Phenamacril | CAS#39491-78-6 | myosin I inhibitor

MedKoo Cat#: 562688 | Name: Phenamacril

Description:

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

Phenamacril, also known as JS399-19, is a specific inhibitor of Fusarium myosin I. It also acts as a fungicide.

Chemical Structure

Phenamacril

CAS#39491-78-6

Theoretical Analysis

MedKoo Cat#: 562688

Name: Phenamacril

CAS#: 39491-78-6

Chemical Formula: C12H12N2O2

Exact Mass: 216.0899

Molecular Weight: 216.24

Elemental Analysis: C, 66.65; H, 5.59; N, 12.96; O, 14.80

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.

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Related CAS #

No Data

Synonym

JS399-19; JS 399-19; JS-399-19; JS39919; JS 39919; JS-39919; Phenamacril

IUPAC/Chemical Name

ethyl (Z)-3-amino-2-cyano-3-phenylacrylate

InChi Key

YKRQBWKLHCEKQH-KHPPLWFESA-N

InChi Code

InChI=1S/C12H12N2O2/c1-2-16-12(15)10(8-13)11(14)9-6-4-3-5-7-9/h3-7H,2,14H2,1H3/b11-10-

SMILES Code

N#C/C(C(OCC)=O)=C(N)\C1=CC=CC=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

>2 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

2934.99.9001

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 216.24 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.

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

1: Wollenberg RD, Donau SS, Nielsen TT, Sørensen JL, Giese H, Wimmer R, Søndergaard TE. Real-time imaging of the growth-inhibitory effect of JS399-19 on Fusarium. Pestic Biochem Physiol. 2016 Nov;134:24-30. doi: 10.1016/j.pestbp.2016.05.002. Epub 2016 May 14. PubMed PMID: 27914536. 2: Wu P, Wu WZ, Han ZH, Yang H. Desorption and mobilization of three strobilurin fungicides in three types of soil. Environ Monit Assess. 2016 Jun;188(6):363. doi: 10.1007/s10661-016-5372-6. Epub 2016 May 24. PubMed PMID: 27220502. 3: Ren W, Zhao H, Shao W, Ma W, Wang J, Zhou M, Chen C. Identification of a novel phenamacril-resistance-related gene by the cDNA-RAPD method in Fusarium asiaticum. Pest Manag Sci. 2016 Aug;72(8):1558-65. doi: 10.1002/ps.4186. Epub 2015 Dec 29. PubMed PMID: 26566698. 4: Zheng Z, Hou Y, Cai Y, Zhang Y, Li Y, Zhou M. Whole-genome sequencing reveals that mutations in myosin-5 confer resistance to the fungicide phenamacril in Fusarium graminearum. Sci Rep. 2015 Feb 4;5:8248. doi: 10.1038/srep08248. PubMed PMID: 25648042; PubMed Central PMCID: PMC5389027. 5: Zhang C, Chen Y, Yin Y, Ji HH, Shim WB, Hou Y, Zhou M, Li XD, Ma Z. A small molecule species specifically inhibits Fusarium myosin I. Environ Microbiol. 2015 Aug;17(8):2735-46. doi: 10.1111/1462-2920.12711. Epub 2015 Jan 27. PubMed PMID: 25404531. 6: Hou Y, Zheng Z, Xu S, Chen C, Zhou M. Proteomic analysis of Fusarium graminearum treated by the fungicide JS399-19. Pestic Biochem Physiol. 2013 Sep;107(1):86-92. doi: 10.1016/j.pestbp.2013.05.009. Epub 2013 May 20. PubMed PMID: 25149240. 7: Zheng Z, Gao T, Zhang Y, Hou Y, Wang J, Zhou M. FgFim, a key protein regulating resistance to the fungicide JS399-19, asexual and sexual development, stress responses and virulence in Fusarium graminearum. Mol Plant Pathol. 2014 Jun;15(5):488-99. doi: 10.1111/mpp.12108. Epub 2014 Jan 15. PubMed PMID: 24299032. 8: Chen Y, Zhou MG. Characterization of Fusarium graminearum isolates resistant to both carbendazim and a new fungicide JS399-19. Phytopathology. 2009 Apr;99(4):441-6. doi: 10.1094/PHYTO-99-4-0441. PubMed PMID: 19271986. 9: Zhang YJ, Fan PS, Zhang X, Chen CJ, Zhou MG. Quantification of Fusarium graminearum in harvested grain by real-time polymerase chain reaction to assess efficacies of fungicides on fusarium head blight, deoxynivalenol contamination, and yield of winter wheat. Phytopathology. 2009 Jan;99(1):95-100. doi: 10.1094/PHYTO-99-1-0095. PubMed PMID: 19055440. 10: Chen Y, Chen C, Wang J, Jin L, Zhou M. Genetic study on JS399-19 resistance in hyphal fusion of Fusarium graminearum by using nitrate nonutilizing mutants as genetic markers. J Genet Genomics. 2007 May;34(5):469-76. PubMed PMID: 17560533.