Category: amides-buliding-blocks

Ingham, Aidan; Kostelnik, Thomas I.; McNeil, Brooke L.; Patrick, Brian O.; Choudhary, Neha; Jaraquemada-Pelaez, Maria de Guadalupe; Orvig, Chris published their research in Dalton Transactions in 2021. The article was titled 《Getting a lead on Pb2+-amide chelators for 203/212Pb radiopharmaceuticals》.Computed Properties of C2H4BrNO The article contains the following contents:

Amide-based chelators DTPAm, EGTAm and ampam were synthesized to investigate which chelator most ideally coordinates [nat/203Pb]Pb2+ ions for potential radiopharmaceutical applications. 1H NMR spectroscopy was used to study each metal-ligand complex in the solution state. The 1H NMR spectrum of [Pb(DTPAm)]2+ revealed minimal isomerization and fluxional behavior compared to [Pb(EGTAm)]2+ and [Pb(ampam)]2+, both of which showed fewer spectral changes indicative of less static behavior. The solid-state coordination properties of each complex were also examined from single crystal structures that were studied by X-ray diffraction (XRD). In the solid-state, octadentate DTPAm coordinated Pb2+ to form an eight-coordinate hemidirected complex; octadentate EGTAm coordinated Pb2+ forming a ten-coordinate holodirected complex with a bidentate NO3- ion also coordinated to the metal center; decadentate ampam completely encapsulated the Pb2+ ion to form a ten-coordinate holodirected complex with a C2 axis of symmetry. Potentiometric titrations were carried out to assess the thermodn. stability of each metal-ligand complex. The pM values obtained for [Pb(DTPAm)]2+, [Pb(EGTAm)]2+ and [Pb(ampam)]2+ were 9.7, 7.2 and 10.2, resp. The affinity of each chelator for Pb2+ ions was tested by [203Pb]Pb2+ radiolabeling studies to evaluate their prospects as chelators for [203/212Pb]Pb2+-based radiopharmaceuticals. DTPAm radiolabeled [203Pb]Pb2+ ions achieving molar activities as high as 3.5 MBq μmol-1 within 15 min, at 25°C, whereas EGTAm and ampam produced lower molar activities of 0.25 MBq μmol-1 within 30 min, at 37°C. EGTAm and ampam were therefore deemed unsuitable for [203/212Pb]Pb2+-based radiopharmaceutical applications, while DTPAm warrants further studies. In the part of experimental materials, we found many familiar compounds, such as 2-Bromoacetamide(cas: 683-57-8Computed Properties of C2H4BrNO)

2-Bromoacetamide(cas: 683-57-8) can be used in preparation of (2-carbamoylmethoxy-5-chloro-benzyl)-carbamic acid tert-butyl ester. It was aslo used as precursor to dehydropeptidase I inactivator.Computed Properties of C2H4BrNO

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

The author of 《Vanadium-Catalyzed Coupling of Allenols with Electrophilic Halide Sources for the Formation of α-Halo-α’,β’-unsaturated Ketones》 were Trost, Barry M.; Tracy, Jacob S.; Yusoontorn, Tas. And the article was published in Organic Letters in 2019. Product Details of 78191-00-1 The author mentioned the following in the article:

In the presence of tris(triarylsiloxy)oxovanadium complexes, allenyl alcs. such as PhCH(OH)CH:C:CHMe underwent chemoselective and diastereoselective fluorination, chlorination, and bromination (coupling reactions) with electrophilic halogen sources to yield α’-halo-α,β-unsaturated ketones such as (E)-PhCH:CHCOCHRMe (R = F, Cl, Br)(I) as single olefin diastereomers. Nucleophilic substitution reactions of I (R = Br) yielded I (R = N3, NC, PhS, I).N-Methoxy-N-methylacetamide(cas: 78191-00-1Product Details of 78191-00-1) was used in this study.

N-Methoxy-N-methylacetamide(cas: 78191-00-1) belongs to anime. Large quantities of aliphatic amines are made synthetically. The most widely used industrial method is the reaction of alcohols with ammonia at a high temperature, catalyzed by metals or metal oxide catalysts (e.g., nickel or copper). Mixtures of primary, secondary, and tertiary amines are thereby produced.Product Details of 78191-00-1

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

In 2014,Usuki, Toyonobu; Sugimura, Takanori; Komatsu, Akira; Koseki, Yohei published 《Biomimetic Chichibabin Pyridine Synthesis of the COPD Biomarkers and Elastin Cross-Linkers Isodesmosine and Desmosine》.Organic Letters published the findings.Product Details of 71432-55-8 The information in the text is summarized as follows:

