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C2791

Sigma-Aldrich

N-(2-Chloro-4-pyridyl)-N′-phenylurea

applicable for cell culture, BioReagent

Synonym(s):

Forchlorfenuron, 4-CPPU, CPPU

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About This Item

Empirical Formula (Hill Notation):
C12H10ClN3O
CAS Number:
68157-60-8
Molecular Weight:
247.68
MDL number:
MFCD00059898
UNSPSC Code:
10171502
PubChem Substance ID:
24892531
NACRES:
NA.72

Quality Level

200

product line

BioReagent

form

powder

application(s)

agriculture

storage temp.

2-8°C

SMILES string

Clc1cc(NC(=O)Nc2ccccc2)ccn1

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

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Application

N-(2-Chloro-4-pyridyl)-N′-phenylurea has been used as a supplement in Murashige and Tucker medium (MT) to culture thin cell layer (TCL) explants. It has also been used to spray on to the ovaries at anthesis for induction of parthenocarpic fruit.
Forchlorfenuron (CPPU) is a cytokinin that enhances in vitro direct shoot organogenesis of Citrus aurantium L. epicotyl segments.

Biochem/physiol Actions

N-(2-Chloro-4-pyridyl)-N′-phenylurea/ CPPU, a cytokinin-like plant growth regulator participates in chlorophyll biosynthesis, cell division and cell expansion. It helps to intensify fruit set and quickens fruit enlargement. CPPU modulates carbohydrate allocation.
CPPU is a cytokinin oxidase/dehydrogenase (CKO) inhibitor.

Pictograms

Health hazardEnvironment
GHS08,GHS09

Signal Word

Warning

Hazard Statements

H351,H411

Hazard Classifications

Aquatic Chronic 2 - Carc. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Effect of CPPU on carbohydrate and endogenous hormone levels in young macadamia fruit
Zeng H, et al.
PLoS ONE, 11(7), e0158705-e0158705 (2016)
David Kopecný et al.
Biochimie, 92(8), 1052-1062 (2010-05-19)
Cytokinin oxidase/dehydrogenase (CKO) is a flavoenzyme, which irreversibly degrades the plant hormones cytokinins and thereby participates in their homeostasis. Several synthetic cytokinins including urea derivatives are known CKO inhibitors but structural data explaining enzyme-inhibitor interactions are lacking. Thus, an inhibitory
p-CPA enhances growth and quality of muskmelon fruits
Hayata Y, et al.
Plant Growth Regulation, 36(1), 13-18 (2002)
Ying Li et al.
Journal of experimental botany, 54(385), 1245-1251 (2003-03-26)
Lagenaria leucantha is an important vegetable crop and a potential model for the study of fruit development. To study the function of D cyclins in fruit development, full-length cDNA clones for two D cyclin genes were isolated from young ovaries
Ji-Ye Hu et al.
Journal of AOAC International, 89(6), 1635-1640 (2007-01-18)
A method using solid-phase extraction for cleanup, followed by high-performance liquid chromatography with ultraviolet detection (HPLC/UV), was developed for the determination of forchlorfenuron residues in watermelon. The pesticide is extracted from the sample with acidic acetonitrile, and the extract is
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