussed. On the basis of the crystallog. structures of a serine-bound reaction intermediate of imidazo[2,1-c]oxazine I with SHV-1 (class A) and GC1 (class C) enzymes, compounds II (R = Q, Q1, Q2, etc.) were designed and synthesized. Penems are proposed to form a seven-membered 1,4 thiazepine ring in both class A and C β-lactamases. The interaction energy calculation for the enzyme-bound intermediates favor the formation of the C7 R enantiomer over the S enantiomer of the 1,4-thiazepine in both β-lactamases, which is consistent with those obtained from the crystal structure of I with SHV-1 and GC1. The experimental process involved the reaction of Ethyl 6,7-dihydro-5H-pyrazolo[5,1-b][1,3]oxazine-2-carboxylate(cas: 153597-59-2).COA of Formula: C9H12N2O3

The Article related to methylidene penem preparation beta lactamase inhibitor structure activity, bactericide methylidene penem structure activity, Biomolecules and Their Synthetic Analogs: Beta-Lactam Fungal Metabolites and other aspects.COA of Formula: C9H12N2O3

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

On March 10, 2016, Bergman, Ylva Elisabet; Lessene, Romina; Ganame, Danny; Foitzik, Richard Charles; Morrow, Benjamin Joseph; Camerino, Michelle Ang; Walker, Scott Raymond; Lagiakos, H. Rachel; Feutrill, John; Stupple, Paul Anthony published a patent.Application of 1014631-89-0 The title of the patent was Preparation of aminoindane-, aminotetrahydronaphthalene- and aminobenzocyclobutane-derived PRMT5 inhibitors. And the patent contained the following:

The invention relates to compounds of formula I, II and III as PRMT5-inhibitors; their preparation and use in the treatment of cancer and hemoglobinopathy. Compounds of formula I, II and III wherein n = 1 and 2; R is H and Me; R1 is halo and Me; R2a and R2b are independently F, H, Me and CH2OH; R2c and R2n are independently F, H, Me and CH2OH; R3a and R3b are independently H and Me; R4a is OH, NH2, CONH2 and CH2OH; R4b is H and Me; R5 is H and Me; A is (un)substituted Ph, (un)substituted naphthyl; and (un)substituted C5-12 heteroaryl, are claimed. Example compound IV was prepared by acylation of 1-amino-3-((2,3-dihydro-1H-inden-2-yl)amino)propan-2-ol with 4-chlorobenzoic acid. The invention compounds were evaluated for their PRMT5 inhibitory activity. From the assay, it was determined that example IV exhibited IC50 value of 0.792 μM. The experimental process involved the reaction of 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid(cas: 1014631-89-0).Application of 1014631-89-0

The Article related to aminoindane aminotetrahydronaphthalene aminobenzocyclobutane preparation prmt5 inhibitor treatment cancer hemoglobinopathy, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.Application of 1014631-89-0

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

On March 10, 2016, Bergman, Ylva Elisabet; Foitzik, Richard Charles; Morrow, Benjamin Joseph; Camerino, Michelle Ang; Walker, Scott Raymond; Lagiakos, H. Rachel; Feutrill, John; Stevenson, Graeme Irvine; Stupple, Paul Anthony published a patent.SDS of cas: 1014631-89-0 The title of the patent was Preparation of tetrahydroisoquinoline derivatives as PRMT5 inhibitors. And the patent contained the following:

The invention relates to tetrahydroisoquinoline derivatives of formula I as PRMT5-inhibitors; their preparation and use in the treatment of cancer and hemoglobinopathy. Compounds of formula I, wherein n = 1 and 2; p is 0 and 1; R1 is halo and Me; R2a and R2b are independently F, H, Me and CH2OH; R2c and R2n are independently F, H, Me and CH2OH; R3a and R3b are independently H and Me; R4 is H and Me; R5 is H and Me; R6a and R6b are independently H and Me; A is (un)substituted Ph, (un)substituted naphthyl; and (un)substituted C5-12 heteroaryl, are claimed. Example compound II was prepared by amidation of 2-fluoro-4-(morpholine-4-carbonyl)benzoic acid with tert-Bu (S)-3-((R)-2-amino-1-hydroxyethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate followed by BOC-deprotection. The invention compounds were evaluated for their PRMT5 inhibitory activity. From the assay, it was determined that example II exhibited IC50 value of 0.383 μM. The experimental process involved the reaction of 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid(cas: 1014631-89-0).SDS of cas: 1014631-89-0

The Article related to tetrahydroisoquinoline preparation prmt5 inhibitor treatment cancer hemoglobinopathy, Heterocyclic Compounds (One Hetero Atom): Quinolines and Isoquinolines and other aspects.SDS of cas: 1014631-89-0

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

On August 7, 2014, Okura, Hironari; Kitajima, Kazuki; Kawahara, Atsuko; Wakita, Takeo; Kawase, Ayumi; Nomura, Michikazu published a patent.Electric Literature of 1014631-89-0 The title of the patent was Preparation of heterocyclic compounds as pest control agents. And the patent contained the following:

Disclosed are compounds I [G1 = nitrogen, carbon atom or CH; R1 = H, halo, cyano, etc.; m = 1-3; n = 0 or 1; Hy = 5- or 6-membered aromatic ring represented by Q1 (*2 is connection position to G2); A1 = carbon or nitrogen atom; A2 = carbon or sulfur atom; A3 = carbon or nitrogen atom; A4 = carbon or nitrogen atom; with a proviso that A1 and A2 cannot be carbon atom simultaneously; p = 0-2; q = 0 or 1; R2 = H, halo, alkyl, etc.; G2 = Q2 (*1 is connection position to Hy); Q = oxygen atom or NR5; R5 = H, alkyl, cycloalkyl, etc.; R3 = H, alkyl, cycloalkyl, etc.; R4 = alkyl, cycloalkyl, alkenyl, etc.; or salts thereof]. For example, compound II was prepared via reaction of thionicotinamide with chloroacetylacetone, condensation reaction with NH2OH and carbamoylation with ethylisocyanate. The invention compounds, e.g., II, showed ≥70% pesticidal activities for Laodelphax striatellus and Myzus persicae. The experimental process involved the reaction of 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid(cas: 1014631-89-0).Electric Literature of 1014631-89-0

