Month: October 2022

《Zipped-up chain-type coordination polymers: unsymmetrical amide-containing ligands inducing β-sheet or helical structures》 was written by Uemura, Kazuhiro; Kumamoto, Yuki; Kitagawa, Susumu. Recommanded Product: 64479-78-3 And the article was included in Chemistry – A European Journal in 2008. The article conveys some information:

The crystal structures of thirteen AgI coordination polymers involving py-CONH-(CH2)n-py (py = pyridine; n = 0, 1) derivatives were determined by single-crystal x-ray analyses. All of the compounds form 1-dimensional chains composed of AgI atoms and bridging ligands {[Ag(py-CONH-(CH2)n-py)][X]}n (X = PF6-, ClO4-, BF4-, and NO3- with solvent mols.). The unsym. coordination environments around AgI atoms induce direction in the chains, i.e., -[NH-(CH2)n-py-Ag-py-CO]-, which resembles the alignment of amino acid chains in proteins. In {[Ag(4-pia)][X]}n (1 ⊃ X; 4-pia = N-(4-pyridyl)isonicotinamide; X = PF6-, ClO4-, BF4-, and NO3-), {[Ag(4-pmia)][X]}n (2 ⊃ X; 4-pmia = N-(pyridin-4-ylmethyl)isonicotinamide; X = PF6-, ClO4-·H2O, and NO3-·H2O), and {[Ag(3-pmia)][X]}n (3 ⊃ X; 3-pmia = N-(pyridin-3-ylmethyl)isonicotinamide; X = PF6-, ClO4-, BF4-, and NO3-·H2O), each chain is aligned parallel to neighboring chains, but adjacent chains run in the opposite direction. Particularly in {[Ag(3-pmia)]-[PF6]}n (3 ⊃ PF6-), {[Ag(3-pmia)][ClO4]}n (3 ⊃ ClO4-), and {[Ag(3-pmia)][BF4]}n (3 ⊃ BF4-), amide moieties of 3-pmia ligands are complementarily H bonded to amide moieties in neighboring chains, as in the β-sheet motif in proteins. However, in {[Ag(4-pmna)][PF6]·MeOH}n (4-pmna = N-(pyridin-4-ylmethyl)nicotinamide), all chains in the crystal form left-handed (4a ⊃ PF6-·MeOH) and right-handed (4b ⊃ PF6-·MeOH) helical structures with a helical pitch of 28 Å. Heterogeneous anion exchanges proceed reversibly in 2, but not in 3, which provides information about the thermal stabilities of the crystals. The results came from multiple reactions, including the reaction of N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3Recommanded Product: 64479-78-3)

N-(Pyridin-4-yl)isonicotinamide(cas: 64479-78-3) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.Recommanded Product: 64479-78-3

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideOn September 25, 1988 ,《Diastereoconversion of 1-alkynyl-2-aminoalkanols through oxazoline-2-ones with Sn2 type inversion of the hydroxy group》 was published in Chemical & Pharmaceutical Bulletin. The article was written by Kano, Shinzo; Yokomatsu, Tsutomu; Iwasawa, Haruo; Shibuya, Shiroshi. The article contains the following contents:

Treatment of (R,S)-RCCCH(OH)CHR1NHCO2CMe3 [R = Ph, R1 = Me, CH2Ph, CH2CHMe2; R = H(CH2)4, R1 = CH2CHMe2] with SOCl2 in Et2O at 0° gives the corresponding trans-oxazolidinones II (R2 = H) with isomerization. Conversion to II (R2 = CO2CMe3) followed by hydrolysis gives (S,S)-RCCCH(OH)CHR1NHCO2CMe3. The (S,S)-isomers are converted similarly to the (R,S)-isomers. After reading the article, we found that the author used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents.Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Name: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideOn June 15, 2000, Cristau, Michele; Devin, Chantal; Oiry, Catherine; Chaloin, Olivier; Amblard, Muriel; Bernad, Nicole; Heitz, Annie; Fehrentz, Jean-Alain; Martinez, Jean published an article in Journal of Medicinal Chemistry. The article was 《Synthesis and biological evaluation of bombesin constrained analogs》. The article mentions the following:

