Diflubenzuron - analytical standard , CAS No.35367-38-5

CAS: 35367-38-5 Cat. No.: D114530 Molecular Weight: 310.68 Beilstein Registry Number: 2162461 EC Number: 252-529-3

GRADE & PURITY Analytical standard

Synonyms

AS-15364 | Benzamide, N-[[(4-chlorophenyl)amino]carbonyl]-2,6-difluoro- | N-{[(4-chlorophenyl)amino]carbonyl}-2,6-difluorobenzamide | AI3-29054 | Cambridge id 5259978 | HSDB 6611 | Diflubenzuron;N-[[(4-Chlorophenyl)amino]carbonyl]-2,6-di-fluorobenzamide;1

Storage

Store at 2-8°C

Shipped In

Wet ice

Overview

Diflubenzuron is a benzoyl-urea insecticide, found to be a potent inhibitor of melanosome synthesis in mouse melanoma cells. Diflubenzuron has also been shown to inhibit TCDD-induced CYP1A1 expression in HepG2 cells.
An inhibitor of TCDD-induced CYP1a1 expression in HepG2 cells.

Specifications

Synonyms

AS-15364 | Benzamide, N-[[(4-chlorophenyl)amino]carbonyl]-2, 6-difluoro- | N-{[(4-chlorophenyl)amino]carbonyl}-2, 6-difluorobenzamide | AI3-29054 | Cambridge id 5259978 | HSDB 6611 | Diflubenzuron;N-[[(4-Chlorophenyl)amino]carbonyl]-2, 6-di-fluorobenzamide;1

Specifications & Purity

analytical standard

Biochemical and Physiological Mechanisms

Potent insect growth regulator (IC 50 = 36 nM). Inhibits chitin synthetase and disrupts molting.

Storage

Store at 2-8°C

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Names and Identifiers

• Canonical Smiles: C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=CC=C(C=C2)Cl)F
• IUPAC Name: N-[(4-chlorophenyl)carbamoyl]-2,6-difluorobenzamide
• InChIKey: QQQYTWIFVNKMRW-UHFFFAOYSA-N
• INCHI: 1S/C14H9ClF2N2O2/c15-8-4-6-9(7-5-8)18-14(21)19-13(20)12-10(16)2-1-3-11(12)17/h1-7H,(H2,18,19,20,21)
• Isomeric SMILES: C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=CC=C(C=C2)Cl)F
• WGK Germany: 2
• RTECS: YS6200000
• UN Number: 3077
• Packing Group: III
• Molecular Weight: 310.68
• Beilstein: 2162461
• Reaxy-Rn: 2162461
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=2162461&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass N-phenylureas
        • Level5 N-acyl-phenylureas
          • Level6 N-benzoyl-N'-phenylureas

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: N-phenylureas
• Intermediate Tree Nodes: N-acyl-phenylureas
• Direct Parent: N-benzoyl-N'-phenylureas
• Alternative Parents: 2-halobenzoic acids and derivatives Benzoyl derivatives Chlorobenzenes Fluorobenzenes Aryl chlorides Aryl fluorides Vinylogous halides Ureas Carboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Carbonyl compounds Organochlorides Organofluorides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: N-benzoyl-n'-phenylurea - Halobenzoic acid or derivatives - 2-halobenzoic acid or derivatives - Benzoic acid or derivatives - Benzoyl - Chlorobenzene - Fluorobenzene - Halobenzene - Aryl chloride - Aryl fluoride - Aryl halide - Vinylogous halide - Urea - Carbonic acid derivative - Carboxylic acid derivative - Organic nitrogen compound - Organohalogen compound - Organochloride - Organofluoride - Organonitrogen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-benzoyl-n'-phenylureas. These are n-acyl-phenylureas that have the acyl group substituted by a phenyl group.
• External Descriptors: Pesticides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

PPARG Tclin Peroxisome proliferator-activated receptor gamma (15191 Activities)

Discover Target: PPARG

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

RXRA Tclin Retinoid X receptor alpha (3637 Activities)

Discover Target: RXRA

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

AHR Tclin Aryl hydrocarbon receptor (1071 Activities)

Discover Target: AHR

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

CCRF-CEM (65223 Activities)

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Associated Targets(non-human)

Plutella xylostella (1838 Activities)

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Spodoptera litura (1708 Activities)

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Nfe2l2 Nuclear factor erythroid 2-related factor 2 (214 Activities)

Discover Target: Nfe2l2

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Chilo suppressalis (440 Activities)

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Culex pipiens pallens (759 Activities)

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Mythimna separata (3306 Activities)

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Cacopsylla melanoneura (60 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Daphnia magna (43 Activities)

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Spilarctia obliqua (13 Activities)

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Mechanisms of Action

Chemical and Physical Properties

• Solubility: Soluble in methanol, DMSO, acetone (6.5 mg/ml at 20 °C), and ethanol. Insoluble in water.
• Melt Point(°C): 230-232°C
• Molecular Weight: 310.680 g/mol
• XLogP3: 3.900
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 310.032 Da
• Monoisotopic Mass: 310.032 Da
• Topological Polar Surface Area: 58.200 Ų
• Heavy Atom Count: 21
• Formal Charge: 0
• Complexity: 379.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

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