The Article related to heterocycle preparation pest control agent, Heterocyclic Compounds (More Than One Hetero Atom): Other 5-Membered Rings, Two Or More Hetero Atoms and other aspects.Electric Literature of 1014631-89-0

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

On April 3, 2014, Eskildsen, Joergen published a patent.Recommanded Product: 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxylic acid The title of the patent was Preparation of indolylalkylamide derivatives for use as positive allosteric modulators of nicotinic acetylcholine receptor. And the patent contained the following:

Title compounds I [R1, R2, R4, and R5 independently = H, F, CN, (un)substituted alkyl, alkenyl, or alkynyl; R3 = H, CN, (un)substituted alkyl, alkenyl, or alkynyl; R6 = H or Me; Q = substituted isoxazolyl, isothiazolyl, or pyrazolyl], and their pharmaceutically acceptable salts, are prepared and disclosed as pos. allosteric modulators (PAMs) of the nicotinic acetylcholine α7 receptor. Thus, e.g., II was prepared by a multistep procedure (preparation given). I were evaluated in α7 NNR receptor PAM flux activity assays, e.g., II demonstrated an EC50 value of 2200 nM. The experimental process involved the reaction of 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxylic acid(cas: 1340372-11-3).Recommanded Product: 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxylic acid

The Article related to indolylalkylamide preparation pos allosteric modulators nicotinic acetylcholine receptor, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Recommanded Product: 1-(Tetrahydro-2H-pyran-4-yl)-1H-pyrazole-4-carboxylic acid

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

On February 14, 2008, Talley, John Jeffrey; Sprott, Kevin; Pearson, James Philip; Milne, G. Todd; Schairer, Wayne; Yang, Jing Jing; Kim, Charles; Barden, Timothy; Lundigran, Regina; Mermerian, Ara; Currie, Mark G. published a patent.Synthetic Route of 1014631-89-0 The title of the patent was Indole compounds for treating pain, inflammation and other conditions. And the patent contained the following:

The title indoles such as I [V, W, X, Y, Z, J, K, L and M = N or C; P1-P6 = N or C; Q1-Q5 = N or C; A and A1 = OH or (un)substituted alkoxy; or A and A1 taken together = O, N(OH), N(OMe); or A and A1 together with the carbon atom to which they are attached form a cyclic ketal containing a total of 4 or 5 carbon atoms which can be optionally substituted; R2 = halo, OH, NO2, etc.; R4-R17 = absent, H, halo, NO2, etc.; with the provisos] that are useful for treating pain, inflammation and other conditions are described. Certain of the compounds I are benzyl derivatives and others are benzoyl derivatives The compounds I are substituted at least at the 3 position of the indole. General synthetic methods for the preparation of compounds I are described. E.g., a multistep synthesis of {1-[(5-chlorothien-2-yl)carbonyl]-6-fluoro-5-hydroxy-2-methyl-1H-indole-3-yl}acetic acid, starting from 3-fluoro-4-methoxyaniline, was given. Pharmaceutical composition comprising the compound I is disclosed. The experimental process involved the reaction of 1-(Pyridin-3-yl)-1H-pyrazole-4-carboxylic acid(cas: 1014631-89-0).Synthetic Route of 1014631-89-0

The Article related to indole preparation analgesic antiinflammatory faah dao related disorder treatment, Heterocyclic Compounds (One Hetero Atom): Indoles, Indolizines, Carbazoles, and Other Arenopyrroles and other aspects.Synthetic Route of 1014631-89-0

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics

Xu, Juan; Zhao, Xinyu; Kang, Congmin published an article in 2018, the title of the article was Improved synthesis of pyrazolo[1,5-a]pyridine-3-carboxylic acid derivatives.Product Details of 143803-93-4 And the article contains the following content:

Pyrazolo[1,5-a]pyridine-3-carboxylate derivatives were obtained from 1,3-dipolar cycloaddition reaction with Et propynoate and N-aminopyridine sulfate synthesized by the reactions of substituted pyridines and hydroxyamine-O-sulfonic acid. They were further treated with 30% NaOH aqueous solution to give corresponding substituted pyrazolo[1,5-a]pyridine-3-carboxylic acid derivatives In this method, N-aminopyridine sulfate was directly put into the next reaction, which eliminated the step of converting sulfate into iodine salt in the traditional method and solved the problem that the iodine salt was difficult to precipitate N-aminopyridine sulfate and Et propynoate were dissolved in water and N,N-dimethylformamide, resp., and then mixed to increase the solubility of reactants. Six compounds (4a∼4f) were successfully synthesized with yields of 88%∼93%. The method is mild and easy to process and has low cost as a new process for mass production The experimental process involved the reaction of 4-Methylpyrazolo[1,5-a]pyridine-3-carboxylic acid(cas: 143803-93-4).Product Details of 143803-93-4

The Article related to pyrazolopyridine carboxylic acid derivative synthesis, Industrial Organic Chemicals, Leather, Fats, and Waxes: Manufacture Of Industrial Organic Chemicals and other aspects.Product Details of 143803-93-4

Referemce:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics