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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)
Qicong Hu et al.
The Journal of biological chemistry, 283(43), 29563-29571 (2008-08-21)
Septins are filamentous GTPases that associate with cell membranes and the cytoskeleton and play essential roles in cell division and cellular morphogenesis. Septins are implicated in many human diseases including cancer and neuropathies. Small molecules that reversibly perturb septin organization
Akari Hagiwara et al.
Cytoskeleton (Hoboken, N.J.), 68(9), 512-525 (2011-07-30)
The cell cortex is organized by the dynamic interplay between the plasma membrane, membrane proteins, and the cytoskeleton. Despite the cortical localization of septin heteropolymers in vivo and their direct interaction with phospholipid membranes in vitro, their behavior and roles
Anita A Wasik et al.
Molecular biology of the cell, 23(17), 3370-3379 (2012-07-20)
Podocytes are insulin-sensitive and take up glucose in response to insulin. This requires nephrin, which interacts with vesicle-associated membrane protein 2 (VAMP2) on GLUT4 storage vesicles (GSVs) and facilitates their fusion with the plasma membrane. In this paper, we show
Masayuki Iwase et al.
Genes & genetic systems, 79(4), 199-206 (2004-10-30)
Septins, which are involved in cytokinesis, have been identified in a variety of fungi and animal cells. For analysis of the function of septin, drugs targeting septin would be useful; however, no such drugs have been available hitherto. By serendipity
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