Category: 99-60-5

On November 1, 2021, Ishida, Hiroyuki published an article.Electric Literature of 99-60-5 The title of the article was Role of pKa in establishing crystal structures of six hydrogen-bonded compounds of with different isomers of chloro- and nitro-substituted benzoic acids. And the article contained the following:

The structures of the six hydrogen-bonded 1:1 compounds of 4-methylquinoline (C10H9N) with chloro- and nitro-substituted benzoic acids (C7H4ClNO4), namely, 4-methylquinolinium 2-chloro-4-nitrobenzoate, C10H10N+·C7H3ClNO4-, (I), 4-methylquinoline-2-chloro-5-nitrobenzoic acid (1/1), C10H9N·C7H4ClNO4, and (II), 4-methylquinolinium 2-chloro-6-nitrobenzoate, C10H9.63N0.63+·C7H3.37ClNO40.63-. The (III), 4-methylquinolinium 3-chloro-2-nitrobenzoate, C10H9.54N0.54+·C7H3.46ClNO40.54-, (IV), 4-methylquinolinium 4-chloro-2-nitrobenzoate, C10H10N+·C7H3ClNO4-, (V), and 4-methylquinolinium 5-chloro-2-nitrobenzoate, C10H10N+·C7H3ClNO4-, have been determined at 185-190 K. In each compound, the acid and base mols. are linked by a short hydrogen bond between a carboxy (or carboxylate) O atom and an N atom of the base. The O···N distances are 2.5652 (14), 2.556 (3), 2.5485 (13), 2.5364 (13), 2.5568 (13) and 2.5252 (11) Å, resp., for compounds (I)-(VI). In the hydrogen-bonded acid-base units of (III) and (IV), the H atoms are each disordered over two positions with O site:N site occupancies of 0.37 (3):0.63 (3) and 0.46 (3):0.54 (4), resp., for (III) and (IV). The H atoms in the hydrogen-bonded units of (I), (V) and (VI) are located at the N-atom site, while the H atom in (II) is located at the O-atom site. In all the crystals of (I)-(VI), π-π stacking interactions between the quinoline ring systems and C-H···O hydrogen bonds are observed Similar layer structures are constructed in (IV)-(VI) through these interactions together with π-π interactions between the benzene rings of the adjacent acid mols. A short Cl···Cl contact and an N-O···π interaction are present in (I), while a C-H···Cl hydrogen bond and a π-π interaction between the benzene ring of the acid mol. and the quinoline ring system in (II), and a C-H···π interaction in (III) are observed Hirshfeld surfaces for the title compounds mapped over dnorm and shape index were generated to visualize the weak intermol. interactions. The experimental process involved the reaction of 2-Chloro-4-nitrobenzoic acid(cas: 99-60-5).Electric Literature of 99-60-5

The Article related to methylquinoline benzoic acid crystal structure isomer, 2-chloro-4-nitro­benzoic acid, 2-chloro-5-nitro­benzoic acid, 2-chloro-6-nitro­benzoic acid, 3-chloro-2-nitro­benzoic acid, 4-chloro-2-nitro­benzoic acid, 4-methyl­quinoline, 5-chloro-2-nitro­benzoic acid, hirshfeld surface, crystal structure, disorder, hydrogen bond and other aspects.Electric Literature of 99-60-5

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On March 8, 2018, Lopez-Tapia, Francisco; Brotherton-Pleiss, Christine; Yue, Peibin; Murakami, Heide; Costa Araujo, Ana Carolina; Reis dos Santos, Bruna; Ichinotsubo, Erin; Rabkin, Anna; Shah, Raj; Lantz, Megan; Chen, Suzie; Tius, Marcus A.; Turkson, James published an article.Computed Properties of 99-60-5 The title of the article was Linker variation and structure-activity relationship analysis of carboxylic acid-based small molecule STAT3 inhibitors. And the article contained the following:

The mol. determinants for the activities of the reported benzoic acid (SH4-54), salicylic acid (BP-1-102), and benzohydroxamic acid (SH5-07)-based STAT3 inhibitors were investigated to design optimized analogs. All three leads are based on an N-methylglycinamide scaffold, with its two amine groups condensed with three different functionalities. The three functionalities and the CH2 group of the glycinamide scaffold were sep. modified. The replacement of the pentafluorobenzene or cyclohexylbenzene, or replacing the benzene ring of the aromatic carboxylic or hydroxamic acid motif with heterocyclic components (containing nitrogen and oxygen elements) all decreased potency. Notably, the Ala-linker analogs, (I) (R1 = H and OH), and the Pro-based derivative (II) (X = CH2), all with (R)-configuration at the chiral center, had improved inhibitory activity and selectivity against STAT3 DNA-binding activity in vitro, with IC50 of 3.0 ± 0.9, 1.80 ± 0.94, and 2.4 ± 0.2 μM, resp. Compounds I and II and other analogs inhibited constitutive STAT3 phosphorylation and activation in human breast cancer and melanoma lines, and blocked tumor cell viability, growth, colony formation, and migration in vitro. Pro-based analog, II (X = O)(sodium salt), with a relatively polar tetrahydropyranyl (THP) ring, instead of the cyclohexyl, showed improved permeability. In general, the (R)-configuration Pro-based analogs showed the overall best profile, including physicochem. properties (e.g., microsomal metabolic stability, Caco-2 permeability), and in particular, II (X = CH2) showed improved tumor-cell specificity. The experimental process involved the reaction of 2-Chloro-4-nitrobenzoic acid(cas: 99-60-5).Computed Properties of 99-60-5

The Article related to amino acid sulfonamide synthesis stat3 inhibitor structure activity pharmacokinetic, antitumor agent metabolic stability permeability stat3 dna binding inhibitor, alanine proline sulfonylation pentafluorobenzene cyclohexylbenzene acylation amination reductive alkylation, sulfonamide methylglycinamide drug design mechanism action and other aspects.Computed Properties of 99-60-5

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On September 16, 2016, Zhang, Ziqian; Li, Yi; He, Haihong; Qian, Xuhong; Yang, Youjun published an article.SDS of cas: 99-60-5 The title of the article was Mild Chemotriggered Generation of a Fluorophore-Tethered Diazoalkane Species via Smiles Rearrangement. And the article contained the following:

Nitrosamino naphthalenedicarboximide I and a related disulfide underwent Smiles rearrangement in the presence of nucleophiles to generate diazo compounds in situ under mild conditions (in aqueous buffer or MeCN at ambient temperature); reaction with nucleophiles such as carboxylic acids RCO2H [R = Me, i-Pr, Me(CH2)10, (E,E)-MeCH:CHCH:CH, Me2C:CH, 1-adamantyl, Ph, 3-HOC6H4, 2-HOC6H4, 2-Ph2PC6H4, 4-MeC6H4, 4-BrC6H4, 4-O2NC6H4, 2-Cl-4-O2NC6H3, 4-Et2NC6H4, 1-naphthyl] or dimethylamine or activation with glutathione yielded fluorescent products such as acyloxyethylthio naphthalenedicarboximides II [R = Me, i-Pr, Me(CH2)10, (E,E)-MeCH:CHCH:CH, Me2C:CH, 1-adamantyl, Ph, 3-HOC6H4, 2-HOC6H4, 2-Ph2PC6H4, 4-MeC6H4, 4-BrC6H4, 4-O2NC6H4, 2-Cl-4-O2NC6H3, 4-Et2NC6H4, 1-naphthyl] in 16-45% yields. The structure of I was determined by X-ray crystallog. The experimental process involved the reaction of 2-Chloro-4-nitrobenzoic acid(cas: 99-60-5).SDS of cas: 99-60-5

The Article related to nitrosamino naphthalenedicarboximide preparation rearrangement nucleophile, acyloxyethylthio naphthalenedicarboximide preparation fluorescence, diazo compound formation smiles rearrangement nitrosamino naphthalenedicarboximide, carboxylic acid reaction in situ generated diazo compound, acetylthioethyl nitrosamino naphthalenedicarboximide mol crystal structure and other aspects.SDS of cas: 99-60-5

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On September 16, 2016, Zhang, Ziqian; Li, Yi; He, Haihong; Qian, Xuhong; Yang, Youjun published an article.SDS of cas: 99-60-5 The title of the article was Mild Chemotriggered Generation of a Fluorophore-Tethered Diazoalkane Species via Smiles Rearrangement. And the article contained the following:

Nitrosamino naphthalenedicarboximide I and a related disulfide underwent Smiles rearrangement in the presence of nucleophiles to generate diazo compounds in situ under mild conditions (in aqueous buffer or MeCN at ambient temperature); reaction with nucleophiles such as carboxylic acids RCO2H [R = Me, i-Pr, Me(CH2)10, (E,E)-MeCH:CHCH:CH, Me2C:CH, 1-adamantyl, Ph, 3-HOC6H4, 2-HOC6H4, 2-Ph2PC6H4, 4-MeC6H4, 4-BrC6H4, 4-O2NC6H4, 2-Cl-4-O2NC6H3, 4-Et2NC6H4, 1-naphthyl] or dimethylamine or activation with glutathione yielded fluorescent products such as acyloxyethylthio naphthalenedicarboximides II [R = Me, i-Pr, Me(CH2)10, (E,E)-MeCH:CHCH:CH, Me2C:CH, 1-adamantyl, Ph, 3-HOC6H4, 2-HOC6H4, 2-Ph2PC6H4, 4-MeC6H4, 4-BrC6H4, 4-O2NC6H4, 2-Cl-4-O2NC6H3, 4-Et2NC6H4, 1-naphthyl] in 16-45% yields. The structure of I was determined by X-ray crystallog. The experimental process involved the reaction of 2-Chloro-4-nitrobenzoic acid(cas: 99-60-5).SDS of cas: 99-60-5

