Category: 15366-34-4

《Convenient synthesis of vinyldiazomethanes from α-diazo-β-keto esters and related systems》 was written by Davies, Huw M. L.; Hougland, Paul W.; Cantrell, William R. Jr.. Application of 15366-34-4This research focused onvinyldiazomethane; diazoketo ester reduction; diazohydroxy ester preparation dehydration. The article conveys some information:

A series of vinyldiazomethanes, including, RCH:CHCN2CO2R1 (R = H, R1 = Me, CMe3; R = Me, EtS, R1 = Et, Me) and CH2:CHCN2PO(OEt)2, were readily prepared by sodium borohydride reduction of α-diazo-β-keto esters, e.g., RCH2COCN2CO2R1 and MeCOCN2PO(OEt)2, followed by phosphorus oxychloride induced dehydration of the resulting α-diazo-β-hydroxy esters. In the experiment, the researchers used Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Application of 15366-34-4)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. Pyrazole derivatives have been reported to exhibit a wide range of applications in medicinal chemistry and pharmacology. A large number of drugs incorporating pyrazole structure have been utilized as partial agonists for nicotinic acid receptors, antidepressants, antimicrobial agents, antiviral agents, and antifungal agents solely or along with the combination of other structural motifs.Application of 15366-34-4

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

In 2018,Journal of Medicinal Chemistry included an article by Li, Daqiang; Zhang, Xiaotuan; Ma, Xiaodong; Xu, Lei; Yu, Jianjun; Gao, Lixin; Hu, Xiaobei; Zhang, Jiankang; Dong, Xiaowu; Li, Jia; Liu, Tao; Zhou, Yubo; Hu, Yongzhou. Formula: C5H6N2O2. The article was titled 《Development of macrocyclic peptides containing epoxyketone with oral availability as proteasome inhibitors》. The information in the text is summarized as follows:

Macrocyclization has been frequently utilized for optimizing peptide or peptidomimetic-based compounds In an attempt to obtain potent, metabolically stable, and orally available proteasome inhibitors, 30 oprozomib-derived macrocyclic peptides with structural diversity in their N-terminus and linker were successively designed and synthesized for structure-activity relationship (SAR) studies. As a consequence, the macrocyclic peptides with N-methyl-pyrazole, imidazole, and pyrazole as their resp. N-termini exhibited favorable in vitro activity and metabolic stability, which translated into their potent in vivo proteasome inhibitory activity after oral administration. In particular, pyrazole-containing compound (I), as the most distinguished one among this series, displayed excellent chymotrypsin-like (ChT-L, β5) inhibitory potency (IC50 = 16 nM), low nanomolar antiproliferative activity against all three of the tested cell lines, and superior metabolic stability in mouse liver microsome (MLM), as well as favorable inhibition against ChT-L compared to that of oprozomib in BABL/c mice following administration at a comparatively low dose, thereby representing a promising candidate for further development. The results came from multiple reactions, including the reaction of Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Formula: C5H6N2O2)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. Pyrazole derivatives have been reported to exhibit a wide range of applications in medicinal chemistry and pharmacology. A large number of drugs incorporating pyrazole structure have been utilized as partial agonists for nicotinic acid receptors, antidepressants, antimicrobial agents, antiviral agents, and antifungal agents solely or along with the combination of other structural motifs.Formula: C5H6N2O2

