Wang, Cheng’s team published research in Fundamental & Clinical Pharmacology in 2020 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Synthetic Route of C28H28O3

Synthetic Route of C28H28O3In 2020 ,《The third-generation retinoid adapalene triggered DNA damage to induce S-phase arrest in HaCat cells》 appeared in Fundamental & Clinical Pharmacology. The author of the article were Wang, Cheng; Li, Hongyang; Ma, Pengcheng; Sun, Jianfang; Li, Lingjun; Wei, Jun; Tao, Lei; Qian, Kun. The article conveys some information:

Epidermal proliferative diseases consisted of a series of common skin diseases, most of which were recurrent chronic skin diseases, and had greatly neg. influence on the life quality of patient. Retinoids exhibited vital roles in the treatment of many skin diseases. Our recent study demonstrated that adapalene significantly inhibited the growth of HaCat cells, and the inhibitory activity was stronger than other retinoids, such as all-trans-retinoic acid, acitretin, isotretinoin, tazarotene, and bexarotene. Further study showed that adapalene suppressed the colony formation of HaCat cells, and it dramatically triggered S-phase arrest and apoptosis, rather than G1 phase arrest which was reported in other retinoids in several studies. Addnl., adapalene treatment greatly upregulated the protein expression of DNA damage marker γ-H2AX, which was in accord with the results of the elongation of tail moment by comet electrophoresis anal. Moreover, DNA damage was triggered and DNA repair was suppressed synchronously with adapalene treatment, which accounted for the mechanism of S-phase arrest induced by adapalene. In summary, our recent work demonstrated that adapalene showed strong anti-proliferation activity in HaCat cells and could be an alternative agent for the epidermal proliferative disease. In the experiment, the researchers used many compounds, for example, 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Synthetic Route of C28H28O3)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Synthetic Route of C28H28O3

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Ether – Wikipedia,
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Chlebus, Ewa’s team published research in Journal of Dermatological Treatment in 2019 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.Category: ethers-buliding-blocks

In 2019,Journal of Dermatological Treatment included an article by Chlebus, Ewa; Serafin, Monika; Chlebus, Marcin. Category: ethers-buliding-blocks. The article was titled 《Is maintenance treatment in adult acne important Benefits from maintenance therapy with adapalene, and low doses of alpha and beta hydroxy acids》. The information in the text is summarized as follows:

Adult acne is a chronic disease with uncontrolled exacerbations, associated with a psychol. burden of the patient and medical expenses. The aim of the study was to check the efficacy of maintenance therapy of adult acne. It is essential part of treatment as adult acne usually has a long-lasting and recurring course. In the study, the efficacy of maintenance therapy in patients with adult acne is evaluated. In this study, 100 patients (aged 25-39 years of age) with mild and moderate adult acne were enrolled. The maintenance therapy (adapalene 0.1% three times a week and low doses of alpha and beta hydroxy acids) led to a significant decrease in the number of acne lesions (from 31.3 to 12.25; p < .001) and severity of seborrhea (p < .001). Maintenance therapy brings significant improvements in the reduction of non-inflammatory and inflammatory lesions in patients with mild and moderate adult acne. In the experiment, the researchers used 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Category: ethers-buliding-blocks)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.Category: ethers-buliding-blocks

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Brboric, Anja’s team published research in Upsala journal of medical sciences in 2019 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.Category: ethers-buliding-blocks

In 2019,Upsala journal of medical sciences included an article by Brboric, Anja; Vasylovska, Svitlana; Saarimäki-Vire, Jonna; Espes, Daniel; Caballero-Corbalan, José; Larfors, Gunnar; Otonkoski, Timo; Lau, Joey. Category: ethers-buliding-blocks. The article was titled 《Characterization of neural crest-derived stem cells isolated from human bone marrow for improvement of transplanted islet function.》. The information in the text is summarized as follows:

Background: Murine boundary cap-derived neural crest stem cells (NCSCs) are capable of enhancing islet function by stimulating beta cell proliferation as well as increasing the neural and vascular density in the islets both in vitro and in vivo. This study aimed to isolate NCSC-like cells from human bone marrow.Methods: CD271 magnetic cell separation and culture techniques were used to purify a NCSC-enriched population of human bone marrow. Analyses of the CD271+ and CD271- fractions in terms of protein expression were performed, and the capacity of the CD271+ bone marrow cells to form 3-dimensional spheres when grown under non-adherent conditions was also investigated. Moreover, the NCSC characteristics of the CD271+ cells were evaluated by their ability to migrate toward human islets as well as human islet-like cell clusters (ICC) derived from pluripotent stem cells.Results: The CD271+ bone marrow population fulfilled the criterion of being multipotent stem cells, having the potential to differentiate into glial cells, neurons as well as myofibroblasts in vitro. They had the capacity to form 3-dimensional spheres as well as an ability to migrate toward human islets, further supporting their NCSC identity. Additionally, we demonstrated similar migration features toward stem cell-derived ICC.Conclusion: The results support the NCSC identity of the CD271-enriched human bone marrow population. It remains to investigate whether the human bone marrow-derived NCSCs have the ability to improve transplantation efficacy of not only human islets but stem cell-derived ICC as well. In the experiment, the researchers used 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Category: ethers-buliding-blocks)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.Category: ethers-buliding-blocks

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Otlewska, Agnieszka’s team published research in Expert Opinion on Drug Safety in 2020 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid

《Adverse events related to topical drug treatments for acne vulgaris》 was published in Expert Opinion on Drug Safety in 2020. These research results belong to Otlewska, Agnieszka; Baran, Wojciech; Batycka-Baran, Aleksandra. Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid The article mentions the following:

A review. : Acne vulgaris is a widespread skin disease. Topical therapy is a standard treatment for mild to moderate acne. Given the complex pathophysiol. of acne, various agents with complementary action are nowadays frequently combined to increase the efficacy of therapy.: This review focus on safety profile of topical agents used for the treatment of acne vulgaris, including topical retinoids, benzyl peroxide, azelaic acid, topical antibiotic, and combined agents. Data from clin. trials but also metanalyses, systematic reviews, and other secondary analyses are presented.: In general, topical agents used for acne vulgaris have a favorable safety profile. The most commonly reported AEs were associated with local skin irritation, usually mild to moderate in intensity, intermittent, and rarely led to the cessation of therapy. Irritative potential seems to be highest for BPO and topical retinoids. Due to the possibility of development of Cutibacterium acnes resistance, topical antibiotics should not be used in monotherapy but as a part of combination therapy. In female adolescent and adults of childbearing potential, topical retinoids should be used with caution, because they are contraindicated in pregnant females (FDA Pregnancy category) C (adapalene, tretinoin) and X (tazarotene). In addition to this study using 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid, there are many other studies that have used 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid) was used in this study.

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid

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Ether – Wikipedia,
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Lau, Edmond Y.’s team published research in Frontiers in Molecular Biosciences in 2021 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Application of 106685-40-9

Application of 106685-40-9In 2021 ,《Discovery of small-molecule inhibitors of SARS-CoV-2 proteins using a computational and experimental pipeline》 was published in Frontiers in Molecular Biosciences. The article was written by Lau, Edmond Y.; Negrete, Oscar A.; Bennett, W. F. Drew; Bennion, Brian J.; Borucki, Monica; Bourguet, Feliza; Epstein, Aidan; Franco, Magdalena; Harmon, Brooke; He, Stewart; Jones, Derek; Kim, Hyojin; Kirshner, Daniel; Lao, Victoria; Lo, Jacky; McLoughlin, Kevin; Mosesso, Richard; Murugesh, Deepa K.; Saada, Edwin A.; Segelke, Brent; Stefan, Maxwell A.; Stevenson, Garrett A.; Torres, Marisa W.; Weilhammer, Dina R.; Wong, Sergio; Yang, Yue; Zemla, Adam; Zhang, Xiaohua; Zhu, Fangqiang; Allen, Jonathan E.; Lightstone, Felice C.. The article contains the following contents:

A rapid response is necessary to contain emergent biol. outbreaks before they can become pandemics. The novel coronavirus (SARS-CoV-2) that causes COVID-19 was first reported in Dec. of 2019 in Wuhan, China and reached most corners of the globe in less than two months. In just over a year since the initial infections, COVID-19 infected almost 100 million people worldwide. Although similar to SARS-CoV and MERS-CoV, SARS-CoV-2 has resisted treatments that are effective against other coronaviruses. Crystal structures of two SARS-CoV-2 proteins, spike protein and main protease, have been reported and can serve as targets for studies in neutralizing this threat. We have employed mol. docking, mol. dynamics simulations, and machine learning to identify from a library of 26 million mols. possible candidate compounds that may attenuate or neutralize the effects of this virus. The viability of selected candidate compounds against SARS-CoV-2 was determined exptl. by biolayer interferometry and FRET-based activity protein assays along with virus-based assays. In the pseudovirus assay, imatinib and lapatinib had IC50 values below 10μM, while candesartan cilexetil had an IC50 value of approx. 67μM against Mpro in a FRETbased activity assay. Comparatively, candesartan cilexetil had the highest selectivity index of all compounds tested as its half-maximal cytotoxicity concentration 50 (CC50) value was the only one greater than the limit of the assay (>100μM). In the experiment, the researchers used many compounds, for example, 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Application of 106685-40-9)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Application of 106685-40-9