The tetrasubstituted pyridinium amino acids isodesmosine and desmosine are cross-linkers of elastin and are attractive biomarkers for the diagnosis of chronic obstructive pulmonary disease (COPD). In this study, the biomimetic total synthesis of isodesmosine and desmosine via a lanthanide-promoted Chichibabin pyridine synthesis using the corresponding aldehyde and amine hydrochloride is reported. The results came from multiple reactions, including the reaction of tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8Product Details of 71432-55-8)

tert-Butyl N,N’-diisopropylcarbamimidate(cas: 71432-55-8) belongs to anime. Amines have a free lone pair with which they can coordinate to metal centers. Amine–metal bonds are weaker because amines are incapable of backbonding, but they are still important for sensing applications.While stronger than hydrogen bonds, amine–metal bonds are still weaker than both covalent and ionic bonds.Product Details of 71432-55-8

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

Shioiri, Takayuki; Hughes, Robert John published their research in Heterocycles on December 31 ,2003. The article was titled 《Toward a total synthesis of keramamide B》.COA of Formula: C13H26N2O4 The article contains the following contents:

Important building blocks, the 2-bromo-5-hydroxytryptophan-oxazole unit (I), the α-keto-β-amino acid unit (II), and the side chain units (III and IV), for the preparation of keramamide B were efficiently synthesized. The results came from multiple reactions, including the reaction of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6COA of Formula: 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. 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. COA of Formula: C13H26N2O4

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

Papamicael, Cyril; Dupas, Georges; Queguiner, Guy; Bourguignon, Jean published their research in Heterocycles on December 31 ,1998. The article was titled 《Regioselective metalation of γ-carbolines》.SDS of cas: 70298-88-3 The article contains the following contents:

The synthesis of new 3-substituted γ-carbolines is described, and these products were subjected to ortho-lithiation experiments Whereas 3-carboxamido derivatives [I; R = CONHCMe3, CON(CHMe2)2] were cleanly lithiated at the 4-position, the 3-amino derivatives (I; R = NHCOOCMe3, NHCOCMe3) gave only small amounts of addition products. The results were compared to those previously published in the α-carboline series, and semiempirical calculations were performed. Various 3,4-disubstituted γ-carbolines were obtained in acceptable yields. The experimental part of the paper was very detailed, including the reaction process of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3SDS of cas: 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.SDS of cas: 70298-88-3

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

Nguyen, Trang T.; Hull, Kami L. published their research in ACS Catalysis on December 2 ,2016. The article was titled 《Rhodium-Catalyzed Oxidative Amidation of Sterically Hindered Aldehydes and Alcohols》.Related Products of 70298-88-3 The article contains the following contents:

In the presence of Rh(cod)2BF4, either 1,4-bis(diphenylphosphino)butane, tricyclohexylphosphine, or Xantphos, and either styrene, Me methacrylate, or α,α,α-trifluoroacetophenone with cesium acetate in THF, pivaldehyde or β,β-disubstituted alcs. underwent oxidative amidation with aliphatic and aromatic amines to yield hindered α,α-disubstituted amides in 25-94% yields. Mechanistic studies were performed to gain insight into the catalytic cycles for aldehyde and alc. amidation. The results came from multiple reactions, including the reaction of 2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3Related Products of 70298-88-3)

2,2-Dimehtyl-N-pyridin-3-yl-propionamide(cas: 70298-88-3) belongs to anime. The methylamines occur in small amounts in some plants. Many polyfunctional amines (i.e., those having other functional groups in the molecule) occur as alkaloids in plants—for example, mescaline, 2-(3,4,5-trimethoxyphenyl)ethylamine; the cyclic amines nicotine, atropine, morphine, and cocaine; and the quaternary salt choline, N-(2-hydroxyethyl)trimethylammonium chloride, which is present in nerve synapses and in plant and animal cells.Related Products of 70298-88-3

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

Mideksa, Yonatan G.; Fottner, Maximilian; Braus, Sebastian; Weiss, Caroline A. M.; Nguyen, Tuan-Anh; Meier, Susanne; Lang, Kathrin; Feige, Matthias J. published an article in ChemBioChem. The title of the article was 《Site-Specific Protein Labeling with Fluorophores as a Tool To Monitor Protein Turnover》.Recommanded Product: H-Lys(Boc)-OH The author mentioned the following in the article:

Proteins that terminally fail to acquire their native structure are detected and degraded by cellular quality control systems. Insights into cellular protein quality control are key to a better understanding of how cells establish and maintain the integrity of their proteome and of how failures in these processes cause human disease. Here we have used genetic code expansion and fast bio-orthogonal reactions to monitor protein turnover in mammalian cells through a fluorescence-based assay. We have used immune signaling mols. (interleukins) as model substrates and shown that our approach preserves normal cellular quality control, assembly processes, and protein functionality and works for different proteins and fluorophores. We have further extended our approach to a pulse-chase type of assay that can provide kinetic insights into cellular protein behavior. Taken together, this study establishes a minimally invasive method to investigate protein turnover in cells as a key determinant of cellular homeostasis. After reading the article, we found that the author used H-Lys(Boc)-OH(cas: 2418-95-3Recommanded Product: H-Lys(Boc)-OH)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. In addition to subunits of proteins, amino acids have many other functions as well, including osmoregulation (proline), neurotransmitters (gamma-aminobutyric acid), metabolic intermediates (ornithine and citrulline), and inhibitors (dehydroproline).Recommanded Product: H-Lys(Boc)-OH

