Tag: M.W=250-300

Mydock-McGrane, Laurel published the artcileAntivirulence C-Mannosides as Antibiotic-Sparing, Oral Therapeutics for Urinary Tract Infections, SDS of cas: 1197171-76-8, the publication is Journal of Medicinal Chemistry (2016), 59(20), 9390-9408, database is CAplus and MEDLINE.

Gram-neg. uropathogenic Escherichia coli (UPEC) bacteria are a causative pathogen of urinary tract infections (UTIs). Previously developed antivirulence inhibitors of the type 1 pilus adhesin, FimH, demonstrated oral activity in animal models of UTI but were found to have limited compound exposure due to the metabolic instability of the O-glycosidic bond (O-mannosides). Herein, we disclose that compounds having the O-glycosidic bond replaced with carbon linkages had improved stability and inhibitory activity against FimH. We report on the design, synthesis, and in vivo evaluation of this promising new class of carbon-linked C-mannosides that show improved pharmacokinetic (PK) properties relative to O-mannosides. Interestingly, we found that FimH binding is stereospecifically modulated by hydroxyl substitution on the methylene linker, where the R-hydroxy isomer has a 60-fold increase in potency. This new class of C-mannoside antagonists have significantly increased compound exposure and, as a result, enhanced efficacy in mouse models of acute and chronic UTI.

Journal of Medicinal Chemistry published new progress about 1197171-76-8. 1197171-76-8 belongs to amides-buliding-blocks, auxiliary class Boronic acid and ester,Amine,Benzene,Amide,Boronate Esters,Boronic Acids,Boronic acid and ester,, name is N-Methyl-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzamide, and the molecular formula is C14H20BNO3, SDS of cas: 1197171-76-8.

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

Ostrowski, Jacek published the artcilePharmacological and X-ray structural characterization of a novel selective androgen receptor modulator: potent hyperanabolic stimulation of skeletal muscle with hypostimulation of prostate in rats, HPLC of Formula: 125328-80-5, the main research area is androgen receptor modulator BMS564929 safety synthesis skeletal muscle prostate.

A novel, highly potent, orally active, nonsteroidal tissue selective androgen receptor (AR) modulator (BMS-564929) has been identified, and this compound has been advanced to clin. trials for the treatment of age-related functional decline. BMS-564929 is a subnanomolar AR agonist in vitro, is highly selective for the AR vs. other steroid hormone receptors, and exhibits no significant interactions with SHBG or aromatase. Dose response studies in castrated male rats show that BMS-564929 is substantially more potent than testosterone (T) in stimulating the growth of the levator ani muscle, and unlike T, highly selective for muscle vs. prostate. Key differences in the binding interactions of BMS-564929 with the AR relative to the native hormones were revealed through x-ray crystallog., including several unique contacts located in specific helixes of the ligand binding domain important for coregulatory protein recruitment. Results from addnl. pharmacol. studies effectively exclude alternative mechanistic contributions to the observed tissue selectivity of this unique, orally active androgen. Because concerns regarding the potential hyperstimulatory effects on prostate and an inconvenient route of administration are major drawbacks that limit the clin. use of T, the potent oral activity and tissue selectivity exhibited by BMS-564929 are expected to yield a clin. profile that provides the demonstrated beneficial effects of T in muscle and other tissues with a more favorable safety window.

Endocrinology published new progress about Anabolism. 125328-80-5 belongs to class amides-buliding-blocks, name is N-(4-Bromo-3-chloro-2-methylphenyl)acetamide, and the molecular formula is C9H9BrClNO, HPLC of Formula: 125328-80-5.

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

Boettcher, Stephan published the artcileIndoxylic Acid Esters as Convenient Intermediates Towards Indoxyl Glycosides, Application In Synthesis of 125328-80-5, the main research area is dye pigment indoxyl glycoside preparation glycosylation decarboxylation silver catalyst.

Indoxylic acid Me and allyl esters with varied halide-substitution patterns were obtained in excellent yields using a scalable route. Phase-transfer glycosylation of these key intermediates was carried out with various glycosyl halides. Subsequent mild silver-mediated decarboxylation followed by Zemplen deacetylation led to indoxyl glycosides, e.g. I, in good overall yields. Indoxyl glycosides are well-established and widely used tools for enzyme screening and enzyme-activity monitoring. In the past, their synthesis has been difficult, so this new approach has led to a variety of useful structures.

