Synonym
Mefluidide; VEL 3973; VEL-3973; VEL3973; MBR 12325.
IUPAC/Chemical Name
N-(2,4-Dimethyl-5-(((trifluoromethyl)sulfonyl)amino)phenyl)acetamide
InChi Key
OKIBNKKYNPBDRS-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H13F3N2O3S/c1-6-4-7(2)10(5-9(6)15-8(3)17)16-20(18,19)11(12,13)14/h4-5,16H,1-3H3,(H,15,17)
SMILES Code
CC(NC1=CC(NS(=O)(C(F)(F)F)=O)=C(C)C=C1C)=O
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
Biological target:
Mefluidide is a biochemical.
In vitro activity:
Cells treated with mefluidide (10 milligrams per liter) or ABA (50 micromolar) attained an LT(50) of -17.5 degrees C or -18 degrees C, respectively, while the LT(50) for the comparable nonhardened control (sucrose) was -10 degrees C. The increased freezing tolerance of mefluidide-treated cells was paralleled by a 4- to 23-fold increase in ABA, as measured by gas-liquid chromatography using electron capture detection.
Reference: Plant Physiol. 1991 Apr;95(4):1044-8. https://pubmed.ncbi.nlm.nih.gov/16668089/
In vivo activity:
Mefluidide, the common name of N-(2,4-dimethyl-5-[([trifluoromethyl] sulfonyl)amino]phenyl)acetamide, is capable of protecting chilling sensitive plants such as cucumber (Cucumis sativus L.) and corn (Zea mays L.) from chilling injury.
Reference: Plant Physiol. 1984 May;75(1):249-50. https://pubmed.ncbi.nlm.nih.gov/16663584/
Preparing Stock Solutions
The following data is based on the
product
molecular weight
310.29
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 |
Formulation protocol:
1. Johnson-Flanagan AM, Huiwen Z, Thiagarajah MR, Saini HS. Role of Abscisic Acid in the Induction of Freezing Tolerance in Brassica napus Suspension-Cultured Cells. Plant Physiol. 1991 Apr;95(4):1044-8. doi: 10.1104/pp.95.4.1044. PMID: 16668089; PMCID: PMC1077649.
2. Wimer SK, Ward JK, Anderson BE, Waller SS. Mefluidide effects on smooth brome composition and grazing cow-calf performance. J Anim Sci. 1986 Oct;63(4):1054-62. doi: 10.2527/jas1986.6341054x. PMID: 3021702.
3. Tseng MJ, Li PH. Mefluidide protection of severely chilled crop plants. Plant Physiol. 1984 May;75(1):249-50. doi: 10.1104/pp.75.1.249. PMID: 16663584; PMCID: PMC1066874.
In vitro protocol:
1. Johnson-Flanagan AM, Huiwen Z, Thiagarajah MR, Saini HS. Role of Abscisic Acid in the Induction of Freezing Tolerance in Brassica napus Suspension-Cultured Cells. Plant Physiol. 1991 Apr;95(4):1044-8. doi: 10.1104/pp.95.4.1044. PMID: 16668089; PMCID: PMC1077649.
2. Wimer SK, Ward JK, Anderson BE, Waller SS. Mefluidide effects on smooth brome composition and grazing cow-calf performance. J Anim Sci. 1986 Oct;63(4):1054-62. doi: 10.2527/jas1986.6341054x. PMID: 3021702.
In vivo protocol:
1. Tseng MJ, Li PH. Mefluidide protection of severely chilled crop plants. Plant Physiol. 1984 May;75(1):249-50. doi: 10.1104/pp.75.1.249. PMID: 16663584; PMCID: PMC1066874.
1: Tresch S, Heilmann M, Christiansen N, Looser R, Grossmann K. Inhibition of saturated very-long-chain fatty acid biosynthesis by mefluidide and perfluidone, selective inhibitors of 3-ketoacyl-CoA synthases. Phytochemistry. 2012 Apr;76:162-71. doi: 10.1016/j.phytochem.2011.12.023. Epub 2012 Jan 25. PubMed PMID: 22284369.
2: Pence VC. Abscisic Acid and the maturation of cacao embryos in vitro. Plant Physiol. 1992 Apr;98(4):1391-5. PubMed PMID: 16668805; PubMed Central PMCID: PMC1080362.
3: Johnson-Flanagan AM, Huiwen Z, Thiagarajah MR, Saini HS. Role of Abscisic Acid in the Induction of Freezing Tolerance in Brassica napus Suspension-Cultured Cells. Plant Physiol. 1991 Apr;95(4):1044-8. PubMed PMID: 16668089; PubMed Central PMCID: PMC1077649.
4: Turner KE, Paterson JA, Kerley MS, Forwood JR. Mefluidide treatment of tall fescue pastures: forage quality. J Anim Sci. 1990 Oct;68(10):3406-11. PubMed PMID: 2254211.
5: Turner KE, Paterson JA, Kerley MS, Forwood JR. Mefluidide treatment of tall fescue pastures: intake and animal performance. J Anim Sci. 1990 Oct;68(10):3399-405. PubMed PMID: 2254210.
6: Orr W, Johnson-Flanagan AM, Keller WA, Singh J. Induction of freezing tolerance in microspore-derived embryos of winter Brassica napus. Plant Cell Rep. 1990 Mar;8(10):579-81. doi: 10.1007/BF00270057. PubMed PMID: 24232675.
7: Chung CT, Staba EJ. Effects of Age and Growth Regulators on Growth and Alkaloid Production in Cinchona ledgeriana Leaf-Shoot Organ Cultures. Planta Med. 1987 Apr;53(2):206-10. PubMed PMID: 17268995.
8: Wimer SK, Ward JK, Anderson BE, Waller SS. Mefluidide effects on smooth brome composition and grazing cow-calf performance. J Anim Sci. 1986 Oct;63(4):1054-62. PubMed PMID: 3021702.
9: Storey GK, Gardner WA. Sensitivity of the Entomogenous Fungus Beauveria bassiana to Selected Plant Growth Regulators and Spray Additives. Appl Environ Microbiol. 1986 Jul;52(1):1-3. PubMed PMID: 16347095; PubMed Central PMCID: PMC203383.
10: Zhang CL, Li PH, Brenner ML. Relationship between Mefluidide Treatment and Abscisic Acid Metabolism in Chilled Corn Leaves. Plant Physiol. 1986 Jun;81(2):699-701. PubMed PMID: 16664884; PubMed Central PMCID: PMC1075405.
11: Tseng MJ, Li PH. Mefluidide protection of severely chilled crop plants. Plant Physiol. 1984 May;75(1):249-50. PubMed PMID: 16663584; PubMed Central PMCID: PMC1066874.
12: Clark DE, Coppock CE, Ivie GW. Residues of the plant growth regulator mefluidide [N-[2,4]dimethy-5-[[(trifluoromethyl)sulfonyl]amino]phenyl]acetamide] in the milk and tissues of lactating dairy cows: a 28-day feeding study. J Agric Food Chem. 1981 Nov-Dec;29(6):1175-9. PubMed PMID: 7198660.
13: Lui JH, Staba EJ. Effects of age and growth regulators on serially propagated Digitalis Ianata leaf and root cultures. Planta Med. 1981 Jan;41(1):90-5. PubMed PMID: 17401824.
14: Ivie GW. Fate of the plant growth regulator mefluidide [N-[2,4-dimethyl-5-[[(trifluoromethyl)sulfonyl]amino]phenyl]acetamide] in a cow and sheep. J Agric Food Chem. 1980 Nov-Dec;28(6):1286-8. PubMed PMID: 7451759.
