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CHEBI:4947 - thiocyclam

ChEBI IDCHEBI:4947
ChEBI Namethiocyclam
Stars
DefinitionAn organosulfur heterocyclic compound that is 1,2,3-trithiane in which one of the hydrogens at position 5 has been replaced by a dimethylamino group. A nicotinic acetylcholine receptor agonist, it was used (particularly as its hydrogen oxalate salt, known as thyocyclam oxalate) as a broad-spectrum insecticide, but it is also toxic to bees, fish and other aquatic organisms. It is not approved for use within the European Union.
Last Modified30 September 2016
DownloadsMolfile
FormulaC5H11NS3
Net Charge0
Average Mass181.351
Monoisotopic Mass181.00536
SMILESCN(C)C1CSSSC1
InChIInChI=1S/C5H11NS3/c1-6(2)5-3-7-9-8-4-5/h5H,3-4H2,1-2H3
InChIKeyDNVLJEWNNDHELH-UHFFFAOYSA-N
Roles Classification
Biological Role:
nicotinic acetylcholine receptor agonist  An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
Applications:
agrochemical  An agrochemical is a substance that is used in agriculture or horticulture.
nicotinic acetylcholine receptor agonist  An agonist that selectively binds to and activates a nicotinic acetylcholine receptor.
insecticide  Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
pesticide  Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
pesticide  Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.
ChEBI Ontology
Outgoing Relation(s)
thiocyclam (CHEBI:4947) has parent hydride 1,2,3-trithiane (CHEBI:39194)
thiocyclam (CHEBI:4947) has role agrochemical (CHEBI:33286)
thiocyclam (CHEBI:4947) has role nicotinic acetylcholine receptor agonist (CHEBI:47958)
thiocyclam (CHEBI:4947) is a nereistoxin analogue insecticide (CHEBI:39191)
thiocyclam (CHEBI:4947) is a organosulfur heterocyclic compound (CHEBI:38106)
thiocyclam (CHEBI:4947) is conjugate base of thiocyclam(1+) (CHEBI:133552)
Incoming Relation(s)
thiocyclam(1+) (CHEBI:133552) is conjugate acid of thiocyclam (CHEBI:4947)
IUPAC Name 
N,N-dimethyl-1,2,3-trithian-5-amine
Synonyms  Source
ThiocyclamKEGG COMPOUND
5-(dimethylamino)-1,2,3-trithianeChemIDplus
N,N-dimethyl-1,2,3-trithian-5-ylamineChemIDplus
thiocyclameChEBI
Manual XrefsDatabases
C11473KEGG COMPOUND
thiocyclamAlan Wood's Pesticides
1065PPDB
Registry NumbersSources
Reaxys:4738857Reaxys
CAS:31895-21-3KEGG COMPOUND
CAS:31895-21-3ChemIDplus
CAS:31895-21-3Alan Wood's Pesticides
CAS:31895-21-3NIST Chemistry WebBook
Citations