Beta-Eucaine
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Beta-Eucaine
Eucaine, also known as β-eucaine or Betacaine, is a drug that was previously used as a local anesthetic. It was designed as an analog of cocaine and was one of the first synthetic chemical compounds to find general use as an anesthetic. It is a white, crystalline solid. Prior to World War I, Britain imported eucaine from Germany. During the war, a team including Jocelyn Field Thorpe and Martha Annie Whiteley developed a synthesis in Britain. The brand name Betacaine can sometimes refer to a preparation containing lidocaine, not eucaine. Synthesis Condensation of diacetonamine 25-04-7(1) with acetaldehyde Acetaldehyde (IUPAC systematic name ethanal) is an organic chemical compound with the formula CH3 CHO, sometimes abbreviated by chemists as MeCHO (Me = methyl). It is a colorless liquid or gas, boiling near room temperature. It is one of the mos ... (paraldehyde) rather than acetone gives the piperidone containing one less methyl group, i.e. 2,2,6-trimethylpiperidin-4 ...
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Martha Annie Whiteley
Martha Annie Whiteley, (11 November 1866 â€“ 24 May 1956) was an English chemist and mathematician. She was instrumental in advocating for women's entry into the Chemical Society, and was best known for her dedication to advancing women's equality in the field of chemistry. She is identified as one of the Royal Society of Chemistry's 175 Faces of Chemistry. Biography Whiteley was born on 11 November 1866, in Chelsea, London, England, to her father, William Sedgewick Whiteley and mother, Hannah Bargh. Her mother died in the 1870s, after which her father remarried Mary Bargh Turner Clark in 1880. Education Whiteley began her education at Kensington High School, London, a Girls Public Day School Trust school. The Girls' Public Day School Trust provided affordable day school education for girls. She continued her education as one of the first 28 students at Royal Holloway College for Women (London), where she graduated in 1890 with a B.Sc. in chemistry from the Universit ...
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Local Anesthetic
A local anesthetic (LA) is a medication that causes absence of pain sensation. In the context of surgery, a local anesthetic creates an absence of pain in a specific location of the body without a loss of consciousness, as opposed to a general anesthetic. When it is used on specific nerve pathways (local anesthetic nerve block), paralysis (loss of muscle power) also can be achieved. Examples Short Duration & Low Potency Procaine Chloroprocaine Medium Duration & Potency Lidocaine Prilocaine High Duration & Potency Tetracaine Bupivacaine Cinchocaine Ropivacaine Clinical LAs belong to one of two classes: aminoamide and aminoester local anesthetics. Synthetic LAs are structurally related to cocaine. They differ from cocaine mainly in that they have a very low abuse potential and do not produce hypertension or (with few exceptions) vasoconstriction. They are used in various techniques of local anesthesia such as: * Topical anesthesia (surface) * Topical administration ...
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Functional Analog (chemistry)
In chemistry and pharmacology, functional analogs are chemical compounds that have similar physical, chemical, biochemical, or pharmacological properties. Functional analogs are not necessarily structural analogs with a similar chemical structure. An example of pharmacological functional analogs are morphine, heroin and fentanyl, which have the same mechanism of action, but fentanyl is structurally quite different from the other two with significant variance in dosage. File:Morphin - Morphine.svg, Morphine File:Heroin - Heroine.svg, Heroin File:Fentanyl2DCSD.svg, Fentanyl See also *Federal Analogue Act The Federal Analogue Act, , is a section of the United States Controlled Substances Act passed in 1986 which allows any chemical "substantially similar" to a controlled substance listed in Schedule I or II to be treated as if it were listed in ... References Chemical nomenclature Pharmacology {{pharma-stub ...
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Cocaine
Cocaine (from , from , ultimately from Quechuan languages, Quechua: ''kúka'') is a central nervous system (CNS) stimulant mainly recreational drug use, used recreationally for its euphoria, euphoric effects. It is primarily obtained from the leaves of two Coca species native to South America, ''Erythroxylum coca'' and ''Erythroxylum novogranatense''. After extraction from coca leaves and further processing into cocaine hydrochloride (powdered cocaine), the drug is often Insufflation (medicine), snorted, applied topical administration, topically to the mouth, or dissolved and injection (medicine), injected into a vein. It can also then be turned into free base form (crack cocaine), in which it can be heated until sublimated and then the vapours can be smoking, inhaled. Cocaine stimulates the mesolimbic pathway, reward pathway in the brain. Mental effects may include an euphoria, intense feeling of happiness, sexual arousal, psychosis, loss of contact with reality, or psychomo ...
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Jocelyn Field Thorpe
Sir Jocelyn Field Thorpe FRS (1 December 1872 – 10 June 1940) was a British chemist who made major contributions to organic chemistry, including the Thorpe-Ingold effect and three named reactions. Early life and education Thorpe was born in Clapham, London on 1 December 1872, one of nine children and the sixth son, of Mr. and Mrs. W.G. Thorpe of the Middle Temple. He attended Worthing College, and then from 1888 - 1890 studied engineering at King's College, London. He then moved to the Royal College of Science from 1890 - 1892 to study chemistry. He earned his Ph.D. in organic chemistry under Karl von Auwers at Heidelberg University in 1895. In 1895 he joined Owens College, Manchester (this became part of the University of Manchester in 1904), starting as an assistant to W. H. Perkin Jr., becoming a lecturer in 1896 and senior lecturer in 1908. In that year he was elected FRS and was awarded a Sorby Fellowship by the Royal Society to study in Sheffield. Career and res ...
