Tag: M.W=100-150

Vettori, L. Pecori published the artcileSynthesis of 4,9-dimethoxy-5-methyl-7H-furo[3,2-g]-1-benzopyran-7-one-6-carboxylic acid derivatives, COA of Formula: C5H8N2O, the publication is Farmaco, Edizione Scientifica (1975), 30(9), 754-60, database is CAplus.

The title compounds I (X = O, R = CN, CO2Et, CO2H, COCl, H, CONH2, CONEt2, CONH(CH2)4OH, NHCH2CHMe2, NHCH2CH2NEt2, morpholino, 2-pyridylamino, OCH2CH2NMe2, OCHMeCH2NEt2, O(CH2)3NEt2, OCH2CH2NEt2; X = NH, R = CN) were prepared from Khellinone. Thus condensation of Khellinone with NCCH2CONHR1 (R1 = H, Me, Et), CH2(CO2Et)2, CH2(CONH2)2, and CH2(CN)2 gave I (X = O, R = CN, CO2Et, CONH2; X = NH, R = CN). Hydrolysis of the ester gave I (R = CO2H), which was chlorinated and aminated.

Farmaco, Edizione Scientifica 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 C8H11NO, COA of Formula: C5H8N2O.

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

Alexander, Rikki published the artcile4-(1,3-Thiazol-2-yl)morpholine derivatives as inhibitors of phosphoinositide 3-kinase, Quality Control of 14294-10-1, the publication is Bioorganic & Medicinal Chemistry Letters (2008), 18(15), 4316-4320, database is CAplus and MEDLINE.

4-(1,3-Thiazol-2-yl)morpholine derivatives have been identified as potent and selective inhibitors of phosphoinositide 3-kinase. The SAR data of selected examples are presented and the in vivo profiling of compound 18 (I) is shown to demonstrate the utility of this class of compounds in xenograft models of tumor growth.

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, Quality Control of 14294-10-1.

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

Li, Huifang published the artcileDiscovery of Small-Molecule Inhibitors Selectively Targeting the DNA-Binding Domain of the Human Androgen Receptor, COA of Formula: C5H10N2OS, the publication is Journal of Medicinal Chemistry (2014), 57(15), 6458-6467, database is CAplus and MEDLINE.

The human androgen receptor (AR) is considered as a master regulator in the development and progression of prostate cancer (PCa). As resistance to clin. used anti-AR drugs remains a major challenge for the treatment of advanced PCa, there is a pressing need for new anti-AR therapeutic avenues. In this study, we identified a binding site on the DNA binding domain (DBD) of the receptor and utilized virtual screening to discover a set of micromolar hits for the target. Through further exploration of the most potent hit (1), a structural analog (6) was identified demonstrating 10-fold improved anti-AR potency. Further optimization resulted in a more potent synthetic analog (25) with anti-AR potency comparable to a newly FDA-approved drug Enzalutamide. Site-directed mutagenesis demonstrated that the developed inhibitors do interact with the intended target site. Importantly, the AR DBD inhibitors could effectively inhibit the growth of Enzalutamide-resistant cells as well as block the transcriptional activity of constitutively active AR splice variants, such as V7.

Journal of Medicinal Chemistry 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

Li, Huifang published the artcileCorrection to Discovery of Small-Molecule Inhibitors Selectively Targeting the DNA-Binding Domain of the Human Androgen Receptor [Erratum to document cited in CA161:328452], Application of Morpholine-4-carbothioamide, the publication is Journal of Medicinal Chemistry (2017), 60(3), 1225, database is CAplus and MEDLINE.

In the original publication on page 6458, The abstract graphic shows the incorrect isomer; the correction is provided here. In the original publication on Page 6460, In line 22 of the right-hand column, the group should be “-OCH₃” instead of “-OCHH₃“; the correction is provided here. In the original publication, on page 6461,In lines 9 and 35 of the left-hand column, the compound should be “2,4-dibromoimidazole” instead of “4,5-dibromoimidazole”; the correction is provided here. In the original publication, on page 6462, in table 3, the structure for ring A in the compound is incorrect; the correction is provided here. In the original publication on Page 6463, Figure 3D is incorrect; the correction is provided here. In the original publication, ob Page 6464, In the right-hand column in the second line from the bottom, the compound should be “4-(4-(2,4-Dibromo-1Himidazol-1-yl)thiazol-2-yl)morpholine instead of “4-(4-(4,5-Dibromo-1H-imidazol-1-yl)thiazol-2-yl)morpholine”; the correction is provided here.

