69-72-7 - YGSDEFSMJLZEOE-UHFFFAOYSA-N - Salicylic acid [USP:JAN] - Similar structures search, synonyms, formulas, resource links, and other chemical information. Shipping and handling. A number of salicylic acid products are available over-the-counter and by prescription, depending on your skin type and goals. Molecular Formula. Plant Physiol 99:799–803. Oil-Free Acne Stress Control® Power-Cream Wash $8.49 $6.79. [36] Meat, poultry, fish, eggs, dairy products, sugar, and breads and cereals have low salicylate content. In addition to serving as an important active metabolite of aspirin (acetylsalicylic acid), which acts in part as a prodrug to salicylic acid, it is probably best known for its use as a key ingredient in topical anti-acne products. [10][11], Similar to other hydroxy acids, salicylic acid is a key ingredient in many skincare products for the treatment of seborrhoeic dermatitis, acne, psoriasis, calluses, corns, keratosis pilaris, acanthosis nigricans, ichthyosis and warts.[12]. Molecular Formula C 7 H 6 O 3; Average mass 138.121 Da; Monoisotopic mass 138.031693 Da; ChemSpider ID 331 [24] It was used in Europe and China to treat these conditions. In low concentrations, salicylic acid is generally safe and well tolerated. Salicylic acid, also called ortho-hydroxybenzoic acid, a white, crystalline solid that is used chiefly in the preparation of aspirin and other pharmaceutical products. Corrections? Contraindications: This formula should not be used on sensitive, peeling or compromised skin. Salicylate-like preparations in the form of willow bark extracts (which contain salicin) had been in use for at least 100 years prior to the identification and synthesis of the purified compounds. [30] A larger amount of the substance was isolated in 1829 by Henri Leroux, a French pharmacist. Omissions? : Scribe Publications. Brunswick, Vic. Salicylic acid causes shedding of the outer layer of skin. Salicylic acid occurs naturally in small amounts in plants of the genus. [42], A number of proteins have been identified that interact with SA in plants, especially salicylic acid binding proteins (SABPs) and the NPR genes (Nonexpressor of pathogenesis related genes), which are putative receptors. Acidification of the product with sulfuric acid gives salicylic acid: It can also be prepared by the hydrolysis of aspirin (acetylsalicylic acid)[22] or methyl salicylate (oil of wintergreen) with a strong acid or base. The salts and esters of salicylic acid are known as salicylates. It has 4 phases. Salicylic acid is a keratolytic. [9], Salicylic acid as a medication is used most commonly to help remove the outer layer of the skin. Salicylic Acid: a natural inducer of heat production in arum lilies. Treatment of salicylic acid with phenol gives phenyl salicylate, which is used for sunburn creams and enteric-coated pills and to make salicylanilide for use as a fungicide and mildew preventive. Salicylic acid is a component of preparations used to combat warts, corns, calluses, and various skin diseases. Salicylic Acid-13C6. It is easily prepared on a clean surface by spraying a saturated solution of the salt in methanol followed by evaporation. Today the compound is made from dry sodium phenoxide (sodium phenolate) and carbon dioxide, followed by treatment with acid. Apply enough to cover each wart 1 to 2 times daily. C7H6O3. Salicylic acid signaling in disease resistance. By signing up for this email, you are agreeing to news, offers, and information from Encyclopaedia Britannica. Salicylic acid is used as a food preservative, a bactericide and an antiseptic.[15]. Widely available over the counter (OTC), they both help … Synonyms. It was first derived from the bark of Willow Tree. [41] Methyl salicylate is taken up by the stomata of the nearby plant, where it can induce an immune response after being converted back to salicylic acid. Sodium salicylate is a useful phosphor in the vacuum ultraviolet spectral range, with nearly flat quantum efficiency for wavelengths between 10 and 100 nm. It is poorly soluble in water (2 g/L at 20 °C). Rapid Clear Salicylic Acid Acne Treatment with Witch Hazel $9.49 $7.59. Updates? This is a stable formula you can use to make an effective face cleanser for acne prone sensitive skin. Salicylic acid topical 1% pad: Cleanse affected area. In 1879 the artificial sweetener…, …is used commercially to make salicylic acid for conversion to aspirin and methyl salicylate.