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

In 2022,Biomaterials Science included an article by Dong, Peng; Liu, Jiaojiao; Lv, Hongshuai; Wu, Jiaan; Zhang, Naining; Wang, Si; Li, Xiaohai; Hu, Jinghua; Wang, Anny; Li, Daisy J.; Wang, Dandan; Cao, Shengnan; Xie, Liangyu; Shi, Yikang. Recommanded Product: H-Lys(Boc)-OH. The article was titled 《The enhanced antitumor activity of the polymeric conjugate covalently coupled with docetaxel and docosahexaenoic acid》. The information in the text is summarized as follows:

Docetaxel (DTX) has been widely used for the treatment of many types of cancer. However, DTX is poorly water-soluble and com. DTX is formulated in non-ionic surfactant polysorbate 80 and ethanol, thereby leading to hypersensitivity and serious side effects. Herein, a polymer dual drug conjugate was synthesized by coupling DTX and docosahexaenoic acid (DHA) with bifunctionalized dextran. The polysaccharide conjugate dextran-DHA-DTX possessed high water solubility and was self-assembled into nanoparticles with a diameter of 98.0 ± 6.4 nm. Pharmacokinetic and biodistribution studies showed that the dextran-DHA-DTX dual drug conjugate not only had significantly prolonged blood circulation but was also selectively accumulated in the tumor with reduced drug distribution in normal tissues. The conjugate exhibited a superior therapeutic effect in both xenograft nude mice models without causing any systemic side effects. Notably, the conjugate nearly eliminated all xenograft tumors in nude mice bearing breast cancer cells MCF-7. This study revealed that the dextran-based dual drug delivery system may provide an effective strategy to selectively deliver DTX to tumor sites. In the experimental materials used by the author, we found H-Lys(Boc)-OH(cas: 2418-95-3Recommanded Product: H-Lys(Boc)-OH)

H-Lys(Boc)-OH(cas: 2418-95-3) belongs to amino acids. In addition to subunits of proteins, amino acids have many other functions as well, including osmoregulation (proline), neurotransmitters (gamma-aminobutyric acid), metabolic intermediates (ornithine and citrulline), and inhibitors (dehydroproline).Recommanded Product: H-Lys(Boc)-OH

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

In 2010,Peptide Science included an article by Deguchi, Ayaka; Hattori, Yasunao; Konno, Hiroyuki; Nosaka, Kazuto; Akaji, Kenichi. Recommanded Product: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide. The article was titled 《Syntheses of hydroxyethylamine derivatives containing side-chain mimetic substituent and peptide sequence》. The information in the text is summarized as follows:

A symposium report. Aspartic protease (AP) plays an essential role in serious diseases such as AIDS, ATL (Adult T-cell Leukemia), and Alzheimer’s disease, and is thought to be a suitable target to design therapeutic inhibitors. In the present study, we developed a synthetic route using Mannich-type reaction to construct hydroxyethylamine scaffold containing side-chain mimetic substituent and peptide sequence. After reading the article, we found that the author used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Recommanded Product: (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.Recommanded Product: (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide

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

Alemany, Carme; Bach, Jordi; Farras, Jaume; Garcia, Jordi published their research in Organic Letters on December 2 ,1999. The article was titled 《A versatile approach to N-Boc-statine and N-Boc-norstatine based on the reduction of 1-trialkylsilyl acetylenic ketones. Strong remote effect of the C(1) substituent on the stereoselectivity》.Safety of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide The article contains the following contents:

An efficient, unified approach to chiral, protected β-hydroxy-γ-amino and α-hydroxy-β-amino acids derived from Boc-L-leucine has been accomplished on the basis of the oxazaborolidine-controlled, stereoselective reduction of 1-trialkylsilyl acetylenic ketones; stereoselectivity in the reduction step has shown strong dependence upon C(1) substitution. For example, trimethylsilyl acetylenic ketone I [prepared from Boc-Leu-N(Me)OMe with TMSCCH] was stereoselectively reduced to the alc. II using BH3:SMe2 with catalyst oxazaborolidine III. Next, hydroboration of II with dicyclohexylborane followed by oxidative workup gave statine derivative IV. In addition to this study using (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide, there are many other studies that have used (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamide(cas: 87694-50-6Safety of (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.Safety of (S)-N-Methyl-N-methoxy-2-(tert-butoxycarbonylamino)-4-methylpentanamideAmides are pervasive in nature and technology. Proteins and important plastics like Nylons, Aramid, Twaron, and Kevlar are polymers whose units are connected by amide groups (polyamides); these linkages are easily formed, confer structural rigidity, and resist hydrolysis.

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