Journal of Medicinal Chemistry 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

Bhumireddy, Archana published the artcileDesign, synthesis, and biological evaluation of phenyl thiazole-based AR-V7 degraders, Safety of Morpholine-4-carbothioamide, the publication is Bioorganic & Medicinal Chemistry Letters (2022), 128448, database is CAplus and MEDLINE.

Multiple Splice variants of AR have been reported in the past few years. These splice variants are upregulated in most cases of CRPC resulting in poor prognosis. Most of these variants lack the ligand binding domain (LBD) but still bind to DNA resulting in constitutive activation of downstream targets. The AR-V7 splice variant has been characterized extensively and current clin. trials in CRPC are exploring the use of AR-V7 as a biomarker. New therapeutic mols. that selectively target AR-V7 are also being explored. However, there is a dearth of information available on the selectivity, phenotypic responses in AR-V7 dependent cell lines and pharmacokinetic properties of such mols. Using our proprietary computational algorithms and rational SAR optimization, we have developed a potent and selective AR-V7 degrader from a known AR DNA binding domain (DBD) binder. This mol. effectively degraded AR-V7 in a CRPC cell line and demonstrated good oral bioavailability in mouse PK studies. This tool compound can be used to evaluate the pharmacol. effects of AR-V7 degraders. Further exploration of SAR can be pursued to develop more optimized lead compounds

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, Safety of Morpholine-4-carbothioamide.

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

Jahn, Ullrich published the artcile3,3-dichloroprop-2-eniminium salts (vinylogous Viehe salts). A study of their reactivity towards nucleophiles, Quality Control of 14294-10-1, the publication is Synthesis (1997), 573-588, database is CAplus.

The title compounds, [Cl₂C:CC:N⁺R₂]Cl^– [I; R₂ = Me₂, (CH₂)₄, (CH₂)₂O(CH₂)₂, (CH₂)₅] react regioselectively at either the 1- or 3-position depending on the reaction pattern. Chloro substitution affording new propene iminium salts is preferred e.g. in the reaction with mercaptans, amines, and some activated arenes and hetarenes. Nucleophilic attack at the 1-position providing in allyl or allylidene structure is observed e.g. in the reaction with H₂O, EtOH, trialkyl phosphite, Me₃SiCN, Grignard reagents, and acceptor activated methylene compounds Reaction at both positions with heterocyclization to 1,3-thiazine-6-thiones occurs with thioamide functions. The regiochem. depends on a complex interplay of several factors in contrast to the FMO predicted orientation. The utility of I and some consecutive products as versatile C₃-building blocks for further syntheses is foreseeable.

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, Quality Control of 14294-10-1.

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

Venkappayya, D. published the artcile“4-Morpholinyl-(thiocarbonic) acid amide” [thio-4-morpholinecarboxamide], Application In Synthesis of 14294-10-1, the publication is Current Science (1969), 38(7), 155-6, database is CAplus.

The procedure of Henry and Dehn (1950) for the reaction of morpholine HCl salt and KSCN was repeated and gave a compound m. 112.5-15.5°, as previously reported. However, aqueous solutions of this compound gave an intense red color with acidic ferric ion solutions, and ion exchange confirmed the presence of morpholinium and thiocyanate ions. The ir spectrum of the solid compound showed bands characteristic of C-N and C-S stretching modes in ionic thiocyanates. On the basis of these experiments, the compound was thought to be morpholinium thiocyanate rather than thio-4-morpholinecar-boxamide.

Current 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 C20H19NO4, Application In Synthesis of 14294-10-1.

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

Shklyaev, V. S. published the artcileSynthesis of enamino amides of the 1,2,3,4-tetrahydroisoquinoline series, COA of Formula: C5H8N2O, the publication is Khimiya Geterotsiklicheskikh Soedinenii (1989), 1239-42, database is CAplus.

Treating 3,4-R¹₂C₆H₃CH₂C(OH)R²R³ [R¹ = MeO, H, R² = MeO, Me, R³ = Me, Et, R²R³ = (CH₂)₄, (CH₂)₅] with NCCH₂CONR⁴R⁵ (R⁴ = H, R⁵ = Me, Et, 2-thiazolyl; R⁴R⁵N = morpholino) in H₂SO₄ gave 57-83% isoquinolines I. Addnl. obtained were the biisoquinolines II (n = 4, 6, 7) and the corresponding piperazine derivative

Khimiya Geterotsiklicheskikh Soedinenii 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 C12H16O3, COA of Formula: C5H8N2O.

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

Rai, Sunil K. published the artcileSalts and Cocrystal of Etodolac: Advantage of Solubility, Dissolution, and Permeability, Related Products of amides-buliding-blocks, the publication is Crystal Growth & Design (2020), 20(7), 4512-4522, database is CAplus.

Etodolac (ETD) is a nonsteroidal anti-inflammatory drug (NSAID) approved by the United States Food and Drug Administration (US-FDA) in 1991 for the treatment of rheumatoid arthritis. Because of its poor aqueous solubility and high permeability, ETD falls under Biopharmaceutics Classification System (BCS) Class II drug. The present study was aimed to screen stable salts and cocrystals of ETD using Generally Recognized as Safe (GRAS) and a few non-GRAS coformers. Crystallization of five salts (i.e., isopropylamine = isoPA, n-hexylamine = nHA, cyclohexylamine = cycloHA, 2-phenylethylamine = phEA, piperazine = PPZ) and one cocrystal (isonicotinamide = INT) was successful. These products were characterized by single crystal X-ray and powder diffraction. Differential scanning calorimetry (DSC) showed a single endotherm for the salts, which confirmed their thermal stability and phase homogeneity, except for ETD^–·phEA⁺ where a solid-solid transition at 152°C was observed with an enthalpy of transition ΔH ≈ 16 J/g. Among the five salts, ETD^–·isoPA⁺ showed the highest solubility of 267.50 mg/mL and ~20 times faster intrinsic dissolution rate than ETD in pH 7.0 phosphate buffer medium. The salts are stable under solubility and dissolution conditions as confirmed by fitting the powder X-ray diffraction profile of each sample after the experiment with the calculated lines from the X-ray structure. Permeability and flux anal. of ETD salts showed that ETD^–·isoPA⁺ exhibits a high flux rate across the semipermeable membrane due to a higher mol. mobility and greater concentration gradient. Solid form screening of the nonsteroidal anti-inflammatory drug Etodolac afforded five salts with isopropylamine, n-hexylamine, cyclohexylamine, 2-phenylethylamine, and piperazine and one cocrystal with isonicotinamide. The isopropylamine salt showed the highest solubility at 267.50 mg/mL, which exhibited ~20 times faster intrinsic dissolution rate than etodolac in pH 7.0 phosphate buffer. Thus, short chain (low lipophilic) amines are preferred over long chain (high lipophilic) aliphatic amines to improve the solubility, dissolution, and physicochem. properties of acidic drugs.

Crystal Growth & Design 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, Related Products of amides-buliding-blocks.

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

Abutayeh, Reem F. published the artcileDesign and Synthesis of New Sulfonamides-Based Flt3 Inhibitors, Computed Properties of 1453-82-3, the publication is Medicinal Chemistry (Sharjah, United Arab Emirates) (2020), 16(3), 403-412, database is CAplus and MEDLINE.

Background: Flt3 is an oncogenic kinase involved in different leukemias. It is most prominently associated with acute myeloid leukemia (AML). Flt3-specific inhibitors have shown promising results in interfering with AML. Methods: The crystallog. structures of two inhibitors complexed within Flt3, namely, quizartinib and F6M, were used to guide the synthesis of new sulfonamide-based Flt3 inhibitors. Results: One of the prepared compounds showed low micromolar anti-Flt3 bioactivity, and interestingly, low micromolar bioactivity against the related oncogenic kinase VEGFR2. Conclusion: Sulfonamides were successfully used as privileged scaffolds for the synthesis of novel Flt3 inhibitors of micromolar potencies.

Medicinal Chemistry (Sharjah, United Arab Emirates) 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, Computed Properties of 1453-82-3.

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