Clodinafop-propargyl is an arylphenoxypropionic acid herbicide used to control the emergence of annual grasses such as Avena, Lolium, Setaria, Phalaris and Alopecurus spp. Clodinafop-propargyl is a reagent for click chemistry. It contains Alkyne groups and could undergo CuAAc (copper-catalyzed azide-alkyne cycloaddition reaction) with compounds bearing an Azide group.

Physicochemical Properties

Molecular Formula	C17H13CLFNO4
Molecular Weight	349.74
Exact Mass	349.051
CAS #	105512-06-9
Related CAS #	Clodinafop-propargyl-13C6
PubChem CID	92431
Appearance	Off-white to yellow solid powder
Density	1.3±0.1 g/cm3
Boiling Point	432.7±45.0 °C at 760 mmHg
Melting Point	48-57ºC
Flash Point	215.5±28.7 °C
Vapour Pressure	0.0±1.0 mmHg at 25°C
Index of Refraction	1.559
LogP	2.33
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	6
Rotatable Bond Count	7
Heavy Atom Count	24
Complexity	461
Defined Atom Stereocenter Count	1
SMILES	ClC1C([H])=NC(=C(C=1[H])F)OC1C([H])=C([H])C(=C([H])C=1[H])O[C@@]([H])(C(=O)OC([H])([H])C#C[H])C([H])([H])[H]
InChi Key	JBDHZKLJNAIJNC-LLVKDONJSA-N
InChi Code	InChI=1S/C17H13ClFNO4/c1-3-8-22-17(21)11(2)23-13-4-6-14(7-5-13)24-16-15(19)9-12(18)10-20-16/h1,4-7,9-11H,8H2,2H3/t11-/m1/s1
Chemical Name	prop-2-ynyl (2R)-2-[4-(5-chloro-3-fluoropyridin-2-yl)oxyphenoxy]propanoate
HS Tariff Code	2934.99.9001
Storage	Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month
Shipping Condition	Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity

References

[1]. Wenbi Guan, et al. Dissipation of clodinafop-propargyl and its metabolite in wheat field ecosystem. Bull Environ Contam Toxicol. 2013 Jun;90(6):750-5.

Additional Infomation

Clodinafop-propargyl is a carboxylic ester resulting from the formal condensation of the carboxy group of clodinafop with the hydroxy group of prop-2-yn-1-ol. It is widely used as a herbicide for the control of annual grass weeds in cereal crops. It has a role as an EC 6.4.1.2 (acetyl-CoA carboxylase) inhibitor, a herbicide and an agrochemical. It is a carboxylic ester, an aromatic ether, an organochlorine compound, an organofluorine compound, a member of pyridines and a propyzamide. It is functionally related to a prop-2-yn-1-ol and a clodinafop. Clodinafop-propargyl is used as a herbicide for weed control in wheat. See also: Clodinafop (annotation moved to).

Solubility Data

Solubility (In Vitro)

DMSO: 100 mg/mL (285.93 mM)

Solubility (In Vivo)

Solubility in Formulation 1: 2.5 mg/mL (7.15 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 2: ≥ 2.5 mg/mL (7.15 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.  (Please use freshly prepared in vivo formulations for optimal results.)

Preparing Stock Solutions		1 mg	5 mg	10 mg
	1 mM	2.8593 mL	14.2963 mL	28.5927 mL
	5 mM	0.5719 mL	2.8593 mL	5.7185 mL
	10 mM	0.2859 mL	1.4296 mL	2.8593 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.