Category: 14294-10-1

Sigurdardottir, A. G. published the artcileExploring the chemical space of the lysine-binding pocket of the first kringle domain of hepatocyte growth factor/scatter factor (HGF/SF) yields a new class of inhibitors of HGF/SF-MET binding, Safety of Morpholine-4-carbothioamide, the publication is Chemical Science (2015), 6(11), 6147-6157, database is CAplus and MEDLINE.

The growth/motility factor hepatocyte growth factor/scatter factor (HGF/SF) and its receptor, the tyrosine kinase MET, constitute a signalling system essential for embryogenesis and for tissue/organ regeneration in post-natal life. HGF/SF-MET signalling, however, also plays a key role in the onset of metastasis of a large number of human tumors. Both HGF/SF and MET are high mol. weight proteins that bury an extensive interface upon complex formation and thus constitute a challenging target for the development of low mol. weight inhibitors. Here we have used surface plasmon resonance (SPR), NMR (NMR) and X-ray crystallog. to screen a diverse fragment library of 1338 members as well as a range of piperazine-like compounds Several small mols. were found to bind in the lysine-binding pocket of the kringle 1 domain of HGF/SF and its truncated splice variant NK1. We have defined the binding mode of these compounds, explored their biol. activity and we show that selected fragments inhibit MET downstream signalling. Thus we demonstrate that targeting the lysine-binding pocket of NK1 is an effective strategy to generate MET receptor antagonists and we offer proof of concept that the HGF/SF-MET interface may be successfully targeted with small mols. These studies have broad implications for the development of HGF/SF-MET therapeutics and cancer treatment.

Chemical Science published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Safety of Morpholine-4-carbothioamide.

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

Batenko, N. G. published the artcileSynthesis of 2,5-bis(2-aminothiazol-5-yl)-3,6-dichloro-1,4-benzoquinones, Application In Synthesis of 14294-10-1, the publication is Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) (2000), 36(6), 733-737, database is CAplus.

A series of 2-(2-aminothiazol-5-yl)-3,6-dichloro-5-diethylaminoethenyl-1,4-benzoquinones was synthesized from 2-(2-aminothiazol-5-yl)-3,5,6-trichloro-1,4-benzoquinones using acetaldehyde and diethylamine in toluene solution Refluxing these compounds with substituted thioureas in acetonitrile in the presence of hydrochloric acid gives the corresponding 2,5-bis(2-aminothiazol-5-yl)-3,6-dichlorohydroquinones which can be oxidized to the target products with ferric chloride in aqueous DMF.

Chemistry of Heterocyclic Compounds (New York)(Translation of Khimiya Geterotsiklicheskikh Soedinenii) published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Application In Synthesis of 14294-10-1.

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

Herder, Martin published the artcileSwitching with orthogonal stimuli: electrochemical ring-closure and photochemical ring-opening of bis(thiazolyl)maleimides, Application of Morpholine-4-carbothioamide, the publication is Chemical Science (2013), 4(3), 1028-1040, database is CAplus.

The photochem. as well as electrochem. of novel donor-acceptor bis(morpholinothiazolyl)-maleimides has been investigated. Proper substitution of these diarylethene-type mol. switches leads to the unique situation in which their ring-closure can only be accomplished electrochem., while ring-opening can only be achieved photochem. Hence, these switches operate with orthogonal stimuli, i.e. redox potential and light, resp. The switch system could be optimized by introducing trifluoromethyl groups at the reactive carbon atoms in order to avoid byproduct formation during oxidative ring closure. Both photochem. and electrochem. pathways were investigated for methylated, trifluoromethylated, and nonsym. bis(morpholinothiazolyl)maleimides as well as the bis(morpholinothiazolyl)cyclopentene reference compound With the aid of the nonsym. “mixed” derivative, the mechanism of electrochem. driven ring closure could be elucidated and seems to proceed via a dicationic intermediate generated by two-fold oxidation All exptl. work has been complemented by d. functional theory that provides detailed insights into the thermodn. of the ring-open and closed forms, the nature of their excited states, and the reactivity of their neutral as well as ionized species in different electronic configurations. The particular diarylethene systems described herein could serve in multifunctional (logic) devices operated by different stimuli (inputs) and may pave the way to converting light into elec. energy via photoinduced “pumping” of redox-active meta-stable states.

