ContaminantDB: Thifensulfuron-methyl

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-19 04:43:45 UTC

Update Date

2016-11-09 01:15:09 UTC

Accession Number

CHEM015112

Identification

Common Name

Thifensulfuron-methyl

Class

Small Molecule

Description

A methyl ester resulting from the formal condensation of the carboxy group of thifensulfuron with methanol. It is used as a post-emergence herbicide for the control of grass and broad-leaved weeds.

Contaminant Sources

HPV EPA Chemicals
STOFF IDENT Compounds
ToxCast & Tox21 Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)thiophene-2-carboxylate	ChEBI
Thiameturon-methyl	ChEBI
Thifensulfuron methyl	ChEBI
Methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulfamoyl)thiophene-2-carboxylic acid	Generator
Methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulphamoyl)thiophene-2-carboxylate	Generator
Methyl 3-(4-methoxy-6-methyl-1,3,5-triazin-2-ylcarbamoylsulphamoyl)thiophene-2-carboxylic acid	Generator
Thifensulphuron methyl	Generator
Thifensulphuron-methyl	Generator
Methyl 3-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulfamoyl]thiophene-2-carboxylic acid	Generator
Methyl 3-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulphamoyl]thiophene-2-carboxylate	Generator
Methyl 3-[(4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoylsulphamoyl]thiophene-2-carboxylic acid	Generator
Thifensulfuron-methyl	MeSH

Chemical Formula

C₁₂H₁₃N₅O₆S₂

Average Molecular Mass

387.390 g/mol

Monoisotopic Mass

387.031 g/mol

CAS Registry Number

79277-27-3

IUPAC Name

methyl 3-{[N-(6-methoxy-4-methyl-1,2-dihydro-1,3,5-triazin-2-ylidene)-(C-hydroxycarbonimidoyl)amino]sulfonyl}thiophene-2-carboxylate

Traditional Name

thifensulfuron methyl

SMILES

COC(=O)C1=C(C=CS1)S(=O)(=O)N=C(O)N=C1NC(OC)=NC(C)=N1

InChI Identifier

InChI=1S/C12H13N5O6S2/c1-6-13-10(16-12(14-6)23-3)15-11(19)17-25(20,21)7-4-5-24-8(7)9(18)22-2/h4-5H,1-3H3,(H2,13,14,15,16,17,19)

InChI Key

AHTPATJNIAFOLR-UHFFFAOYSA-N

Chemical Taxonomy

Description

belongs to the class of organic compounds known as thiophene carboxylic acids and derivatives. Thiophene carboxylic acids and derivatives are compounds containing a thiophene ring which bears a carboxylic acid group (or a salt/ester thereof).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Thiophenes

Sub Class

Thiophene carboxylic acids and derivatives

Direct Parent

Thiophene carboxylic acids and derivatives

Alternative Parents

Substituents

2-methoxy-1,3,5-triazine
Alkoxy-s-triazine
Thiophene carboxylic acid or derivatives
Alkyl aryl ether
1,3,5-triazine
Triazine
Heteroaromatic compound
Methyl ester
Sulfonyl
Organosulfonic acid or derivatives
Organic sulfonic acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Ether
Monocarboxylic acid or derivatives
Azacycle
Organic nitrogen compound
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

thiophenes (CHEBI:83453 )
methyl ester (CHEBI:83453 )
N-sulfonylurea (CHEBI:83453 )
1,3,5-triazines (CHEBI:83453 )
Sulfonylurea herbicides (C10957 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.079 g/L	ALOGPS
logP	1.01	ALOGPS
logP	0.75	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	2.8	ChemAxon
pKa (Strongest Basic)	-0.79	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	151.37 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	86.23 m³·mol⁻¹	ChemAxon
Polarizability	35.02 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-1911000000-fe9c792e9709a4c62471	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-014r-0904000000-b4c9c18a7a997d887cfa	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-014i-0900000000-6d0c41d20b5c4d35d3bc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-0910000000-ebd01ae7940b33a48801	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-014i-0920000000-c6d98d013c3454b00014	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 50V, Positive	splash10-0gb9-0920000000-58b4f144c24543e27fa5	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-014i-0930000000-d25c939f85ad4ccdc640	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-014i-0920000000-4989e3351e2caeb372cc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-000i-0900000000-964c6cb8d71b865e3b13	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-000i-0900000000-32f5cadea7de8948f1c3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-014i-0920000000-b8b837da77a484685397	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-000i-0901000000-a05f8025d62a1af9df6e	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-014i-0910000000-ae7f52a43d68b508b6b3	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Positive	splash10-014i-0904000000-567804196824830a992f	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-000i-1900000000-d37fa2920d4b82bd0f56	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-000i-0901000000-e131b61f82f78d7e9b9c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-00or-2910000000-5fb006bec41aca933944	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-014i-0900000000-24b47fc87535f7b9c328	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-000i-0900000000-bf9d03dd8c5482a914c2	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-000i-0900000000-261a00fef9f4bc97b1f8	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000f-0927000000-f29d89a4eb7ac4e962d9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-0900000000-95d37d3f53782e576418	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9300000000-d2a244c1a1f4454d1b94	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0329000000-139eb83ffbda15ea0df0	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-4592000000-624496a386e77b92dabb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-ce05792c692bc967f2df	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0258993

FooDB ID

Not Available

Phenol Explorer ID

Not Available

KNApSAcK ID

Not Available

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

66325

ChEBI ID

83453

PubChem Compound ID

Not Available

Kegg Compound ID

C10957

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

MSDS

Not Available

General References

1. https://www.ncbi.nlm.nih.gov/pubmed/?term=17071910
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23276408
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23374295
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23598033
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=25773196
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Thifensulfuron-methyl (CHEM015112)

Structure for CHEM015112: Thifensulfuron-methyl