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Benzpire n ili benzoapire n predstavitel semejstva policiklicheskih uglevodorodov obladaet silnejshej kancerogennoj aktivnostyu kak i mnogie drugie poliaromaticheskie uglevodorody chrezvychajno toksichen Po stepeni vozdejstviya na organizm otnositsya k I vysshemu klassu opasnosti BenzpirenObshieSistematicheskoe naimenovanie Benz a pirenTradicionnye nazvaniya BenzoapirenHim formula C20H12Fizicheskie svojstvaSostoyanie tvyordoe kristally bledno zhyoltogo cvetaMolyarnaya massa 252 3093 0 0168 g molPlotnost 1 24 g sm Termicheskie svojstvaTemperatura plavleniya 179 C kipeniya 495 CHimicheskie svojstvaRastvorimost v vode do 0 000062 g 100 mlKlassifikaciyaReg nomer CAS 50 32 8PubChem 2336Reg nomer EINECS 200 028 5SMILES C1 C C2 C C Cc3ccc4cc5ccccc5c1c4c23InChI InChI 1S C20H12 c1 2 7 17 15 4 1 12 16 9 8 13 5 3 6 14 10 11 18 17 20 16 19 13 14 h1 12HFMMWHPNWAFZXNH UHFFFAOYSA NChEBI 29865ChemSpider 2246BezopasnostPredelnaya koncentraciya 0 000015 mg m LD50 lt 9 mg kgToksichnost Chrezvychajno toksichen dlya mnogih mlekopitayushih silnejshij kancerogenPiktogrammy ECBPrivedeny dannye dlya standartnyh uslovij 25 C 100 kPa esli ne ukazano inoe Mediafajly na Vikisklade Obrazuetsya pri sgoranii uglevodorodnogo zhidkogo tvyordogo i gazoobraznogo topliva v menshej stepeni pri sgoranii gazoobraznogo Ego vyhod zametno umenshaetsya pri primenenii dozhigayushih gorelok s koefficientom polnoty okisleniya vyshe 1 1 odnako eto v svoyu ochered povyshaet koncentraciyu okislov azota V okruzhayushej srede nakaplivaetsya preimushestvenno v pochve menshe v vode Kontrol soderzhaniya benzpirena v prirodnyh produktah proizvoditsya metodom zhidkostnoj hromatografii Obladaet silnoj lyuminescenciej v vidimoj chasti spektra v koncentrirovannoj sernoj kislote A 521 nm 470 nm F 548 nm 493 nm chto pozvolyaet obnaruzhivat ego v koncentraciyah do 0 01 milliardnyh dolej lyuminescentnymi metodami NazvanieKorrektnymi nazvaniyami dannogo soedineniya yavlyayutsya benzopiren i benzpiren Benz a piren i benz e piren korrektnye nazvaniya izomerov dannogo soedineniya 1 2 benzpiren on zhe 3 4 benzpiren i 4 5 benzpiren sootvetstvenno Fizicheskie svojstvaV chistom vide predstavlyaet soboj zhyoltye plastinki i igly legko rasslaivayushiesya na bolee melkie Horosho rastvorim v nepolyarnyh organicheskih rastvoritelyah benzole toluole ksilole ogranichenno rastvorim v polyarnyh prakticheski nerastvorim v vode Biologicheskoe vozdejstvieHimicheskaya svyaz benzpirena s nukleotidami molekul DNK mozhet privodit k tyazhyolym vidam porokov i urodstv u novorozhdyonnyh Benz a piren yavlyaetsya naibolee tipichnym himicheskim kancerogenom okruzhayushej sredy on opasen dlya cheloveka dazhe pri maloj koncentracii poskolku obladaet svojstvom bioakkumulyacii Buduchi himicheski sravnitelno ustojchivym benz a piren mozhet dolgo migrirovat iz odnih obektov v drugie V rezultate mnogie obekty i processy okruzhayushej sredy sami ne obladayushie sposobnostyu sintezirovat benz a piren stanovyatsya ego vtorichnymi istochnikami Benz a piren okazyvaet takzhe mutagennoe dejstvie Mezhdunarodnaya gruppa ekspertov otnesla benz a piren k chislu agentov dlya kotoryh imeyutsya ogranichennye dokazatelstva ih kancerogennogo dejstviya na lyudej i dostovernye dokazatelstva ih kancerogennogo dejstviya na zhivotnyh istochnik ne ukazan 1081 den V eksperimentalnyh issledovaniyah benz a piren byl ispytan na devyati vidah