Chemical Science published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Application of Morpholine-4-carbothioamide.

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

Djerassi, Carl published the artcileOptical rotatory dispersion studies. XLIII. Absolute configurational assignment of α-substituted carboxylic acids by anomalous rotatory dispersion of their acylthiourea derivatives, Recommanded Product: Morpholine-4-carbothioamide, the publication is Journal of the American Chemical Society (1960), 5755-6, database is CAplus.

cf. CA 54, 7574h; 55, 7476f. In order to show anomalous rotatory dispersion, carboxylic acids must be converted to derivatives containing a chromophore. The acyl thioureas, RCONHCSNR’₂, were suitable, especially when NR’₂ = morpholino; they showed pos. Cotton effects when R belonged to the L series, neg. when R was D. In a typical preparation, the acid chloride from 120 mg. dehydroabietic acid and excess SOCl₂ was refluxed 1 hr. with 44 mg. KSCN in 4 cc. Me₂CO. Morpholine (0.6 cc.) was added, heating continued 10 min., and the mixture kept overnight. Removal of solvent, addition of H₂O and dilute acid, and extraction with Et₂O yielded 86% dehydroabietyl morpholinothiocarbamide, m. 102-4° (hexane), λ (MeOH) 282 and 340 mμ, log ε 4.16 and 2.41. This derivative showed a pos. Cotton effect, while that of acetoxypodocarpic acid showed a neg. one; the 2 substances differed stereochem. only in configuration at the center adjacent to the CO₂H.

Journal of the American Chemical Society published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Recommanded Product: Morpholine-4-carbothioamide.

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

Sekar, Nagaiyan published the artcileSynthesis of novel styryl derivatives from 4-chloro-2-(morpholin-4-yl)-1,3-thiazole-5-carbaldehyde, study of their photophysical properties and TD-DFT computations, Synthetic Route of 14294-10-1, the publication is Journal of Luminescence (2014), 8-18, database is CAplus.

Novel fluorescent styryl push-pull compounds having electron donating thiazole unit were synthesized by condensing 4-chloro-2-(morpholin-4-yl)-1,3-thiazole-5-carbaldehyde with active methylene compounds via classical Knoevenagel condensation. The synthesized styryl mols. were characterized by spectral anal. Photophys. properties of these styryl derivatives were analyzed and the effect of change in solvent polarity and viscosity on their absorptive and emissive properties has been investigated. D. functional theory (DFT) and time dependent-d. functional theory (TD-DFT) computations have been used to understand the structural, mol., electronic and photophys. parameters of push-pull dyes. Bakhshiev and Kawski-Chamma-Viallet correlations were used to calculate the ratio of ground to excited state dipole moment of the synthesized novel styryl compounds

Journal of Luminescence published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C4H6O3, Synthetic Route of 14294-10-1.

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

Rowbottom, Martin W. published the artcileSynthesis and structure-activity relationships of uracil derived human GnRH receptor antagonists: (R)-3-[2-(2-amino)phenethyl]-1-(2,6-difluorobenzyl)-6-methyluracils containing a substituted thiophene or thiazole at C-5, Formula: C5H10N2OS, the publication is Bioorganic & Medicinal Chemistry Letters (2004), 14(19), 4967-4973, database is CAplus and MEDLINE.

The synthesis of a series of (R)-3-[2-(2-amino)phenethyl]-1-(2,6-difluorobenzyl)-6-methyluracils, e.g., I, containing a substituted thiophene or thiazole at C-5 is described. SAR around C-5 of the uracil led to the discovery that a 2-thienyl or (2-phenyl)thiazol-4-yl group is required for optimal receptor binding. The best compound from the series had a binding affinity of 2 nM (K_i) for the human GnRH receptor. A convenient preparation of N-1-(2,6-difluorobenzyl)-6-methyluracil is also described.

Bioorganic & Medicinal Chemistry Letters published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Formula: C5H10N2OS.

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

Hirai, Kentaro published the artcileStudies on heterocyclic cation systems. XI. Syntheses of 2-disubstituted-amino-4-arylthiazol-5-ylalkanoic acids, COA of Formula: C5H10N2OS, the publication is Chemical & Pharmaceutical Bulletin (1977), 25(9), 2292-9, database is CAplus.

