24553-05-7

Basic information

• Product Name: cyclohexanecarboxylic acid glycidylester
• Synonyms: cyclohexanecarboxylic acid glycidylester
• CAS NO: 24553-05-7
• Molecular Weight: 184.235
• Mol File: 24553-05-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: cyclohexanecarboxylic acid glycidylester(CAS DataBase Reference)
• NIST Chemistry Reference: cyclohexanecarboxylic acid glycidylester(24553-05-7)
• EPA Substance Registry System: cyclohexanecarboxylic acid glycidylester(24553-05-7)

Safety Data

• Hazardous Substances Data: 24553-05-7(Hazardous Substances Data)

Upstream product

• 136-01-6 cyclohexanecarboxylic acid Na-salt 
• 106-89-8 epichlorohydrin 
• 556-52-5 oxiranyl-methanol 
• 2719-27-9 cyclohexanylcarbonyl chloride 
• 3132-64-7 1,2-Epoxy-3-bromopropane 
• 98-89-5 Cyclohexanecarboxylic acid 

Downstream Products

• 1234357-88-0 C₁₀H₁₇N₃O₃ 
• 106420-58-0 Cyclohexanecarboxylic acid 3-tert-butylamino-2-hydroxy-propyl ester 
• 106420-57-9 Cyclohexanecarboxylic acid 2-hydroxy-3-isopropylamino-propyl ester 

Relevant articles and documents

Design, Synthesis, Antibacterial Evaluation, and Induced Apoptotic Behaviors of Epimeric and Chiral 18β-Glycyrrhetinic Acid Ester Derivatives with an Isopropanolamine Bridge against Phytopathogens

Because only a handful of agrochemicals can manage bacterial infections, the discovery and development of innovative, inexpensive, and high-efficiency antibacterial agents targeting these infections are challenging. Herein, a series of novel epimeric and chiral 18β-glycyrrhetinic acid (GA) ester derivatives with various tertiary amine pendants were designed, synthesized, and screened for pharmacological activity. Results showed that some of the title compounds were conferred with significantly enhanced antibacterial activity toward phytopathogens Xanthomonas oryzae pv oryzae (A2, B1-B3, and C1, EC50 values within 3.81-4.82 μg/mL) and Xanthomonas axonopodis pv citri (B1, EC50 = 3.18 μg/mL; B2, EC50 = 2.76 μg/mL). These activities are superior to those of GA (EC50 > 400 μg/mL), thiodiazole copper, and bismerthiazol. Pharmacophore studies revealed that the synergistic combination of GA skeleton and tertiary amine scaffolds contributed to the biological actions. In vivo experiments displayed their promising applications in controlling bacterial infections. Antibacterial mechanism studies revealed that the title compounds could trigger apoptosis in the tested pathogens, evident by bacteria morphological changes observed in scanning electron microscopy images. This outcome should motivate the development of various apoptosis inducers against plant bacterial diseases by a novel mode of action compared to that of existing agricultural chemicals.

Role of the (Acyloxy)methyl Moiety in Eliciting the Adrenergic β-Blocking Activity of 3-(Acyloxy)propanolamines

Some totally aliphatic 3-(acyloxy)propanolamines were synthesized with the aim of testing whether β-blocking activity could be obtained from this class of drugs, even in the absence of an aromatic group.The significant and, in most cases, competitive β-blocking activity shown by the compounds under examination, together with the results of a theoretical study in which their reactivity was compared with that of other adrenergic β-blocking drugs, seems to confirm a hypothesis previously advanced on the basis of knowledge about the action mechanism of adrenergic β-blocking drugs and of the results of structural studies.It was also possible to suggest some considerations about the role played by the (acyloxy)methyl portion of 3-(acyloxy)propanolamines in eliciting their adrenergic β-blocking activity.