zhivotnyh vklyuchaya obezyan V organizm benz a piren mozhet postupat cherez kozhu organy dyhaniya pishevaritelnyj trakt i transplacentarnym putyom Pri vseh etih sposobah vozdejstviya udavalos vyzvat zlokachestvennye opuholi u zhivotnyh V 2012 godu Mezhdunarodnoe agentstvo po izucheniyu raka MAIR otneslo benz a piren k gruppe kancerogennyh dlya cheloveka veshestv Gruppa 1 Mehanizm dejstviya benz a pirena sostoit v ego prevrashenii v processe metabolizma v himicheski aktivnye veshestva obrazuyushie kovalentnye svyazi s DNK Eti DNK addukty induciruyut mutacii v onkogene K RAS i gene supressore opuholej TP53 v opuholyah lyogkih cheloveka i sootvetstvuyushih genah opuholej lyogkih myshi Neposredstvennoe vozdejstvie benz a pirena i soderzhashih ego smesej vyzyvaet i drugie geneticheskie povrezhdeniya Iz soten policiklicheskih aromaticheskih uglevodorodov PAU razlichnogo stroeniya obnaruzhennyh v obektah okruzhayushej sredy benz a piren naibolee prioriteten dlya nablyudeniya istochnik ne ukazan 1081 den KoncentraciiSoglasno rossijskomu normativu SanPiN 1 2 3685 21 Gigienicheskie normativy i trebovaniya k obespecheniyu bezopasnosti i ili bezvrednosti dlya cheloveka faktorov sredy obitaniya zaregistrirovano v Minyuste Rossii 29 01 2021 g 62296 predelno dopustimye koncentracii benz a pirena srednesutochnaya i srednegodovaya v vozduhe naselyonnyh mest PDKs s i PDKs g 0 000001 mg m3 Soglasno rossijskomu normativu GN 2 1 7 2041 06 PDK benz a pirena v pochve 0 02 mg kg v summe s fonovym urovnem Predelno dopustimoe soderzhanie PDS benzapirena na territorii Tamozhennogo soyuza ustanavlivaetsya reglamentom TRTS 021 2011 na urovne ne bolee 1 mkg kg dlya bolshinstva produktov 5 mkg kg dlya kopchyonoj ryby menee 0 2 mkg kg v kashah dlya beremennyh i kormyashih i detskom pitanii Reglament Komissii ES 1881 2006 ot 19 12 06 opredelyaet chto v rastitelnyh maslah i zhirah dolzhno soderzhatsya menee chem 2 mkg benzapirena na kg v kopchyonyh produktah do 5 mkg kg v zernovyh v tom chisle v detskom pitanii do 1 mkg kg Soderzhanie benz a pirenaOsnovnymi istochnikami benz a pirena potreblyaemogo chelovekom yavlyayutsya okruzhayushij vozduh tabachnyj dym otoplenie szhiganie drevesiny uglya ili drugih biomass avtomobilnyj transport asfalt kamennougolnye smoly Pri prozhivanii vblizi s istochnikom mozhet dostigatsya upotreblenie do 1 mkg benzapirena v sutki Osnovnymi pishevymi istochnikami benzapirena i drugih PAU yavlyayutsya zlaki masla i zhiry kopchyonye produkty VOZ rekomenduet postuplenie benzapirena s pishej na urovne ne bolee 0 36 mkg v den pri srednem urovne v 0 05 mkg v den Okolo 1 postupayushih v organizm PAU svyazano s potrebleniem pitevoj vody V vode rekomenduetsya soderzhanie benzapirena na urovne ne bolee 0 7 mkg litr Kazhdaya sigareta yavlyaetsya istochnikom primerno 52 95 nanogramm 0 05 0 09 mkg benzapirena Po dannym ot 2009 goda shokolad prodayushijsya v Germanii soderzhit ot 0 07 do 0 63 mkg mediannoe znachenie 0 22 mkg benz a pirena na kilogramm Benzapiren poyavlyaetsya v kakao bobah pri sushke i obzharke Analogichnym obrazom benzapiren poyavlyaetsya v kofe Issledovanie 2012 goda pokazalo soderzhanie benz a pirena v rastvorimom kofe Nescafe Premium v kolichestve 98 3 mkg kg Chaj soderzhit poryadka 2 7 63 mkg kg benzapirena v suhom veshestve odnako v processe zavarivaniya lish 1 6 PAU popadayut v napitok pri etom soderzhanie benzapirena sostavit 0 35 18 7 ng litr Myaso posle