Tag: M.W=100-150

Ma, Yuying published the artcileApplication of Dually Activated Michael Acceptor to the Rational Design of Reversible Covalent Inhibitor for Enterovirus 71 3C Protease, Safety of 2-Cyano-N-ethylacetamide, the publication is Journal of Medicinal Chemistry (2019), 62(13), 6146-6162, database is CAplus and MEDLINE.

Targeted covalent inhibitors (TCIs) have attracted growing attention from the pharmaceutical industry in recent decades because they have potential advantages in terms of efficacy, selectivity, and safety. TCIs have recently evolved into a new version with reversibility that can be systematically modulated. This feature may diminish the risk of haptenization and help optimize the drug-target residence time as needed. The enteroviral 3C protease (3C^pro) is a valuable therapeutic target, but the development of 3C^pro inhibitors is far from satisfactory. Therefore, we aimed to apply a reversible TCI approach to the design of novel 3C^pro inhibitors. The introduction of various substituents onto the α-carbon of classical Michael acceptors yielded inhibitors bearing several classes of warheads. Using steady-state kinetics and biomol. mass spectrometry, we confirmed the mode of reversible covalent inhibition and elucidated the mechanism by which the potency and reversibility were affected by electronic and steric factors. This research produced several potent inhibitors with good selectivity and suitable reversibility; moreover, it validated the reversible TCI approach in the field of viral infection, suggesting broader applications in the design of reversible covalent inhibitors for other proteases.

Journal of Medicinal Chemistry published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, Safety of 2-Cyano-N-ethylacetamide.

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

Perlovich, German L. published the artcilePrediction of solubility of two-component molecular crystals, SDS of cas: 1453-82-3, the publication is CrystEngComm (2022), 24(12), 2217-2220, database is CAplus.

An approach which allows one to estimate the solubility of two-component mol. crystals in various solvents at different temperatures with an accuracy of 68% (an average absolute % deviation) without any information on their melting temperatures and enthalpies was proposed. The approach is based only on the information about the individual compounds in the co-crystal/salt: (a) melting temperatures and enthalpies and (b) activity coefficients in the investigated solvents at a given temperature

CrystEngComm published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, SDS of cas: 1453-82-3.

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

Sasse, Klaus published the artcile1-Substituted 1,6-dihydro-4-mercapto-6-pyrimidinones and 1,2,3,6-tetrahydro-4-(methylthio)-2,6-pyrimidinediones, Product Details of C5H8N2O, the publication is Justus Liebigs Annalen der Chemie (1976), 768-80, database is CAplus.

RNHCOCH2CSNH2 [R = alkyl, allyl, MeO(CH2)3, Ph, cyclohexyl, PhCHMe, furfuryl] reacted with MeO2CH and Na in EtOH to give 23.1-93.0% pyrimidinones I or EtNHCOCH2CSNH2 reacted with MeO2CH and KOCMe3 in Et2O to give 56% pyridinedicarboxamide II. I were methylated to give 42.2-79.5% III which gave 44.6-73.1% 5-halo derivatives with SOCl2 or Br. Treating RNHCOCH2C(SMe):NH·HI with EtO2Cl (55.-91.4% yields) and cyclizing the RNHCOCH:C(SMe)NHCO2Et in alk. solution gave 23.9-73.3% pyrimidinediones IV. These were halogenated in the 5 position (48.4-77.5% yields) and methylated (MeI) on the N3 position (70.4-81.4% yields).

Justus Liebigs Annalen der Chemie published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, Product Details of C5H8N2O.

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

Scott, Francis L. published the artcileNitrogen systems. VI. Some nucleophilic displacements on 1-carbamoylpyrazoles, SDS of cas: 14294-10-1, the publication is Chemistry & Industry (London, United Kingdom) (1956), 547-8, database is CAplus.

cf. C.A. 49, 15i. ZCSNH₂ (throughout this abstract Z = 3,5-dimethyl-1-pyrazolyl) (I) refluxed in EtOH with RNH₂ [R = Bu] (II), cyclohexyl (III), Ph₂NCONH, H₂O.NH₂, or PhNHNH₂ (IV)], morpholine (V), or piperidine (VI) gave the corresponding monosubstituted thiourea. I with aniline (VII) or benzylamine the sym. disubstituted thiourea. ZC(:NH)NHR [R = Bz (VIII), SO₂C₆H₄Me-p (IX), and CSNHPh (X)] were unaffected by II, III, IV, V, or VI in EtOH, but, in the absence of EtOH, VIII on refluxing with II, III, VI, or VII gave the corresponding Bz derivatives of the mono substituted guanidines and with V gave both 4-(benzoylguanyl)morpholine and BzN:CR₂(R = morpholino). Similarly IX refluxed with II, III, IV, V or VI in the absence of EtOH gave the p-tolylsulfonyl derivatives of the corresponding monosubstituted guanidines. ZC(:NH)NHC(SMe):NR.HI or its 4-Cl or 4-Br derivative (R = Ph) on refluxing in EtOH with amines gives very little reaction, but refluxing with II, III, or V in the absence of EtOH gives RC(:NH)NHC(SMe):NPh (R = the corresponding amino group), α-C₁₀H₇NHCONHC(:NH)Z in EtOH refluxed with II, III, IV, V, or VI gives the corresponding α-naphthyl ureas and ZH. Use of an azide ion gives with ZC(:NH)NHR(R = H or NO₂) 5-amino- and 5-nitraminotetrazoles, resp. Cf. C.A. 47, 6886a, 8670g, 9923c.

Chemistry & Industry (London, United Kingdom) 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 C14H21BO2, SDS of cas: 14294-10-1.

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

Shiau, Lie-Ding published the artcileComparison of the Nucleation Kinetics Obtained from the Cumulative Distributions of the Metastable Zone Width and Induction Time Data, Product Details of C6H6N2O, the publication is Molecules (2022), 27(9), 3007, database is CAplus and MEDLINE.

A linearized integral model based on classical nucleation theory is applied in this work to determine the interfacial energy and pre-exponential factor using a linear plot from the cumulative distributions of the metastable zone width (MSZW) data for some systems reported in the literature, including isonicotinamide, Bu paraben, dicyandiamide, and salicylic acid. Based on the same criterion for the nucleation point, the interfacial energy and pre-exponential factor are determined using the conventional linear regression method from the cumulative distributions of the induction time data for the same systems. The results indicate that the interfacial energy and pre-exponential factor calculated from the MSZW data are consistent with those calculated from the induction time for the studied systems.

Molecules published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C16H23BO4, Product Details of C6H6N2O.

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

Threlfall, T. published the artcileThe infrared spectra of amides. Part 1. The stretching vibrations of primary carboxamides, Category: amides-buliding-blocks, the publication is Vibrational Spectroscopy (2022), 103386, database is CAplus.

The IR spectra of more than 150 primarycarboxamides in the NH stretching and the carbonyl region have been measured. Comparison is made with Bellamys anal. of the stretching modes of amines. The offset to higher frequencies of amides compared with amines is attributed to the widening of the bond angle. The sym. and antisym. stretching of the NH₂ bonds is analyzed via a rearrangement of the Linnett equations. It is shown thereby that changes of bond strength vary the sym. and antisym. frequencies approx. proportionately while deviations from that relationship are due either to changes of the bond angle, steric hindrance or to hydrogen bonding. The spectral changes of m- and p-substituted amides are correlated with Hammett sigma functions, both in the carbonyl and the NH2 stretching region. Intensities and the influence of steric effects are also discussed.

Vibrational Spectroscopy published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C48H47FeP, Category: amides-buliding-blocks.

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

Tisler, M. published the artcileSyntheses of some N-substituted thiocarbamylpiperidines and thiocarbamylmerpholines, Recommanded Product: Morpholine-4-carbothioamide, the publication is Croatica Chemica Acta (1957), 409-11, database is CAplus.

RCNS (0.02 mole) in 10 ml. Et₂O added to an ice-cold solution of 0.02 mole piperidine or morpholine in 10 ml. Et₂O, kept 15 min., the solution filtered and the precipitate crystallized (EtOH or aqueous EtOH) gave 82-90% XCSNHR [R, m.p., and EtOH-H₂O ratio for crystallization given]: (Χ = piperidino) 2,3-Me₂C₆H₃, 138°, 3:1; 2,4-Me₂C₆H₃, 119°, 1:1; 2,5-Me₂C₆H₃, 118°, 2:1; 2-MeOC₆H₄, 61°, 2:1; 4-MeOC₆H₄, 146°, 3:1; 3-ClC₆H₄, 135°, 1:0; 4-Me₂NC₆H₄ (I), 129°, 1:1; C₆H₁₂, 133°, 3:1; Ph, 99°, -; 2-MeC₆H₄, 98°, -; 3-MeC₆H₄, 102°, -; 4-MeC₆H₄, 134°, -; 4-ClC₆H₄, 153°, -; 4-BrC₆H₄, 166°, -; PhCH₂, 88°, -; 1-C₁₀H₇, 125°, -; Me, 131°, -; (Χ = morpholino) Ph, 134°, 1:0; 2-MeC₆H₄, 144°, 1:0; 2-MeOC₆H₄, 91°, 1:1; 2,3-Me₂C₆H₃, 147°, 1:0; 2,4-Me₂C₆H₃, 148°, 1:0; 2,5-Me₂C₆H₃, 156°, 1:0; 3-ClC₆H₄, 162°, 1:0; 4-Me₂NC₆H₄, 170°, 1:0; PhCH₂, 100°, 3:1; C₆H₁₂, 136°, 2:1. Tested against M. tuberculosis H37Rv strain on liquid Sula medium only I showed complete inhibition at 5 γ/ml.

