HomeMCPWorkbenchSkills
HomeWorkbenchNotificationsMe
Huagongshe Open Program:[email protected]AI access: llms.txt · MCP GuidePrivacy Policy · Terms of Service · Supportv1.7.8
  1. Home
  2. /Compound

4,6-Dinitrobenzene-1,3-diamine

HCID 291796
NotesReactions
Basic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
Substructure searchFind similar structures

Basic information

CAS
4987-96-6
Standard SMILES
Nc1cc(N)c([N+](=O)[O-])cc1[N+](=O)[O-]
InChIKey
DFBUFGZWPXQRJV-UHFFFAOYSA-N
Molecular formula
C6H6N4O4
Average molar mass
198.14 g/mol
Monoisotopic mass
198.03890467

Overview

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)

Names & identifiers

Preferred name
4,6-Dinitrobenzene-1,3-diamine
IUPAC
4,6-dinitrobenzene-1,3-diamine
English name
4,6-dinitrobenzene-1,3-diamine
Molecular formula
C6H6N4O4
Molecular weight
198.14

Names & synonyms

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
Show more names
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

Database identifiers

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

Properties

Computed structural properties

XLogP
1.3
Topological polar surface area
144 Ų
Hydrogen bond donors
2
Hydrogen bond acceptors
6
Rotatable bonds
0
Heavy atoms
14
Formal charge
0
Complexity
223

Physicochemical properties

Melting point
300 ℃ · >300℃
Boiling point
535.4 · 535.4±45.0 °C(Predicted)
Density
1.683 · 1.683
pka
-1.4 · -1.40±0.10(Predicted)
Symbol(GHS)
7 · GHS07
Signal word
Warning
Hazard statements
302 · H302-H315-H319-H335
Precautionary statements
261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Safety & regulation

Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.

Safety & protection

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

Toxicology

Treatment · 1 item

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 item

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 item

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 Classification

Chemistry & industry

Pharmacology

Metabolism/Metabolites · 1 item

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)

Uses & manufacturing

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)

Upstream & downstream products

Downstream products

1,2,4,5-BenzenetetraMine1,2,4,5-Benzenetetramine tetrahydrochloride

Suppliers25 total

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]

Related reactions

8 records
New reaction record
HRID 1099499 reaction equation
HRID 1099499As reactantuspto-grants-2012_03
HRID 1099500 reaction equation
HRID 1099500As reactantuspto-grants-2012_03
HRID 1099501 reaction equation
HRID 1099501As reactantuspto-grants-2012_03
HRID 1099502 reaction equation
HRID 1099502As reactantuspto-grants-2012_03
HRID 1099503 reaction equation
HRID 1099503As reactantuspto-grants-2012_03
HRID 1099504 reaction equation
HRID 1099504As reactantuspto-grants-2012_03
HRID 1099505 reaction equation
HRID 1099505As reactantuspto-grants-2012_03
HRID 1099506 reaction equation
HRID 1099506As reactantuspto-grants-2012_03

Compound notes

Loading…

On this pageBasic informationOverviewNames & identifiersPropertiesSafety & regulationChemistry & industryRelated reactionsCompound notes
No indication of carcinogenicity (not listed by IARC). (L135)
Toxicity DataLD50: 59 mg/kg (Oral, Rat) (L199) LD50: 1990 mg/kg (Dermal, Rabbit) (L199) LD50: 10 mg/kg (Intravenous, Dog) (T14) LD50: 28 mg/kg (Intraperitoneal, Rat) (T14)

Safety data

Signal word
Warning
Symbol(GHS)
GHS07
Hazard statements
H302-H315-H319-H335
Precautionary statements
P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
郑州鸿晟医药科技有限公司
0371-55695890 15637198702 · [email protected]
北京华威锐科化工有限公司0757-86329057 18934348241 · [email protected]
河南利恩化工产品有限公司0371-63357898 15378766539 · [email protected]
山东卡宾新材料科技有限公司17829912583 17392550121 · [email protected]
合肥恩立医药科技有限公司0551-66399836 18955197623 · [email protected]
上海昶衍化工科技有限公司021-20242659 18930833303 · [email protected]
Nantong Haigine Pharma Technology Co., Ltd0086-513-86266699
Alfa Chemistry1-516-6625404 · [email protected]
重庆奥舍生物化工有限公司023-63225655 13320248848 · [email protected]
上海皓之翔生物科技有限公司(原上海拓青化工有限公司)526763801 13301653310 · [email protected]
Alfa Chemistry+1-5166625404 · [email protected]
上海百韧生物科技有限公司13564638271 · [email protected]
河南威梯希化工科技有限公司0371-53732842 13383863444 · [email protected]
天津中天新创科技有限公司13312191509
上海肯恩化学科技有限公司13701870891; 02152215958 · [email protected]
ANHUI WITOP BIOTECH CO., LTD+8618071025641 · [email protected]
山东滨晨化工有限公司15866994906 13837799094 · [email protected]
重庆卡兰医药有限公司[email protected]
上海相辉医药科技有限公司13611835272 13611835272 · [email protected]
DAYANG CHEM (HANGZHOU) CO.,LTD+86-88938639 +86-17705817739 · [email protected]
深圳利斯康医药科技有限公司+86-0755-89396905 +86-18025329037 · [email protected]