Grundinformationen
- Standard-SMILES
Nc1cc(N)c([N+](=O)[O-])cc1[N+](=O)[O-]- InChIKey
DFBUFGZWPXQRJV-UHFFFAOYSA-N- Summenformel
- C6H6N4O4
- Durchschnittliche Molmasse
- 198,14 g/mol
- Monoisotopische Masse
- 198,03890467
Überblick
1,3-Dinitrobenzene (1,3-DNB) is a synthetic substance that is used in explosives. Nitrite is a toxic compound known to cause methemoglobinemia. (L1137, L199)
Namen und Bezeichner
- Bevorzugter Name
- 4,6-Dinitrobenzene-1,3-diamine
- IUPAC
- 4,6-dinitrobenzene-1,3-diamine
- Englischer Name
- 4,6-dinitrobenzene-1,3-diamine
- Summenformel
- C6H6N4O4
- Molmasse
- 198.14
Namen und Synonyme
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Datenbank-Bezeichner
- CAS
4987-96-6- PubChem CID
- 291796
- DTXSID
DTXSID40303204- Nikkaji
- J80.935G
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 1,3
- Polarare Oberfläche (TPSA)
- 144 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 6
- Frei drehbare Bindungen
- 0
- Schwere Atome
- 14
- Formalladung
- 0
- Komplexität
- 223
Physikochemische Eigenschaften
- Schmelzpunkt
- 300 ℃ · >300℃
- Siedepunkt
- 535.4 · 535.4±45.0 °C(Predicted)
- Dichte
- 1.683 · 1.683
- pka
- -1.4 · -1.40±0.10(Predicted)
Sicherheit und Regulatorisches
Sicherheit und Schutzausrüstung
Toxikologische Informationen
Treatment
Treatment is mainly symptomatic and may include gastric lavage and/or the administration of activated charcoal. Benzodiazepine may be administered if seizures occur. If methemoglobinemia is evident, 1 to 2 mg/kg of 1% methylene blue should be administered via IV. (T36)
Toxicity Summary
In the red blood cell, 1,3-DNB induces formation of methemoglobin, leading to cyanosis. Reduction of the nitrogroup(s) of 1,3-DNB produces reactive nitroaromatic radical anions which redox cycle to produce other reactive, toxic species such as superoxide anion. Redox cycling of these intermediates probably causes the methemoglobinemia. In the male reproductive system, 1,3-DNB causes disruption of spermatogenesis resulting in hypospermia, poor sperm quality, and infertility. Reduction of 1,3-DNB to reactive species such as nitrosonitrobenzene is believed to damage Sertoli cells. (L199)
Signs and Symptoms
Exposure to high concentrations of 1,3-dinitrobenzene can reduce the ability of blood to carry oxygen and can cause your skin to become bluish in color. Other symptoms of 1,3-dinitrobenzene exposure include headache, nausea, and dizziness.(L199)
Sicherheitsdaten
- Alarmwort
- Warnung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302
Chemie und Industrie
Pharmakologische Informationen
Metabolism/Metabolites
1,3-Dinitrobenzene is absorbed via oral, inhalation, and dermal routes and is believed to be able to penetrate the red blood cell membrane. The metabolism of 1,3-DNB includes both oxidative and reductive biotransformations, followed by conjugation. The main metabolites are 3-aminoacetanilide, 4-acetamidophenylsulfate, 1,3-diacetamidobenzene, and 3-nitroaniline-N-glucuronide. The main route of excretion of 1,3-DNB metabolites is the urine. (L199)
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