Tag: M.W=150-200

Cashman, John R. published the artcileRelative hepatotoxicity of ortho and meta monosubstituted thiobenzamides in the rat, Application In Synthesis of 64559-06-4, the publication is Chemico-Biological Interactions (1983), 45(3), 341-7, database is CAplus and MEDLINE.

The hepatotoxicity of ortho and meta monosubstituted thiobenzamides was studied in rats injected i.p. with 2.0 mmol/kg of various monosubstituted compounds Among the meta-substituted compounds, hepatotoxicity varied in strict accordance with the electronic character of the substituent, whereas the ortho-substituted compounds showed no toxicity at comparable doses regardless of the nature of the substituent. Explanations for these substituent effects are provided in terms of the chem. reactivity of the compounds and their corresponding S-oxide and S,S-dioxide metabolites.

Chemico-Biological Interactions published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C8H9NOS, Application In Synthesis of 64559-06-4.

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

Kim, Inwon published the artcileFunctionalization of Pyridinium Derivatives with 1,4-Dihydropyridines Enabled by Photoinduced Charge Transfer, Recommanded Product: N,N-Diethylisonicotinamide, the publication is Organic Letters (2020), 22(21), 8730-8734, database is CAplus and MEDLINE.

By exploiting electron donor-acceptor (EDA) complexes between 1,4-dihydropyridines and N-amidopyridinium salts under visible light irradiation, we discovered that photoinduced intermol. charge transfer induces a single-electron transfer event without requiring a photocatalyst for the facile functionalization of pyridines. The generality of this method is amenable to various types of 1,4-dihydropyridine radical precursors to generate structurally different radicals such as alkyl, acyl, and carbamoyl radicals, ultimately providing facile access to synthetically valuable C4-functionalized pyridines. A broad range of functional groups are well accommodated under mild and metal-free conditions, and the synthetic utility of the present method is showcased by the late-stage functionalization of a variety of biol. relevant pyridine-based compounds, pharmaceuticals, and peptide feedstocks.

Organic Letters published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, Recommanded Product: N,N-Diethylisonicotinamide.

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

Odiaka, Timothy I. published the artcileNew tricarbonyl(amido-substituted-1,3-diene)iron complexes, Related Products of amides-buliding-blocks, the publication is Journal of Organometallic Chemistry (1985), 288(2), C30-C32, database is CAplus.

Benzamides I (R = H, 2-OH, 4-MeO, 3-MeO, 3,5-(MeO)₂, 4-Cl, 2,4-Cl₂) added reversibly to the dienyl rings of II (R¹ = H, MeO; n = 1, 2) to give III.

Journal of Organometallic Chemistry published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Related Products of amides-buliding-blocks.

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

Sabeti Azad, Mahnaz published the artcileFluorescent Aminoglycoside Antibiotics and Methods for Accurately Monitoring Uptake by Bacteria, Recommanded Product: 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, the publication is ACS Infectious Diseases (2020), 6(5), 1008-1017, database is CAplus and MEDLINE.

Characterizing how multidrug-resistant bacteria circumvent the action of clin. used or novel antibiotics requires a detailed understanding of how the antibiotics interact with and cross bacterial membranes to accumulate in the cells and exert their action. When monitoring the interactions of drugs with bacteria, it remains challenging to differentiate functionally relevant internalized drug levels from nonspecific binding. Fluorescence is a method of choice for observing dynamics of biomols. In order to facilitate studies involving aminoglycoside antibiotics, we have generated fluorescently labeled aminoglycoside derivatives with uptake and bactericidal activities similar, albeit with a moderate loss, to those of the parent drug. The method combines fluorescence microscopy with fluorescence-activated cell sorting (FACS) using neomycin coupled to nonpermeable cyanine dyes. Fluorescence imaging allowed membrane-bound antibiotic to be distinguished from mols. in the cytoplasm. Patterns of uptake were assigned to different populations in the FACS anal. Our study illustrates how fluorescent derivatives of an aminoglycoside enable a robust characterization of the three components of uptake: membrane binding, EDPI, and EDPII. Because EDPI levels are weak compared to the two other types of accumulation and critical for the action of these drugs, the three components of uptake must be taken into account sep. when drawing conclusions about aminoglycoside function.

