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IUPAC name benzoic acid [1-(dimethylaminomethyl)-1-methylpropyl] ester | |
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3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
ECHA InfoCard | 100.010.375 |
EC Number |
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KEGG | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C14H21NO2 | |
Molar mass | 235.32204 |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Amylocaine was the first synthetic local anesthetic. It was synthesized and patented under the name Stovaine by Ernest Fourneau at the Pasteur Institute in 1903. [1] It was used mostly in spinal anesthesia. [2]
Grignard reaction of chloroacetone (1) with one mole of magnesium ethyl bromide gives 1-chloro-2-methyl-butan-2-ol [74283-48-0] (2). Heating with dimethylamine gives 1-(dimethylamino)-2-methylbutan-2-ol [74347-10-7] (3). These two steps can also be treated as interchangeable. Esterification with benzoyl chloride completed the synthesis of amylocaine (4). [3] [4]
The year 1935 in science and technology involved some significant events, listed below.
The University of Lyon, is a community of universities and establishments (ComUE) based in Lyon, France. It comprises 12 members and 9 associated institutions. The three main universities in this center are: Claude Bernard University Lyon 1, which focuses upon health and science studies and has approximately 27,000 students; Lumière University Lyon 2, which focuses upon the social sciences and arts, and has about 30,000 students; Jean Moulin University Lyon 3, which focuses upon the law and humanities with about 20,000 students.
Suramin is a medication used to treat African sleeping sickness and river blindness. It is the treatment of choice for sleeping sickness without central nervous system involvement. It is given by injection into a vein.
Prontosil is an antibacterial drug of the sulfonamide group. It has a relatively broad effect against gram-positive cocci but not against enterobacteria. One of the earliest antimicrobial drugs, it was widely used in the mid-20th century but is little used today because better options now exist. The discovery and development of this first sulfonamide drug opened a new era in medicine, because it greatly widened the success of antimicrobial chemotherapy in an era when many physicians doubted its still largely untapped potential. At the time, disinfectant cleaners and topical antiseptic wound care were widely used but there were very few antimicrobial drugs to use safely inside living bodies. Antibiotic drugs derived from microbes, which we rely on heavily today, did not yet exist. Prontosil was discovered in 1932 by a research team at the Bayer Laboratories of the IG Farben conglomerate in Germany.
Arecoline is a nicotinic acid-based mild parasympathomimetic stimulant alkaloid found in the areca nut, the fruit of the areca palm. It is an odourless oily liquid. It can bring a sense of enhanced alertness and energy along with mild feelings of euphoria and relaxation. The psychoactive effects are comparable to that of nicotine.
Sulfanilamide is a sulfonamide antibacterial drug. Chemically, it is an organic compound consisting of an aniline derivatized with a sulfonamide group. Powdered sulfanilamide was used by the Allies in World War II to reduce infection rates and contributed to a dramatic reduction in mortality rates compared to previous wars. Sulfanilamide is rarely if ever used systemically due to toxicity and because more effective sulfonamides are available for this purpose. Modern antibiotics have supplanted sulfanilamide on the battlefield; however, sulfanilamide remains in use today in the form of topical preparations, primarily for treatment of vaginal yeast infections mainly vulvovaginitis which is caused by Candida albicans.
Prenalterol is a cardiac stimulant which acts as a β1 adrenoreceptor agonist.
Mephentermine is a cardiac stimulant.
Lucien Bull was a pioneer in chronophotography. Chronophotography is defined as "a set of photographs of a moving object, taken for the purpose of recording and exhibiting successive phases of motion."
The Community of Universities and Institutions (COMUE) Lille Nord de France was a French Groups of Universities and Institutions (COMUE) spread over multiple campuses and centered in Lille. It included a European Doctoral College and federated universities, engineering schools and research centers. With more than one hundred thousand students, it was one of the largest university federations in France. The University of Lille, with nearly 70,000 students, was its main component. The COMUE stopped its activity in 2019 and its activities were transferred to its founding institutions.
Diclofensine (Ro 8-4650) was developed by Hoffmann-La Roche in the 1970s in the search for a new antidepressant. It was found that the (S)-isomer was responsible for activity. Diclofensine is a stimulant drug which acts as a triple monoamine reuptake inhibitor, primarily inhibiting the reuptake of dopamine and norepinephrine, with affinities (Ki) of 16.8 nM, 15.7 nM, and 51 nM for DAT, NET, and SERT (dopamine, norepinephrine and serotonin transporters), respectively. It was found to be an effective antidepressant in human trials, with relatively few side effects, but was ultimately dropped from clinical development, possibly due to concerns about its abuse potential.
4-Benzylpiperidine is a drug and research chemical used in scientific studies. It acts as a monoamine releasing agent with 20- to 48-fold selectivity for releasing dopamine versus serotonin. It is most efficacious as a releaser of norepinephrine, with an EC50 of 109 nM (DA), 41.4 nM (NE) and 5246 nM (5-HT). It has a fast onset of action and a short duration. It also functions as a monoamine oxidase inhibitor (MAOI) with preference for MAO-A.
Piperoxan, also known as benodaine, was the first antihistamine to be discovered. This compound, derived from benzodioxan, was prepared in the early 1930s by Daniel Bovet and Ernest Fourneau at the Pasteur Institute in France. Formerly investigated by Fourneau as an α-adrenergic-blocking agent, they demonstrated that it also antagonized histamine-induced bronchospasm in guinea pigs, and published their findings in 1933. Bovet went on to win the 1957 Nobel Prize in Physiology or Medicine for his contribution. One of Bovet and Fourneau's students, Anne-Marie Staub, published the first structure–activity relationship (SAR) study of antihistamines in 1939. Piperoxan and analogues themselves were not clinically useful due to the production of toxic effects in humans and were followed by phenbenzamine (Antergan) in the early 1940s, which was the first antihistamine to be marketed for medical use.
Institut Charles Sadron is a research center of the Centre national de la recherche scientifique, associated with the University of Strasbourg, which was created in 1954 to answer the demand for fundamental research in the emerging field of polymer science.
Ernest Fourneau was a French pharmacist who graduated in 1898 for the Paris university specialist in medicinal chemistry and pharmacology. He played a major role in the discovery of synthetic local anesthetics such as amylocaine, as well as in the synthesis of suramin. He authored more than two hundred scholarly works, and has been described as having "helped to establish the fundamental laws of chemotherapy that have saved so many human lives".
Ketocaine (INN) is an amino ether local anesthetic of the butyrophenone family used topically for pain relief. It is marketed in Italy.
Jacques Tréfouël was a French medical chemist. He collaborated closely with his wife, Thérèse Tréfouël, including on the discovery of sulfanilamide.
Alain Fuchs is a Swiss-born French Doctor of Science and chemistry Professor, specialized in molecular simulation. He served as the president of Chimie ParisTech - PSL from 2006 to 2010. He has served as the president of the French National Centre for Scientific Research from 2010 to 2017.' He became an Officer of the Legion of Honour in 2014.
Poulenc Frères was a French chemical, pharmaceutical and photographic supplies company that had its origins in a Paris pharmacy founded in 1827. From 1852 it began to manufacture photographic chemicals. It took the name Poulenc Frères in 1881, and by 1900 had a range of high-quality products. That year it went public as the Établissements Poulenc Frères. It began production of synthetic medicines, and continued to grow during World War I (1914–18). In 1928 it merged with the Société des usines chimiques du Rhône to form Rhône-Poulenc.
Germaine Benoit was a French chemical engineer, pharmacologist and biologist, best known for her contributions to the study of sympathomimetic drugs.