The Article related to nitrosamino naphthalenedicarboximide preparation rearrangement nucleophile, acyloxyethylthio naphthalenedicarboximide preparation fluorescence, diazo compound formation smiles rearrangement nitrosamino naphthalenedicarboximide, carboxylic acid reaction in situ generated diazo compound, acetylthioethyl nitrosamino naphthalenedicarboximide mol crystal structure and other aspects.SDS of cas: 99-60-5

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On March 8, 2018, Lopez-Tapia, Francisco; Brotherton-Pleiss, Christine; Yue, Peibin; Murakami, Heide; Costa Araujo, Ana Carolina; Reis dos Santos, Bruna; Ichinotsubo, Erin; Rabkin, Anna; Shah, Raj; Lantz, Megan; Chen, Suzie; Tius, Marcus A.; Turkson, James published an article.Computed Properties of 99-60-5 The title of the article was Linker variation and structure-activity relationship analysis of carboxylic acid-based small molecule STAT3 inhibitors. And the article contained the following:

The mol. determinants for the activities of the reported benzoic acid (SH4-54), salicylic acid (BP-1-102), and benzohydroxamic acid (SH5-07)-based STAT3 inhibitors were investigated to design optimized analogs. All three leads are based on an N-methylglycinamide scaffold, with its two amine groups condensed with three different functionalities. The three functionalities and the CH2 group of the glycinamide scaffold were sep. modified. The replacement of the pentafluorobenzene or cyclohexylbenzene, or replacing the benzene ring of the aromatic carboxylic or hydroxamic acid motif with heterocyclic components (containing nitrogen and oxygen elements) all decreased potency. Notably, the Ala-linker analogs, (I) (R1 = H and OH), and the Pro-based derivative (II) (X = CH2), all with (R)-configuration at the chiral center, had improved inhibitory activity and selectivity against STAT3 DNA-binding activity in vitro, with IC50 of 3.0 ± 0.9, 1.80 ± 0.94, and 2.4 ± 0.2 μM, resp. Compounds I and II and other analogs inhibited constitutive STAT3 phosphorylation and activation in human breast cancer and melanoma lines, and blocked tumor cell viability, growth, colony formation, and migration in vitro. Pro-based analog, II (X = O)(sodium salt), with a relatively polar tetrahydropyranyl (THP) ring, instead of the cyclohexyl, showed improved permeability. In general, the (R)-configuration Pro-based analogs showed the overall best profile, including physicochem. properties (e.g., microsomal metabolic stability, Caco-2 permeability), and in particular, II (X = CH2) showed improved tumor-cell specificity. The experimental process involved the reaction of 2-Chloro-4-nitrobenzoic acid(cas: 99-60-5).Computed Properties of 99-60-5

The Article related to amino acid sulfonamide synthesis stat3 inhibitor structure activity pharmacokinetic, antitumor agent metabolic stability permeability stat3 dna binding inhibitor, alanine proline sulfonylation pentafluorobenzene cyclohexylbenzene acylation amination reductive alkylation, sulfonamide methylglycinamide drug design mechanism action and other aspects.Computed Properties of 99-60-5

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On November 1, 2021, Ishida, Hiroyuki published an article.Electric Literature of 99-60-5 The title of the article was Role of pKa in establishing crystal structures of six hydrogen-bonded compounds of with different isomers of chloro- and nitro-substituted benzoic acids. And the article contained the following:

The structures of the six hydrogen-bonded 1:1 compounds of 4-methylquinoline (C10H9N) with chloro- and nitro-substituted benzoic acids (C7H4ClNO4), namely, 4-methylquinolinium 2-chloro-4-nitrobenzoate, C10H10N+·C7H3ClNO4-, (I), 4-methylquinoline-2-chloro-5-nitrobenzoic acid (1/1), C10H9N·C7H4ClNO4, and (II), 4-methylquinolinium 2-chloro-6-nitrobenzoate, C10H9.63N0.63+·C7H3.37ClNO40.63-. The (III), 4-methylquinolinium 3-chloro-2-nitrobenzoate, C10H9.54N0.54+·C7H3.46ClNO40.54-, (IV), 4-methylquinolinium 4-chloro-2-nitrobenzoate, C10H10N+·C7H3ClNO4-, (V), and 4-methylquinolinium 5-chloro-2-nitrobenzoate, C10H10N+·C7H3ClNO4-, have been determined at 185-190 K. In each compound, the acid and base mols. are linked by a short hydrogen bond between a carboxy (or carboxylate) O atom and an N atom of the base. The O···N distances are 2.5652 (14), 2.556 (3), 2.5485 (13), 2.5364 (13), 2.5568 (13) and 2.5252 (11) Å, resp., for compounds (I)-(VI). In the hydrogen-bonded acid-base units of (III) and (IV), the H atoms are each disordered over two positions with O site:N site occupancies of 0.37 (3):0.63 (3) and 0.46 (3):0.54 (4), resp., for (III) and (IV). The H atoms in the hydrogen-bonded units of (I), (V) and (VI) are located at the N-atom site, while the H atom in (II) is located at the O-atom site. In all the crystals of (I)-(VI), π-π stacking interactions between the quinoline ring systems and C-H···O hydrogen bonds are observed Similar layer structures are constructed in (IV)-(VI) through these interactions together with π-π interactions between the benzene rings of the adjacent acid mols. A short Cl···Cl contact and an N-O···π interaction are present in (I), while a C-H···Cl hydrogen bond and a π-π interaction between the benzene ring of the acid mol. and the quinoline ring system in (II), and a C-H···π interaction in (III) are observed Hirshfeld surfaces for the title compounds mapped over dnorm and shape index were generated to visualize the weak intermol. interactions. The experimental process involved the reaction of 2-Chloro-4-nitrobenzoic acid(cas: 99-60-5).Electric Literature of 99-60-5

The Article related to methylquinoline benzoic acid crystal structure isomer, 2-chloro-4-nitro­benzoic acid, 2-chloro-5-nitro­benzoic acid, 2-chloro-6-nitro­benzoic acid, 3-chloro-2-nitro­benzoic acid, 4-chloro-2-nitro­benzoic acid, 4-methyl­quinoline, 5-chloro-2-nitro­benzoic acid, hirshfeld surface, crystal structure, disorder, hydrogen bond and other aspects.Electric Literature of 99-60-5

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics

On September 16, 2016, Zhang, Ziqian; Li, Yi; He, Haihong; Qian, Xuhong; Yang, Youjun published an article.SDS of cas: 99-60-5 The title of the article was Mild Chemotriggered Generation of a Fluorophore-Tethered Diazoalkane Species via Smiles Rearrangement. And the article contained the following:

Nitrosamino naphthalenedicarboximide I and a related disulfide underwent Smiles rearrangement in the presence of nucleophiles to generate diazo compounds in situ under mild conditions (in aqueous buffer or MeCN at ambient temperature); reaction with nucleophiles such as carboxylic acids RCO2H [R = Me, i-Pr, Me(CH2)10, (E,E)-MeCH:CHCH:CH, Me2C:CH, 1-adamantyl, Ph, 3-HOC6H4, 2-HOC6H4, 2-Ph2PC6H4, 4-MeC6H4, 4-BrC6H4, 4-O2NC6H4, 2-Cl-4-O2NC6H3, 4-Et2NC6H4, 1-naphthyl] or dimethylamine or activation with glutathione yielded fluorescent products such as acyloxyethylthio naphthalenedicarboximides II [R = Me, i-Pr, Me(CH2)10, (E,E)-MeCH:CHCH:CH, Me2C:CH, 1-adamantyl, Ph, 3-HOC6H4, 2-HOC6H4, 2-Ph2PC6H4, 4-MeC6H4, 4-BrC6H4, 4-O2NC6H4, 2-Cl-4-O2NC6H3, 4-Et2NC6H4, 1-naphthyl] in 16-45% yields. The structure of I was determined by X-ray crystallog. The experimental process involved the reaction of 2-Chloro-4-nitrobenzoic acid(cas: 99-60-5).SDS of cas: 99-60-5

The Article related to nitrosamino naphthalenedicarboximide preparation rearrangement nucleophile, acyloxyethylthio naphthalenedicarboximide preparation fluorescence, diazo compound formation smiles rearrangement nitrosamino naphthalenedicarboximide, carboxylic acid reaction in situ generated diazo compound, acetylthioethyl nitrosamino naphthalenedicarboximide mol crystal structure and other aspects.SDS of cas: 99-60-5

Referemce:
Chloride – Wikipedia,
Chlorides – an overview | ScienceDirect Topics