Basic information
- Standard SMILES
CN(C)C1CSSSC1.O=C(O)C(=O)O- InChIKey
ICTQUFQQEYSGGJ-UHFFFAOYSA-N- Molecular formula
- C7H13NO4S3
- Average molar mass
- 271.4 g/mol
- Monoisotopic mass
- 271.0006709
Overview
Thiocyclam oxalate is an oxalate salt resulting from the formal reaction of equimolar amounts of thiocyclam and oxalic acid. A nicotinic acetylcholine receptor agonist, it was used as a broad-spectrum insecticide. It is not approved for use within the European Union. It has a role as an insecticide, an agrochemical and a nicotinic acetylcholine receptor agonist. It contains a thiocyclam(1+) and an oxalate(1-).
Names & identifiers
- Preferred name
- Thiocyclam hydrogen oxalate
- IUPAC
- N,N-dimethyltrithian-5-amine;oxalic acid
- English name
- Thiocyclam hydrogen oxalate
- Molecular formula
- C7H13NO4S3
- Molecular weight
- 271.36
Names & synonyms
Show more names
Database identifiers
- CAS
31895-22-4- PubChem CID
- 35969
- DTXSID
DTXSID0047036- ChEMBL
CHEMBL2270412- ChEBI
CHEBI:133553- UNII
- G3LOM1T4X9
- EC Number
- 250-859-2
Properties
Computed structural properties
- Topological polar surface area
- 154 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 8
- Rotatable bonds
- 2
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 152
Physicochemical properties
- vapor pressure
- 5.45 x · 5.45 x 10-4 Pa (20 °C)
- Flash point
- 130 °C · 130 °C
- storage temp.
- 0 · 0-6°C
- pka
- 3.95 · 3.95 (acid), 7.0 (base)
- Water Solubility
- 16.3 g · 16.3 g l-1(20 °C, pH 6.8)
- BRN
- 4771240 · 4771240
- Major Application
- agricultureenvironmental
- InChI
- 1S/C5H11NS3.C2H2O4/c1-6(2)5-3-7-9-8-4-5;3-1(4)2(5)6/h5H,3-4H2,1-2H3;(H,3,4)(H,5,6)
- InChIKey
- ICTQUFQQEYSGGJ-UHFFFAOYSA-N
- SMILES
- OC(=O)C(O)=O.CN(C)C1CSSSC1
- CAS DataBase Reference
- 31895 · 31895-22-4(CAS DataBase Reference)
- FDA UNII
- 3 LOM1T4X9 · G3LOM1T4X9
- EPA Substance Registry System
- Thiocyclam hydrogen oxalate (31895-22-4)
- UNSPSC Code
- 41116107 · 41116107
- NACRES
- 24 · NA.24
- Symbol(GHS)
- 6 · GHS06,GHS09
- Signal word
- Danger
- Hazard statements
- 301 · H301+H311-H410
- Precautionary statements
- 264 · P264-P270-P273-P280-P301+P310-P302+P352+P312
- PPE
- 95 · dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- Hazard Codes
- Xn,N
- Risk Statements
- 21 · 21/22-50/53
- Safety Statements
- 36 · 36/37-46-60-61
- RIDADR
- 2588 · 2588
- WGK Germany
- 3 · 3
- RTECS
- 8300000 · YL8300000
- HazardClass
- 6.1 · 6.1(b)
- PackingGroup
- III
- Storage Class
- 6.1 C · 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- Hazard Classifications
- 3 DermalAcute · Acute Tox. 3 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1
Safety & regulation
GHS classification
GHS Classification
Warning
H302: Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P273, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)
Warning
H302+H312 (40%): Harmful if swallowed or in contact with skin [Warning Acute toxicity, oral; acute toxicity, dermal]
P264, P270, P273, P280, P301+P317, P302+P352, P317, P321, P330, P362+P364, P391, and P501 (click each P-code to see the statement)
Hazard information
Hazard Classes and Categories
Acute Tox. 4 (97.1%)
Acute toxicity - category 4
Acute Tox. 4 *
Safety data
- PPE
- dust mask type N95 (US), Eyeshields, Faceshields, Gloves
- wgk
- 3
- rtecs
- YL8300000
- ridadr
- 2588
- risk_code
- 21/22-50/53
- Signal word
- Danger
- Symbol(GHS)
- GHS06,GHS09
- hazard_code
- Xn,N
- safety_code
- 36/37-46-60-61
- hazard_class
- 6.1(b)
- Storage Class
- 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
- packing_group
- III
- Hazard statements
- H301+H311-H410
- Hazard Classifications
- Acute Tox. 3 DermalAcute Tox. 3 OralAquatic Acute 1Aquatic Chronic 1
- Precautionary statements
- P264-P270-P273-P280-P301+P310-P302+P352+P312
Chemistry & industry
Applications
UsesThiocyclam is used to protect against Lepidoptera, Coleoptera, some Diptera and Thysanoptera. It is used to control Colorado beetle in potatoes, Lepidoptera and Coleoptera pest complexes in rape, stem borers in irrigated rice, corn borers and Tanymecus in maize, weevils and other Coleoptera in sugar beet, stem borers in sugar cane, Lepidoptera in fruit trees and leaf miners in vegetables.
UsesThiocyclam (trade name Evisect) is a broad-spectrum nereistoxin analogue insecticide used widely for agricultural applications.
Upstream & downstream products
Upstream raw materials
Downstream products
Suppliers50 total
Additional notes
DefinitionChEBI: An oxalate salt resulting from the formal reaction of equimolar amounts of thiocyclam and oxalic acid. A nicotinic acetylcholine receptor agonist, it was used as a broad-spectrum insecticide. It is not approved for use within the European Union.
Related reactions
No reaction records under the current filter.
Linked notes
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