Tag: M.W=100-150

Spitzner, R. published the artcileKetovinylization of thiocarbamides and thioureas. On the ambidence of the thioamido function, HPLC of Formula: 6972-05-0, the publication is Tetrahedron (1982), 38(7), 927-36, database is CAplus.

Thiocarbamides and thioureas reacted as ambident systems with ¦Â-chlorovinyl ketones to give (S)-[(Z)-ketovinyl] salts. E.g., addition reaction of PhCSNH₂ with PhCOCH:CHCl in HCO₂H/HClO₄ for 1-2 h gave 78% (Z)-PhCOCH:CHSCPh:N⁺H₂ ClO₄^–. The ketovinyl salts obtained from monoprotic thiocarbamides and thioureas underwent deprotonation to give (S)-[(Z)-ketovinyl]thioimidate esters or -isothioureas, which isomerized intramolecularly on heating. E.g., deprotonation of (Z)-4-MeOC₆H₄COCH:CHSCPh:N⁺HPh ClO₄^– gave 82% (Z)-4-MeOC₆H₄COCH:CHSCPh:NPh, which on heating in PhMe gave (E)-4-MeOC₆H₄COCH:CHSCPh:NPh. Lithiated monoprotic thiocarbonamides reacted with ¦Â-chlorovinyl ketones to give N-[(E)-ketovinyl]thiocarbonamides, whereas lithiated thioureas gave S-[(E)-ketovinyl]isothioureas, which rearranged to the N-[(E)-ketovinyl]thioureas under mild conditions. E.g., lithiation and addition reaction of PhCSNHPh with PhCOCH:CHCl gave 59% (E)-PhCOCH:CHNPhCSPh, whereas similar treatment of Me₂NC(S)NHPh gave (E)-PhCOCH:CHSC(:NPh)NMe₂, which above room temperature gave (E)-PhCOCH:CHNPhC(S)NMe₂.

Tetrahedron published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C8H5F3N4, HPLC of Formula: 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Birkinshaw, Timothy N. published the artcileSpectrometric and chemical studies of 5-acyl- and 5-nitroso-2-(N,N-disubstituted amino)thiazoles, Formula: C3H8N2S, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1988), 2209-12, database is CAplus.

The conformational preferences of title compounds I [e.g., R = NMePh, R¹ = Me, R² = Ph, (II); R = NMePh, R¹ = Ph, R² = Me] were established by IR spectrometry and a crystallog. examination of II. In solution, I (R¹ = Me, aryl; R² = aryl) exist predominantly or entirely in the carbonyl O,S-anti form; the syn rotamer is the main form of I (R¹ = aryl, R² = Me), but ?15% of the anti rotamer is present. Nitrosation of 4-aryl-2-(dimethylamino)thiazoles to the 5-nitroso derivatives is discussed, and evidence for nitroso-oximino isomerization in a similar reaction is given. The rotational barrier of the dimethylamino group is unexpectedly high (¦¤G₂₉₈? = 69 kJ mol^-1), exceeding even that of the 5-(trifluoroacetyl) analogs.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Formula: C3H8N2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Caldwell, Jennifer M. published the artcileStructural features and crystallographic examination of 5-acetyl- and 5-(trifluoroacetyl)-2-(N,N-disubstituted amino)thiazoles, COA of Formula: C3H8N2S, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1987), 2305-10, database is CAplus.

Title compounds I (R = H, R¹ = Me; R = Me, CMe₃, Ph, R¹ = Ph, Me) were prepared by unambiguous methods and examined spectrometrically. Crystallog. studies were carried out on 4 of the compounds and a related trifluoroacetyl compound (II). In solution I (R = H, CMe₃, Ph) exist predominantly in one conformation but I (R = Me) has two forms (carbonyl O,S-syn or anti, related by rotation of the acetyl group) of approx. equal stability. The x-ray work established that I (R = H, Ph) have carbonyl O,S-syn stereochem. whereas I (R = Me, CMe₃) have the anti arrangement. In contrast to I (R = Ph), II adopts the anti arrangement. These findings validate a correlation between the stereochem. of the rotational isomers and the positions of their carbonyl IR bands. The results also confirm the operation of a strong mesomeric interaction between the amino and acetyl groups.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, COA of Formula: C3H8N2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Funnell, Richard A. published the artcileThree reactions leading to isomeric 2-(N,N-disubstituted amino)thiazol-5-yl ketones, Application In Synthesis of 6972-05-0, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1987), 2311-15, database is CAplus.

