4-amino-6-tert-butyl-3-(methylsulfanyl)-4,5-dihydro-1,2,4-triazin-5-one

• ChemBase ID: 113127
• Molecular Formular: C8H14N4OS
• Molecular Mass: 214.28796
• Monoisotopic Mass: 214.08883209
• SMILES: n1(c(=O)c(nnc1SC)C(C)(C)C)N
• Canonical SMILES: CSc1nnc(c(=O)n1N)C(C)(C)C
• InChI: InChI=1S/C8H14N4OS/c1-8(2,3)5-6(13)12(9)7(14-4)11-10-5/h9H2,1-4H3
• InChIKey: FOXFZRUHNHCZPX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-amino-6-tert-butyl-3-(methylsulfanyl)-4,5-dihydro-1,2,4-triazin-5-one
• IUPAC Traditional name: sencor
• Synonyms: 4-Amino-6-tert-butyl-3-methylsulfanyl-4H-[1,2,4]triazin-5-one; 4-amino-6-(tert-butyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one; Metribuzin solution; Metribuzin; Metribuzin; 4-amino-6-tert-butyl-3-(methylsulfanyl)-4,5-dihydro-1,2,4-triazin-5-one; 3-Methylthio-4-amino-6-tert-butyl-1,2,4-triazin-5(4H)-one; 4-Amino-6-(1,1-dimethylethyl)-3-(methylthio)-1,2,4-triazin-5(4H)-one; 4-Amino-6-tert-butyl-3-(methylthio)-1,2,4-triazin-5-one; 4-Amino-6-tert-butyl-3-(methylthio)-4,5-dihydro-1,2,4-triazin-5-one; BAY 6159; BAY 61597; BAY 6159H; BAY 94337; Bayer 6159; DPX 2504; Lexone; Lexone DF; Metribuzin; Metribuzine; Sencor; Sencor 4F; Sencor 75DF; Sencorex; Sencorex L.F.; Senkor; Zontran; 嗪草酮 溶液; 嗪草酮

Database IDs

• CAS Number: 21087-64-9
• EC Number: 244-209-7; 200-835-2
• MDL Number: MFCD00055525
• Beilstein Number: 746650
• PubChem SID: 162097771
• PubChem CID: 30479
• Chemspider ID: 28287
• Wikipedia Title: Metribuzin

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 1.9607217
• LogD (pH = 7.4): 1.9611114
• Log P: 1.9611163
• Molar Refractivity: 57.9978 cm^3
• Polarizability: 21.94888 Å^3
• Polar Surface Area: 71.05 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White Solid
• Melting Point: 125-127°C
• Flash Point: 2 °C; 35.6 °F
• Partition Coefficient: 1.37353
• Hydrophobicity(logP): 1.391

Safety Information

• Storage Condition: Refrigerator, Under Inert Atmosphere
• RTECS: XZ2990000
• European Hazard Symbols: Flammable (F); Nature polluting (N); Harmful (Xn)
• UN Number: 1648; 3077
• German water hazard class: 2; 3
• Hazard Class: 3; 9
• Packing Group: 2; 3
• Risk Statements: 11-20/21/22-36; 22-50/53
• Safety Statements: 16-36/37; 60-61
• GHS Pictograms: GHS02; GHS07; GHS09
• GHS Signal Word: Danger; Warning
• GHS Hazard statements: H225-H302-H312-H319-H332; H302-H410
• GHS Precautionary statements: P210-P280-P305 + P351 + P338; P273-P501
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves; Eyeshields, Faceshields, full-face respirator (US), Gloves, multi-purpose combination respirator cartridge (US), type ABEK (EN14387) respirator filter
• RID/ADR: UN 1648 3/PG 2; UN 3077 9/PG 3
• Storage Temperature: 2-8°C

Product Information

• Purity: 95%; 95+%
• Concentration: 100 ng/μL in acetonitrile
• Grade: analytical standard; PESTANAL®, analytical standard
• Packaging: ampule of 250 mg
• Empirical Formula (Hill Notation): C8H14N4OS

DETAILS

Sigma Aldrich - 31559

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

Sigma Aldrich - 36165

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

Sigma Aldrich - 45885

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

Toronto Research Chemicals - M338920

Metribuzin is an is an aminotriazinone herbicide used in agriculture for both pre- and post-emergence in crops including soy bean, potatoes, tomatoes and sugar cane. Metribuzin acts by inhibiting photosynthesis by disrupting photosystem II.

REFERENCES

• Undabeytia, T.S. et al.: Pest. Man. Sci., 67, 271 (2011)
• Souza M. et al.: Wee Sci., 26, 318 (2011)
• Renger, G.: Zeitsch. Naturfrosch. C J. Biosci., 34C, 1010 (2011)