18701-36-5

Basic information

• Product Name: Carbonic acid, 1-[1,1'-biphenyl]-4-yl-1-methylethyl phenyl ester
• CAS NO: 18701-36-5
• Molecular Formula: C22H20O3
• Molecular Weight: 332.399
• Mol File: 18701-36-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Carbonic acid, 1-[1,1'-biphenyl]-4-yl-1-methylethyl phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Carbonic acid, 1-[1,1'-biphenyl]-4-yl-1-methylethyl phenyl ester(18701-36-5)
• EPA Substance Registry System: Carbonic acid, 1-[1,1'-biphenyl]-4-yl-1-methylethyl phenyl ester(18701-36-5)

Safety Data

• Hazardous Substances Data: 18701-36-5(Hazardous Substances Data)

Upstream product

• 34352-74-4 2-biphenyl-4-yl-propan-2-ol 
• 1885-14-9 phenyl chloroformate 

Downstream Products

• 18635-06-8 Bpoc-Asn-OH 
• 40099-50-1 N-p-biphenylisopropoxycarbonyl-phenylalanine (Bpoc-Phe-OH) 
• 1266239-76-2 C₃₉H₃₉BrN₂O₈S 
• 23650-18-2 N-<2-(p-Biphenylyl)-isopropyloxycarbonyl>-glycin-4-nitro-phenylester 
• 73363-56-1 N<1-(4-biphenylyl)-1-methylethoxycarbonyl>-S-(acetamidomethyl)-L-cysteine pentafluorophenyl ester 
• 189029-16-1 N-Bpoc-4-(3-butenyldimethylsilyl)aniline 
• 47660-22-0 2-(p-biphenylyl)-2-propyloxycarbonyl-Thr(t-Bu)-OH 
• 189029-24-1 N-Bpoc-4-bromoaniline 
• 79385-75-4 N-2-(p-biphenylyl)isopropoxycarbonyl-4-iodophenylalanine cyclohexylamine salt 
• 47688-43-7 N-(2--propyl-(2)-oxycarbonyl)-tyrosin 
• 23583-35-9 <2-(p-Biphenylyl)-isopropyl>-phenylaether 
• 18597-92-7 (2-)-propyl-(2)-oxycarbonyl)-hydrazin 
• 25692-86-8 N^4a-<1-(4-biphenylyl)-1-methylethoxycarbonyl>-L-glutamine 
• 23631-89-2 Bmeoc-Ala-OH 

Relevant articles and documents

Modifications of the C6-substituent of penicillin sulfones with the goal of improving inhibitor recognition and efficacy

In order to evaluate the importance of a hydrogen-bond donating substituent in the design of β-lactamase inhibitors, a series of C6-substituted penicillin sulfones, lacking a C2′ substituent, and having an sp 3 hybridized C6, was prepared and evaluated against a representative classes A and C β-lactamases. It was found that a C6 hydrogen-bond donor is necessary for good inhibitory activity, but that this feature alone is not sufficient in this series of C6β-substituted penicillin sulfones. Other factors which may impact the potency of the inhibitor include the steric bulk of the C6 substituent (e.g., methicillin sulfone) which may hinder recognition in the class A β-lactamases, and also high similarity to the natural substrates (e.g., penicillin G sulfone) which may render the prospective inhibitor a good substrate of both classes of enzyme. The best inhibitors had non-directional hydrogen-bonding substituents, such as hydroxymethyl, which may allow sufficient conformational flexibility of the acyl-enzyme for abstraction of the C6 proton by E166 (class A), thus promoting isomerization to the β-aminoacrylate as a stabilized acyl-enzyme.

BETA-LACTAMASE INHIBITORY COMPOUNDS

Inhibitors of the enzyme beta-lactamase are provided. The compounds are adapted to inhibit beta-lactamase as produced by beta-lactam resistant bacterial strains. Methods of treatment of beta-lactam resistant bacterial infections in patients are provided.