N-Imidoyl-N,N-disubstituted thioureas PhNHCR:NCSR¹ (R = CMe₃, Ph, 4-MeOC₆H₄, 4-ClC₆H₄, 2-thienyl, R¹ = NMe₂, NPhMe, pyrrolidino, piperidino, morpholino, hexahydroazepino) react with ¦Á-halo ketones R²COCH₂R³ (I, R² = Me, R³ = Cl; R² = Me, CMe₃, Ph, 4-ClC₆H₄, 4-MeOC₆H₄, 4-O₂NC₆H₄, Me₂CH, R³ = Br) in the presence of Et₃N to give the expected 2-(N,N-disubstituted amino)thiazol-5-yl ketones II in high yield. The corresponding reactions of N-acyl-N,N-disubstituted thioureas RCONHCSR¹ with I lead to mixtures of II and III, which arise from rearrangement between cyclic intermediates. Mixtures of II and III are also formed by treating N,N-disubstituted thioureas R¹CSNH₂ with 2-bromo-1,3-diketones RCOCHBrCOR². The mixtures from the second and third routes contain the same products but in significantly different proportions. A mechanistic scheme which accounts for the main findings was developed. Characteristic mass spectral fragmentation patterns were particularly useful in identifying the substituents at positions 4 and 5 of the thiazole ring.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Application In Synthesis of 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kaye, Perry T. published the artcileN,N-Disubstituted 2-aminothiazole-5-carboxylates: preparation and rotation of functional groups, SDS of cas: 6972-05-0, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1983), 1677-80, database is CAplus.

Fourteen new 2-(dialkylamino)thiazole-5-carboxylates were prepared by cyclocondensation of ¦Á-bromo ¦Â-oxo esters with N,N-disubstituted thioureas. Thus, cyclocondensation of HCOCHBrCO₂Et with H₂NCSNMe₂ in refluxing EtOH gave thiazole I. The IR spectra of these compounds show carbonyl doublets arising from the carbonyl O,S-syn-s-trans and anti-s-trans rotamers. Variable temp ¹H NMR study showed barriers to rotation of the 2-amino groups of 41-47 kJ/mol. There is a strong mesomeric attraction between the carboxylate and amine groups.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, SDS of cas: 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Forlani, Luciano published the artcileIntermediates in the halogenation of some 2-aminothiazoles, SDS of cas: 6972-05-0, the publication is Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) (1978), 1169-71, database is CAplus.

Halogenations (Cl, Br, 0¡ã) of aminothiazoles I (R¹ = R² = H, RR³ = bond) (R⁴ = H, R⁵ = H, Me₂CHCH₂, PhCH₂; R⁴ = R⁵ = Me) in MeOH, EtOH, H₂O, or (HOCH₂)₂ occurred regio- and stereospecifically to give the corresponding thiazoline hydrohalides I.HR¹ (R = R² = H) (R¹ = Cl, Br; R³ = OMe, OEt, OH, OCH₂CH₂OH) (80-95%). E.g., 95% I.HR¹ (R = R² = R⁴ = R⁵ = H, R¹ = Br, R³ = OEt) was obtained by bromination of 2-aminothiazole in EtOH. The mechanism of the reaction is discussed. The halothiazoline products were converted to the corresponding 5-halothiazoles I (RR³ = bond, R¹ = halo, R² = H) on heating a few h at ?70¡ã.

Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999) published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, SDS of cas: 6972-05-0.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Radke, Joshua B. published the artcileBicyclic azetidines target acute and chronic stages of Toxoplasma gondii by inhibiting parasite phenylalanyl t-RNA synthetase, SDS of cas: 63-68-3, the publication is Nature Communications (2022), 13(1), 459, database is CAplus and MEDLINE.

Toxoplasma gondii commonly infects humans and while most infections are controlled by the immune response, currently approved drugs are not capable of clearing chronic infection in humans. Hence, approx. one third of the world¡äs human population is at risk of reactivation, potentially leading to severe sequelae. To identify new candidates for treating chronic infection, we investigated a series of compounds derived from diversity-oriented synthesis. Bicyclic azetidines are potent low nanomolar inhibitors of phenylalanine tRNA synthetase (PheRS) in T. gondii, with excellent selectivity. Biochem. and genetic studies validate PheRS as the primary target of bicyclic azetidines in T. gondii, providing a structural basis for rational design of improved analogs. Favorable pharmacokinetic properties of a lead compound provide excellent protection from acute infection and partial protection from chronic infection in an immunocompromised mouse model of toxoplasmosis. Collectively, PheRS inhibitors of the bicyclic azetidine series offer promise for treatment of chronic toxoplasmosis.