termicheskoj obrabotki mozhet soderzhat do 4 mkg benzapirena na kilogramm i do 5 5 mkg kg v zharenoj kuryatine V nekotoryh sluchayah naprimer v perezharennom myase prigotovlennom v barbekyu na uglyah mozhet soderzhatsya do 62 6 mkg kg Sm takzheBenzantracen Policiklicheskie aromaticheskie uglevodorody Vyhlopnye gazyPrimechaniyaVstrechayutsya takzhe nazvaniya benzopiren i benzo a piren Petrov A A Balyan H V Troshenko A T Organicheskaya himiya rus Petrov A A M Vysshaya shkola 1981 S 440 592 s Issledovatelskaya statya v publicisticheskom internet izdanii newslab ru neopr Data obrasheniya 1 marta 2018 1 marta 2018 goda Part F Chemical agents and related occupations A Review of Human Carcinogens angl Lyon France International Agency for Research on Cancer 2012 Vol 100F P 111 144 628 p ISBN 978 92 832 1323 9 Predelno dopustimye koncentracii PDK himicheskih veshestv v pochve Gigienicheskienormativy GN 2 1 7 2041 06 neopr Data obrasheniya 28 noyabrya 2017 1 dekabrya 2017 goda TEHNIChESKIJ REGLAMENT TAMOZhENNOGO SOYuZA TR TS 021 2011 O bezopasnosti pishevoj produkcii ot 10 avgusta 2013 na Wayback Machine str 127 131 137 129 152 167 189 REGLAMENT KOMISSII ES 1881 2006 ot 19 dekabrya 2006 goda ustanavlivayushij maksimalnye urovni nekotoryh kontaminantov v pishevyh produktah ot 11 fevralya 2015 na Wayback Machine Razdel 6 Policiklicheskie aromaticheskie uglevodorody 6 1 Benzo a piren str 24 25 Chto takoe benz a piren i s chem ego edyat Zhurnal bez reklamy Spravochnik potrebitelya neopr Data obrasheniya 31 iyulya 2013 31 iyulya 2013 goda Polynuclear Aromatic Hydrocarbons In Guidelines for Drinking water Quality 2nd ed Vol 2 Health Criteria and other Supporting Information ot 27 yanvarya 2017 na Wayback Machine Geneva World Health Organization pp 123 152 page 11 For ambient air residential heating and vehicle traffic appear to be the main sources of exposure In the direct vicinity of an emission source a maximum intake of 1 µg of BaP per day may be reached WHO 1987 LAI 1992 Polynuclear Aromatic Hydrocarbons In Guidelines for Drinking water Quality 2nd ed Vol 2 Health Criteria and other Supporting Information ot 27 yanvarya 2017 na Wayback Machine The main contributors of PAHs to the total dietary intake appear to be cereals oils and fats The oil and fat group has high individual PAH levels whereas the cereal group although never containing high individual PAH concentrations is a main contributor by weight to total intake in the diet Smoked meat and fish products although containing the highest PAH levels appear to be low to modest contributors as they are minor components of the usual diet Polynuclear Aromatic Hydrocarbons In Guidelines for Drinking water Quality 2nd ed Vol 2 Health Criteria and other Supporting Information ot 27 yanvarya 2017 na Wayback Machine There are a few studies on daily intake of individual PAHs from food from western Europe The maximum median intake levels for the PAHs selected in this guideline in µg day per person have been estimated to be as follows BaP 0 36 0 05 Pfannhauser 1991 Polynuclear Aromatic Hydrocarbons In Guidelines for Drinking water Quality 2nd ed Vol 2 Health Criteria and other Supporting Information ot 27 yanvarya 2017 na Wayback Machine From the intake data for food and the drinking water levels it can be estimated that about 1 of the total dietary intake of PAHs is from drinking water assuming a consumption of 2 litres day Polynuclear Aromatic