European Journal of Organic Chemistry published new progress about Deacetylation. 125328-80-5 belongs to class amides-buliding-blocks, name is N-(4-Bromo-3-chloro-2-methylphenyl)acetamide, and the molecular formula is C9H9BrClNO, Application In Synthesis of 125328-80-5.

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

Li, James J. published the artcileDiscovery of Potent and Muscle Selective Androgen Receptor Modulators through Scaffold Modifications, HPLC of Formula: 125328-80-5, the main research area is pyrroloimidazolidinone hydroxy preparation muscle selective androgen receptor modulator.

A novel series of imidazolin-2-ones was designed and synthesized as highly potent, orally active and muscle selective androgen receptor modulators (SARMs), with most of the compounds exhibiting low nM in vitro potency in androgen receptor (AR) binding and functional assays. Once daily oral treatment with the lead compound I (AR Ki = 0.9 nM, EC50 = 1.8 nM) for 14 days induced muscle growth with an ED50 of 0.09 mg/kg, providing approx. 50-fold selectivity over prostate growth in an orchidectomized rat model. Pharmacokinetic studies in rats demonstrated that the compound I had oral bioavailability of 65% and a plasma half-life of 5.5 h. On the basis of their preclin. profiles, the SARMs in this series are expected to provide beneficial anabolic effects on muscle with minimal androgenic effects on prostate tissue.

Journal of Medicinal Chemistry published new progress about Anabolic agents. 125328-80-5 belongs to class amides-buliding-blocks, name is N-(4-Bromo-3-chloro-2-methylphenyl)acetamide, and the molecular formula is C9H9BrClNO, HPLC of Formula: 125328-80-5.

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

Bottcher, Stephan published the artcileNovel Efficient Routes to Indoxyl Glycosides for Monitoring Glycosidase Activities, SDS of cas: 125328-80-5, the main research area is indoxyl glycoside sialoside lactoside preparation monitoring glycosidase activity.

A new efficient synthesis for broad access to indoxyl glycosides was developed. Indoxylic acid allyl ester linked to a sugar structure served as the key intermediate in this route. Selective ester cleavage and mild decarboxylation led to the corresponding indoxyl glycosides in good yields. This synthesis was applied for preparation of indoxyl glycosides of fucose, sialic acid, and 6′-sialyl lactose.

Organic Letters published new progress about Bond cleavage (ester). 125328-80-5 belongs to class amides-buliding-blocks, name is N-(4-Bromo-3-chloro-2-methylphenyl)acetamide, and the molecular formula is C9H9BrClNO, SDS of cas: 125328-80-5.

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

Thevis, Mario published the artcileMass spectrometry of hydantoin-derived selective androgen receptor modulators, Computed Properties of 125328-80-5, the main research area is hydantoin derivative preparation mass spectra androgen receptor modulator model.

N-Aryl-hydroxybicyclohydantoins represent a new class of tissue-selective anabolic agents [selective androgen receptor modulators (SARMs)] and are promising therapeutics as well as drugs prohibited in amateur and professional sport. The dissociation behavior after neg. and pos. electrospray ionization (ESI) and subsequent collision-induced dissociation (CID) was studied with drug candidate BMS 564929 (I), as well as structurally related and isotope-labeled analogs using high resolution/high accuracy orbitrap mass spectrometry. Pos. ionization and CID yielded characteristic product ions resulting from the cleavage of the hydantoin structure providing information about the proline-derived nucleus as well as the substituted aryl residue at m/z 96 and 193, resp. Neg. ESI and CID (MS/MS) yielded product ions mainly representing losses of water and CO2, the latter of which is of particular significance as the hydantoin structure does not contain a carboxyl function. Employing MSn experiments with accurate mass determination on six model SARMs, dissociation pathways to characteristic product ions were proposed supporting the identification of these drugs, their metabolites or related compounds in future doping control assays.

Journal of Mass Spectrometry published new progress about Collision-induced dissociation. 125328-80-5 belongs to class amides-buliding-blocks, name is N-(4-Bromo-3-chloro-2-methylphenyl)acetamide, and the molecular formula is C9H9BrClNO, Computed Properties of 125328-80-5.

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