Galaxolide (trade name; also known as Abbalide, Pearlide, Astrolide, Musk 50, Polarlide; chemical name 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8,-hexamethyl-cyclopenta[g]benzopyran or HHCB, hexamethylindanopyran) is a synthetic musk with a clean sweet musky floral woody odor used in fragrances. It is one of the musk components that perfume and cologne manufacturers use to add a musk odor to their products. Galaxolide was first synthesized in 1956, and used in the late 1960s in some fabric softeners and detergents. High concentrations were also incorporated in fine fragrances.
Chemistry Galaxolide is the trade name from International Flavors & Fragrances Inc. (IFF) for the fragrance material with CAS Registry Number 1222-05-5 and CAS chemical name 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8-hexamethyl-cyclopenta[g]-2-benzopyran. Galaxolide is also known by its IUPAC name 4,6,6,7,8,8-hexamethyl-1,3,4,6,7,8-hexahydro-cyclopenta[g]-isochromene and the more commonly used acronym of the chemical name 1,3,4,6,7,8-hexahydro-4,6,6,7,8,8,-hexamethyl-cyclopenta[g]benzopyran (HHCB). The abbreviation for this chemical name, HHCB, is commonly used for galaxolide in various publications. Galaxolide may also be known as hexamethylindanopyran under the International Nomenclature of Cosmetic Ingredients (INCI).
Physical-chemical properties Galaxolide is a mixture of isomers. It has chiral centers at carbon atom 4 and 7. The isomers are (4R,7R), (4R,7S), (4S,7S) and (4S, 7R). Galaxolide has a molecular formula of C18H26O and a molecular weight of 258.4 g/mol. At room temperature, it occurs as a highly viscous liquid. Its melting point is -20 °C and its boiling point is estimated to be 330 °C based on a boiling point of 160 °C at 4 hPa.
History Galaxolide was discovered at IFF in the 1960s, by Heeringa and Beets. It was first synthesized in 1965 and its discovery was mainly due to the work by Beets on the osmophoric group of the polycyclic musks, where they tried to improve existing synthetic musks by making them more stable and hydrophobic.
Odor Galaxolide has become the key synthetic musk ingredient belonging to the polycyclic musk group as defined by the International Fragrance Association (IFRA). Its odor is described as a “clean”, sweet, floral, woody musk. Galaxolide is a mixture of stereoisomers and research has shown that it is in particular the (4S,7R) and (4S, 7S) forms that are the most powerful musk notes, with odor thresholds of 1 ng/L or less.
Environmental data Galaxolide has a measured bioconcentration factor (BCF) in fish in a range of 600-1600 and a log octanol-water partition coefficient (Log Kow) of around 5.5 (5.3 – 5.9). Given its lack of bioaccumulation and toxicity, the EU determined that galaxolide does not meet the criteria for being a substance classified as Persistent, Bioaccumulative and Toxic (PBT) to the environment. However, the EPA's assessment of galaxolide found it to be moderately persistent and bioaccumulative and highly toxic to aquatic organisms. The EPA's PBT Profiler also finds Galaxolide to exceed the EPA's criteria as a PBT. Galaxolide degrades in the environment to primary degradants with log Kow < 4 and further to more hydrophilic products with log Kow of < 1. Galaxolide is classified as H410: "Very toxic to aquatic life with long lasting effects." under EU CLP classification rules. Although there have been reports of galaxolide in environmental compartments, these studies have been made part of galaxolide's environmental safety reviews by various authorities, who have deemed that there is no need for risk reduction measures. Galaxolide contamination has been detected in the Great Lakes. In a study of lake sediment in Lake Erie found galaxolide levels to be doubling every 8–16 years, raising question of its bioaccumulative properties. Galaxolide was detected in 92% of water samples from Lake Michigan. In 2015 a GreenScreen for Safer Chemicals assessment of Galaxolide assigned Galaxolide a score of Benchmark 1. Benchmark 1 is assigned to chemicals of highest concern whose use is recommended to be avoided. Specifically, the GreenScreen assigned the Benchmark 1 score due to Galaxolide's high persistent, bioaccumulative and aquatic toxicity properties. Galaxolide has been shown to be removed by ozonation in wastewaters treatment plants. Yet, studies show, it is commonly detected in rivers, drinking water, lake sediment and fish tissue.
Human health Galaxolide is not an irritant, not toxic, not a CMR substance nor a sensitizer. Based on test data, the EU Scientific Committee for Consumer Safety included galaxolide in their proposal for extending the allergen information on cosmetic products as it claims to have seen only up to 100 individual cases worldwide in the last several decades who have reported irritation or allergic reactions to galaxolide through the use of cosmetic products. Galaxolide has been reported to be found in human biomonitoring studies and its presence in human tissue has been evaluated by several scientific authorities. For example, Galaxolide was detected in 97% of breast milk samples in mothers from Massachusetts in a 2004 study. A 2009 study detected Galaxolide in the blood plasma of 91% of the study participants. Extensive investigations into the presence of galaxolide in biomonitoring studies, have been completed and evaluated by various regulatory authorities. The outcome of all those studies is that galaxolide is safe for use in consumer products.
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