2,4-ジニトロフェノール
2,4-ジニトロフェノール
化学物質で、フェノールの2位と4位をニトロ化した化合物。電子伝達系とATP合成の共役を解除する脱共役剤となるほか、タンパクなどの高分子と結合させ免疫標識に利用することもある。
化合物名や化合物に関係する事項: | 1A族元素 2,3-ホスホグリセリン酸 2,4-ジクロロフェノキシ酢酸 2,4-ジニトロフェノール 2-オキソグルタル酸 2-ナフチルアミン 2-ホスホグリセリン酸 |
2,4-ジニトロフェノール
(2,4-dinitrophenol から転送)
出典: フリー百科事典『ウィキペディア(Wikipedia)』 (2022/08/15 01:22 UTC 版)
2,4-ジニトロフェノール(英: 2,4-Dinitrophenol、DNP)は有機化合物の一つ。黄色結晶性固体で、甘く黴臭い臭気を持つ。昇華性がある。ほとんどの有機溶媒や、アルカリ性の溶液に溶ける[1]。酸化的リン酸化を脱共役化し、ATPの発生しないエネルギーの急速な消費を行う。自然界には存在しない人工の化合物である[2][3]。
- ^ Budavari, Susan(ed); O'Neil, Maryadele J(ed); Heckelman, Patricia E(red). "The Merck Index" Rahway, NJ; Merck & Co; 1989. [1900] p.
- ^ https://anzeninfo.mhlw.go.jp/anzen/gmsds/cas-25550-58-7.html
- ^ http://hobab.fc2web.com/sub2-respiratory-chain.htm
- ^ a b Gerald Booth "Nitro Compounds, Aromatic" in "Ullmann's Encyclopedia of Industrial Chemistry" 2007; Wiley-VCH, Weinheim. doi:10.1002/14356007.a17_411
- ^ “Photographic developers US 2943109 A”. 2015年1月26日閲覧。
- ^ Sibille B, Ronot X, Filippi C, Nogueira V, Keriel C, Leverve X (1998). “2,4 Dinitrophenol-uncoupling effect on delta psi in living hepatocytes depends on reducing-equivalent supply”. Cytometry 32 (2): 102-108.
- ^ Cutting WC, Mehrtens HG, Tainter ML (1933). “Actions and uses of dinitrophenol: Promising metabolic applications”. J Am Med Assoc 101 (3): 193–195. doi:10.1001/jama.1933.02740280013006.
- ^ Tainter ML, Stockton AB, Cutting WC (1933). “Use of dinitrophenol in obesity and related conditions: a progress report”. J Am Med Assoc 101 (19): 1472–1475. doi:10.1001/jama.1933.02740440032009.
- ^ Tainter ML, Cutting WC, Stockton AB (1934). “Use of Dinitrophenol in Nutritional Disorders : A Critical Survey of Clinical Results” (pdf). Am J Public Health 24 (10): 1045–1053. doi:10.2105/AJPH.24.10.1045. PMC 1558869. PMID 18014064 .
- ^ Simkins S. (1937). “Dinitrophenol and desiccated thyroid in the treatment of obesity: a comprehensive clinical and laboratory study”. J Am Med Assoc 108: 2110–2117. doi:10.1001/jama.1937.02780250024006.
- ^ a b c Hsiao AL, Santucci KA, Seo-Mayer P, et al. (2005). “Pediatric fatality following ingestion of dinitrophenol: postmortem identification of a "dietary supplement"”. Clin Toxicol (Phila) 43 (4): 281–285. doi:10.1081/clt-200058946. PMID 16035205.
- ^ Leftwich RB, Floro JF, Neal RA, Wood AJ (February 1982). “Dinitrophenol poisoning: a diagnosis to consider in undiagnosed fever”. South. Med. J. 75 (2): 182–184. doi:10.1097/00007611-198202000-00016. PMID 7058360.
- ^ a b c A. Hahn, K. Begemann, R. Burger, J. Hillebrand, H. Meyer, K. Preußner: "Cases of Poisoning Reported by Physicians in 2006", page 40. BfR Press and Public Relations Office, 2006.
- ^ Bartlett J, Brunner M, Gough K (February 2010). “Deliberate poisoning with dinitrophenol (DNP): an unlicensed weight loss pill”. Emerg Med J 27 (2): 159–160. doi:10.1136/emj.2008.069401. PMID 20156878.
- ^ McFee RB, Caraccio TR, McGuigan MA, Reynolds SA, Bellanger P (2004). “Dying to be thin: a dinitrophenol related fatality”. Veterinary and human toxicology 46 (5): 251–254. PMID 15487646.
- ^ Miranda EJ, McIntyre IM, Parker DR, Gary RD, Logan BK (2006). “Two deaths attributed to the use of 2,4-dinitrophenol”. Journal of analytical toxicology 30 (3): 219–222. doi:10.1093/jat/30.3.219. PMID 16803658.
- ^ “Hyderabad millionaire's son dies after taking bodybuilding pills”. 2015年1月26日閲覧。
- ^ Harper JA, Dickinson K, Brand MD (2001). “Mitochondrial uncoupling as a target for drug development for the treatment of obesity”. Obesity reviews : an official journal of the International Association for the Study of Obesity 2 (4): 255–265. doi:10.1046/j.1467-789X.2001.00043.x. PMID 12119996.
- ^ “Warning about 'fat-burner' substances containing DNP”. Food Standards Agency. 2013年4月23日閲覧。
- ^ Dying to be thin: a dinitrophenol related fatality.
- ^ “Killed by the tablets they took to lose weight: This beautiful student doctor was killed by internet slimming pills that make users fatally overheat. And she is far from the only victim”. Daily Mail (London)
- ^ “Killed by diet pills”. London: The Sun 2013年4月25日閲覧。
- ^ http://wiadomosci.onet.pl/regionalne/warszawa/dwudziestolatka-zmarla-po-kuracji-odchudzajacej-za,1,5535542,region-wiadomosc.html
- ^ “Chris Mapletoft parents 'shocked' over diet pills death”. BBC News. (2013年9月17日)
- ^ “Ambient water quality criteria for nitrophenols, 440/5-80-063 (PDF)”. U.S. Environmental Protection Agency (1980年). 2008年6月9日閲覧。
- ^ Harris, M. O., and Cocoran, J. J. (1995年). “Toxicological Profile for Dinitrophenols”. Agency for Toxic Substances and Disease Registry. 2013年4月23日閲覧。
- ^ Edsall, G. (1934). “Biological actions of dinitrophenol and related compounds: a review”. The New England Journal of Medicine 211 (9): 385–390. doi:10.1056/NEJM193408302110901.
- ^ Korde AS, Pettigrew LC, Craddock SD, Maragos WF (September 2005). “The mitochondrial uncoupler 2,4-dinitrophenol attenuates tissue damage and improves mitochondrial homeostasis following transient focal cerebral ischemia”. J. Neurochem. 94 (6): 1676–1684. doi:10.1111/j.1471-4159.2005.03328.x. PMID 16045446.
- ^ Kumar S, Barker K, Seger D. Dinitrophenol-Induced Hyperthermia Resolving With Dantrolene Administration. Abstracts of the North American Congress of Clinical Toxicology. Clin Toxicol 2002; 40:599–673.
- ^ Barker K, Seger D, Kumar S (2006). “Comment on "Pediatric fatality following ingestion of Dinitrophenol: postmortem identification of a 'dietary supplement'"”. Clin Toxicol (Phila) 44 (3): 351. doi:10.1080/15563650600584709. PMID 16749560.
- ^ Sax, N.Irving; Bruce, Robert D (1989). Dangerous properties of industrial materials. 3 (7th ed.). John Wiley & Sons. ISBN 0-442-27368-1
- 1 2,4-ジニトロフェノールとは
- 2 2,4-ジニトロフェノールの概要
- 3 参考文献
- 2,4-dinitrophenolのページへのリンク