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Anaya-Ruiz, Maricruz’s team published research in Pharmaceutical Patent Analyst in 2022 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid

Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acidIn 2022 ,《Drug repurposing of adapalene for melanoma treatment》 appeared in Pharmaceutical Patent Analyst. The author of the article were Anaya-Ruiz, Maricruz; Perez-Santos, Martin. The article conveys some information:

A review. Cancer drug repurposing is an attractive approach that leads to savings in time and investment. Adapalene, the first medical application of which was for the treatment of acne, has been described as a repurposing drug for the treatment of various types of cancer. Patent application CN111329851 describes the use of adapalene for the treatment of melanoma, by assays carried out on melanoma cell lines. Adapalene demonstrated antiproliferative activity in melanoma cell lines via S-phase arrest-dependent apoptosis mediated by DNA damage through an increase in the expression of p-ATM and p-chk2 and a decrease in the expression of p-BRCA1 and Rad51. Even though no evidence on efficacy and efficiency is shown in preclin. and clin. studies, CN111329851 patent shows that adapalene may be a repurposing drug for the treatment of melanoma. In the experimental materials used by the author, we found 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Application In Synthesis of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Maruthappu, T’s team published research in Clinical and experimental dermatology in 2021 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.Recommanded Product: 106685-40-9

《Acne and rosacea in skin of colour.》 was written by Maruthappu, T; Taylor, M. Recommanded Product: 106685-40-9 And the article was included in Clinical and experimental dermatology in 2021. The article conveys some information:

Acne and rosacea are common inflammatory skin conditions present in numerous racial and ethnic groups. There are distinct differences in clinical presentation, exacerbating factors, potential triggers and consequences of both conditions in individuals with skin of colour (SOC), classified as Fitzpatrick skin types III-VI. For example, acne can be complicated by the development of postinflammatory hyperpigmentation and keloid scarring in SOC, and this can influence treatment choice. Although rosacea is reported less frequently in SOC, this may be the result of delayed diagnosis or late presentation due to the difficulty in discerning the classic features of erythema in darker skin tones. In such cases, additional clues in the medical history and clinical examination may assist in making the diagnosis. This review aims to summarize nuances in both the diagnosis and management of these two common skin conditions in patients with SOC to support clinicians in providing an individualized treatment approach. In the experiment, the researchers used many compounds, for example, 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Recommanded Product: 106685-40-9)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.Recommanded Product: 106685-40-9

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Salimi, Anayatollah’s team published research in Journal of cosmetic dermatology in 2021 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Application of 106685-40-9

Salimi, Anayatollah; Emam, Monasadat; Mohammad Soleymani, Saeed published their research in Journal of cosmetic dermatology in 2021. The article was titled 《Increase adapalene delivery using chemical and herbal enhancers.》.Application of 106685-40-9 The article contains the following contents:

BACKGROUND: Acne is one of the skin diseases that include abnormalities in the production of sebum, changes in the microbial flora, abnormal keratinization, and inflammation. Adapalene is a good choice in the treatment of acne with fewer side effects and high effectiveness. However, the absorption of adapalene through human skin is low. We investigated the effect of several enhancers on the skin absorption of adapalene. METHODS: For the preparation of a topical formulation, this drug needs proper skin absorption. Therefore, to increase the effect of chemical absorption of the Adapalene skin permeability, it should first be put on the skin in a touch of some absorption like Eucalyptus, Urea, Clove oil, propylene glycol, and oleic acid for 1 and 2 hours and was then examined for the passing of the drug on the treated skin and for the effect of absorptions by calculating of the permeability parameters using DSC and FT-IR techniques. RESULT AND CONCLUSION: The results show that the enhancers used increased the permeability of the drug adapalene to water. Several mechanisms including lipid liquefaction, degradation of the fat structure, as well as irreversible denaturation of intracellular creatine caused by Eucalyptus, urea clove oil, PG, and oleic acid are the main mechanisms of drug penetration. Based on the results, it was found that among the enhancers studied, eucalyptus and urea had the highest and the lowest absorption effect in 2- and 1-hour pre-contact, respectively. In the experimental materials used by the author, we found 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Application of 106685-40-9)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Application of 106685-40-9

