WARNING: This product is for research use only, not for human or veterinary use.
MedKoo CAT#: 561001
CAS#: 868390-90-3
Description: Pyrimorph is a fungicide with high activity against the plant pathogen Phytophthora capsici. Pyrimorph inhibited different stages in the life cycle of P. capsici including mycelial growth, sporangium production, zoospore release, and cystospore germination with EC(50) values of 1.84, 0.17, 4.92, and 0.09 microg mL(-1), respectively.
MedKoo Cat#: 561001
Name: Pyrimorph
CAS#: 868390-90-3
Chemical Formula: C22H25ClN2O2
Exact Mass: 384.1605
Molecular Weight: 384.904
Elemental Analysis: C, 68.65; H, 6.55; Cl, 9.21; N, 7.28; O, 8.31
Synonym: Pyrimorph.
IUPAC/Chemical Name: (Z)-3-(4-tert-Butylphenyl)-3-(2-chloropyridin-4-yl)-1-morpholin-4-ylprop-2-en-1-one
InChi Key: QEUOHPLVFSQWME-CYVLTUHYSA-N
InChi Code: InChI=1S/C22H25ClN2O2/c1-22(2,3)18-6-4-16(5-7-18)19(17-8-9-24-20(23)14-17)15-21(26)25-10-12-27-13-11-25/h4-9,14-15H,10-13H2,1-3H3/b19-15-
SMILES Code: O=C(N1CCOCC1)/C=C(C2=CC=C(C(C)(C)C)C=C2)\C3=CC(Cl)=NC=C3
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
The following data is based on the product molecular weight 384.904 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: Pang Z, Chen L, Miao J, Wang Z, Bulone V, Liu X. Proteomic profile of the plant-pathogenic oomycete Phytophthora capsici in response to the fungicide pyrimorph. Proteomics. 2015 Sep;15(17):2972-82. doi: 10.1002/pmic.201400502. Epub 2015 Jun 8. PubMed PMID: 25914214.
2: Pang Z, Shao J, Chen L, Lu X, Hu J, Qin Z, Liu X. Resistance to the novel fungicide pyrimorph in Phytophthora capsici: risk assessment and detection of point mutations in CesA3 that confer resistance. PLoS One. 2013;8(2):e56513. doi: 10.1371/journal.pone.0056513. Epub 2013 Feb 19. PubMed PMID: 23431382; PubMed Central PMCID: PMC3576395.
3: Zhao C, Liu B, Wang J, Li N, Qin Z, Qiu L. Acute toxicity and bioconcentration of pyrimorph in zebrafish, Brachydanio rerio. Pest Manag Sci. 2011 Sep;67(9):1178-83. doi: 10.1002/ps.2198. Epub 2011 May 12. PubMed PMID: 21567892.
4: Wang J, Zhao L, Li X, Jiang Y, Li N, Qin Z, Pan C. Residue dynamic of pyrimorph on tomatoes, cucumbers and soil under greenhouse trails. Bull Environ Contam Toxicol. 2011 Mar;86(3):326-30. doi: 10.1007/s00128-011-0201-7. Epub 2011 Feb 5. PubMed PMID: 21298253.
5: Xiao YM, Esser L, Zhou F, Li C, Zhou YH, Yu CA, Qin ZH, Xia D. Studies on inhibition of respiratory cytochrome bc1 complex by the fungicide pyrimorph suggest a novel inhibitory mechanism. PLoS One. 2014 Apr 3;9(4):e93765. doi: 10.1371/journal.pone.0093765. eCollection 2014. PubMed PMID: 24699450; PubMed Central PMCID: PMC3974799.
6: Pang Z, Shao J, Hu J, Chen L, Wang Z, Qin Z, Liu X. Competition between pyrimorph-sensitive and pyrimorph-resistant isolates of Phytophthora capsici. Phytopathology. 2014 Mar;104(3):269-74. doi: 10.1094/PHYTO-07-13-0185-R. PubMed PMID: 24093920.
7: Li X, Han X, He M, Xiao Y, Qin Z. Synthesis and fungicidal activity of 1,1-diaryl tertiary alcohols. Bioorg Med Chem Lett. 2016 Dec 15;26(24):5936-5942. doi: 10.1016/j.bmcl.2016.10.090. Epub 2016 Nov 1. PubMed PMID: 27838182.
8: Yan X, Qin W, Sun L, Qi S, Yang D, Qin Z, Yuan H. Study of inhibitory effects and action mechanism of the novel fungicide pyrimorph against Phytophthora capsici. J Agric Food Chem. 2010 Mar 10;58(5):2720-5. doi: 10.1021/jf902410x. PubMed PMID: 20000417.
9: Huang JL, Xiao YM, Liu JP, Fu B, Wu YH, Ren WH, Li N, Qin ZH. [The functional mechanism between the pesticide Pyrimorph and humic acid]. Guang Pu Xue Yu Guang Pu Fen Xi. 2008 Aug;28(8):1866-9. Chinese. PubMed PMID: 18975821.
10: Wang H, Sun H, Stammler G, Ma J, Zhou M. Generation and characterization of isolates of Peronophythora litchii resistant to carboxylic acid amide fungicides. Phytopathology. 2010 May;100(5):522-7. doi: 10.1094/PHYTO-100-5-0522. PubMed PMID: 20373974.
11: Xiao Y, Yang X, Li B, Yuan H, Wan S, Xu Y, Qin Z. Design, synthesis and antifungal/insecticidal evaluation of novel cinnamide derivatives. Molecules. 2011 Oct 25;16(11):8945-57. doi: 10.3390/molecules16118945. PubMed PMID: 22027951.