Analogs of bombesin which incorporate dipeptide or turn mimetics have been synthesized. One of them, peptide I containing a seven-membered lactam ring revealed a good affinity for GRP/BN receptors on rat pancreatic acini (Ki = 1.7 ± 0.4 nM) and on Swiss 3T3 cells (Ki = 1.0 ± 0.2 nM). On the basis of this observation, antagonists containing the same dipeptide mimic were obtained by modification of the C-terminal part of the bombesin analogs. The most potent constrained peptides II and III (pHPPA = p-hydroxy-3-phenylpropionyl) were able to antagonize 1 nM bombesin-stimulated amylase secretion from rat pancreatic acini with high potency (Ki = 21 ± 3 and 3.3 ± 1.0 nM, resp.) and 10-7 M bombesin-stimulated [3H]thymidine incorporation into Swiss 3T3 cells (Ki = 7.8 ± 2.0 and 0.5 ± 0.1 nM, resp.). In the experimental materials used by the author, we found (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Name: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. The solubilities of amides and esters are roughly comparable. Typically amides are less soluble than comparable amines and carboxylic acids since these compounds can both donate and accept hydrogen bonds.Name: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Biggadike, Keith; Boudjelal, Mohamed; Clackers, Margaret; Coe, Diane M.; Demaine, Derek A.; Hardy, George W.; Humphreys, Davina; Inglis, Graham G. A.; Johnston, Michael J.; Jones, Haydn T.; House, David; Loiseau, Richard; Needham, Deborah; Skone, Philip A.; Uings, Iain; Veitch, Gemma; Weingarten, Gordon G.; McLay, Iain M.; Macdonald, Simon J. F. published their research in Journal of Medicinal Chemistry on December 27 ,2007. The article was titled 《Nonsteroidal Glucocorticoid Agonists: Tetrahydronaphthalenes with Alternative Steroidal A-Ring Mimetics Possessing Dissociated (Transrepression/Transactivation) Efficacy Selectivity》.Reference of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide The article contains the following contents:

The synthesis and biol. activity of tetrahydronaphthalene derivatives coupled to various heterocycles, e.g. I, are described. These compounds are potent glucocorticoid receptor agonists with efficacy selectivity in an NFκB glucocorticoid receptor (GR) agonist assay (representing transrepression effects) over an MMTV GR agonist assay (representing transactivation effects). Quinolones, indoles, and C- and N-linked quinolines are some of the heterocycles that provide efficacy selectivity. For example, one enantiomer of the isoquinoline II has NFκB agonism with pIC50 of 8.66 (89%) and reduced efficacy in MMTV agonism (6%), and one enantiomer of the quinoline III has NFκB agonism with pIC50 of 9.30 (101%) and reduced efficacy in MMTV agonism with pEC50 of 8.02 (47%). A description of how a compound from each class is modeled in the active site of the receptor is given. In the experimental materials used by the author, we found 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3Reference of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide)

2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Reference of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

de Bruin, Gerjan; Huber, Eva M.; Xin, Bo-Tao; van Rooden, Eva J.; Al-Ayed, Karol; Kim, Kyung-Bo; Kisselev, Alexei F.; Driessen, Christoph; van der Stelt, Mario; van der Marel, Gijsbert A.; Groll, Michael; Overkleeft, Herman S. published an article in Journal of Medicinal Chemistry. The title of the article was 《Structure-Based Design of β1i or β5i Specific Inhibitors of Human Immunoproteasomes》.Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide The author mentioned the following in the article:

Mammalian genomes encode seven catalytic proteasome subunits, namely, β1c, β2c, β5c (assembled into constitutive 20S proteasome core particles), β1i, β2i, β5i (incorporated into immunoproteasomes), and the thymoproteasome-specific subunit β5t. Extensive research in the past decades has yielded numerous potent proteasome inhibitors including compounds currently used in the clinic to treat multiple myeloma and mantle cell lymphoma. Proteasome inhibitors that selectively target combinations of β1c/β1i, β2c/β2i, or β5c/β5i are available, yet ligands truly selective for a single proteasome activity are scarce. The authors report the development of cell-permeable β1i and β5i selective inhibitors that outperform existing leads in terms of selectivity and/or potency. These compounds are the result of a rational design strategy using known inhibitors as starting points and introducing structural features according to the x-ray structures of the murine constitutive and immunoproteasome 20S core particles. The experimental process involved the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole. The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors.Reference of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Madak, Joseph T.; Cuthbertson, Christine R.; Miyata, Yoshinari; Tamura, Shuzo; Petrunak, Elyse M.; Stuckey, Jeanne A.; Han, Yanyan; He, Miao; Sun, Duxin; Showalter, Hollis D.; Neamati, Nouri published an article in Journal of Medicinal Chemistry. The title of the article was 《Design, Synthesis, and Biological Evaluation of 4-Quinoline Carboxylic Acids as Inhibitors of Dihydroorotate Dehydrogenase》.Application of 70298-88-3 The author mentioned the following in the article:

