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2,2',3,4,4',5-Hexabromobiphenyl

HCID 154478
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Grundinformationen

CAS
81381-52-4
Standard-SMILES
Brc1ccc(-c2cc(Br)c(Br)c(Br)c2Br)c(Br)c1
InChIKey
YDEZWWIXWTUKGY-UHFFFAOYSA-N
Summenformel
C12H4Br6
Durchschnittliche Molmasse
627,6 g/mol
Monoisotopische Masse
621,54133

Überblick

2,2',3,4,4',5'-Hexabromobiphenyl is a polybrominated biphenyl. Polybrominated biphenyls (PBBs) are a group of 209 synthetic organic compounds with 1-10 bromine atoms attached to biphenyl. They can be used as flame retardants and may be added to the plastics used to make products like computer monitors, televisions, textiles, and plastic foams to make them difficult to burn. However, the use of PBBs is banned or restricted in most areas due to their toxicity and persistence in the environment. (L628, L629)

Namen und Bezeichner

Bevorzugter Name
2,2',3,4,4',5-Hexabromobiphenyl
IUPAC
1,2,3,4-tetrabromo-5-(2,4-dibromophenyl)benzene

Namen und Synonyme

2,2',3,4,4',5-Hexabromobiphenyl2,2',3,4,4',5-Hexabromo-1,1'-biphenyl1,2,3,4-tetrabromo-5-(2,4-dibromophenyl)benzeneUNII-595V18DW0W1,1'-Biphenyl, 2,2',3,4,4',5-hexabromo-595V18DW0WDTXSID50231069PBB 137RefChem:80591DTXCID00153560DTXCID901406061,2,3-tribromo-4-(2,4,5-tribromophenyl)benzene
Weitere Namen anzeigen
2,2',3,4,4',5'-Hexabromo-1,1'-biphenyl2,2',3,4,4',5'-HEXABROMOBIPHENYLDTXSID70218115HLP7745GYSPBB 138UNII-HLP7745GYS81381-52-41,1-Biphenyl, 2,2,3,4,4,5-hexabromo-

Datenbank-Bezeichner

CAS
81381-52-4
PubChem CID
154478
DTXSID
DTXSID50231069
UNII
595V18DW0W

Eigenschaften

Berechnete Struktureigenschaften

XLogP
7,7
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
1
Schwere Atome
18
Formalladung
0
Komplexität
286

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

Sicherheit und Schutzausrüstung

Minimum Risk Level · 2 Einträge

Acute Oral: 0.01 mg/kg/day (L134)

Acute Oral: 0.01 mg/kg/day (L134)

Toxikologische Informationen

Treatment · 2 Einträge

EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.

EYES: irrigate opened eyes for several minutes under running water. INGESTION: do not induce vomiting. Rinse mouth with water (never give anything by mouth to an unconscious person). Seek immediate medical advice. SKIN: should be treated immediately by rinsing the affected parts in cold running water for at least 15 minutes, followed by thorough washing with soap and water. If necessary, the person should shower and change contaminated clothing and shoes, and then must seek medical attention. INHALATION: supply fresh air. If required provide artificial respiration.

Health Effects · 2 Einträge

PBB exposure may cause weight loss, skin disorders (such as acne), nervous and immune systems effects, and effects on the liver, kidneys, and thyroid gland. (L628)

PBB exposure may cause weight loss, skin disorders (such as acne), nervous and immune systems effects, and effects on the liver, kidneys, and thyroid gland. (L628)

Exposure Routes · 2 Einträge

Oral (L628) ; inhalation (L628) ; dermal (L628)

Oral (L628) ; inhalation (L628) ; dermal (L628)

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 2 Einträge

PBBs can be absorbed via oral, inhalation, and dermal routes. Due to their lipophilic nature, PBBs, especially the highly brominated congeners, tend to accumulate in lipid-rich tissues such as the liver, adipose, skin, and breast milk. Certain PBB compounds are metabolized by the microsomal monooxygenase system catalyzed by cytochrome P-450 of the type induced by phenobarbital. The rate of metabolism may depends on the bromine substitution pattern. PBB congeners of low bromine content are transformed into hydroxylated derivatives that are predominately eliminated in the urine. Highly brominated congeners are either retained or excreted unchanged in the feces. (L628)

PBBs can be absorbed via oral, inhalation, and dermal routes. Due to their lipophilic nature, PBBs, especially the highly brominated congeners, tend to accumulate in lipid-rich tissues such as the liver, adipose, skin, and breast milk. Certain PBB compounds are metabolized by the microsomal monooxygenase system catalyzed by cytochrome P-450 of the type induced by phenobarbital. The rate of metabolism may depends on the bromine substitution pattern. PBB congeners of low bromine content are transformed into hydroxylated derivatives that are predominately eliminated in the urine. Highly brominated congeners are either retained or excreted unchanged in the feces. (L628)

Verwendung und Herstellung

Uses · 2 Einträge

PBBs can be used as flame retardants and may be added to the plastics used to make products like computer monitors, televisions, textiles, and plastic foams to make them difficult to burn. However, the use of PBBs is banned or restricted in most areas due to their toxicity and persistence in the environment. (L628, L629)

PBBs can be used as flame retardants and may be added to the plastics used to make products like computer monitors, televisions, textiles, and plastic foams to make them difficult to burn. However, the use of PBBs is banned or restricted in most areas due to their toxicity and persistence in the environment. (L628, L629)

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Toxicity Summary · 2 Einträge

The exact mechanism of toxicty of PBBs varies depending on the specific congener. The predominant interaction is believed to involve the aryl hydrocarbon receptor (AhR). PBBs bind to and activate the AhR, which in turn initiates the transcriptional upregulation of a number of genes, affecting biochemical and endocrine pathways, cell cycle regulation, morphogenesis, oxidative stress response, and various other processes. This results in the numerous toxic responses characteristic of PBBs. Some of the known induced genes include the cytochrome P-450-dependent monooxygenases CYP1A1 and CYP1A2. (L628)

The exact mechanism of toxicty of PBBs varies depending on the specific congener. The predominant interaction is believed to involve the aryl hydrocarbon receptor (AhR). PBBs bind to and activate the AhR, which in turn initiates the transcriptional upregulation of a number of genes, affecting biochemical and endocrine pathways, cell cycle regulation, morphogenesis, oxidative stress response, and various other processes. This results in the numerous toxic responses characteristic of PBBs. Some of the known induced genes include the cytochrome P-450-dependent monooxygenases CYP1A1 and CYP1A2. (L628)

Signs and Symptoms · 2 Einträge

Symptoms of PBB exposure may include nausea, abdominal pain, loss of appetite, joint pain, fatigue, and weakness. (L629)

Symptoms of PBB exposure may include nausea, abdominal pain, loss of appetite, joint pain, fatigue, and weakness. (L629)

Carcinogen Classification · 2 Einträge

2A, probably carcinogenic to humans. (L135)

2A, probably carcinogenic to humans. (L135)