From Big Medical Encyclopedia

CINNAMYLIC ACID (Acidum cinnamylicum; synonym: 3-fenilpropenovy acid, beta phenylacrylic acid) — the simplest nonlimiting monobasic acid of an aromatic series; With 6 H 5 CH=CHCOOH. In medicine To. to. it is applied as well transferable non-toxic (DL 50 more than 5 g/kg) an acid component in pharmakol, drugs. On a basis To. to. a row modern to lay down is created. means. Much replaced To. to. also possess pharmakol. activity. To. to. inhibits a number of enzymes, slows down development of some microorganisms and fungi (on the contrary, stimulates in very small concentration), showing antimicrobic and fungicidal action, suppresses cellular respiration and growth of some cells of mammals. Causes (in an experiment) the leukosis, slows down aggregation of erythrocytes of the person and education histamine (see) at anaphylactic reactions. Accumulation To. to. and its hydroxylated replaced in blood at uraemia can influence a wedge, a picture of a disease owing to inhibition of enzymes of a brain. Cis-cinnamon to - that slows down muscular reflexes, without blocking a neuromuscular synapse, and the ABP quickly reduces; a transform it is in this respect not effective. To. to. shows the antiinflammatory, healing and radio protective action; it is scarlet lilac and benzylic ethers K. to. cause acanthosis (see).

To. to. is one of metabolites of plants (e.g., the predecessor hydroxylated To. to.). In a human body and other mammals To. to. turns in hippuric acid (see) and partly — in the benzoic to - that, and at abnormal liver functions and kidneys — generally in cynnamoyl - and benzoilglyukuronovy to - you; these anomalies of metabolism To. to. are used as the test for assessment of function of a liver at hepatocellular diseases.

To. to. finds application in perfumery and cosmetics (ethers K. to. — fragrant substances, components of sunblock creams, etc.), as food preservative, and derivatives To. to. are used in agriculture. Salts, esters and derivatives To. to., applied in medicine, carry the name «Sodium cinnamatums».

To. to. exists in the form of two geometrical isomers (cis-and trans-isomers).

Cis-cinnamon, Trans-cinnamylic acid

It is most widespread a transform (usual To. to.), contained in a stand-at-ease and in the form of esters in some essential oils, pitches, a storaks (storax), tolutansky and Peruvian balms (see. Balms ), it is found also in many plants. Cis-cinnamon to - that contains in waste products of cocaine. Usual To. to. receive condensation of benzaldehyde with acetic anhydride in the presence of sodium acetate, and also (in the equipment) reaction of benzylidenechloride with sodium acetate, oxidation Benzylium and a denatseton or cinnamic aldehyde. Cis-cinnamon to - that can be received by catalytic hydrogenation fenilpropiolovy to - you or an isomerization trance-korich-ache to - you under the influence of UF-radiation.

Usual trans-cinnamon to - that represents colourless crystals, t ° pl 133 °, there is not enough rastvorim in water, it is alcohol-soluble, oils, ether. Cis-cinnamon to - that is known in three polymorphic forms, from them is stablest so-called allocinnamic to - that; its t ° pl 68 °. In chemical behavior To. to. properties carboxylic to - t, unsaturated and aromatic compounds are combined.

Bibliography: Zaytsev A. N. and Rakhmanina N. L. Some data on toxic properties of derivatives of phenylethyl and cinnamon alcohols, Vopr, pitas., century 5, page 48, 1974.

A. I. Tochilkin.