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Lidocaine
Lidocaine, also known as lignocaine and sold under the brand name Xylocaine among others, is a local anesthetic of the amino amide type. It is also used to treat ventricular tachycardia. When used for local anaesthesia or in nerve blocks, lidocaine typically begins working within several minutes and lasts for half an hour to three hours. Lidocaine mixtures may also be applied directly to the skin or mucous membranes to numb the area. It is often used mixed with a small amount of adrenaline (epinephrine) to prolong its local effects and to decrease bleeding. If injected intravenously, it may cause cerebral effects such as confusion, changes in vision, numbness, tingling, and vomiting. It can cause low blood pressure and an irregular heart rate. There are concerns that injecting it into a joint can cause problems with the cartilage. It appears to be generally safe for use in pregnancy. A lower dose may be required in those with liver problems. It is generally safe to use in those ...
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Eucaine (beta) Synthesis
Eucaine, also known as β-eucaine or Betacaine, is a drug that was previously used as a local anesthetic. It was designed as an analog of cocaine and was one of the first synthetic chemical compounds to find general use as an anesthetic. It is a white, crystalline solid. Prior to World War I, Britain imported eucaine from Germany. During the war, a team including Jocelyn Field Thorpe and Martha Annie Whiteley developed a synthesis in Britain. The brand name Betacaine can sometimes refer to a preparation containing lidocaine, not eucaine. Synthesis Condensation of diacetonamine 25-04-7(1) with acetaldehyde Acetaldehyde (IUPAC systematic name ethanal) is an organic chemical compound with the formula CH3 CHO, sometimes abbreviated by chemists as MeCHO (Me = methyl). It is a colorless liquid or gas, boiling near room temperature. It is one of the mos ... (paraldehyde) rather than acetone gives the piperidone containing one less methyl group, i.e. 2,2,6-trimethylpiperidin-4 ...
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Acetaldehyde
Acetaldehyde (IUPAC systematic name ethanal) is an organic chemical compound with the formula CH3 CHO, sometimes abbreviated by chemists as MeCHO (Me = methyl). It is a colorless liquid or gas, boiling near room temperature. It is one of the most important aldehydes, occurring widely in nature and being produced on a large scale in industry. Acetaldehyde occurs naturally in coffee, bread, and ripe fruit, and is produced by plants. It is also produced by the partial oxidation of ethanol by the liver enzyme alcohol dehydrogenase and is a contributing cause of hangover after alcohol consumption. Pathways of exposure include air, water, land, or groundwater, as well as drink and smoke. Consumption of disulfiram inhibits acetaldehyde dehydrogenase, the enzyme responsible for the metabolism of acetaldehyde, thereby causing it to build up in the body. The International Agency for Research on Cancer (IARC) has listed acetaldehyde as a Group 1 carcinogen. Acetaldehyde is "one of the mos ...
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Sodium Amalgam
Sodium amalgam, commonly denoted Na(Hg), is an alloy of mercury and sodium. The term amalgam is used for alloys, intermetallic compounds, and solutions (both solid solutions and liquid solutions) involving mercury as a major component. Sodium amalgams are often used in reactions as strong reducing agents with better handling properties compared to solid sodium. They are less dangerously reactive toward water and in fact are often used as an aqueous suspension. Sodium amalgam was used as a reagent as early as 1862. A synthesis method was described by J. Alfred Wanklyn in 1866. Structure and compositions No particular formula is assigned to "sodium amalgam". Na5Hg8 and Na3Hg are well defined compounds. In sodium amalgams, the Hg-Hg distances are expanded to around 5 Ã… vs. about 3 Ã… for mercury itself. Usually amalgams are classified on the weight percent of sodium. Amalgams with 2% Na are solids at room temperature, whereas some more dilute amalgams remain liquid. Preparation ...
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α-Eucaine
α-Eucaine (''alpha''-eucaine) is a drug that was previously used as a local anesthetic. It was designed as an Functional analog (chemistry), analog of cocaine and was one of the first synthetic chemical compounds to find general use as an anesthetic. Synthesis The Aldol condensation between two equivalents of acetone gives Mesityl oxide [141-79-7] (1) (isophorone is a side-product of this reaction). Ammonolysis of mesityl oxide formed diacetonamine [625-04-7] (2). The reaction of this product with acetone then gives 2,2,6,6-tetramethyl-4-piperidone [826-36-8] (3). ''N''-methylation of the secondary amine gives 1,2,2,6,6-pentamethylpiperidin-4-one [5554-54-1] (4). Cyanohydrin formation giveCID:434556(5). Esterification of the tertiary alcohol with benzoyl chloride gives (6). Pinner reaction of the nitrile with EtOH/H+ affords alpha-eucaine (7). See also * Eucaine, or β-eucaine, a related local anesthetic References

Local anesthetics Piperidines Benzoate esters Methyl ...
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