4,6-Dinitrobenzene-1,3-diamine

HCID 291796CAS 4987-96-6

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

4,6-dinitrobenzene-1,3-diamine4987-96-6DTXSID40303204RefChem:1069518DTXCID302543374,6-dinitro-1,3-benzenediamineMFCD000476851,3-diamino-4,6-dinitrobenzene1,3-Benzenediamine,4,6-dinitro-SCHEMBL5961682,4-dinitrobenzene-1,5-diamineDFBUFGZWPXQRJV-UHFFFAOYSA-N
Weitere Namen anzeigen
4,6-Dinitro-m-phenylenediamine1,5-Diamino-2,4-dinitrobenzene1,3-Benzenediamine, 4,6-dinitro-4,6-Dinitro-1,3-phenylenediamine
EAA98796AC6230NSC157328(5-amino-2,4-dinitro-phenyl)-amineAKOS003235614NSC-157328AS-93807SY173080

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

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

Minimum Risk LevelAcute Oral: 0.008 mg/kg/day (L134) Intermediate Oral: 0.0005 mg/kg/day (L134)

Toxikologische Informationen

Treatment · 1 Eintrag

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)

Health EffectsChronic exposure to 1,3-dinitrobenzene can cause a reduction (or loss) in the number of red blood cells (anemia). It may also cause behavioral changes and male reproductive system damage. (L199)
Exposure RoutesOral (L199) ; inhalation (L199) ; dermal (L199)
Toxicity Summary · 1 Eintrag

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 · 1 Eintrag

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)

Carcinogen ClassificationNo indication of carcinogenicity (not listed by IARC). (L135)

Sicherheitsdaten

Alarmwort
Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302

Chemie und Industrie

Pharmakologische Informationen

Metabolism/Metabolites · 1 Eintrag

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)

Verwendung und Herstellung

Uses1,3-Dinitrobenzene is used in explosives. Waste discharges from army ammunitions plants or other chemical manufacturers are the primary sources for release into the air, water, and soil. (L199)

Vor- und nachgelagerte Produkte

Anbieter25 Anbieter

陕西凯尔凯医药科技有限公司029-2148545164 17392779578 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
江苏艾康生物医药研发有限公司025-66061636 19370895928 · [email protected]
上海药诚医药科技合伙企业(有限合伙)400-6181121 18616381138 · [email protected]
郑州鸿晟医药科技有限公司0371-55695890 15637198702 · [email protected]

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