TetrahydrocucuMin
1,7-Bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione
CAS: 36062-04-1
Molecular Formula: C21H24O6
TetrahydrocucuMin - Names and Identifiers
| Name | 1,7-Bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione |
| Synonyms | TetrahydrocucuMin Tetrahydrocurcumin Tetrahydrodiferuloylmethane 1,7-Bis(4-hydroxy-3-methoxyphenyl)heptane-3,5-dione |
| CAS | 36062-04-1 |
| InChI | InChI=1/C21H24O6/c1-26-20-11-14(5-9-18(20)24)3-7-16(22)13-17(23)8-4-15-6-10-19(25)21(12-15)27-2/h5-6,9-12,24-25H,3-4,7-8,13H2,1-2H3 |
TetrahydrocucuMin - Physico-chemical Properties
| Molecular Formula | C21H24O6 |
| Density | 1.222 |
| Melting Point | 95-97℃ |
| Boling Point | 564.1°Cat760mmHg |
| Solubility | Soluble in methanol, ethanol, DMSO and other organic solvents |
| Appearance | Powder |
| Storage Condition | 2-8℃ |
| MDL | MFCD04152347 |
TetrahydrocucuMin - Reference
| Reference Show more | 1. Li Haoming, Huang Yongjie, Wang Yongli, Li Dapeng, Li Feng. Protective effects of curcumin and its metabolic modification products on oxidative damage in PC12 cells [J]. Food Science, 2020,41(15):208-215. 2. Wu Yinfan, Li Qin, Zhou Jinchao, et al. Therapeutic effect of intraperitoneal injection of Tetrahydrocurcumin on ovalbumin-induced allergic asthma in mice [J]. Journal of Sun Yat-sen University (in medicine), 2020, 25 (4): 533. 3. Wu Chuanchao, Xu Fucheng, Gu qiua, et al. Screening and identification of strain for transformation of curcumin hydrogenation derivatives and optimization of culture medium [J]. Food and Fermentation Industry, 2019, v.45;No.379(07):49-55. 4. Tong Jun, Wang Junjun, Chen Yong. Effects of muscone on pharmacokinetics and brain distribution of curcumin in rats [J]. Journal of Hubei University (Natural Science Edition), 2018, 40(06):64-69. 5. Li Haoming, Huang Yongjie, Wang Yongli, Li Dapeng, Li Feng. Protective effects of curcumin and its metabolic modification products on oxidative damage in PC12 cells [J]. Food Science, 2020,41(15):208-215. 6. [IF = 1.902] Jun Jun Wang et al."The pharmacoid and tissue distribution of currumin and its metabolites in mice." Biomed Chromatogr. 2018 Sep;32(9):e4267 7. [IF = 0] Yan Zhang et al."Tetrahydrocurcumin induces mesenchymal-epithelial transition and suppresses angiogenesis by targeting HIF-1α and autophagy in human osteosarcoma."Oncotarget. 2017 Oct 31; 8(53): 91134-91149 8. [IF=5.396] Yuan Liang et al."In vitro and in silico evaluation of EGFR targeting activities of curcumin and its derivatives."Food Funct. 2021 Nov;12(21):10667-10675 9. [IF=4.946] Lai Yanni et al."3D-quantitative structure-activity relationship and antiviral effects of curcumin derivatives as potent inhibitors of influenza H1N1 neuraminidase."Arch Pharm Res. 2020 May;43(5):489-502 |
TetrahydrocucuMin - Introduction
1,7-bis (heptane-3), 5-dione, also known as HO-TEMPO quinone, is an organic compound. Its molecular formula is C16H21NO5 and its molecular weight is 311.34g/mol.
Nature:
-Appearance: HO-TEMPO quinone is a colorless to light yellow crystalline solid.
-Melting point: about 65-67 ℃.
-Solubility: HO-TEMPO quinone is almost insoluble in water, but easily soluble in organic solvents such as ether, acetone and methanol.
Use:
-Oxidant: HO-TEMPO quinone is a commonly used free radical oxidant, which can be used to oxidize alcohols to corresponding ketones.
-Catalyst: HO-TEMPO quinone can be used as a catalyst for organic synthesis reactions, such as oxidation reactions and hydrogen atom transfer reactions.
-Preservative: HO-TEMPO quinone can be used as a preservative in food, paint, coating and other fields.
Preparation Method:
There are two common ways to prepare HO-TEMPO quinone:
1. The coupling reaction of 1,7-dibromoheptane and 3,4-dimethoxybenzene boronic acid was carried out by copper catalytic reaction.
2. The 2,2,6,6-tetramethyl-1-piperidine hydroxylamine and 3,4-dimethoxybenzeneboronic acid are converted by oxidation reaction.
Safety Information:
HO-TEMPO quinone generally does not pose a major safety hazard under normal operating conditions. However, as a chemical, the following matters still need to be paid attention to when handling:
- HO-TEMPO quinone may be an eye and skin irritant, so wear appropriate protective gloves, goggles and a lab coat when handling.
-Avoid inhaling HO-TEMPO quinone dust or gas, and ensure that you operate in a well-ventilated area.
-When using and storing HO-TEMPO quinone, avoid contact with combustibles to prevent fire.
-If you accidentally inhale or come into contact with HO-TEMPO quinone, immediately flush the affected area with plenty of water and seek medical advice.
Nature:
-Appearance: HO-TEMPO quinone is a colorless to light yellow crystalline solid.
-Melting point: about 65-67 ℃.
-Solubility: HO-TEMPO quinone is almost insoluble in water, but easily soluble in organic solvents such as ether, acetone and methanol.
Use:
-Oxidant: HO-TEMPO quinone is a commonly used free radical oxidant, which can be used to oxidize alcohols to corresponding ketones.
-Catalyst: HO-TEMPO quinone can be used as a catalyst for organic synthesis reactions, such as oxidation reactions and hydrogen atom transfer reactions.
-Preservative: HO-TEMPO quinone can be used as a preservative in food, paint, coating and other fields.
Preparation Method:
There are two common ways to prepare HO-TEMPO quinone:
1. The coupling reaction of 1,7-dibromoheptane and 3,4-dimethoxybenzene boronic acid was carried out by copper catalytic reaction.
2. The 2,2,6,6-tetramethyl-1-piperidine hydroxylamine and 3,4-dimethoxybenzeneboronic acid are converted by oxidation reaction.
Safety Information:
HO-TEMPO quinone generally does not pose a major safety hazard under normal operating conditions. However, as a chemical, the following matters still need to be paid attention to when handling:
- HO-TEMPO quinone may be an eye and skin irritant, so wear appropriate protective gloves, goggles and a lab coat when handling.
-Avoid inhaling HO-TEMPO quinone dust or gas, and ensure that you operate in a well-ventilated area.
-When using and storing HO-TEMPO quinone, avoid contact with combustibles to prevent fire.
-If you accidentally inhale or come into contact with HO-TEMPO quinone, immediately flush the affected area with plenty of water and seek medical advice.
Last Update：2024-04-09 20:49:11
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