MedKoo Cat#: 461912 | Name: Desmedipham
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Desmedipham is a carbamate herbicide.

Chemical Structure

Desmedipham
Desmedipham
CAS#13684-56-5

Theoretical Analysis

MedKoo Cat#: 461912

Name: Desmedipham

CAS#: 13684-56-5

Chemical Formula: C16H16N2O4

Exact Mass: 300.1110

Molecular Weight: 300.31

Elemental Analysis: C, 63.99; H, 5.37; N, 9.33; O, 21.31

Price and Availability

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50mg USD 450.00 2 weeks
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Synonym
Desmedipham; Bentanex; Desmediphame; EP-475; EP 475; EP475; SN-38107; SN38107; SN 38107; Synbetan D;
IUPAC/Chemical Name
ethyl (3-((phenylcarbamoyl)oxy)phenyl)carbamate
InChi Key
WZJZMXBKUWKXTQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H16N2O4/c1-2-21-15(19)18-13-9-6-10-14(11-13)22-16(20)17-12-7-4-3-5-8-12/h3-11H,2H2,1H3,(H,17,20)(H,18,19)
SMILES Code
O=C(OCC)NC1=CC=CC(OC(NC2=CC=CC=C2)=O)=C1
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info
Product Data
Biological target:
Desmedipham is a selective systemic phenyl-carbamate herbicide that acts by disrupting CO2 fixation and the production of intermediary energy components-ATP and NADPH2 and inhibition of Hill reaction.
In vitro activity:
TBD
In vivo activity:
TBD
Solvent mg/mL mM
Solubility
Soluble in DMSO 0.0 0.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 300.31 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
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PMID: 17437253. 7: Sakaliene O, Rice PJ, Koskinen WC, Blazauskiene G. Dissipation and transport of clopyralid in soil: effect of application strategies. J Agric Food Chem. 2011 Jul 27;59(14):7891-5. doi: 10.1021/jf2012503. Epub 2011 Jun 30. PMID: 21692509. 8: Bednarska AJ, Mikołajczyk Ł, Ziółkowska E, Kocjan K, Wnęk A, Mokkapati JS, Teper D, Kaczyński P, Łozowicka B, Śliwińska R, Laskowski R. Effects of agricultural landscape structure, insecticide residues, and pollen diversity on the life-history traits of the red mason bee Osmia bicornis. Sci Total Environ. 2022 Feb 25;809:151142. doi: 10.1016/j.scitotenv.2021.151142. Epub 2021 Oct 21. PMID: 34688758. 9: Tekel J, Farkas P, Kovacicová J, Szokolay A. Analysis of herbicide residues in sugar beet and sugar. Nahrung. 1988;32(4):357-63. doi: 10.1002/food.19880320414. PMID: 3412424. 10: Vidal T, Pereira JL, Abrantes N, Soares AM, Gonçalves F. Reproductive and developmental toxicity of the herbicide Betanal® Expert and corresponding active ingredients to Daphnia spp. Environ Sci Pollut Res Int. 2016 Jul;23(13):13276-87. doi: 10.1007/s11356-016-6492-9. Epub 2016 Mar 29. PMID: 27023815. 11: Vissers M, van Labeke MC. Evaluation of herbicide combinations for livid amaranth (Amaranthus blitum) control in tuberous begonia (Begonia x tuberhybrida). Commun Agric Appl Biol Sci. 2004;69(3):103-8. PMID: 15759401. 12: Hidalgo C, Sancho JV, López FJ, Hernández F. Automated determination of phenylcarbamate herbicides in environmental waters by on-line trace enrichment and reversed-phase liquid chromatography-diode array detection. J Chromatogr A. 1998 Oct 9;823(1-2):121-8. doi: 10.1016/s0021-9673(98)00541-x. PMID: 9818399. 13: Saraji M, Esteki N. Analysis of carbamate pesticides in water samples using single-drop microextraction and gas chromatography-mass spectrometry. Anal Bioanal Chem. 2008 Jun;391(3):1091-100. doi: 10.1007/s00216-008-2087-8. Epub 2008 Apr 16. PMID: 18415085. 14: García de Llasera MP, Bernal-González M. Presence of carbamate pesticides in environmental waters from the northwest of Mexico: determination by liquid chromatography. Water Res. 2001 Jun;35(8):1933-40. doi: 10.1016/s0043-1354(00)00478-4. PMID: 11337839. 15: Walorczyk S, Drożdżyński D, Gnusowski B. Multiresidue determination of 160 pesticides in wines employing mixed-mode dispersive-solid phase extraction and gas chromatography-tandem mass spectrometry. Talanta. 2011 Sep 30;85(4):1856-70. doi: 10.1016/j.talanta.2011.07.029. Epub 2011 Jul 18. PMID: 21872030. 16: Pohlenz HD, Boidol W, Schüttke I, Streber WR. Purification and properties of an Arthrobacter oxydans P52 carbamate hydrolase specific for the herbicide phenmedipham and nucleotide sequence of the corresponding gene. J Bacteriol. 1992 Oct;174(20):6600-7. doi: 10.1128/jb.174.20.6600-6607.1992. PMID: 1400211; PMCID: PMC207632. 17: Naik RR, Shakya AK, Oriquat GA, Katekhaye S, Paradkar A, Fearnley H, Fearnley J. Fatty Acid Analysis, Chemical Constituents, Biological Activity and Pesticide Residues Screening in Jordanian Propolis. Molecules. 2021 Aug 21;26(16):5076. doi: 10.3390/molecules26165076. PMID: 34443664; PMCID: PMC8398578. 18: Streber WR, Kutschka U, Thomas F, Pohlenz HD. Expression of a bacterial gene in transgenic plants confers resistance to the herbicide phenmedipham. Plant Mol Biol. 1994 Sep;25(6):977-87. doi: 10.1007/BF00014671. PMID: 7919217. 19: Knowles CO, Sonawane BR. Ethyl m-hydroxycarbanilate carbanilate (EP-475) metabolism in sugar beets. Bull Environ Contam Toxicol. 1972 Aug;8(2):73-6. doi: 10.1007/BF01684508. PMID: 5077492.