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2,2',3,3',4-Pentabromobiphenyl

HCID 21123676
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Grundinformationen

CAS
2181002-63-9
Standard-SMILES
Brc1cccc(-c2ccc(Br)c(Br)c2Br)c1Br
InChIKey
KVAZKLSJZKKRHF-UHFFFAOYSA-N
Summenformel
C12H5Br5
Durchschnittliche Molmasse
548,7 g/mol
Monoisotopische Masse
543,63081

Überblick

2,2',3,3',4-Pentabromobiphenyl 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',3,3',4-Pentabromobiphenyl
IUPAC
1,2,3-tribromo-4-(2,3-dibromophenyl)benzene

Namen und Synonyme

2,2',3,3',4-pentabromobiphenylPBB 82S80P2BX79FRefChem:805592,2',3,3',4-Pentabromo-1,1'-biphenyl1,2,3-tribromo-4-(2,3-dibromophenyl)benzeneSCHEMBL1259789DTXSID4010449122181002-63-9NS00122995Q27288792

Datenbank-Bezeichner

CAS
2181002-63-9
PubChem CID
21123676
DTXSID
DTXSID401044912
UNII
S80P2BX79F
Nikkaji
J111.153A

Eigenschaften

Berechnete Struktureigenschaften

XLogP
7
Polarare Oberfläche (TPSA)
0 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
0
Frei drehbare Bindungen
1
Schwere Atome
17
Formalladung
0
Komplexität
259

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

Toxikologische Informationen

Treatment · 1 Eintrag

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 EffectsPBB 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 RoutesOral (L628) ; inhalation (L628) ; dermal (L628)
Toxicity Summary · 1 Eintrag

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

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

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 · 1 Eintrag

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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Auf dieser SeiteGrundinformationenÜberblickNamen und BezeichnerEigenschaftenSicherheit und RegulatorischesChemie und IndustrieZugehörige ReaktionenNotizen zur Verbindung
Carcinogen Classification2A, probably carcinogenic to humans. (L135)