We pursued a structure-guided approach toward the development of improved dihydroorotate dehydrogenase (DHODH) inhibitors with the goal of forming new interactions between DHODH and the brequinar class of inhibitors. Two potential residues, T63 and Y356, suitable for novel H-bonding interactions, were identified in the brequinar-binding pocket. Analogs were designed to maintain the essential pharmacophore and form new electrostatic interactions through strategically positioned H-bond accepting groups. This effort led to the discovery of potent quinoline-based analogs 41 (DHODH IC50 = 9.71 ± 1.4 nM) and 43 (DHODH IC50 = 26.2 ± 1.8 nM). A cocrystal structure between 43 and DHODH depicts a novel water mediated H-bond interaction with T63. Addnl. optimization led to the 1,7-naphthyridine 46 (DHODH IC50 = 28.3 ± 3.3 nM) that forms a novel H-bond with Y356. Importantly, compound 41 possesses significant oral bioavailability (F = 56%) and an elimination t1/2 = 2.78 h (PO dosing). In conclusion, the data supports further preclin. studies of our lead compounds toward selection of a candidate for early-stage clin. development. The results came from multiple reactions, including the reaction of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3Application of 70298-88-3)

2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3) belongs to anime. Reaction with nitrous acid (HNO2), which functions as an acylating agent that is a source of the nitrosyl group (―NO), converts aliphatic primary amines to nitrogen and mixtures of alkenes and alcohols corresponding to the alkyl group in a complex process. This reaction has been used for analytical determination of primary amino groups in a procedure known as the Van Slyke method.Application of 70298-88-3

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Martinez-Viturro, Carlos M.; Dominguez, Domingo published an article in Tetrahedron Letters. The title of the article was 《Synthesis of aza analogues of the anticancer agent batracylin》.Recommanded Product: 70298-88-3 The author mentioned the following in the article:

Three series of pyrido-fused pyrimido[2,1-a]isoindol-7-ones were prepared from readily available (aminopyridinyl)(aryl)methanones by reduction followed by a Mitsunobu reaction with phthalimide and acid-catalyzed cyclodehydration. This approach provided a wide variety of aza analogs of the antitumor agent batracylin. After reading the article, we found that the author used 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3Recommanded Product: 70298-88-3)

2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3) belongs to anime. Milder oxidation, using reagents such as NaOCl, can remove four hydrogen atoms from primary amines of the type RCH2NH2 to form nitriles (R―C≡N), and oxidation with reagents such as MnO2 can remove two hydrogen atoms from secondary amines (R2CH―NHR′) to form imines (R2C=NR′). Tertiary amines can be oxidized to enamines (R2C=CHNR2) by a variety of reagents.Recommanded Product: 70298-88-3

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Skiles, Jerry W.; Miao, Clara; Sorcek, Ronald; Jacober, Stephen; Mui, Philip W.; Chow, Grace; Weldon, Steve M.; Possanza, Genus; Skoog, Mark published their research in Journal of Medicinal Chemistry on December 25 ,1992. The article was titled 《Inhibition of human leukocyte elastase by N-substituted peptides containing α,α-difluorostatone residues at P1》.Name: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide The article contains the following contents:

A series of tripeptides which contain α,α-difluorostatone residues at P1-P1′ and span the S3-S1′ subsites have been shown to be potent inhibitors of human leukocyte elastase (HLE). The tripeptides described contain the nonproteinogenic achiral residue N-(2,3-dihydro-1H-inden-2-yl)glycine at the P2-position. This residue has previously been shown in the case of HLE to be a good bioisosteric replacement for L-proline. Of the peptides prepared, those which contain the α,α-difluoromethylene ketone derivative of L-valine (difluorostatone) are the preferred residue at the P1-primary specificity position. Substitution at P1 by the corresponding a,α-difluoromethylene ketones of L-leucine and L-phenylalanine gives inactive compounds Of the tripeptides described the most potent in vitro compound is peptide I (IC50 = 0.635 μM). It is presumed that the inhibitor I interacts with the S3-S1′ binding regions of HLE. Addnl. extended binding inhibitors were prepared which interact with the S3-S3′ binding subsites of HLE. In order to effect interaction with the S1′-S3′ substitutes of HLE, the leaving group side of cleaved peptides, spacers based upon Gly-Gly, and those linked via the Nε of L-lysine were utilized. One of the most potent extended compounds (P3-P3′) in vitro is peptide II (IC50 = 0.057 μM). The described in vitro active inhibitors were also evaluated in hamsters in an elastase-induced pulmonary hemorrhage (EPH) model. In this model, intratracheal administration of peptide III, 5 min prior to HLE challenge (10 μg, it.) effectively inhibited hemorrhage (94.6%) in a dose-dependent manner. The described α,α-difluoromethylene ketone inhibitors are assumed to act as transition-state analogs. The inhibition process presumably acts via hemiketal formation with the active site Ser195 of HLE, and is facilitated by the strongly electron withdrawing effect of the α,α-difluoromethylene functionality.(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Name: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide) was used in this study.