…. [17], 17% to 27% salicylic acid used in the form of a paint, and 20% to 50% in plaster form, which are sold for wart and corn removal should not be applied to the face and should not be used for acne treatment. Salicylic acid is a keratolytic (peeling agent). It is available in many different formats, including creams, lotions and gels. Above 200 °C (392 °F), the acid decomposes to phenol and carbon dioxide. The free acid occurs naturally in small amounts in many plants, particularly the various species of Spiraea.The methyl ester also occurs widely in nature; it is the chief constituent of oil of wintergreen. Salicylic acid | HOC6H4COOH or C7H6O3 | CID 338 - structure, chemical names, physical and chemical properties, classification, patents, literature, biological activities, safety/hazards/toxicity information, supplier lists, and more. The free acid occurs naturally in small amounts in many plants, particularly the various species of Spiraea. Salicylic acid is a common ingredient in medications to treat acne and other skin conditions. Salicylic Acid 20% Gel Peel - Alcohol-Free Formula with Tee Tree Oil and Green Tee Extract - Professional Grade Chemical Face Peel for Acne Treatment - Beta Hydroxy Acid - 1 Bottle of 1 fl oz Visit the QRxLabs Store 4.0 out of 5 stars 542 ratings | 28 answered questions Salicylic Acid Foaming Face Wash Formula (Anti Acne Face Wash Recipe For Sensitive & Acne Prone Skin) - Formula 5. Salicylic Acid Face Wash Formula (Anti Acne Face Wash Recipe For Sensitive & Acne Prone Skin) – Formula 5 This is a stable formula you can use to make an effective face cleanser for acne prone sensitive skin. Apply 2 to 3 times daily. Salicylic acid uses for skin and hair include reducing acne blemishes, preventing blackheads and whiteheads from causing breakouts, exfoliating the skin, reducing inflammation and uneven skin tone, and decreasing dandruff. Salicylic acid was first prepared by the Italian chemist Raffaele Piria in 1838 from salicylaldehyde. [19], If high concentrations of salicylic ointment are applied to a large percentage of body surface, high levels of salicylic acid can enter the blood, requiring hemodialysis to avoid further complications. Salicylic acid (from Latin salix, willow tree) is a lipophilic monohydroxybenzoic acid, a type of phenolic acid, and a beta hydroxy acid (BHA). This item will ship to United States, but the seller has not specified shipping options. Salicylic acid works by causing the cells of the epidermis to slough off more readily, preventing pores from clogging up, and allowing room for new cell growth. [43], It was first discovered in 1979 that salicylates are involved in induced defenses of tobacco against tobacco mosaic virus. It reduces the production of sebum, removes excess oil, and gets rid of dead skin cells. Plant Science 228:127–134. Sodium salicylate is commercially prepared by treating sodium phenolate (the sodium salt of phenol) with carbon dioxide at high pressure (100 atm) and high temperature (115°C) – a method known as the Kolbe-Schmitt reaction. It is derived from 1987. It is derived from the metabolism of salicin. The sodium salt is used in the manufacture of certain classes of dyes. Salicylic acid is biosynthesized from the amino acid phenylalanine. What a plant knows: a field guide to the senses. Chamowitz, D. (2017). [38] Salicylic acid is involved in endogenous signaling, mediating plant defense against pathogens. Raskin, I. [31] Raffaele Piria, an Italian chemist, was able to convert the substance into a sugar and a second component, which on oxidation becomes salicylic acid.