| Size | Price | Stock | Qty |
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| 5mg |
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| 10mg |
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| 50mg |
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| 100mg |
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| 250mg | |||
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| Targets |
Pyrimorph's primary target is the microtubule formation process in fungal cells. By disrupting microtubule assembly, it inhibits mycelial growth, sporangium production, and cystospore germination.
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| ln Vitro |
Pyrimorph suppresses several phases of the life cycle of Phytophthora capsici, including cyst germination (EC50 = 0.09 μg/ml), hyphal development (EC50 = 1.84 μg/mL), sporangia formation (EC50 = 0.17 μg/mL), and zoospore release (EC50 = 4.92 μg/mL) [1]. At a dosage of 100 μg/mL, pyrimorph can reduce the oxygen consumption of intact mycelium by 40.95%[1]. Pyrimorph thickens the cell wall and disrupts the vacuole, two ultrastructural changes that either directly or indirectly impede cell wall production [1].
In vitro, Pyrimorph exhibits broad-spectrum activity against oomycetes, including Phytophthora capsici and Phytophthora infestans. It inhibits mycelial growth, sporangium production, and cystospore germination with EC50 values ranging from 0.09 to 4.92 µg/mL. |
| ln Vivo |
Pyromorphine (0-28 mg/L; exposure; 0-192 hours) has low toxicity and rapidly accumulates in zebrafish [2].
In vivo, Pyrimorph is used as a fungicide to control plant diseases caused by oomycetes. It is effective in preventing and treating infections in agricultural crops. |
| Enzyme Assay |
The in vitro activity of Pyrimorph is assessed using antifungal susceptibility assays. Fungal pathogens are cultured in appropriate media, and the compound's ability to inhibit mycelial growth, sporangium production, or spore germination is measured. The EC50 values are determined.
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| Cell Assay |
For cellular assays, fungal cells are used. The effect of Pyrimorph on microtubule formation and cell division can be assessed using microscopy and other techniques.
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| Animal Protocol |
Animal/Disease Models: Zebrafish (Brachydanio rerio), average weight is about 0.30±0.10 g, body length is about 3.00±0.50 cm[2]
Doses: 0-28 mg/L Route of Administration: Exposure, 0-192 h Experimental Results: On zebra Fish toxicity is low, with LC50 values ranging from 24.33 mg/L (24 h) to 19.79 mg/L (96 h). It quickly accumulates in the fish body. In vivo, Pyrimorph is typically applied as a foliar spray or soil drench in agricultural settings. Its efficacy is assessed by measuring the reduction in disease severity in treated plants. |
| ADME/Pharmacokinetics |
Pyrimorph has a molecular weight of 384.9 g/mol and a molecular formula of C22H25ClN2O2. Its IUPAC name is (Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-morpholin-4-ylprop-2-en-1-one. It should be stored at 2-8°C.
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| Toxicity/Toxicokinetics |
Pyrimorph is considered to have low toxicity to mammals and is used as a fungicide in agriculture. However, as with all pesticides, it should be handled with care to minimize exposure.
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| References |
[1]. Xiaojing Yan, et al. 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.
[2]. Chunqing Zhao, et al. Acute toxicity and bioconcentration of pyrimorph in zebrafish, Brachydanio rerio. Pest Manag Sci. 2011 Sep;67(9):1178-83. |
| Additional Infomation |
Industrial bactericides; primary source structure
Pyrimorph is a fungicide used in agriculture to control oomycete diseases. Its mechanism of action involves disrupting microtubule formation. It is not a pharmaceutical drug for human use. |
| Molecular Formula |
C22H25CLN2O2
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|---|---|
| Molecular Weight |
384.899104833603
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| Exact Mass |
384.16
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| Elemental Analysis |
C, 68.65; H, 6.55; Cl, 9.21; N, 7.28; O, 8.31
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| CAS # |
868390-90-3
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| PubChem CID |
46220487
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| Appearance |
Solid powder
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| Melting Point |
131-133 °C
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| LogP |
4.26
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
4
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| Heavy Atom Count |
27
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| Complexity |
529
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| Defined Atom Stereocenter Count |
0
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| SMILES |
ClC1=CC=C(C=N1)/C(=C/C(N1CCOCC1)=O)/C1C=CC(=CC=1)C(C)(C)C
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| InChi Key |
QEUOHPLVFSQWME-CYVLTUHYSA-N
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| 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-
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| Chemical Name |
(Z)-3-(4-tert-butylphenyl)-3-(2-chloropyridin-4-yl)-1-morpholin-4-ylprop-2-en-1-one
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| Synonyms |
Pyrimorph.
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| HS Tariff Code |
2934.99.9001
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| 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)
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| Solubility (In Vitro) |
DMSO : ~125 mg/mL (~324.76 mM)
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.5981 mL | 12.9904 mL | 25.9808 mL | |
| 5 mM | 0.5196 mL | 2.5981 mL | 5.1962 mL | |
| 10 mM | 0.2598 mL | 1.2990 mL | 2.5981 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.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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