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides.Name: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide Amides include many other important biological compounds, as well as many drugs like paracetamol, penicillin and LSD. Low-molecular-weight amides, such as dimethylformamide, are common solvents.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

Whiting, Matthew; Tripp, Jonathan C.; Lin, Ying-Chuan; Lindstrom, William; Olson, Arthur J.; Elder, John H.; Sharpless, K. Barry; Fokin, Valery V. published their research in Journal of Medicinal Chemistry on December 28 ,2006. The article was titled 《Rapid Discovery and Structure-Activity Profiling of Novel Inhibitors of Human Immunodeficiency Virus Type 1 Protease Enabled by the Copper(I)-Catalyzed Synthesis of 1,2,3-Triazoles and Their Further Functionalization》.Electric Literature of C13H26N2O4 The article contains the following contents:

Building from the results of a computational screen of a range of triazole-containing compounds for binding efficiency to human immunodeficiency virus type 1 protease (HIV-1-Pr), a novel series of potent inhibitors has been developed. The copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC), which provides ready access to 1,4-disubstituted-1,2,3-triazoles, was used to unite a focused library of azide-containing fragments with a diverse array of functionalized alkyne-containing building blocks. In combination with direct screening of the crude reaction products, this method led to the rapid identification of a lead structure and readily enabled optimization of both azide and alkyne fragments. Replacement of the triazole with a range of alternative linkers led to greatly reduced protease inhibition; however, further functionalization of the triazoles at the 5-position gave a series of compounds with increased activity, exhibiting Ki values as low as 8 nM. In the part of experimental materials, we found many familiar compounds, such as (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Electric Literature of C13H26N2O4)

(S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6) belongs to amides. Because of the greater electronegativity of oxygen, the carbonyl (C=O) is a stronger dipole than the N–C dipole.Electric Literature of C13H26N2O4 The presence of a C=O dipole and, to a lesser extent a N–C dipole, allows amides to act as H-bond acceptors. In primary and secondary amides, the presence of N–H dipoles allows amides to function as H-bond donors as well.

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics

In 2013,Tanaka, Taisaku; Sugawara, Hajime; Maruoka, Hiroshi; Imajo, Seiichi; Muto, Tsuyoshi published 《Discovery of novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones as human chymase inhibitors using structure-based drug design》.Bioorganic & Medicinal Chemistry published the findings.Recommanded Product: 71432-55-8 The information in the text is summarized as follows:

A novel series of 6-benzyl substituted 4-aminocarbonyl-1,4-diazepane-2,5-diones were explored as human chymase inhibitors using structure-based drug design according to the x-ray cocrystal structure of chymase and SUN13834. The optimization focused on the prime site led to the attainment of compounds that showed potent inhibitory activity, and among them, 6-(5-Chloro-2-methoxybenzyl)-3,7-dioxo-N-{(1R)-1-[(1H-tetrazol-5-ylamino)carbonyl]propyl}-1,4-diazepan-1-carboxamide shows a novel interaction mode. In the experimental materials used by the author, we found tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Recommanded Product: 71432-55-8)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Primary amines having a tertiary alkyl group (R3CNH2) are difficult to prepare with most methods but are made industrially by the Ritter reaction. In this method a tertiary alcohol reacts with hydrogen cyanide (HCN) in the presence of a concentrated strong acid; a formamide, RNH―CHO, is formed first, which then undergoes hydrolysis.Recommanded Product: 71432-55-8

Referemce:
Amide – Wikipedia,
Amide – an overview | ScienceDirect Topics