Tag: 400-500

《Cephalosporin antibiotics. I. Synthesis and structure-activity relationships of 3-thiazoliomethyl derivatives》 was written by Nakayama, Eiji; Fujimoto, Koichi; Muramatsu, Shigeki; Miyauchi, Masao; Watanabe, Katsuhiko; Ide, Junya. Safety of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride And the article was included in Journal of Antibiotics on August 31 ,1991. The article conveys some information:

The synthesis and structure-activity relationships of the title compounds, e.g., I (R = H, Me, CH2CH2F; X = O, S) are described. Of all the thiazoliomethyl derivatives prepared the most potent bactericides were I. In addition to this study using (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride, there are many other studies that have used (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Safety of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride) was used in this study.

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Safety of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

《Synthesis and structure-activity relationships of a new series of cephalosporins, BMY-28142 and related compounds》 was written by Naito, Takayuki; Aburaki, Shimpei; Kamachi, Hajime; Narita, Yukio; Okumura, Jun; Kawaguchi, Hiroshi. Application In Synthesis of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride And the article was included in Journal of Antibiotics on August 31 ,1986. The article conveys some information:

Cephems, e.g., I (R = Me, Et, CHMe2, CH2CH:CH2, CH2CCH), were prepared and the structure-activity relationship of various substituents on the oxyimino moiety and on the quaternary ammonium moiety was determined I (R = Me) had broad antimicrobial activity against Gram-pos. and Gram-neg. bacteria, including Pseudomonas aeruginosa. The experimental part of the paper was very detailed, including the reaction process of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Application In Synthesis of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride)

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Application In Synthesis of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

The author of 《A Switch-On Fluorescence Assay for Bacterial β-Lactamases with Amyloid Fibrils as Fluorescence Enhancer and Visual Tool》 were Zou, Lan; Cheong, Wing-Lam; Chung, Wai-Hong; Leung, Yun-Chung; Wong, Kwok-Yin; Wong, Man-Kin; Chan, Pak-Ho. And the article was published in Chemistry – A European Journal in 2010. Category: chlorides-buliding-blocks The author mentioned the following in the article:

Herein is described the development of a novel switch-on fluorescence assay for detecting β-lactamases. The fluorescence assay comprises two components: solid beads coated with a β-lactam antibiotic, which is linked to an environment-sensitive fluorophore (dansylaminothiophenol, DTA), and amyloid fibrils of hen lysozyme (acting as fluorescence enhancer and visual tool). In the presence of the clin. significant TEM-1 β-lactamase, the DTA-antibiotic complex on the solid beads is hydrolyzed, thus releasing the DTA dye into solution The DTA dye is only weakly fluorescent in solution but gives strong green fluorescence upon binding to lysozyme fibrils. These strongly fluorescent DTA-bound fibrils can be easily visualized by the naked eye upon illumination of the sample with a simple UV lamp. The fluorescence assay can detect TEM-1 at low concentration (0.01 nM). In contrast, no observable fluorescence appears when the fluorescence assay is performed on samples without the TEM-1 β-lactamase. In addition to this study using (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride, there are many other studies that have used (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Category: chlorides-buliding-blocks) was used in this study.

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Category: chlorides-buliding-blocks Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Yamanaka, Hideaki; Chiba, Toshiyuki; Kawabata, Kohji; Takasugi, Hisashi; Masugi, Takashi; Takaya, Takao published their research in Journal of Antibiotics on December 31 ,1985. The article was titled 《Studies on β-lactam antibiotics. IX. Synthesis and biological activity of new orally active cephalosporin, cefixime (FK027)》.Recommanded Product: 79349-53-4 The article contains the following contents:

7β-[(Z)-2-(2-Amino-4-thiazolyl)-2-(carboxymethoxyimino)acetamido]-3- vinyl-3-cephem-4-carboxylic acid (I) was prepared from diphenylmethyl 7-amino-3-vinyl-3-cephem-4-carboxylate hydrochloride (II), prepared from 7-aminocephalosporanic acid by two parallel routes differing primarily in the protection of the 7-amino group. II was alternatively prepared from deacetylcephalosporin C sodium salt with improved yields. Two pathways for the conversion of II to I are provided. I is orally active with a widely expanded antimicrobial activity and high stability to β-lactamases. In the experiment, the researchers used many compounds, for example, (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Recommanded Product: 79349-53-4)

