3-[(2-chloro-1,3-thiazol-5-yl)methyl]-1-methyl-2-nitroguanidine

• ChemBase ID: 156899
• Molecular Formular: C6H8ClN5O2S
• Molecular Mass: 249.67802
• Monoisotopic Mass: 249.0087232
• SMILES: CN/C(=N\[N+](=O)[O-])/NCc1cnc(s1)Cl
• Canonical SMILES: [O-][N+](=O)/N=C(\NC)/NCc1cnc(s1)Cl
• InChI: InChI=1S/C6H8ClN5O2S/c1-8-6(11-12(13)14)10-3-4-2-9-5(7)15-4/h2H,3H2,1H3,(H2,8,10,11)
• InChIKey: PGOOBECODWQEAB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-chloro-1,3-thiazol-5-yl)methyl]-1-methyl-2-nitroguanidine; (E)-3-[(2-chloro-1,3-thiazol-5-yl)methyl]-1-methyl-2-nitroguanidine
• IUPAC Traditional name: clothianidin; celero
• Synonyms: (E)-1-(2-Chloro-5-thiazolylmethyl)-3-methyl-2-nitroguanidine; Clothianidin; (E)-N-[(2-Chloro-5-thiazolyl)methyl]-N'-methyl-N''-nitroguanidine; (E)-1-(2-Chloro-1,3-thiazole-5-ylmethyl)-3-methyl-2-nitroguanidine; Apacz; Arena; Belay; Celero; Clothianidin; Clutch; Dantop; Dantotsu; Fullswing; Poncho; Poncho 250; TI 435; TM 44401; Takeloc CLMN 10; Takeloc MC 50E; V 10170; Clothianidin; (E)-1-(2-氯-5-噻唑基甲基)-3-甲基-2-硝基胍; 噻虫胺

Database IDs

• CAS Number: 210880-92-5
• MDL Number: MFCD06200753
• PubChem SID: 162251036
• PubChem CID: 213027

CALCULATED PROPERTIES

• H Acceptors: 6
• H Donor: 2
• LogD (pH = 5.5): 0.76842713
• LogD (pH = 7.4): 0.76843053
• Log P: 0.76843053
• Molar Refractivity: 56.5325 cm^3
• Polarizability: 20.841911 Å^3
• Polar Surface Area: 95.13 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• RTECS: ME9565000
• European Hazard Symbols: Nature polluting (N); Harmful (Xn)
• German water hazard class: 1
• Risk Statements: 22-50/53
• Safety Statements: 46-60-61
• GHS Pictograms: GHS07; GHS09
• GHS Signal Word: Warning
• GHS Hazard statements: H302-H410
• GHS Precautionary statements: P273-P501
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Grade: PESTANAL®, analytical standard
• Empirical Formula (Hill Notation): C6H8ClN5O2S

DETAILS

Sigma Aldrich - 33589

Legal Information
PESTANAL is a registered trademark of Sigma-Aldrich Laborchemikalien GmbH

Toronto Research Chemicals - C588500

Clothianidin is a neonicotinoid insecticide for use in food crops.

REFERENCES

• Kamel, A., et al.: J. Agric. Food Chem., 58, 5926 (2010)
• Lynd, L., et al.: Energy Environ. Sci., 3, 1150 (2010)
• Cresswell, J., et al.: Ecotoxicology, 20, 149 (2010)