ChemicalBook CAS DataBase List 31895-22-4

31895-22-4

Name	Thiocyclam hydrogen oxalate
CAS	31895-22-4
EINECS(EC#)	250-859-2
Molecular Formula	C8H15NO6S2
MDL Number	MFCD00211369
Molecular Weight	285.34
MOL File	31895-22-4.mol

Synonyms

FICOLL(R) NERISECT THIOCYCLAM HYDROGEN OXALATE 2,3-trithian-5-amine,n,n-dimethyl-ethanedioate(1:1) 5-(dimethylamino)-v-trithianoxalate 5-Di-methylamino-1,2,3-trithiane 5-dimethylamino-1,2,3-trithianehydrogenoxalate bis(1,2,3-trithiacyclohexyldimethylammonium)oxalate evisekt N,N-Dimethyl-1,2,3-trithian-5-amine n,n-dimethyl-1,2,3-trithian-5-amine,ethanedioate(1:1) n,n-dimethyl-1,2,3-trithian-5-aminehydrogenoxalate n,n-dimethyl-1,2,3-trithian-5-ylammoniumhydrogenoxalate san155 san1551 san155i thiocyclam(ethanedioate1:1) thiocyclamhydrogeneoxalate Evisect N,N-dimethyl-1,2,3-trithiaxan-5-ylamine oxalate

Chemical Properties

vapor pressure	5.45 x 10^-4 Pa (20 °C)
Fp	130 °C
storage temp.	0-6°C
form	neat
pka	3.95 (acid), 7.0 (base)
Water Solubility	16.3 g l^-1(20 °C, pH 6.8)
BRN	4771240
Major Application	agriculture environmental
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	31895-22-4(CAS DataBase Reference)
EPA Substance Registry System	31895-22-4(EPA Substance)

Safety Data

Hazard Codes	Xn,N
Risk Statements	R21/22:Harmful in contact with skin and if swallowed . R50/53:Very Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment . less more
Safety Statements	S36/37:Wear suitable protective clothing and gloves . S46:If swallowed, seek medical advice immediately and show this container or label . S60:This material and/or its container must be disposed of as hazardous waste . S61:Avoid release to the environment. Refer to special instructions safety data sheet . less more
RIDADR	2588
WGK Germany	3
RTECS	YL8300000
HazardClass	6.1(b)
PackingGroup	III
Storage Class	6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects
Hazard Classifications	Acute Tox. 3 Dermal Acute Tox. 3 Oral Aquatic Acute 1 Aquatic Chronic 1

Raw materials And Preparation Products

Hazard Information

Uses

Thiocyclam (trade name Evisect) is a broad-spectrum nereistoxin analogue insecticide used widely for agricultural applications.

Uses

Thiocyclam 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.

Definition

ChEBI: 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.

Metabolic pathway

Thiocyclam is a propesticide of the natural product nereistoxin which is a potent insect neurotoxin isolated from the annelid Lumbviconeveis hetevopoda. Thiocyclam is rapidly converted into nereistoxin in biological media, the latter being relatively stable. See the entry for cartap for some further information on nereistoxin.

Degradation

The DT₅₀ value for hydrolysis of thiocyclam hydrogen oxalate at pH 5 is 6 months and at pH values in the range 7-9 is 5-7 days (25 °C). It is degraded in natural water (not specified) via nereistoxin (2) and its oxide (3) to compounds of lower molecular weight. The rate of degradation is increased by irradiation with light. It is degraded by sunlight, the DT₅₀ value being 2-3 days in surface waters (PM).

Spectrum Detail

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