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Recommanded Product: 79349-53-4 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Singh, Janak; Kim, Oak K.; Kissick, Thomas P.; Natalie, Kenneth J.; Zhang, Bo; Crispino, Gerard A.; Springer, Dane M.; Wichtowski, John A.; Zhang, Yunhui; Goodrich, Jason; Ueda, Yasutsugu; Luh, Bing Y.; Burke, Brian D.; Brown, Matthew; Dutka, Anthony P.; Zheng, Bin; Hsieh, Dau-Ming; Humora, Michael J.; North, Jeffrey T.; Pullockaran, Anne J.; Livshits, Juliya; Swaminathan, Shankar; Gao, Zhinong; Schierling, Peter; Ermann, Peter; Perrone, Robert K.; Lai, Mei C.; Gougoutas, Jack Z.; DiMarco, John D.; Bronson, Joanne J.; Heikes, James E.; Grosso, John A.; Kronenthal, David R.; Denzel, Theodor W.; Mueller, Richard H. published their research in Organic Process Research & Development on December 31 ,2000. The article was titled 《A Practical Synthesis of an Anti-Methicillin Resistant Staphylococcus aureus Cephalosporin BMS 247243》.Computed Properties of C21H20Cl2N2O3S The article contains the following contents:

A practical synthesis of the anti-methicillin resistant Staphylococcus aureus cephem (6R-trans)-E-7-[[[[2,5-dichloro-4-[3-[(carboxymethyl)amino]-3-oxo-1-propenyl]phenyl]thio]acetyl]amino]-4-[[(2-carboxy-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-en-3-yl)methyl]thio]-2,6-dimethyl-1-[3-(4-methylmorpholino-4-yl)propyl]-1-pyridinium, hydroxide, inner salt (BMS-247243) was developed. A process was developed for the interchange of the iodide counterion in 4-(3-aminopropyl)-4-methylmorpholinium HCl to chloride that was essential for an efficient synthesis of the C-3 4-mercaptopyridone sidechain. Use of catalytic Bu4NCl in the reaction of a chlorocinnamide with the lithium salt of methylthioglycolate formed the Me ester of the C-7 side chain of I in high yield. Reaction with the dianion of thioglycolic acid gave an increased level of the corresponding Michael addition byproduct that led to lower quality thermodn. product I by the reverse reaction. Cephem nucleus ACLH HCl was acylated with the acid chloride of acid I in a biphasic system to circumvent the cumbersome workup involved in reactions mediated by carbodiimdes DCC or EDAC for the synthesis of the cephem diester. An unusual degradation product diacid was obtained during the deprotection of the cephem diester with TFA to amorphous diacid II. Reaction of II with the 4-mercaptopyridone methylmorpholinium reactant formed BMS 247243 in moderate yield. Alternately, an efficient coupling of the cephem diester with the 4-mercaptopyridone methylmorpholinium reactant gave crystalline diester III with minimal (<1%) contamination of the double bond isomer. Double deprotection of diester III followed by crystallization furnished the double zwitterion BMS 247243 in high yield. The results came from multiple reactions, including the reaction of (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Computed Properties of C21H20Cl2N2O3S)

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Computed Properties of C21H20Cl2N2O3S Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Yang, Zhimou; Ho, Pak-Leung; Liang, Gaolin; Chow, Kin Hung; Wang, Qigang; Cao, Yang; Guo, Zhihong; Xu, Bing published an article on January 17 ,2007. The article was titled 《Using β-Lactamase to Trigger Supramolecular Hydrogelation》, and you may find the article in Journal of the American Chemical Society.Recommanded Product: (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride The information in the text is summarized as follows:

This paper reports the rational design and synthesis of a β-lactam conjugate. Treating the conjugate with β-lactamase cleaves the scissile β-lactam amide bond, releases a hydrogelator, and results in enzymic formation of a supramol. hydrogel. The process involves the use of a bacterial enzyme-the one causes antibiotic inactivation and accounts for resistance to β-lactams in many clin. important pathogens-to catalyze the formation of the hydrogel. It offers an opportunity to investigate the kinetics of these types of enzymic reactions, screen inhibitors of the enzyme, and provides a new candidate to generate hydrogels for biomedical applications. In the experimental materials used by the author, we found (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Recommanded Product: (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride)

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Recommanded Product: (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Aoki, Toshiaki; Yoshizawa, Hidenori; Yamawaki, Kenji; Yokoo, Katsuki; Sato, Jun; Hisakawa, Shinya; Hasegawa, Yasushi; Kusano, Hiroki; Sano, Masayuki; Sugimoto, Hideki; Nishitani, Yasuhiro; Sato, Takafumi; Tsuji, Masakatsu; Nakamura, Rio; Nishikawa, Toru; Yamano, Yoshinori published an article in European Journal of Medicinal Chemistry. The title of the article was 《Cefiderocol (S-649266), A new siderophore cephalosporin exhibiting potent activities against Pseudomonas aeruginosa and other gram-negative pathogens including multi-drug resistant bacteria: Structure activity relationship》.Recommanded Product: 79349-53-4 The author mentioned the following in the article:

The structure-activity relationship (SAR) for a novel series of catechol conjugated siderophore cephalosporins is described with their in vitro activities against multi-drug resistant Gram-neg. pathogens including Pseudomonas aeruginosa, Acinetobacter baumannii, Stenotrophomonas maltophilia and Enterobacteriaceae. Cefiderocol (3) was one of the best mols. which displayed well-balanced and potent activities against multi-drug resistant Gram-neg. pathogens including carbapenem resistant bacteria among the prepared compounds with the modified C-7 side chain and the modified C-3 side chain. Cefiderocol (3) is a highly promising parenteral cephalosporin for the treatment of multi-drug resistant Gram-neg. infection. In addition to this study using (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride, there are many other studies that have used (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Recommanded Product: 79349-53-4) was used in this study.