Croatica Chemica Acta 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 C7H7N3, Recommanded Product: Morpholine-4-carbothioamide.

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

Hoerlein, Ulrich published the artcileNonsymmetric N-substituted bispidine (3,7-diazabicyclo[3.3.1]nonane. I, Formula: C5H8N2O, the publication is European Journal of Medicinal Chemistry (1977), 12(4), 301-5, database is CAplus.

Bispidine derivatives I [R = R1 = Me, RR1 = (CH2)5, R2 = Me, Et, CH2Ph, R3 = H; RR1 = (CH2)4, R2 = Me, Et, R3 = H] were prepared by condensing RR1C:C(CN)CO2Et with R2NHCOCH2CN, hydrolyzing II, and reducing diimides with LiAlH4. I [R3 = acyl, 4-FC6H4CO(CH2)3, 8-chloro-10,11-dihydrobenzo[b,f]thiepin-10-yl] were prepared by substitution of I (R3 = H). I [RR1 = (CH2)5, (CH2)4, R2 = Me, R3 = COCH2Ph] had analgesic activities of the same magnitude as morphine. Some other I exhibited various pharmacol. activity, but only to a degree.

European Journal of Medicinal Chemistry published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, Formula: C5H8N2O.

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

Lemmerer, Andreas published the artcileThe 2-Chloro-4-nitrobenzoic acid as a coformer with pharmaceutical cocrystals and molecular salts, SDS of cas: 1453-82-3, the publication is Acta Crystallographica, Section C: Structural Chemistry (2020), 76(8), 746-752, database is CAplus and MEDLINE.

A series of five binary complexes, i.e. three cocrystals and two mol. salts, using 2-chloro-4-nitrobenzoic acid as a coformer have been produced with five commonly available compounds, some of pharmaceutical relevance, namely, 2-chloro-4-nitrobenzoic acid-isonicotinamide (1/1), C7H4ClNO4·C6H6N2O, 2-chloro-4-nitrobenzoic acid-3,3-diethylpyridine-2,4(1H,3H)-dione (2/1), 2C7H4ClNO4·C9H13NO2, 2-chloro-4-nitrobenzoic acid-pyrrolidin-2-one (1/1), C7H4ClNO4·C4H7NO, 2-carboxypiperidinium 2-chloro-4-nitrobenzoate, C6H12NO2-·C7H3ClNO4-, and (2-hydroxyethyl)ammonium 2-chloro-4-nitrobenzoate, C2H8NO+·C7H3ClNO4-. The coformer falls under the classification of a generally regarded as safe compound All five complexes make use of a number of different heteromeric hydrogen-bonded interactions. Intermol. potentials were evaluated using the CSD-Materials module.

Acta Crystallographica, Section C: Structural Chemistry published new progress about 1453-82-3. 1453-82-3 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is Isonicotinamide, and the molecular formula is C6H6N2O, SDS of cas: 1453-82-3.

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

Masaret, Ghada S. published the artcileSynthesis, Docking and Antihypertensive Activity of Pyridone Derivatives, Recommanded Product: 2-Cyano-N-ethylacetamide, the publication is ChemistrySelect (2020), 5(44), 13995-14003, database is CAplus.

A substituted 4-((5-cyano-1-ethyl-2-hydroxy-4-methyl-6-oxo-1,6-dihydropyridin-3-yl)diazenyl)benzene-sulfonamides were picked up via coupling of aromatic Diazonium salt for sulfonamide derivatives on 3-cyano-6-hydroxyl-2-pyridone derivative The produced derivatives were exposed to mol. docking to predict their antihypertensive activity toward protein databank identification number (PDB ID 6JP5) complexed with an amino acids consequent from the human Voltage-dependent L-type calcium channel (LCC) alpha-1S subunit. The docking studies outcomes endorsed to utilize these analogs in vivo antihypertensive effectiveness treatise. The Mean systolic blood pressure (SBP) of hypertensive rats injected by Dihydropyridine derivatives (DHPD) were evaluated in comparable with nifedipine that utilized as standard drug. Moreover, the vasorelaxant effectiveness of the synthesized derivatives were examined against the contraction induced by noradrenaline (0.1 mM, NA) on aorta rat rings.

ChemistrySelect published new progress about 15029-36-4. 15029-36-4 belongs to amides-buliding-blocks, auxiliary class Nitrile,Amine,Aliphatic hydrocarbon chain,Amide, name is 2-Cyano-N-ethylacetamide, and the molecular formula is C5H8N2O, Recommanded Product: 2-Cyano-N-ethylacetamide.

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