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

In 1947,Owen, L. N.; Somade, H. M. Babatunde published 《Olefinic acids. II. Reactivity of α-bromoacrylic acid and some related compounds》.Journal of the Chemical Society published the findings.Electric Literature of C5H6N2O2 The information in the text is summarized as follows:

cf. C.A. 39, 4589.1. BrCH2CHBrCO2H (I) (24 g.) in 20 cc. MeOH and 11 cc. 3.76 N MeOH-MeONa, refluxed 7 hrs., gives 1.1 g. β-methoxyacrylic acid (II), m. 102°, absorption maximum at 2280 A. (ε 14,100); it yields malonic semialdehyde 2,4-dinitrophenylhydrazone (III), lemon-yellow, m. 136° (decomposition); aqueous NaOH gives a deep red solution I (90 g.) in H2O, neutralized with N NaOH at 0°, treated with an equal volume N NaOH, and kept at room temperature 1 hr., gives 87% CH2:CBrCO2H (IV), m. 72°, stable for several months. IV (15 g.) in 40 cc. MeOH and 35 cc. 3.67 N MeOH-MeONa, refluxed 3 hrs., give a liquid acid containing some II; with MeI and Ag2O in ether, refluxed 0.5 hr., the acid yields MeOCH2CHBrCO2Me containing some MeOCH2CH(OMe)CO2Me. IV (10 g.) and 45 cc. 2 N EtOH-EtONa, refluxed 20 hrs., give 1 g. EtOCH:CHCO2H, m. 109°, absorption maximum at 2300 A. (ε 14,700); ether extraction of the aqueous solution gives 5.1 g. of a liquid halogen-free acid which, with EtI and Ag2O, gives 1.5 g. Me α,β-diethoxypropionate, b11 87°, nD21 1.4130. IV (7.5 g.) in 60 cc. iso-PrOH and 5 g. K in 60 cc. iso-PrOH, refluxed 24 hrs., give 7 g. of mainly β-isopropoxyacrylic acid (probably containing 12% iso-PrOCH:C(OPr-iso)CO2H), b0.001 55°, nD15 1.4425, absorption maximum at 2340 A., ε 14,000; 2,4-(O2N)2C6H3NHNH2 gives III; neither acid could be purified. IV (15.2 g.) in 20 cc. tert-BuOH and 10 g. K in 200 cc. tert-BuOH, refluxed 24 hrs., give 4.9 g. β-tert-butoxyacrylic acid, m. 86.5°, absorption maximum at 2370 A., ε 15,400. CH2:C(OMe)CO2Me (b15 58-60°, absorption maximum at 2280 A., ε 7300) (2.1 g.) and 15 cc. 2 N NaOH, heated 1.5 hrs. at 100°, give 1.2 g. α-methoxyacrylic acid (V), m. 52°, absorption maximum at 2280 A., ε 6000; V is unchanged on refluxing 6 hrs. with N MeOH-MeONa; EtOCH:CHCO2H behaves similarly. IV (5 g.), added to 5 cc. AcSH cooled in ice and heated 15 min. on the steam bath, gives 6.9 g. α-bromo-β-(acetylmercapto)-propionic acid, m. 85-6°; the α-Cl analog m. 75°; under the same conditions MeCH:CBrCO2H (VI) is unchanged. IV (0.5 g.), 0.5 cc. C5H5N, and 1 cc. PhCH2SH, heated 15 min. on the steam bath, give β-(benzylmercapto)-acrylic acid, m. 162-3°, absorption maximum at 2740 A., ε 15,500. IV (2 g.) in excess CH2N2 in ether, kept 5 days at 20° and the liquid residue heated to 60°, gives 0.9 g. Me 3-pyrazolecarboxylate (VII), m. 141°; CH2:CClCO2H gives the same product; VI gives the 4-Me derivative of VII, m. 170°. Me2C:CBrCO2H (2 g.) and CH2N2 give 1.8 g. Me α-bromo-β,β-dimethylacrylate, b9 76°, nD21 1.4909; NH4OH gives α-bromo-β,β-dimethylacrylamide, m. 129°. CH2:CBrCO2Me (1 g.) and 2 g. N2CHCO2Me in petr. ether (b. 80-100°), refluxed 15 hrs., give 1.3 g. di-Me 3,5-pyrazoledicarboxylate, m. 152°. The Me ester of VI (1 g.) and 1 g. N2CHCO2Me in petr. ether, refluxed 24 hrs., give 0.15 g. di-Me 4-methyl-3,5-pyrazoledicarboxylate, m. 128-9°. Me2C:CBrCO2H does not react with N2CHCO2Me. CH2:C(OMe)CO2Me (VIII) and CH2N2 in ether, kept 4 days at 20°, give a liquid b. about 135°; NH4OH gives 1-methoxy-1-cyclopropanecarboxamide, m. 117°. VIII in MeOH, saturated with dry HCl at 0°, gives MeC(OMe)2CO2Me.Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Electric Literature of C5H6N2O2) was used in this study.