2-Disubstituted-amino-4-arylthiazol-5-ylalkanoic acids I (R = piperidino, morpholino, MeNH, BzNH, p-ClC₆H₄CONH, R¹ = H, Me; R² = Ph, 2-thienyl, p-ClC₆H₄, p-BrC₆H₄) were prepared Thus, dehydration of S-(α-benzoyl-β-ethoxycarbonyl)ethyl 1-piperidinethiocarbonate in the presence of aqueous HClO₄-Ac₂O yielded 4-ethoxycarbonylmethyl-5-phenyl-2-piperidino-1,3-oxathiolium perchlorate, which underwent nucleophilic reaction with NH₃ and the 5-ethoxycarbonylmethyl-4-phenyl-2-piperidinothiazole hydrolyzed to give I (R = piperidino, R¹ = H, R² = Ph). I were also synthesized by the classical Hantzsch method. I were evaluated as antiinflammatory agents on carrageenin induced abscess in rats.

Chemical & Pharmaceutical Bulletin published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, COA of Formula: C5H10N2OS.

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

Schroth, W. published the artcileSynthesis of 1,3-thiazinium salts from β-chlorovinyl ketones and thio amide functionalized compounds, Category: amides-buliding-blocks, the publication is Tetrahedron (1982), 38(7), 937-48, database is CAplus.

Thiocarbamoyl compounds reacted with β-chlorovinyl ketones to give 1,3-thiazinium salts via S-ketovinylthioimidium derivatives E.g., condensation reaction of Me₃CCSNH₂ with 4-MeC₆H₄COCH:CHCl in HClO₄ gave the intermediate 4-MeC₆H₄COCH:CHSC(:N⁺H₂)CMe₃ ClO₄^– which underwent acid-catalyzed cyclocondensation reaction to give 72% thiazinium salt I. The thiazinium salts react with nucleophilic reagents preferentially at position 6. E.g., substitution reaction of I with morpholine at -20° gave 94% thiazine II. The scope of the cyclocondensation reaction is discussed.

Tetrahedron published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Category: amides-buliding-blocks.

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

Schroth, Werner published the artcile1,3-Thiazine syntheses with β-diketones via enol phosphate, Related Products of amides-buliding-blocks, the publication is Synthesis (1983), 827-30, database is CAplus.

RCOCH₂COR (R = Ph; 4-MeOC₆H₄, Me) were successively treated with Na or NaOMe, then (PhO)₂P(O)Cl in C₆H₆ or Et₂O to give 58-75% RCOCH:CROP(O)(OPh)₂ which were cyclized with H₂NC(S)R¹ (R¹ = Ph, Me, CMe₃, SEt, NH₂, NMe₂, morpholino, PhCH:NNH, MeEtC:NNH, 4-MeC₆H₄SO₂NHNH, 4-MeOC₆H₄) in AcOH containing POCl₃, with dropwise addition of 70% HClO₄ to give 39-97% thiazinium perchlorates I.

Synthesis published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Related Products of amides-buliding-blocks.

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

Rajappa, S. published the artcileA general synthesis of thiazoles. Part 5. Synthesis of 5-acyl-2-dialkylaminothiazoles, Product Details of C5H10N2OS, the publication is Proceedings – Indian Academy of Sciences, Chemical Sciences (1982), 91(5), 445-50, database is CAplus.

The title compounds I [R = morpholino, R¹ = H, R² = Ph, EtO, Me, 4,3-Cl(O₂N)C₆H₄; R = 4-methylpiperazine, R¹ = H, R² = 4-O₂NC₆H₄, 3-O₂NC₆H₄, 4,3-Cl(O₂N)C₆H₄; R = 4-methylpiperazino, R¹ = Me, R² = 3-O₂NC₆H₄] were prepared by cyclization of RCSN:CR¹NMe₂ with R²COCH₂X (X = Cl, Br).

Proceedings – Indian Academy of Sciences, Chemical Sciences published new progress about 14294-10-1. 14294-10-1 belongs to amides-buliding-blocks, auxiliary class Morpholine,Thiourea,Amine,Amide, name is Morpholine-4-carbothioamide, and the molecular formula is C5H10N2OS, Product Details of C5H10N2OS.

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