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Substance Name: Thiophanate [BAN]
RN: 23564-06-9
UNII: 5Q0Y96D5I8
InChIKey: YFNCATAIYKQPOO-UHFFFAOYSA-N

Note

  • Nematocide used in livestock; also has fungicidal properties.

Molecular Formula

  • C14-H18-N4-O4-S2

Molecular Weight

  • 370.452
 

Classification Codes

  • Agricultural Chemical
  • Anthelmintics
  • Anti-Infective Agents
  • Antinematodal Agents
  • Antiparasitic Agents
  • Fungicide
  • Fungicide, Bactericide, Wood Preservative
  • Fungicides, Industrial
  • Mutation Data
  • Pesticides
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Thiophanate
  • Thiophanate ethyl
  • Thiophanate [BAN]
  • Thiophanate [BSI:ISO]

MeSH Heading

  • Thiophanate

Synonyms

  • 1,2-Bis(3-(ethoxycarbonyl)-2-thioureido)benzene
  • 1,2-Bis(3-ethoxycarbonyl-2-thioureido) benzene
  • 1,2-Di-(3-ethoxycarbonyl-2-thioureido)benzene
  • 3336 Turf fungicide
  • 3336-F
  • 4,4'-o-Phenylenebis(ethyl 3-thioallophanate)
  • BAS 3220
  • BRN 0939969
  • Caswell No. 344A
  • Cercobin
  • Cercobin WP 50%
  • Chipco Spot Kleen
  • Cleary 3336
  • Cleary's Turf Fungicide
  • Diethyl (1,2-phenylenebis(iminocarbonothioyl))bis(carbamate) (9CI)
  • Diethyl 4,4'-o-phenylenebis(3-thioallophanate)
  • EINECS 245-741-2
  • Enovit
  • EPA Pesticide Chemical Code 103401
  • Ethyl thiophanate
  • HSDB 6938
  • Nemafax
  • NF 35
  • NF 35 (fungicide)
  • NSC 170810
  • PELT
  • Pelt (pesticide)
  • Thiofanate
  • Thiophanat
  • Thiophanat [German]
  • Thiophanate
  • Thiophanate ethyl
  • Thiophanate-Ethyl
  • Thiophanate-ethyl [French]
  • Tiofanate etile
  • Tiofanate etile [Italian]
  • Topsin
  • Topsin E
  • Topsin NF 35
  • UNII-5Q0Y96D5I8
  • Vermadax

Systematic Names

  • 4,4'-o-Phenylenebis(ethyl 3-thioallophanate)
  • Allophanic acid, 4,4'-o-phenylenebis(3-thio-, diethyl ester
  • Carbamic acid, (1,2-phenylenebis(iminocarbonothioyl))bis-, diethyl ester
  • Carbamic acid, (1,2-phenylenebis(iminocarbonothioyl))bis-, diethyl ester (9CI)
  • Thiophanate

Superlist Names

  • (1,2-Phenylenebis(iminocarbonothioyl))biscarbamic acid diethyl ester
  • Thiophanate
  • Thiophanate ethyl

Registry Numbers

CAS Registry Number

  • 23564-06-9

FDA UNII

  • 5Q0Y96D5I8

Other Registry Numbers

  • 37233-54-8
  • 37359-51-6
  • 39300-54-4

System Generated Number

  • 0023564069

Structure Descriptors

InChI

1S/C14H18N4O4S2/c1-3-21-13(19)17-11(23)15-9-7-5-6-8-10(9)16-12(24)18-14(20)22-4-2/h5-8H,3-4H2,1-2H3,(H2,15,17,19,23)(H2,16,18,20,24)

InChIKey

YFNCATAIYKQPOO-UHFFFAOYSA-N

Smiles

c1(NC(NC(OCC)=O)=S)ccccc1NC(NC(OCC)=O)=S

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
domestic animals - goat/sheep LDLo oral 2gm/kg (2000mg/kg)   British Veterinary Journal. Vol. 130, Pg. 570, 1974.
guinea pig LD50 oral > 10gm/kg (10000mg/kg)   Japan Pesticide Information. Vol. (7), Pg. 27, 1971.
guinea pig LD50 skin > 10gm/kg (10000mg/kg)   Japan Pesticide Information. Vol. (1), Pg. 26, 1969.
mouse LD50 intraperitoneal 3750mg/kg (3750mg/kg) BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 5, 1970.
mouse LD50 oral > 15gm/kg (15000mg/kg)   Japan Pesticide Information. Vol. (7), Pg. 27, 1971.
mouse LD50 skin > 15gm/kg (15000mg/kg)   Japan Pesticide Information. Vol. (1), Pg. 26, 1969.
rabbit LD50 oral > 10gm/kg (10000mg/kg)   Japan Pesticide Information. Vol. (7), Pg. 27, 1971.
rabbit LD50 skin > 10gm/kg (10000mg/kg)   Japan Pesticide Information. Vol. (1), Pg. 26, 1969.
rat LD50 intraperitoneal 2400mg/kg (2400mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: ATAXIA

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY STIMULATION
Oyo Yakuri. Pharmacometrics. Vol. 4, Pg. 5, 1970.
rat LD50 oral > 15gm/kg (15000mg/kg)   Japan Pesticide Information. Vol. (7), Pg. 27, 1971.
rat LD50 skin > 15gm/kg (15000mg/kg)   Japan Pesticide Information. Vol. (1), Pg. 26, 1969.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 2.080 (none)   EST
Atmospheric OH Rate Constant 8.46E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.