1 Medicines by Design. Key Words ACE Acylation Addition Agonist Aldehyde Alkylation Antagonist Carbocation Chiral centre Condensation Coupling reaction Dehydration Angiotensin-converting enzyme. The introduction of an acyl group, RCO-, using an acyl chloride. Typical of alcohols, amines, ammonia and arenes. The addition of atoms or groups of atoms across a double bond. Typical of alkenes, aldehydes and ketones. Contains the pharmacophore and induces a change in the receptor site. Not produced by the body. Has the carbonyl group, C=O, on the end of the carbon chain. The introduction of an alkyl group, R, using a chloroalkane. Typical of arenes. Neither contains the pharmacophore nor induces a change in the receptor site. Not produced by the body. An organic molecule containing a carbon atom with a + charge. Intermediates in the electrophilic addition reactions of alkenes. A carbon atom with 4 different atoms or groups of atoms attached. A reaction in which two molecules join together and a small molecule such as H2O or HCl is eliminated. An example is the formation of an ester. The reaction between a diazonium ion and another aromatic compound to form an azo compound, R-N=N-R’ Used to make azo dyes. A term sometimes used to describe the elimination of a water molecule from an alcohol to form an alkene. 2 Diazotisation Drug Electrophile Electrophilic addition Electrophilic substitution Elimination Esterification Fehlings solution Friedel Crafts acylation Friedel Crafts alkylation Gas liquid chromatography (glc) Hydrogenation Hydrolysis Infra red spectroscopy The formation of a diazonium salt from an aromatic amine. A substance which alters the way the body works. Positive ion or molecule with + Attracted to an electron rich centre Accepts a pair of electrons to make a dative covalent bond. Typical of alkenes. Typical of arenes since delocalisation is retained. The loss of atoms or groups of atoms to produce an unsaturated compound. Typical of 1ry and 2ry alcohols. A reaction in which an ester is formed from an alcohol and a carboxylic acid. Gives an orange brown precipitate with an aldehyde but not a ketone. The introduction of an acyl group, RCO-, into a benzene ring. Named after it’s discoverers. The introduction of an alkyl group into a benzene ring. Named after it’s discoverers. Used to detect compounds in a mixture and to work out the relative amounts of each. The addition of hydrogen atoms across a C=C. A bond breaking reaction involving water, often catalysed by dilute acid or alkali. Typical of esters, amides and nitriles (R-CN). Used to identify the bonds in a molecule. 3 Ketones Lead compound Mass spectroscopy Medicine Molecular recognition Neuron Neurotransmitter Nuclear magnetic resonance spectroscopy (nmr) Nucleophile Nucleophilic addition Nucleophilic substitution Oxidation Have the carbonyl group, C=O, in the middle of the carbon chain. A compound which provides a lead when starting to design a new medicine. Used to identify fragments of a molecule. A drug which has a beneficial effect. When a pharmacophore fits precisely into the receptor and functional groups are correctly positioned to interact. A nerve cell. Contains pharmacophore and induces change in the receptor site. Produced by the body. Used to identify the number of hydrogen atoms and their environment in a compound. A negative ion or a molecule with a lone pair of electrons Attracted to a positive/electron deficient centre Donates a pair of electrons to form a dative covalent bond. Typical of aldehydes and ketones. Typical of halogenoalkanes. Gain of oxygen Loss of electrons Loss of hydrogen Increase in oxidation number Typical of 1ry alcohols, 2ry alcohols and aldehydes. 4 Pharmacophore Radical Radical substitution Receptor site Reduction Rf value Synapse Zwitterion A group of atoms which make a molecule pharmacologically active. Atom or molecule with an unpaired electron. These are very reactive. Typical of alkanes. A neurotransmitter crosses a synapse and fits into a receptor site. Loss of oxygen Gain of electrons Gain of hydrogen Decrease in oxidation number Typical of alkenes, aldehydes and ketones. Can be used to identify spots on a chromatogram. Rf = distance travelled by spot / distance travelled by solvent. The connection between neurons. A particle containing both negatively and positively charged groups. E.g. amino acids in solution. 5 6