ACS Infectious Diseases published new progress about 1869-45-0. 1869-45-0 belongs to amides-buliding-blocks, auxiliary class Trifluoromethylated Building Blocks, name is 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide, and the molecular formula is C4H6F3NOS, Recommanded Product: 2,2,2-Trifluoro-N-(2-mercaptoethyl)acetamide.

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

Gholivand, Khodayar published the artcileN-2,4-dichlorobenzoyl phosphoric triamides: Synthesis, spectroscopic and x-ray crystallography studies, Synthetic Route of 2447-79-2, the publication is Journal of Chemical Sciences (Bangalore, India) (2010), 122(4), 549-559, database is CAplus.

New phosphoric triamides (R¹P(O)Cl₂, 1; R¹P(O)(OH)₂, 2; R¹P(O)(NHCH₂CH=CH₂)₂, 3; R¹P(O)[NHCH(CH₃)₂]₂, 4; R¹P(O)[NH-C(CH₃)₃]₂, 5; R¹P(O)(NHCH₂-C₄H₃O)₂, 6; R¹P(O)(NHCH₂C₆H₅)₂, 7; R¹P(O)[N(CH₃)(CH₂C₆H₅)]₂, 8; R¹P(O)[NHCH(CH₃)(C₆H₅)]₂, 9; R¹ = 2,4-Cl₂-C₆H₃C(O)NH) were synthesized by the reaction of N-2,4-dichlorobenzoyl phosphoramidic dichloride with various cyclic aliphatic amines and the products were characterized by ¹H, ¹³C, ³¹P NMR, IR spectroscopy and elemental anal. Surprisingly, the ¹H NMR spectrum of 2 indicated long range ⁶J (P, H) coupling constant = 1.3, 1.4 Hz and those of mols. 3, 4, 6–8 display long-range ⁴J (H, H) coupling constants (1.8-1.9 Hz) for the coupling of aromatic protons in 2,4-dichlorophenyl rings. ¹H NMR spectra indicated ³J (PNCH) for enantiotopic and diastereotopic benzylic CH₂ protons in compounds 7 and 8. The spectroscopic data of newly synthesized compounds were compared with those related N-benzoyl derivatives The structures of compounds 5, 8 and 10 (2,4-Cl₂-C₆H₃C(O)NHP(O)[N(CH₂CH(CH₃)₂)₂]₂) have been determined by x-ray crystallog. The structures form centrosym. dimers through intermol. strong -P=O…H-N-hydrogen bonds. The dimers connect to each other via rather strong and weak C-H…O plus weak C-H…Cl H-bonds to produce a 1-D network for 5 while 3-D polymeric chains for 8 and 10.

Journal of Chemical Sciences (Bangalore, India) published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Synthetic Route of 2447-79-2.

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

Gholivand, Khodayar published the artcileNew phosphoric triamides: chlorine substituents effects and polymorphism, Safety of 2,4-Dichlorobenzamide, the publication is Heteroatom Chemistry (2010), 21(3), 168-180, database is CAplus.

