Forchlorfenuron

Forchlorfenuron

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Forchlorfenuron
Category Others
Catalog number BBF-04034
CAS 68157-60-8
Molecular Weight 247.68
Molecular Formula C12H10ClN3O

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Description

Forchlorfenuron is a plant growth regulator that increases the size of the fruit. It acts synergistically with auxin hormones to promote growth. It is considered a dangerous product.

Specification

Synonyms CPPU
Shelf Life Limited shelf life, expiry date on the label
Storage Store at -20°C
IUPAC Name 1-(2-chloropyridin-4-yl)-3-phenylurea
Canonical SMILES C1=CC=C(C=C1)NC(=O)NC2=CC(=NC=C2)Cl
InChI InChI=1S/C12H10ClN3O/c13-11-8-10(6-7-14-11)16-12(17)15-9-4-2-1-3-5-9/h1-8H,(H2,14,15,16,17)
InChI Key GPXLRLUVLMHHIK-UHFFFAOYSA-N

Properties

Appearance White to Off-white Solid
Application Plant growth regulator (PGR)
Boiling Point 308.4°C at 760 mmHg
Melting Point 170-172°C
Flash Point 140.3ºC
Density 1.415 g/cm3
Solubility Soluble in DMSO
LogP 3.52500

Toxicity

Carcinogenicity No indication of carcinogenicity to humans (not listed by IARC).