Nature Communications published new progress about 63-68-3. 63-68-3 belongs to catalysis-chemistry, auxiliary class Natural product, name is (S)-2-Amino-4-(methylthio)butanoic acid, and the molecular formula is C5H11NO2S, SDS of cas: 63-68-3.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Muraoka, Kazuko published the artcileHeterometallic compounds. Interaction of the tricarbonyl containing W-Hg bond, [WCl(CO)₃(bipy)(HgCl)], with thioureas, Related Products of catalysis-chemistry, the publication is Ecletica Quimica (1997), 75-82, database is CAplus.

Reactions of [WCl(CO)₃(bipy)(HgCl)], [bipy = 2,2′-bipyridine], with thioureas were performed giving compounds [WCl(CO)₃(bipy)(HgCl)L], [L = thiourea (tu); N-methylthiourea (mtu); N,N-dimethylthiourea (dmtu)] in which the coordination sphere of the W atom remained unchanged. The coordination of the thioureas to Hg atom occurs, according to IR spectra, through the S atom.

Ecletica Quimica published new progress about 6972-05-0. 6972-05-0 belongs to catalysis-chemistry, auxiliary class Thiourea,Amine,Aliphatic hydrocarbon chain,Amide, name is 1,1-Dimethylthiourea, and the molecular formula is C3H8N2S, Related Products of catalysis-chemistry.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Kim, Minji published the artcileChanges in the liver transcriptome and physiological parameters of Japanese Black steers during the fattening period, Product Details of C5H11NO2S, the publication is Scientific Reports (2022), 12(1), 4029, database is CAplus and MEDLINE.

We investigated the physiol. changes during the fattening period and production characteristics in Japanese Black steers bred and raised using the typical feeding system in Japan. Here, 21 Japanese Black steers aged 12 mo were used, with exptl. period divided into early (12-14 mo of age), middle (15-22 mo), and late fattening phases (23-30 mo). The liver transcriptome, blood metabolites, hormones, and rumen fermentation characteristics were analyzed. Blood triglyceride and non-esterified fatty acid concentrations increased, whereas blood ketone levels decreased, with fattening phases. Blood insulin increased with fattening phases and was pos. correlated with carcass weight and marbling in late fattening phases. Rumen fermentation characteristics showed high propionate levels and low butyrate levels in late fattening phases, likely due to increased energy intake. Genes related to glucose metabolism, such as SESN3, INSR, LEPR, and FOXO3, were down-regulated in late fattening phases. Genes related to lipid metabolism, such as FABP4, were up-regulated, whereas FADS1 and FADS2 were down-regulated. These findings suggest that the physiol. changes resulted from changes in the energy content and composition of diets. Liver metabolism changed with changes in fat metabolism Insulin was strongly associated with physiol. changes and productivity in Japanese Black cattle.

Scientific Reports published new progress about 63-68-3. 63-68-3 belongs to catalysis-chemistry, auxiliary class Natural product, name is (S)-2-Amino-4-(methylthio)butanoic acid, and the molecular formula is C5H11NO2S, Product Details of C5H11NO2S.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia

Hirokawa, Sakutaro published the artcileCrystal structure of trimethylenediamine dihydrochloride, Safety of Propane-1,3-diamine dihydrochloride, the publication is Memoirs of the Defense Academy, Mathematics, Physics, Chemistry and Engineering (Yokosuka, Japan) (1968), 8(1), 485-98, database is CAplus.

Trimethylenediamine dihydrochloride, H2N(CH2)3NH2.2HCl, crystallizes in the orthorhombic system with a = 8.53, b = 9.36, c = 9.40 A., and space group Pbcn. The structure was determined by using the 3-dimensional Fourier function, and anisotropic refinement of the structure was carried out by using the least-sqs. method. The trimethylene-diammonium ion possesses a 2-fold axis included in the mol. plane, which passes through the central C atom. The ion is not coplanar; both the N atoms depart from the mol. plane by 0.128 A. Three N-H…Cl hydrogen bonds make a 3-dimensional network as in similar structures.

Memoirs of the Defense Academy, Mathematics, Physics, Chemistry and Engineering (Yokosuka, Japan) published new progress about 10517-44-9. 10517-44-9 belongs to catalysis-chemistry, auxiliary class Salt,Amine,Aliphatic hydrocarbon chain, name is Propane-1,3-diamine dihydrochloride, and the molecular formula is C3H12Cl2N2, Safety of Propane-1,3-diamine dihydrochloride.

Referemce:
https://courses.lumenlearning.com/boundless-chemistry/chapter/catalysis/,
Catalysis – Wikipedia