Names | |
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Preferred IUPAC name (3S,6R)-6-Bromo-3-(bromomethyl)-2,3,7-trichloro-7-methyloct-1-ene | |
Other names (−)-Halomon | |
Identifiers | |
3D model (JSmol) | |
ChEMBL | |
ChemSpider | |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C10H15Br2Cl3 | |
Molar mass | 401.3931 g/mol |
Density | 1.824 g/cm3 |
Melting point | 56 to 57 °C (133 to 135 °F; 329 to 330 K) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Halomon is a polyhalogenated monoterpene first isolated from the marine red algae Portieria hornemannii . [1] [2] Halomon has attracted research interest because of its promising profile of selective cytotoxicity that suggests its potential use as an antitumor agent. [3]
Halomon is in a class of chemical compounds known as halocarbons, which are often potent alkylating agents which may be toxic to individual cells or to living organisms. The red algae that naturally produce halomon and other related compounds probably do so as a poisonous defense against fish or other marine life that may see it as a potential source of food. Halomon, however, is a selective toxin; studies at the National Cancer Institute have indicated that it is more toxic to certain types of tumor cells than to other cells. [1]
The algae that produces halomon is difficult to locate, identify, and collect and the concentration of halomon in the organism is extremely low. Therefore, obtaining a sufficient amount of halomon to conduct preclinical research has been difficult. Consequently, there has been active interest in developing synthetic methods in the laboratory for the preparation of halomon and related compounds. [4] [5] [6]
Recent research has shown that halomon and a related halogenated monoterpene may act as demethylating agents, suggesting a possible mechanism of action for the pharmacological effects of halomon. [7]
Angewandte Chemie is a weekly peer-reviewed scientific journal that is published by Wiley-VCH on behalf of the German Chemical Society. Publishing formats include feature-length reviews, short highlights, research communications, minireviews, essays, book reviews, meeting reviews, correspondences, corrections, and obituaries. This journal contains review articles covering all aspects of chemistry. According to the Journal Citation Reports, the journal had a 2021 impact factor of 16.823.
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In chemistry, the Noyori asymmetric hydrogenation refers to methodology for enantioselective reduction of ketones and related functional groups. This methodology was introduced by Ryoji Noyori, who shared the Nobel Prize in Chemistry in 2001 for contributions to asymmetric hydrogenation. These hydrogenations are used in the production of several drugs, such as the antibacterial levofloxin, the antibiotic carbapenem, and the antipsychotic agent BMS181100.
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In organic and organometallic chemistry, dialkylbiaryl phosphine (or dialkylbiarylphosphine) ligands are phosphorus-containing supporting ligands that are used to modulate the chemical reactivity of palladium and other transition metal based catalysts. They were first described by Stephen L. Buchwald in 1998 for applications in palladium-catalyzed coupling reactions to form carbon-nitrogen and carbon-carbon bonds. Before their development, use of first- or second-generation phosphine ligands for palladium-catalyzed C-N bond-forming cross-coupling (e.g., tris(o-tolyl)phosphine and BINAP, respectively) necessitated harsh conditions, and the scope of the transformation was severely limited. The Suzuki-Miyaura and Negishi cross-coupling reactions were typically performed with Pd(PPh3)4 as catalyst and were mostly limited to aryl bromides and iodides at elevated temperatures, while the widely available aryl chlorides were unreactive. The development of new classes of ligands was needed to address these limitations.
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Igor Volodymyrovych Komarov is a Ukrainian synthetic organic chemist, specializing in medicinal chemistry and nanotechnology. He is the director of the Institute of High Technologies of Taras Shevchenko National University of Kyiv. He is also a scientific advisor of Enamine Ltd (Ukraine) and Lumobiotics GmbH (Germany).
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