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Recommanded Product: 79349-53-4 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Recommanded Product: 79349-53-4On September 17, 2003 ,《Novel Fluorogenic Substrates for Imaging β-Lactamase Gene Expression》 was published in Journal of the American Chemical Society. The article was written by Gao, Wenzhong; Xing, Bengang; Tsien, Roger Y.; Rao, Jianghong. The article contains the following contents:

A new class of small nonfluorescent fluorogenic substrates, based on release of a phenolic dye from a vinylogous cephalosporin, becomes brightly fluorescent after β-lactamase hydrolysis with up to 153-fold enhancement in the fluorescence intensity. Less than 500 fM of β-lactamase in cell lysates can be readily detected, and β-lactamase expression in living cells can be imaged with a red fluorescence derivative These new fluorogenic substrates should find uses in clin. diagnostics and facilitate the applications of β-lactamase as a biosensor. In the experiment, the researchers used (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Recommanded Product: 79349-53-4)

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Recommanded Product: 79349-53-4 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Yang, Zhimou; Ho, Pak-Leung; Liang, Gaolin; Chow, Kin Hung; Wang, Qigang; Cao, Yang; Guo, Zhihong; Xu, Bing published an article on January 17 ,2007. The article was titled 《Using β-Lactamase to Trigger Supramolecular Hydrogelation》, and you may find the article in Journal of the American Chemical Society.Recommanded Product: (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride The information in the text is summarized as follows:

This paper reports the rational design and synthesis of a β-lactam conjugate. Treating the conjugate with β-lactamase cleaves the scissile β-lactam amide bond, releases a hydrogelator, and results in enzymic formation of a supramol. hydrogel. The process involves the use of a bacterial enzyme-the one causes antibiotic inactivation and accounts for resistance to β-lactams in many clin. important pathogens-to catalyze the formation of the hydrogel. It offers an opportunity to investigate the kinetics of these types of enzymic reactions, screen inhibitors of the enzyme, and provides a new candidate to generate hydrogels for biomedical applications. In the experimental materials used by the author, we found (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Recommanded Product: (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride)

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Recommanded Product: (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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

Aoki, Toshiaki; Yoshizawa, Hidenori; Yamawaki, Kenji; Yokoo, Katsuki; Sato, Jun; Hisakawa, Shinya; Hasegawa, Yasushi; Kusano, Hiroki; Sano, Masayuki; Sugimoto, Hideki; Nishitani, Yasuhiro; Sato, Takafumi; Tsuji, Masakatsu; Nakamura, Rio; Nishikawa, Toru; Yamano, Yoshinori published an article in European Journal of Medicinal Chemistry. The title of the article was 《Cefiderocol (S-649266), A new siderophore cephalosporin exhibiting potent activities against Pseudomonas aeruginosa and other gram-negative pathogens including multi-drug resistant bacteria: Structure activity relationship》.Recommanded Product: 79349-53-4 The author mentioned the following in the article:

The structure-activity relationship (SAR) for a novel series of catechol conjugated siderophore cephalosporins is described with their in vitro activities against multi-drug resistant Gram-neg. pathogens including Pseudomonas aeruginosa, Acinetobacter baumannii, Stenotrophomonas maltophilia and Enterobacteriaceae. Cefiderocol (3) was one of the best mols. which displayed well-balanced and potent activities against multi-drug resistant Gram-neg. pathogens including carbapenem resistant bacteria among the prepared compounds with the modified C-7 side chain and the modified C-3 side chain. Cefiderocol (3) is a highly promising parenteral cephalosporin for the treatment of multi-drug resistant Gram-neg. infection. In addition to this study using (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride, there are many other studies that have used (6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas: 79349-53-4Recommanded Product: 79349-53-4) was used in this study.

(6R,7R)-Benzhydryl 7-amino-3-(chloromethyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate hydrochloride(cas:79349-53-4) is one of azetidine.Azetidines (azacyclobutanes) constitute a well-known class of heterocyclic compounds. Azetidine scaffold has been discovered in several natural products.Recommanded Product: 79349-53-4 Several pharmacologically important synthetic compounds also contain azetidine ring. Because of inherent ring strain, the synthesis of azetidines is a challenging endeavor.

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