[32][33]. Salicylic Acid Percentage: Most salicylic face wash products contain 2% salicylic acid, which is a safe and effective concentration for normal, oily, and acne-prone skin types. New year new glow 20% off sitewide Free Shipping on all orders Add To Bag. Salicylic Acid 6% Cream contains 6% Salicylic Acid USP incorporated into a specially formulated oil and water emulsion vehicle consisting of Ammonium Lactate, Cetyl Alcohol, Dimethicone, Disodium EDTA, Glycerin, Methyl Paraben, Mineral Oil, PEG-100 , Phenoxy Ethanol, Polysorbate – 80, Propyp Paraben, Trolamine, WaterSalicylic Acid 6% Lotion contains 6% w/w Salicylic Acid USP incorporated into a specially formulated oil a… Find Similar Structures. Usual Adult Dose for Dermatological Disorders: Salicylic acid topical 16.7% liquid: Wash and dry area thoroughly. Salicylic acid was one of the chemicals used in late 19th century industrialised food production that was investigated by Dr.Harvey W. Wiley with his famous 'poison squad' as part of the US Department of Agriculture. Salicylic Acid is a beta hydroxy acid that exfoliates the skin. Salicylic acid occurs in plants as free salicylic acid and its carboxylated esters and phenolic glycosides. [44] In 1987, salicylic acid was identified as the long-sought signal that causes thermogenic plants such as the voodoo lily, Sauromatum guttatum, to heat up. Get a Britannica Premium subscription and gain access to exclusive content. It is poorly soluble in water (2 g/L at 20 °C).[21]. Let us know if you have suggestions to improve this article (requires login). It is on the World Health Organization's List of Essential Medicines, the safest and most effective medicines needed in a health system. [25] This remedy is mentioned in texts from ancient Egypt, Sumer and Assyria. ADVANCED SEARCH. Emeritus Professor of Chemistry, Beloit College, Wisconsin. Most salicylic acid produced commercially is treated with acetic anhydride for the preparation of aspirin. Raskin, I., A. Ehmann, W. R. Melander, and B. J. Meeuse. [40], The volatile methyl ester of salyclic acid -- methyl salicylate -- can also diffuse through the air, facilitating plant-plant communication. Be on the lookout for your Britannica newsletter to get trusted stories delivered right to your inbox. Synonym: Ethylene glycol salicylate, Salicylic acid 2-hydroxyethyl ester, Salicylic acid ethylene glycol ester Linear Formula: HOC 6 H 4 COOCH 2 CH 2 OH Molecular Weight: 182.17 Salicylic acid. Kumar, D. 2014. Salicylic acid was one of the original starting materials for making acetylsalicylic acid (aspirin) in 1897. This 2% treatment solution helps exfoliate the inside walls of pores to fight the appearance of blemishes and for better visible skin clarity with continued use. The wound-healing retardation action of salicylates is probably due mainly to its inhibitory action on mucopolysaccharide synthesis. Salicylic acid belongs to a class of drugs known as salicylates. Salicylic acid preparations. [20], Salicylic acid has the formula C6H4(OH)COOH, where the OH group is ortho to the carboxyl group. [18] Even for wart removal, such a solution should be applied once or twice a day – more frequent use may lead to an increase in side-effects without an increase in efficacy. A salicylic acid-based peel for reducing large pores, fine lines, and acne scars, this 10-pack of pre-soaked exfoliating sheets also include vitamin K, which can be used to … [16] It fluoresces in the blue at 420 nm. Science 237:1601–1602. [45], InChI=1S/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10), InChI=1/C7H6O3/c8-6-4-2-1-3-5(6)7(9)10/h1-4,8H,(H,9,10), Except where otherwise noted, data are given for materials in their. Salicylic acid modulates COX2 gene expression to decrease the formation of pro-inflammatory prostaglandins. [13] Aspirin (acetylsalicylic acid or ASA) can be prepared by the esterification of the phenolic hydroxyl group of salicylic acid with the acetyl group from acetic anhydride or acetyl chloride. It functions as a plant hormone. BHA works on the skin’s surface as well as inside the pore. Untersuchungen mit dem destillierten Wasser der Blüthen von, "Salicylic Acid, a multifaceted hormone to combat disease", "Induction by Salicylic Acid of Pathogenesis-related Proteins or Resistance to Alfalfa Mosaic Virus Infection in Various Plant Species", International Chemical Safety Cards | CDC/NIOSH, https://en.wikipedia.org/w/index.php?title=Salicylic_acid&oldid=997688407, World Health Organization essential medicines, Pages using collapsible list with both background and text-align in titlestyle, Articles containing unverified chemical infoboxes, Creative Commons Attribution-ShareAlike License. If you have dry or sensitive skin, opt for a less intense cleanser with 0.5% to 1% salicylic acid. 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