New phosphoric triamides 1–10 were synthesized by the reaction of N-2,4-dichlorobenzoyl phosphoramidic dichloride with various cyclic aliphatic amines, and the products were characterized by ¹H, ¹³C, ³¹P NMR, and IR spectroscopy and elemental anal. Surprisingly, the ¹H NMR spectra of compounds 1–7 demonstrate long-range ⁴J(H,H) coupling constant from 1.5 to 1.9 Hz. Comparison of the NMR and IR spectra of N-benzoyl, N-4-chlorobenzoyl, and N-2,4-dichlorobenzoyl phosphoric triamide analogs indicates that N-2,4-dichlorobenzoyl derivatives have the most upfield δ(³¹P) and the highest ν(C=O) values. The crystal structures of 3, 4, 6, 6a, and 10 have been determined by x-ray crystallog. Interestingly, the structures of 6 and 6a are polymorphic. All structures form dimers through strong, intermol. -P=O···H-N- hydrogen bonds. The dimers connect to each other via weak C-H···Cl and C-H···OH- bonds to produce two-dimensional polymeric chains for 4 and three-dimensional networks for others. Among new synthesized N-2,4-dichlorobenzoyl phosphoric triamides, one indicated polymorphism. All structures were characterized by ¹H, ¹³C, ³¹P NMR, and IR spectroscopy and elemental anal. © 2010 Wiley Periodicals, Inc. Heteroatom Chem 21:168-180, 2010; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20592.

Heteroatom Chemistry published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Safety of 2,4-Dichlorobenzamide.

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

Gholivand, Khodayar published the artcileNew N-nicotinyl and N-2,4-dichlorobenzoyl phosphorictriamides: syntheses, spectroscopic study, and crystal structures, Recommanded Product: 2,4-Dichlorobenzamide, the publication is Main Group Chemistry (2008), 7(4), 251-269, database is CAplus.

New phosphoric triamides, ArC(O)NHP(O)(NR₂)₂ [R = iBu, Ar = 3-pyridyl (1), Ph (6); Ar = 2,4-Cl₂C₆H₄, R = Et (2), n-Pr (3), n-Bu (4), iBu (5)] were synthesized and characterized by ¹H, ¹³C, ³¹P NMR, IR spectroscopy and elemental anal. It is noteworthy that as far as is known there were not any efforts for the synthesis of phosphoric triamides with nicotinamide substituent up to now and compound 1 is the 1st example of this series. Compounds 1, 5, 6 indicate the coupling of diastereotopic CH₂ protons with each other, CH proton and the corresponding P atom in ¹H NMR spectra as well as two separated signals for the two CH₃ moieties in ¹³C NMR spectra. The ¹H NMR spectrum of compound 5 demonstrates long-range ⁶J_P,H coupling constant Also, long-range ⁴J_H,H coupling constant appeared for the aromatic protons of mols. 1–4. Also, the structures were determined for 2–4 by x-ray crystallog.

Main Group Chemistry published new progress about 2447-79-2. 2447-79-2 belongs to amides-buliding-blocks, auxiliary class Chloride,Amine,Benzene,Amide, name is 2,4-Dichlorobenzamide, and the molecular formula is C7H5Cl2NO, Recommanded Product: 2,4-Dichlorobenzamide.

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

Coe, Paul L. published the artcileReactions of tetrafluoroethene oligomers. Part 15. Reactions of perfluoro-3,4-dimethylhex-3-en-2-one; a highly reactive α,β-unsaturated ketone, Computed Properties of 360-92-9, the publication is Perkin 1 (2000), 1529-1535, database is CAplus.

