Hydroxypinacolone retinoate
[CAS# 893412-73-2]

Identification

• Classification: Organic raw materials >> Carboxylic compounds and derivatives >> Carboxylic esters and their derivatives
• Name: Hydroxypinacolone retinoate
• Synonyms: (3,3-dimethyl-2-oxobutyl) (2E,4E,6E,8E)-3,7-dimethyl-9-(2,6,6-trimethylcyclohexen-1-yl)nona-2,4,6,8-tetraenoate
• Molecular Formula: C₂₆H₃₈O₃
• Molecular Weight: 398.58
• CAS Registry Number: 893412-73-2
• EC Number: 826-245-0
• SMILES: CC1=C(C(CCC1)(C)C)/C=C/C(=C/C=C/C(=C/C(=O)OCC(=O)C(C)(C)C)/C)/C

Properties

• Density: 1.0±0.1 g/cm³, Calc.^*
• Index of Refraction: 1.526, Calc.^*
• Boiling Point: 508.5±33.0 °C (760 mmHg), Calc.^*
• Flash Point: 214.9±25.4 °C, Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software.

Safety Data

• Hazard Symbols: GHS0i8 Warning
• Risk Statements: H361
• Safety Statements: P203-P280-P318-P405-P501

Hazard Classification

Hazard	Class	Category Code	Hazard Statement
Reproductive toxicity	Repr.	2	H361

Discovery and Applications

Hydroxypinacolone retinoate (HPR) is a novel retinoid derivative. It was first synthesized in the late 1990s in an effort to develop retinoid compounds with improved efficacy and tolerability compared to traditional retinoids. The discovery of HPR stemmed from a desire to overcome the limitations of traditional retinoids, including skin irritation, photosensitivity, and long-term stability issues. Researchers sought to design a retinoid molecule that could exert the beneficial effects of retinoids without causing the adverse side effects typically associated with them. HPR is synthesized by chemically modifying the structure of retinoic acid to improve its stability and bioavailability while maintaining its biological activity. The addition of hydroxyl and pinacolone moieties to the retinoid backbone produces a compound with unique properties and improved performance. A key advantage of HPR is its enhanced skin penetration ability. Compared to traditional retinoids, HPR can penetrate the skin more effectively and reach deeper layers to exert its biological effects. This enhanced permeability allows for the use of lower concentrations of HPR, thereby reducing the risk of irritation, making it suitable for people with sensitive skin. In addition to its exceptional penetration capabilities, HPR also possesses powerful anti-aging and skin regenerative properties. Like other retinoids, HPR promotes collagen synthesis, speeds up cell turnover, and reduces wrinkles, fine lines, and hyperpigmentation.HPR has been shown to have antioxidant and photoprotective properties, helping to protect the skin from damage caused by environmental stressors such as UV radiation and pollution. This makes it an important ingredient in skin care formulations designed to prevent premature aging and maintain skin health.HPR has also been studied for its potential therapeutic benefits in the treatment of various skin conditions, including acne, psoriasis, and photoaging. Preliminary study results suggest that HPR may offer a safe and effective alternative to traditional retinoids for the treatment of these conditions.

References

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