Hydrocarbons In Guidelines for Drinking water Quality 2nd ed Vol 2 Health Criteria and other Supporting Information ot 27 yanvarya 2017 na Wayback Machine Guideline value for BaP The guideline value for BaP one of the most carcinogenic PAHs in drinking water corresponding to an excess lifetime cancer risk of 10 5 was estimated as 0 7 µg litre WHO 1996 1 ot 11 fevralya 2015 na Wayback MachineBENZO a PYRENE IARC MONOGRAPHS 100F Concentrations of benzo a pyrene in sidestream cigarette smoke have been reported to range from 52 to 95 ng cigarette Polycyclic aromatic hydrocarbons PAH in chocolate on the German market ot 5 iyunya 2015 na Wayback Machine 2009 DOI 10 1007 s00003 009 0478 1 A screening for benzo a pyrene in cocoa beans subjected to different drying methods during on farm processing ot 30 maya 2012 na Wayback Machine International Journal of Engineering Science and Technology IJEST ISSN 0975 5462 Vol 3 No 5 May 2011 page 3621 Determination of polycyclic aromatic hydrocarbons in coffee brew using solid phase extraction ot 2 oktyabrya 2017 na Wayback Machine J Agric Food Chem 2005 Feb 23 53 4 871 9 PMID 15712991 Effect of roasting conditions on the polycyclic aromatic hydrocarbon content in ground Arabica coffee and coffee brew ot 8 sentyabrya 2017 na Wayback Machine J Agric Food Chem 2007 Nov 14 55 23 9719 26 Epub 2007 Oct 18 PMID 17941690 Polycyclic aromatic hydrocarbons in some grounded coffee brands ot 8 sentyabrya 2017 na Wayback Machine Environ Monit Assess 2013 Aug 185 8 6459 63 DOI 10 1007 s10661 012 3037 7 Epub 2012 Dec 16 Inderpreet Singh Grover Rashmi Sharma Satnam Singh Bonamali Pal Polycyclic aromatic hydrocarbons in some grounded coffee brands angl Environmental Monitoring and Assessment 2013 08 01 Vol 185 iss 8 P 6459 6463 ISSN 1573 2959 doi 10 1007 s10661 012 3037 7 https www ncbi nlm nih gov pubmed 21365858 ot 19 maya 2016 na Wayback Machine Tea is the one of most widely consumed beverage in the world The main contaminants are heavy metals fluoride pesticides and even dioxins Tea lives which possess a high surface area can be contaminated with atmospheric PAHs The manufacturing processes may also introduce PAHs into tea lives The aim of his study was to determine the contamination of black green red and white teas by PAHs The total content 2 7 microg kg to 63 1 microg kg for BaP The analysed tea samples showed an increasing presence of PAH in the following order mean value black tea lt red tea lt green tea lt white tea During tea infusion 1 6 of total PAHs contained in tea was released into the beverage The concentrations of total 23 PAHs and BaP in tea infusions ranged from 332 5 ng dm3 to 2245 9 ng dm3 and 0 35 ng dm3 to 18 7 ng dm3 respectively Kazerouni N Sinha R Hsu CH Greenberg A Rothman N Analysis of 200 food items for benzo a pyrene and estimation of its intake in an epidemiologic study 2002 40 1 133 doi 10 1016 S0278 6915 00 00158 7 Lee BM Shim GA Dietary exposure estimation of benzo a pyrene and cancer risk assessment Journal of Toxicology and Environmental Health Part A 2007 Aug 70 15 16 1391 4 PMID 17654259 Aygun SF Kabadayi F Determination of benzo a pyrene in charcoal grilled meat samples by HPLC with fluorescence detection International Journal of Food Sciences and Nutrition 2005 Dec 56 8 581 5 PMID 16638662Ssylki 2 EPA gov PubChem 3 Vsemirnaya organizaciya zdravoohraneniya 2000
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