Perfluoro-3,4-dimethylhexenone I has been shown to react with nucleophiles both at the double bond and at the carbonyl group depending on the type of nucleophilic center and also on the steric requirements of the attacking reagent. In many cases the first formed product undergoes further reactions either with the original nucleophile or by intramol. processes. Thus, reaction of I with primary amines afforded azetines II (R = Et, c-C₆H₁₁, Me₃C); with Me₃CNH₂, a mixture of an azetine II (R = Me₃C) and a ketenimine III was formed. III either on standing at room temperature or more quickly on heating cyclized quant. to II (R = Me₃C). Reaction of the enone with secondary amines took a different course; the products from reaction with diethylamine were an unsaturated amide and N,N-diethyltrifluoroethanamide, and piperidine afforded not only an unsaturated amide and the corresponding ethanamide but also a piperidyl ketone IV. IV is postulated to be the archetype of the first formed product for all the reactions reported. Reaction with dimethylamine yielded a different product, a disubstituted unsaturated ketone, but none of the corresponding amides as seen with other secondary amines. The reaction with hydrazine afforded a substituted pyrazolidine V. When the enone was treated either with triethylamine or with fluoride ion cyclization to yield a perfluorotetramethyldihydrofuran VI occurred. Reaction with sodium methoxide or sodium phenoxide yielded bis-ether derivatives, while reaction with sodium hypochlorite gave a hydrogen containing epoxide, postulated to arise from a haloform type reaction from the first formed epoxide. Finally, reaction with methylmagnesium iodide gave a fluoroethylidene trifluoromethylhexanone derivative A mechanistic rationale based on a series of addition-elimination reactions with or without subsequent cyclization is proposed to explain these reactions.

Perkin 1 published new progress about 360-92-9. 360-92-9 belongs to amides-buliding-blocks, auxiliary class Trifluoromethyl,Fluoride,Amine,Aliphatic hydrocarbon chain,Amide, name is N,N-Diethyl-2,2,2-trifluoroacetamide, and the molecular formula is C6H10F3NO, Computed Properties of 360-92-9.

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

Alessi, Manlio published the artcileDirected ortho Metalation-Boronation and Suzuki-Miyaura Cross Coupling of Pyridine Derivatives: A One-Pot Protocol to Substituted Azabiaryls, HPLC of Formula: 530-40-5, the publication is Journal of Organic Chemistry (2007), 72(5), 1588-1594, database is CAplus and MEDLINE.

A general method for the regioselective synthesis of aryl-substituted pyridines by a one-pot procedure involving a Directed ortho-metalation-boronation-Suzuki-Miyaura cross-coupling sequence is described. Aside from the three isomeric pyridinecarboxamides, chloro-, fluoro-, and O-carbamoyl pyridines are adapted to this method providing a range of disubstituted pyridines. The one-pot procedure allows to avoid the recognized difficult isolation of pyridylboronic acids and their instability toward deboronation. The efficient synthesis of 5-(un)substituted N,N-diethyl-3-hydroxy-2-pyridinecarboxamides by a one-pot metalation-boronation-oxidation sequence using LDA-B(OCHMe₂)₃ and avoiding self-condensation of incipient ortho-metalated species is also described. Some of aryl-substituted pyridinecarboxamides were converted into azafluorenones by a directed remote metalation protocol. A comprehensive survey of pyridylboronates, which are of considerable interest in contemporary heterocyclic synthetic chem., is also provided.

Journal of Organic Chemistry published new progress about 530-40-5. 530-40-5 belongs to amides-buliding-blocks, auxiliary class Pyridine,Amine,Amide, name is N,N-Diethylisonicotinamide, and the molecular formula is C10H14N2O, HPLC of Formula: 530-40-5.

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

Waisser, Karel published the artcileRemarks on the calculation of partition coefficients of thiobenzamides using the microsoft chembioofice program, Safety of 3-Methoxybenzothioamide, the publication is Folia Pharmaceutica Universitatis Carolinae (2013), 7-9, database is CAplus.

The study examined the lipophilicity of thiobenzamides investigated as potential antituberculotics. Logarithms of partition coefficients were calculated using the ChemBioOffice 2008 program (Microsoft) and the values verified by partition TLC. The derivatives with substituents in position 2 correlated worse than other substituted derivatives The paper shows that the program Microsoft ChemBioOffice which is used at the Faculty of Pharmacy is problematic.

Folia Pharmaceutica Universitatis Carolinae published new progress about 64559-06-4. 64559-06-4 belongs to amides-buliding-blocks, auxiliary class Amine,Benzene,Amide,Ether, name is 3-Methoxybenzothioamide, and the molecular formula is C15H14Cl2S2, Safety of 3-Methoxybenzothioamide.

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