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Electric Literature of C5H6N2O2

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

In 1960,Gundermann, Karl Dietrich; Thomas, Rainer published 《Mercaptoacrylic acid derivatives. VII. The effect of thioether groups on the stabilization of 1-pyrazoline-3-carboxylic acid derivatives》.Chemische Berichte published the findings.Product Details of 15366-34-4 The information in the text is summarized as follows:

cf. CA 54, 289b. 3-Alkylthio-1-pyrazoline-3-carboxylic acid esters, readily obtained from α-alkylthioacrylic acid esters and CH2N2, split off mercaptans at room temperature to yield pyrazole-3-carboxylic acid esters, but N at 50° to give mixtures of 1-alkylthiocyclopropane-1-carboxylic acid esters and α-alkylthiocrotonic acid esters. Pyrazoline derivs, from α-alkylthioacrylonitriles and CH2N2 underwent only a stabilization reaction with the elimination of N. CH2:C(SMe)CO2Me (21.4 g.) in 200 cc. Et2O treated with CH2N2 from 25 g. H2NCON(NO)Me (I) in 200 cc. Et2O, kept overnight, filtered, evaporated in vacuo at 30°, the resulting light yellow, oily pyrazoline derivative added dropwise to a flask preheated to 90-100°, heated about 0.5 hr. on the steam bath, and fractionated gave 19.8 g. 3:1 mixture of the Me ester (II) of 1-methylthiocyclopropane-1-carboxylic acid (III) and Me α-(methylthio)crotonate (IV), b15 70-82°, n20D 1.4835. (III-IV mixture (15 g.) and 50 cc. 20% HCl refluxed about 6 hrs., evaporated in vacuo, and the residue (7.7 g.) recrystallized from 20% HCl gave III, m. 65-6°, b0.2 84-6°, Rf 0.90 (4:1:5 BuOH-glacial AcOH-H2O), colorless prisms; III with CH2N2 gave 100% pure II, b14 74°, n20D 1.4823. II treated room temperature with concentrated NH4OH and evaporated yielded the amide of III, prisms, m. 89° (petr. ether). Crude pyrazoline derivative from CH2:C(SMe)CO2Me and CH2N2 kept 1 week at room temperature and filtered gave the Me ester of pyrazole-3-carboxylic acid (V), m. 140° (aqueous MeOH), which was saponified to V, m. 212°. II-III mixture (3 g.) treated about 24 hrs. at room temperature with liquid NH3 gave 0.6 g. MeCH(NH2)-CH(SMe)CO2H, Rf 0.64; saponification of the nonbasic portion of the product gave 1.7 g. III. Me3CSH (45 g.) added dropwise with stirring to 60 g. CH2:CClCO2Me and 2.3 g. NaOMe at 45-50°, kept overnight, diluted with Et2O, washed, dried, and fractionated gave 68.7 g. Me3CSCH2CHClCO2Me (VI), b0.4 85-6°, b0.2 77-8°, n20D 1.4790. VI (42 g.), 26.2 g. powd. KBr, 22.2 g. Et3N, and 170 cc. HCONMe2 gave in the usual manner 22.8 g. Me2CSC(:CH2)CO2Me (VII), b12 92-3°. n20D 1.4795. VII (8.6 g.) in 70 cc. Et2O treated with CH2N2 from 10 g. I in 100 cc. Et2O, the product decomposed at 85-90°, and fractionated gave 7.0 g. oil, b12 83-5°, n20D 1.4803; the oil refluxed 1 hr. on the steam bath with 2 volumes 20% aqueous NaOH and 1 volume MeOH, filtered, acidified, and the product isolated with Et2O gave 3.8 g. 1-tert-butylthiocyclopropane-1-carboxylic acid, b0.2 93-4°, n22D 1.4955. The crude product from VII and CH2N2 kept 8 days at room temperature yielded 90% Me ester of V. CH2:C(SMe)CN (8 g.) in 80 cc. Et2O treated with CH2N2 from 12 g. I, the crude product dropped at 80-90° into a flask, and the residue fractionated yielded 6.85 g. 4:1 mixture of the nitrile of III and MeCH:C(SMe)CN, b11 67-9°, n20D 1.4900; the mixture heated 4 hrs. with a 5-fold amount 1:1 glacial AcOH-HCl, evaporated, the residue extracted with Me2CO, and the extract worked up gave 60% III. CH2:C(SCH2Ph)CN (11.5 g.) and CH2N2 from 11 g. I yielded similarly 10.53 g. 4:1 mixture of 1-benzylthio-1-cyanocyclopropane and MeCH:C(SCH2Ph)CN, b0.15 104-6°, n20D 1.5676; a 10-g. portion in 100 g. AcOH-HCl heated 7 hrs. on the steam bath and evaporated, the residue treated with Et2O and aqueous NaHCO3, and the aqueous phase acidified gave 5.55 g. 1-benzylthiocyclopropane-1-carboxylic acid, prisms, m. 132-3° (C6H6-petr. ether). MeCH:C(SMe)CO2Me (10 g.) in 100 cc. Et2O treated with CH2N2 from 10 g. I in 100 cc. Et2O, 1 g. of the resulting crude pyrazoline ester kept at room temperature, and filtered gave 0.51 g. Me 4-methylpyrazole-3-carboxylate (VIII), m. 172° (aqueous MeOH). Crude pyrazoline ester (12 g.) added dropwise to a flask at 110-13° gave 5.5 g. VIII, m. 172°; the residue from the petr. ether washings gave 2.65 g. unidentified oil, b15 88-91°, n20D 1.4902, which by acid hydrolysis gave MeSH. In the experiment, the researchers used many compounds, for example, Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Product Details of 15366-34-4)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Product Details of 15366-34-4

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

SDS of cas: 15366-34-4In 2008 ,《Effects of Introduction of Hydrophobic Group on Ribavirin Base on Mutation Induction and Anti-RNA Viral Activity》 was published in Journal of Medicinal Chemistry. The article was written by Moriyama, Kei; Suzuki, Tetsuya; Negishi, Kazuo; Graci, Jason D.; Thompson, Corinne N.; Cameron, Craig E.; Watanabe, Masahiko. The article contains the following contents:

One of the possible mechanisms of antiviral action of ribavirin (1-β-D-ribofuranosyl-1,2,4-triazole-3-carboxamide, 1) is the accumulation of mutations in viral genomic RNA. The ambiguous incorporation of 5′-triphosphate of ribavirin (RTP, 8) by a viral RNA-dependent RNA polymerase (RdRp) is a key step of the mutation induction. The authors synthesized three ribavirin analogs that possess hydrophobic groups, 4-iodo-1-β-D-ribofuranosylpyrazole-3-carboxamide (I), 4-propynyl-1-β-D-ribofuranosylpyrazole-3-carboxamide (II), and 4-phenylethynyl-1-β-D-ribofuranosylpyrazole-3-carboxamide (III), and the corresponding triphosphates (IV, V, and VI, resp.). Steady-state kinetics anal. of the incorporation of these triphosphate analogs by a poliovirus RdRp, 3Dpol, revealed that while the incorporation efficiency of IV was comparable to RTP, V and VI showed lower efficiency than RTP. Antipolioviral activity of I and II was much more moderate than ribavirin, and III showed no antipolioviral activity. Effects of substituting groups on the incorporation efficiency by 3Dpol and a strategy for a rational design of more active ribavirin analogs are discussed. In the experimental materials used by the author, we found Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4SDS of cas: 15366-34-4)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. Pyrazole derivatives have been reported to exhibit a wide range of applications in medicinal chemistry and pharmacology. A large number of drugs incorporating pyrazole structure have been utilized as partial agonists for nicotinic acid receptors, antidepressants, antimicrobial agents, antiviral agents, and antifungal agents solely or along with the combination of other structural motifs.SDS of cas: 15366-34-4

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

《1,2,3-Triazines. IV. Synthesis of 1,2,3-triazinecarboxylates》 was written by Neunhoeffer, Hans; Bopp, Ralf; Diehl, Werner. Safety of Methyl 1H-pyrazole-3-carboxylateThis research focused ontriazine preparation; triazinecarboxylate preparation; rearrangement cyclopropenyl azide; pyrazolotriazinone preparation; ring expansion pyrazolamine alkoxycarbonyl; aminopyrazole alkoxycarbonyl ring enlargement. The article conveys some information:

Some 1,2,3-triazinecarboxylates I ((R = Me, ethyl; R1 = aryl; R2 = aryl, trimethylsilyl) were prepared by rearrangement of intermediate (alkoxycarbonyl)cyclopropenyl azides II (same R, R1, R2) as well as by oxidation of 1-aminopyrazoles. Reaction of 1-aminopyrazole-5-carboxylates with tri-Et orthoformate and ammonia gave pyrazolo[3,2-f][1,2,4]triazin-4-ones. The results came from multiple reactions, including the reaction of Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Safety of Methyl 1H-pyrazole-3-carboxylate)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. Pyrazole derivatives have been reported to exhibit a wide range of applications in medicinal chemistry and pharmacology. A large number of drugs incorporating pyrazole structure have been utilized as partial agonists for nicotinic acid receptors, antidepressants, antimicrobial agents, antiviral agents, and antifungal agents solely or along with the combination of other structural motifs.Safety of Methyl 1H-pyrazole-3-carboxylate

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

《Synthesis and properties of N-vinyl-3-and N-vinyl-5-pyrazolecarboxylic esters》 was written by Attaryan, H. S.; Grigoryan, A. J.; Panossyan, G. A.; Matsoyan, S. G.. Recommanded Product: Methyl 1H-pyrazole-3-carboxylateThis research focused onvinyl pyrazolecarboxylic ester synthesis radical polymerization copolymerization. The article conveys some information:

Esterification of pyrazolecarboxylic acid by aliphatic alcs. ROH (R=CH3, C2H5,iso-C3H7, C4H9) leads to the formation of corresponding esters; vinylation of the esters in the presence of mercury sulfate leads to the formation of N-vinyl-3- and N-vinyl-5-pyrazolecarboxylic acids. Polymerization and homopolymerization of the obtained monomers in the presence of a radical initiator was studied. In both cases, N-vinyl-5-pyrazolecarboxylic acid is more active. The reactivity ratios in polymerization for Me esters were calculate r1=0.71 and r2=2.7.Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Recommanded Product: Methyl 1H-pyrazole-3-carboxylate) was used in this study.

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. Pyrazole derivatives have been reported to exhibit a wide range of applications in medicinal chemistry and pharmacology. A large number of drugs incorporating pyrazole structure have been utilized as partial agonists for nicotinic acid receptors, antidepressants, antimicrobial agents, antiviral agents, and antifungal agents solely or along with the combination of other structural motifs.Recommanded Product: Methyl 1H-pyrazole-3-carboxylate

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

In 2011,Guo, Chuangxing; Linton, Angelica; Kephart, Susan; Ornelas, Martha; Pairish, Mason; Gonzalez, Javier; Greasley, Samantha; Nagata, Asako; Burke, Benjamin J.; Edwards, Martin; Hosea, Natilie; Kang, Ping; Hu, Wenyue; Engebretsen, Jon; Briere, David; Shi, Manli; Gukasyan, Hovik; Richardson, Paul; Dack, Kevin; Underwood, Toby; Johnson, Patrick; Morell, Andrew; Felstead, Robert; Kuruma, Hidetoshi; Matsimoto, Hiroaki; Zoubeidi, Amina; Gleave, Martin; Los, Gerrit; Fanjul, Andrea N. published 《Discovery of Aryloxy Tetramethylcyclobutanes as Novel Androgen Receptor Antagonists》.Journal of Medicinal Chemistry published the findings.HPLC of Formula: 15366-34-4 The information in the text is summarized as follows:

An aryloxy tetramethylcyclobutane was identified as a novel template for androgen receptor (AR) antagonists via cell-based high-throughput screening. Follow-up to the initial “”hit”” established I as a viable lead. Further optimization to achieve full AR antagonism led to the discovery of II and III, both of which demonstrated excellent in vivo tumor growth inhibition upon oral administration in a castration-resistant prostate cancer (CRPC) animal model. In the experimental materials used by the author, we found Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4HPLC of Formula: 15366-34-4)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.HPLC of Formula: 15366-34-4

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

In 1996,Bergstrom, Donald E.; Zhang, Peiming; Johnson, W. Travis published 《Design and synthesis of heterocyclic carboxamides as natural nucleic acid base mimics》.Nucleosides & Nucleotides published the findings.Product Details of 15366-34-4 The information in the text is summarized as follows:

A series of heterocyclic carboxamides have been designed as mimics for the natural nucleic acid bases. The nucleosides 1-(2′-deoxy-β-D-ribofuranosyl)imidazole-4-carboxamide (I), 1-(2′-deoxy-β-D-ribofuranosyl)pyrazole-3-carboxamide (II), and 1-(2′-deoxy-β-D-ribofuranosyl)pyrrole-3-carboxamide (III) were synthesized and their structures confirmed by spectroscopic and anal. means. In the part of experimental materials, we found many familiar compounds, such as Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4Product Details of 15366-34-4)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.Product Details of 15366-34-4

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

In 2009,Poon, Steve F.; St. Jean, David J.; Harrington, Paul E.; Henley, Charles; Davis, James; Morony, Sean; Lott, Fred D.; Reagan, Jeff D.; Lu, Jenny Ying-Lin; Yang, Yuhua; Fotsch, Christopher published 《Discovery and Optimization of Substituted 1-(1-Phenyl-1H-pyrazol-3-yl)methanamines as Potent and Efficacious Type II Calcimimetics》.Journal of Medicinal Chemistry published the findings.COA of Formula: C5H6N2O2 The information in the text is summarized as follows:

Our efforts to discover potent, orally bioavailable type II calcimimetic agents for the treatment of secondary hyperparathyroidism focused on the development of ring constrained analogs of the known calcimimetic R-568. The structure-activity relationships of various substituted heterocycles and their effects on the human calcium-sensing receptor are discussed. Pyrazole 15 (I)was shown to be efficacious in a rat in vivo pharmacodynamic model. In the part of experimental materials, we found many familiar compounds, such as Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4COA of Formula: C5H6N2O2)

Methyl 1H-pyrazole-3-carboxylate(cas: 15366-34-4) belongs to pyrazoles. The application of pyrazole derivatives in the development of anticancer agents has been thoroughly investigated and verified. Moreover, the medicinal features of a number of natural products incorporating pyrazole moiety such as pyrazofurin, pyrazofurin B, pyrazole-3(5)-carboxylic acid and 4-methylpyrazole-3(5)-carboxylic acid have been reported.COA of Formula: C5H6N2O2

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