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Shrivastava, Birendra’s team published research in Asian Journal of Pharmaceutics in 2019 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.COA of Formula: C28H28O3

In 2019,Asian Journal of Pharmaceutics included an article by Shrivastava, Birendra; Sunil, Mekala; Kishore, V. Sai. COA of Formula: C28H28O3. The article was titled 《Topical combination delivery of benzoyl peroxide and adapalene niosomal gel for acne treatment》. The information in the text is summarized as follows:

Aim and Objective: Adapalene (ADP) is very effective in 0.01% strength, but it causes skin erythema in the applied area. ADP and benzoyl peroxide (BPO) are the most commonly used drugs in treatment of acne. Materials and Methods: The non-ionic surfactants like SPANs are obtained from synthetic sources, and hence the quality is maintained same all the time. The ADP was incorporated into niosomes using SPAN 60 and cholesterol was used as a stabilizer. Various ratios of SPAN 60, cholesterol, Stearic acid, BPO, and ADP were tried and optimized. The present study investigates the effect of niosomal coadministration of BPO and ADP in term of in vitro skin retention study and in vivo antiacne effects. These vesicular carriers, because of their improved percutaneous delivery and better skin retention, have proved to be very useful in enhancing therapeutic index of drugs used for tropical diseases. The niosomal dispersion was incorporated into Carbopol gel. The gel was kept for 3 mo accelerated stability studies. Results and Discussion: The niosomal dispersion was evaluated for various parameters such as vesicle size, shape, and morphol. by transmission electron microscopy. The drug release pattern from gel was evaluated on the basis of in vitro studies and skin irritation studies on rabbit skin. Conclusion: The in vitro study shows sustained release gel effects whereas the in vivo study shows no signs of irritation on the applied skin area. The results came from multiple reactions, including the reaction of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9COA of Formula: C28H28O3)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) may be used as a pharmaceutical reference standard for the quantification of the analyte in topical gel formulations using high-performance liquid chromatography technique.COA of Formula: C28H28O3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Patricio, Rui P. S.’s team published research in Bioorganic & Medicinal Chemistry in 2022 | CAS: 106685-40-9

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Synthetic Route of C28H28O3

In 2022,Patricio, Rui P. S.; Videira, Paula A.; Pereira, Florbela published an article in Bioorganic & Medicinal Chemistry. The title of the article was 《A computer-aided drug design approach to discover tumour suppressor p53 protein activators for colorectal cancer therapy》.Synthetic Route of C28H28O3 The author mentioned the following in the article:

Colorectal cancer (CRC) is the third most detected cancer and the second foremost cause of cancer deaths in the world. Intervention targeting p53 provides potential therapeutic strategies, but thus far no p53-based therapy has been successfully translated into clin. cancer treatment. Here we developed a Quant. Structure-Activity Relationships (QSAR) classification models using empirical mol. descriptors and fingerprints to predict the activity against the p53 protein, using the potency value with the active or inactive label, were developed. These models were built using in total 10,505 mols. that were extracted from the ChEMBL, ZINC and Reaxys databases, and recent literature. Three machine learning (ML) techniques e.g., Random Forest, Support Vector Machine, Convolutional Neural Network were explored to build models for p53 inhibitor prediction. The performances of the models were successfully evaluated by internal and external validation. Moreover, based on the best in silico p53 model, a virtual screening campaign was carried out using 1443 FDA-approved drugs that were extracted from the ZINC database. A list of virtual screening hits was assented on base of some limits established in this approach, such as: (1) probability of being active against p53; (2) applicability domain; (3) prediction of the affinity between the p53, and ligands, through mol. docking. The most promising according to the limits established above was dihydroergocristine. This compound revealed cytotoxic activity against a p53-expressing CRC cell line with an IC50 of 56.8μM. This study demonstrated that the computer-aided drug design approach can be used to identify previously unknown mols. for targeting p53 protein with anti-cancer activity and thus pave the way for the study of a therapeutic solution for CRC. The experimental part of the paper was very detailed, including the reaction process of 6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas: 106685-40-9Synthetic Route of C28H28O3)

6-(3-(Adamantan-1-yl)-4-methoxyphenyl)-2-naphthoic acid(cas:106685-40-9) is a third-generation synthetic retinoid and a highly lipophilic compound derived from naphthoic acid. It is widely used in the treatment of acne.Synthetic Route of C28H28O3

Referemce:
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem