1,3-ジアミノ-4,6-ジニトロベンゼン

4,6-Dinitrobenzene-1,3-diamine

HCID 291796

基本情報

CAS: 4987-96-6
標準SMILES: Nc1cc(N)c([N+](=O)[O-])cc1[N+](=O)[O-]
InChIKey: DFBUFGZWPXQRJV-UHFFFAOYSA-N
分子式: C6H6N4O4
平均分子量: 198.14 g/mol
単同位体質量: 198.03890467

概要

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)

名称と識別子

優先名称: 4,6-Dinitrobenzene-1,3-diamine
IUPAC: 4,6-dinitrobenzene-1,3-diamine
現地名: 1,3-ジアミノ-4,6-ジニトロベンゼン
英語名: 4,6-dinitrobenzene-1,3-diamine
分子式: C6H6N4O4
分子量: 198.14

名称と別名

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

名称をさらに表示

2,4-ジニトロベンゼン-1,5-ジアミン4,6-ジニトロ-m-フェニレンジアミン1,5-ジアミノ-2,4-ジニトロベンゼン4,6-ジニトロ-1,3-フェニレンジアミン1,3-ジアミノ-4,6-ジニトロベンゼン4,6-ジニトロ-1,3-ベンゼンジアミン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

データベース識別子

CAS: 4987-96-6
PubChem CID: 291796
DTXSID: DTXSID40303204
Nikkaji: J80.935G

物性

構造計算による物性

XLogP: 1.3
極性表面積: 144 Å²
水素結合供与体数: 2
水素結合受容体数: 6
回転可能結合数: 0
重原子数: 14
形式電荷: 0
複雑度: 223

物理化学的性質

融点: 300 ℃ · >300℃
沸点: 535.4 · 535.4±45.0 °C(Predicted)
比重(密度): 1.683 · 1.683
酸解離定数(Pka): -1.4 · -1.40±0.10(Predicted)

安全と法規制

安全と保護具

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

毒性情報

Treatment · 1 件

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 件

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 件

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)

安全データ

危険有害性情報: コード危険有害性情報危険有害性クラス区分注意喚起語シンボル P コード H302

化学と産業

薬理情報

Metabolism/Metabolites · 1 件

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)

用途と製造

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)