1H-3-Benzazepine, 2,3,4,5-tetrahydro-2-(nitromethylene)-
PubChem CID
3045196
Structure
Molecular Formula
Synonyms
- BRN 1645742
- 1H-3-Benzazepine, 2,3,4,5-tetrahydro-2-(nitromethylene)-
- 2-(Nitromethylene)-2,3,4,5-tetrahydro-1H-3-benzazepine
- 58350-08-6
- DTXSID10897069
Molecular Weight
204.22 g/mol
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Dates
- Create:2005-08-09
- Modify:2025-01-18
Description
Aromatic heterocycle containing a nitromethylene substituent. Fast acting neurotoxicant, effective both by contact or oral ingestion; they are relatively safe to vertebrates and degrade rapidly in the environment. (T10)
T10: Casarett LJ, Klaassen CD, and Watkins JB (2003). Casarett and Doull's essentials of toxicology. New York: McGraw-Hill/Medical Pub. Div.
Chemical Structure Depiction
(4E)-4-(nitromethylidene)-1,2,3,5-tetrahydro-3-benzazepine
Computed by Lexichem TK 2.7.0 (PubChem release 2024.11.20)
InChI=1S/C11H12N2O2/c14-13(15)8-11-7-10-4-2-1-3-9(10)5-6-12-11/h1-4,8,12H,5-7H2/b11-8+
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
WBGHUVVRWWHCDW-DHZHZOJOSA-N
Computed by InChI 1.07.0 (PubChem release 2024.11.20)
C1CN/C(=C/[N+](=O)[O-])/CC2=CC=CC=C21
Computed by OEChem 2.3.0 (PubChem release 2024.12.12)
C11H12N2O2
Computed by PubChem 2.2 (PubChem release 2024.11.20)
58350-08-6
Property Name
Property Value
Reference
Property Name
Molecular Weight
Property Value
204.22 g/mol
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
XLogP3-AA
Property Value
2.3
Reference
Computed by XLogP3 3.0 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Donor Count
Property Value
1
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Hydrogen Bond Acceptor Count
Property Value
3
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Rotatable Bond Count
Property Value
0
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Exact Mass
Property Value
204.089877630 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Monoisotopic Mass
Property Value
204.089877630 Da
Reference
Computed by PubChem 2.2 (PubChem release 2024.11.20)
Property Name
Topological Polar Surface Area
Property Value
57.9 Ų
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Heavy Atom Count
Property Value
15
Reference
Computed by PubChem
Property Name
Formal Charge
Property Value
0
Reference
Computed by PubChem
Property Name
Complexity
Property Value
270
Reference
Computed by Cactvs 3.4.8.18 (PubChem release 2024.11.20)
Property Name
Isotope Atom Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Undefined Atom Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Defined Bond Stereocenter Count
Property Value
1
Reference
Computed by PubChem
Property Name
Undefined Bond Stereocenter Count
Property Value
0
Reference
Computed by PubChem
Property Name
Covalently-Bonded Unit Count
Property Value
1
Reference
Computed by PubChem
Property Name
Compound Is Canonicalized
Property Value
Yes
Reference
Computed by PubChem (release 2021.10.14)
Follow these links to do a live 2D search or do a live 3D search for this compound, sorted by annotation score. This section is deprecated (see here for details), but these live search links provide equivalent functionality to the table that was previously shown here.
Same Connectivity Count
Same Parent, Connectivity Count
Similar Compounds (2D)
Similar Conformers (3D)
Same Count
Nitromethylenes are used as pesticides. (T10)
T10: Casarett LJ, Klaassen CD, and Watkins JB (2003). Casarett and Doull's essentials of toxicology. New York: McGraw-Hill/Medical Pub. Div.
Acts as a neurotransmitter mimic , having both excitatory and depressant effects, eventually blocking postsynaptic nicotinic receptors. (T10)
T10: Casarett LJ, Klaassen CD, and Watkins JB (2003). Casarett and Doull's essentials of toxicology. New York: McGraw-Hill/Medical Pub. Div.
Carcinogen Classification
No indication of carcinogenicity to humans (not listed by IARC).
Nitromethylenes are neurotoxic. (T10)
T10: Casarett LJ, Klaassen CD, and Watkins JB (2003). Casarett and Doull's essentials of toxicology. New York: McGraw-Hill/Medical Pub. Div.
- ChemIDplus1H-3-Benzazepine, 2,3,4,5-tetrahydro-2-(nitromethylene)-https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0058350086ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- EPA DSSTox1H-3-Benzazepine, 2,3,4,5-tetrahydro-2-(nitromethylene)-https://comptox.epa.gov/dashboard/DTXSID10897069CompTox Chemicals Dashboard Chemical Listshttps://comptox.epa.gov/dashboard/chemical-lists/
- Toxin and Toxin Target Database (T3DB)LICENSET3DB is offered to the public as a freely available resource. Use and re-distribution of the data, in whole or in part, for commercial purposes requires explicit permission of the authors and explicit acknowledgment of the source material (T3DB) and the original publication.http://www.t3db.ca/downloads(4E)-4-(Nitromethylidene)-1,2,3,5-tetrahydro-3-benzazepinehttp://www.t3db.ca/toxins/T3D1054
- Wikidata(4E)-4-(nitromethylidene)-1,2,3,5-tetrahydro-3-benzazepinehttps://www.wikidata.org/wiki/Q76151125
- PubChem
- NORMAN Suspect List ExchangeLICENSEData: CC-BY 4.0; Code (hosted by ECI, LCSB): Artistic-2.0https://creativecommons.org/licenses/by/4.0/NORMAN Suspect List Exchange Classificationhttps://www.norman-network.com/nds/SLE/
- MolGenieMolGenie Organic Chemistry Ontologyhttps://github.com/MolGenie/ontology/
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