A multicomponent reaction was adapted and successfully applied in the major organic course, which involves synthesizing and characterizing a 1,3-benzoxazine derived from paracetamol extracted from tablets of the worldwide well-known medicine Tylenol. Using paracetamol as a reagent is a motivational strategy in undergraduate laboratories to meet…

An efficient synthesis of the exorbitantly priced Lambert-Eaton myasthenic syndrome drug amifampridine was developed and applied in the second-semester undergraduate organic chemistry laboratory. The two-step synthesis entails a nucleophilic aromatic substitution reaction of commercial 4-chloro-3-nitropyridine with methanolic ammonia to afford…

A course centered around transition-metal catalysis in modern drug discovery was designed to illustrate the central role of organic chemistry in driving small-molecule drug development. The course highlighted both fundamental and applied concepts, first with a focus on the drug discovery process, followed by foundational principles in catalysis…

Research has shown that the use of practical examples in undergraduate education promotes the retention of historically underrepresented students in STEM majors and lowers achievement gaps within courses. Since many students of color and women aspire toward careers in healthcare and the pharmaceutical industry, efforts to incorporate medicinal…

The Pre-College Summer Program at the University of Connecticut is designed to introduce upper-level high school students (rising juniors and seniors) to college life by allowing them to live on campus for a week while taking a college-level course. Within the context of this program, we developed a class designed to introduce high school students…

Loss of 7 weeks of organic chemistry laboratory work, including 3-4 weeks that would have been used for a CURE, prompted the creation of a literature review project in which students investigated synthetic routes to drug molecules of molecular weight 180 g/mol or less. The students wrote a 5-10 page paper and then made videotaped presentations…

An experiment for the synthesis of N-acyl derivatives of natural amino acids has been developed as part of the Distributed Drug Discovery (D3) program. Students use solid-phase synthesis techniques to complete a three-step, combinatorial synthesis of six products, which are analyzed using LC-MS and NMR spectroscopy. This protocol is suitable for…

A semester-long research project for second-semester organic chemistry lab sections was developed. Student projects were based on preliminary data from faculty research that suggested the natural product neurolenin B to be a treatment for lymphatic filariasis. Students isolated neurolenins from the Central American plant "Neurolaena…

A molecule of the month extra credit assignment was introduced to a didactic introductory pharmacology and medicinal chemistry course for first-year pharmacy students. The structure of a clinically approved drug molecule was presented to students each month of the course after the first month. Students would answer questions pertaining to the name…

In an effort to repurpose expired guaifenesin tablets, experiments devised for practical instruction are reported for the preparation and isolation of the guaifenesin acetonide using a microscale kit. The laboratory experiment successfully utilizes a waste chemical in lieu of a fine chemical to illustrate the principles behind protecting groups in…

Caffeine (1,3,7-trimethylxanthine) is an alkaloid stimulant that is popular in beverages. Fluorescence-coupled methods have been used to measure the caffeine content in coffee, tea, soft drinks, energy drinks, and cosmetics. In this experiment, we have developed a method for detecting caffeine in beverages utilizing the effect of the caffeine…

An interdisciplinary course called "The Chemistry of Poisons" was created, featuring organic chemistry, biology, pharmacology, and toxicology content. This exploratory chemistry elective course was created by an instructor with a background in synthetic organic chemistry and a teaching assistant with a background in pharmacy practice.…

A synthesis of the "R,R"-tartrate salt of the popular anti-Parkinson's drug "R"-rasagiline (Azilect) was adapted to introduce the organic laboratory student to a medically relevant synthesis. It makes use of concepts found in the undergraduate organic chemistry curriculum, appropriately fits into three approximately 4 h lab…

Three-dimensional (3D) chemical models are a well-established learning tool used to enhance the understanding of chemical structures by converting two-dimensional paper or screen outputs into realistic three-dimensional objects. While commercial atom model kits are readily available, there is a surprising lack of large molecular and orbital models…

A course is described where students are engaged in an inquiry-based quarter-long research project to synthesize a known pharmaceutical target. Students use literature search engines, such as Reaxys and SciFinder, and the primary chemical literature as resources to plan and perform the synthesis of their pharmaceutical target. Through this…