Reference Reading

1.Massive immuno multiresidue screening of water pollutants.
Dobosz P1, Morais S1, Bonet E2, Puchades R1, Maquieira Á1. Anal Chem. 2015 Oct 6;87(19):9817-24. doi: 10.1021/acs.analchem.5b02354.
An immuno multiresidue screening assay in microarray format for the determination of complex chemical mixtures at the microgram per liter level, using antibody-functionalized gold nanoparticles, is presented. The analytical method relies on the use of a cocktail of nanogold-labeled specific antibodies, acting as recognition and detection species. The concept of multireside screening is proved by developing a multiplex assay on a compact disk support for the determination of 2-(2,4,5-trichlorophenoxy)propionic acid, 3-phenoxybenozic acid, 4-nitrophenol, alachlor, atrazine, azoxystrobin, chlorpyrifos, diazinon, diuron, endosulfan, fenthion, forchlorfenuron, imidacloprid, malathion, pentachlorophenol, pyraclostrobin, sulfasalazine, and triclosan, achieving detection limits of 0.07, 0.24, 10.9, 0.21, 0.14, 0.11, 0.11, 102, 0.36, 1.8, 1.7, 0.06, 0.08, 5.8, 1.0, 0.39, 0.003, and 12 μg/L, respectively. Due to the selectivity of the antibody-functionalized nanoparticles, the developed screening methodology allows the simultaneous determination of mixtures of water pollutants in a 10-plex configuration.
2.Integrated analysis of metabolites and proteins reveal aspects of the tissue-specific function of synthetic cytokinin in kiwifruit development and ripening.
Ainalidou A1, Tanou G2, Belghazi M3, Samiotaki M4, Diamantidis G1, Molassiotis A5, Karamanoli K6. J Proteomics. 2016 Feb 23. pii: S1874-3919(16)30035-5. doi: 10.1016/j.jprot.2016.02.013. [Epub ahead of print]
Fruit development and ripening depends on highly coordinated phyto-hormonal activities. Although the role of synthetic cytokinin N-(2-chloro-4-pyridyl)-N'-phenylurea (CPPU) in promoting fruit growth has been established, knowledge regarding the underlying mechanism is still lacking. Here, we characterize the effect of CPPU application 20d after full bloom at pre- and post-harvest biology of kiwifruit (Actinidia deliciosa [A. Chev.] C.F. Liang et A.R. Ferguson var. deliciosa cv. 'Hayward'). Data revealed that CPPU stimulates kiwifruit growth through the enlargement of small cells. During fruit development, the abundance of 16 proteins that are mainly related to defence was increased by CPPU while CPPU altered the expression of 19 polar metabolites in outer pericarp. Sugar homeostasis, cell wall modifications, TCA cycle and myo-inositol pathway were mostly affected by CPPU in kiwifruit during development. Upon postharvest ripening at 20°C following 2months of cold storage (0°C), CPPU suppressed ethylene production and retained central placenta softening, indicating that CPPU induced tissue-dependent disturbances in climacteric ripening.
3.Septin oligomerization regulates persistent expression of ErbB2/HER2 in gastric cancer cells.
Marcus EA1, Tokhtaeva E1, Turdikulova S2, Capri J3, Whitelegge JP4, Scott DR1, Sachs G5, Berditchevski F6, Vagin O7. Biochem J. 2016 Apr 5. pii: BCJ20160203. [Epub ahead of print]
Septins are a family of cytoskeletal GTP-binding proteins that assemble into membrane-associated hetero-oligomers and organize scaffolds for recruitment of cytosolic proteins or stabilization of membrane proteins. Septins have been implicated in a diverse range of cancers, including gastric cancer, but the underlying mechanisms remain unclear. The hypothesis tested here is that septins contribute to cancer by stabilizing the receptor tyrosine kinase ErbB2, an important target for cancer treatment. Septins and ErbB2 were highly over-expressed in gastric cancer cells. Immunoprecipitation followed by mass-spectrometry analysis identified ErbB2 as a septin-interacting protein. Knockdown of septin-2 or cell exposure to forchlorfenuron (FCF), a well-established inhibitor of septin oligomerization, decreased surface and total levels of ErbB2. These treatments had no effect on EGFR, emphasizing the specificity and functionality of the septin-ErbB2 interaction.
4.[Determination of 21 plant growth regulator residues in fruits by QuEChERS-high performance liquid chromatography-tandem mass spectrometry].
Huang H, Zhang J, Xu D, Zhou Y, Luo J, Li M, Chen S, Wang L. Se Pu. 2014 Jul;32(7):707-16.
A method for the simultaneous detection of 21 plant growth regulators in fruits by QuEChERS-high performance liquid chromatography-tandem mass spectrometry (HPLC-MS/MS) was developed. The samples were initially extracted with acetonitrile containing 1% (v/v) acetic acid, followed by clean-up using the powder of magnesium sulfate and C18. The resulting samples were separated on a C18 column, and detected under positive and negative multiple reactions monitoring (MRM) mode through polarity switching between time segments. The matrix-matched external standard calibration curves were used for quantitative analysis. The linearities of chlormequat chloride, mepiquat chloride, choline chloride, cyclanilide, forchlorfenuron, thidiazuron, inabenfide, paclobutrazol, uniconazole and triapenthenol were in the concentration range of 0.1-500 microg/L, daminozide and 6-benzylaminopurine in the concentration range of 1.0-500 microg/L, 2,3,5-triiodobenzoic acid, 2,4-D, cloprop, 4-chlorophenoxyacetic acid (4-CPA) and trinexapac-ethyl in the concentration range of 2.

Spectrum

Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive

Experimental Conditions

Ionization Mode: Positive
Ionization Energy: 70 eV
Chromatography Type: Gas Chromatography Column (GC)
Instrument Type: Single quadrupole, spectrum predicted by CFM-ID(EI)
Mass Resolution: 0.0001 Da
Molecular Formula: C12H10ClN3O
Molecular Weight (Monoisotopic Mass): 247.0512 Da
Molecular Weight (Avergae Mass): 247.68 Da

LC-MS/MS Spectrum - 75V, Negative

Predicted LC-MS/MS Spectrum - 10V, Positive

Experimental Conditions

Ionization Mode: Positive
Collision Energy: 10 eV
Instrument Type: QTOF (generic), spectrum predicted by CFM-ID
Mass Resolution: 0.0001 Da
Molecular Formula: C12H10ClN3O
Molecular Weight (Monoisotopic Mass): 247.0512 Da
Molecular Weight (Avergae Mass): 247.68 Da

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