Actidione
- CAS No.
- 66-81-9
- Chemical Name:
- Actidione
- Synonyms
- Cycloheximide;cicloheximide;CYCLOHEXIMID;Cycloheximide solution,CHX;Cycloheximide 100mg [66-81-9];Kaken;980U/MG;aktidion;FT 3422-2;Actispray
- CBNumber:
- CB7311602
- Molecular Formula:
- C15H23NO4
- Molecular Weight:
- 281.35
- MOL File:
- 66-81-9.mol
- Modify Date:
- 2024/3/14 15:18:27
| Melting point | 111-116 °C |
|---|---|
| alpha | -28.5 º (c=1, CHCl3) |
| Boiling point | 492℃ |
| Density | 1.0867 (rough estimate) |
| refractive index | 1.5000 (estimate) |
| Flash point | 87°0°(230°F) |
| storage temp. | 2-8°C |
| solubility | Soluble in Ethanol (up to 14 mg/ml) or in Water (up to 7 mg/ml). |
| pka | 11.61±0.40(Predicted) |
| form | Glassy Irregular Shaped Granules |
| color | White |
| Water Solubility | 2.1 g/100 mL (2 ºC) |
| BRN | 88868 |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, alkali. |
| CAS DataBase Reference | 66-81-9(CAS DataBase Reference) |
| EPA Substance Registry System | Cycloheximide (66-81-9) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS06,GHS08 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H301-H341-H360D-H412 | |||||||||
| Precautionary statements | P201-P202-P264-P270-P273-P301+P310 | |||||||||
| Hazard Codes | Xn,T,N,T+ | |||||||||
| Risk Statements | 22-68-61-51/53-28-38-52/53 | |||||||||
| Safety Statements | 53-45-61-36/37-28 | |||||||||
| RIDADR | UN 2811 6.1/PG 1 | |||||||||
| WGK Germany | 3 | |||||||||
| RTECS | MA4375000 | |||||||||
| HazardClass | 6.1(a) | |||||||||
| PackingGroup | II | |||||||||
| HS Code | 29419000 | |||||||||
| Toxicity | LD50 i.v. in mice: 150 mg/kg (Leach) | |||||||||
| NFPA 704 |
|
Actidione price More Price(26)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich(India) | C7698 | Cycloheximide from microbial, ≥94% (TLC) | 66-81-9 | 1G | ₹9504.35 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | C7698 | Cycloheximide from microbial, ≥94% (TLC) | 66-81-9 | 5G | ₹22407.75 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | C1988 | Cycloheximide Biotechnology Performance Certified | 66-81-9 | 1G | ₹13520.43 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | C4859 | Cycloheximide solution Ready-Made Solution, microbial, 100?mg/mL in DMSO, Suitable for cell culture | 66-81-9 | 1ML | ₹10812.9 | 2022-06-14 | Buy |
| Sigma-Aldrich(India) | C1988 | Cycloheximide Biotechnology Performance Certified | 66-81-9 | 5G | ₹38080 | 2022-06-14 | Buy |
Actidione Chemical Properties,Uses,Production
Description
Cycloheximide is a glutarimide-type antibiotic produced by Streptomyces griseus. Colorless crystals, C15H23NO4 (281.4), melting point: 115.5–117 ?C, weak acidic substance (pKa 11.2), Soluble in chloroform, isopropanol and methanol; water > 21 g/L (2 ?C). Stable in pH 3–5, but rapidly destroyed in alkaline solutions.
Chemical Properties
Off-white to light tan powder
Uses
Cycloheximide is an antibiotic substance isolated from the beers of streptomycin-producing strains of Streptomyces griseus. Cycloheximide is used as fungicide.
General Description
Colorless crystals. Used as a fungicide and as a anticancer drug.
Air & Water Reactions
Water soluble.
Reactivity Profile
Actidione is an imide. Actidione is incompatible with strong oxidizing agents, acid chlorides and acid anhydrides. Actidione decomposes rapidly in alkali at room temperature.
Health Hazard
Actidione is extremely toxic; the probable oral lethal dose in humans is 5-50 mg/kg, or 7 drops to 1 teaspoonful for a 150-lb. person.
Fire Hazard
When exposed to heat, Actidione emits toxic fumes, including nitrogen oxides.
Agricultural Uses
Fungicide; plant growth regulator: A U.S. EPA restricted Use Pesticide (RUP). Used as an antibiotic, plant growth regulator, and protein synthesis inhibitor. Inhibits growth of many plant pathogenic fungi. Effective for control of powdery mildew on roses and many other ornamentals, rusts and leaf spots on lawn grasses, and azalea petal blight. Also used as a repellent for rodents and other animal pests and in cancer therapy. Not listed for use in EU countries
Trade name
ACTI-AID®[C]; ACTIDIONE®[C]; ACTIDIONE® TGF[C]; ACTIDONE®; ACTIDONE® PM; ACTIDONE® TGF; ACTISPRAY; HIZAROCIN®; KAKEN®; NARAMYCIN®; NARAMYCIN A®; NEOCYCLOHEXIMIDE®; U-4527
Biological Activity
Selective inhibitor of eukaryotic (over prokaryotic) protein synthesis, blocking tRNA binding and release from ribosomes. Induces apoptosis in a variety of transformed and normal cell lines, including T-cells. Competitively inhibits the PPIase hFKBP12 (K i = 3.4 μ M). Antifungal antibiotic.
Pharmacology
Strongly inhibits the growth of pathogenic fungi but no effects on bacterial growth, even at 100 mg/ml. Inhibits protein synthesis by interfering with the translocation step in eukaryotes, but not in prokaryotes. When ingested by animals, the agent causes excitement, tremors, salivation, diarrhea, and melena.
Potential Exposure
A potential danger to those involved in the manufacture, formulation, or application of this fun- gicide and pesticide. Used as an antibiotic, plant growth regulator, and protein synthesis inhibitor. Used on oranges for processing and to inhibit growth of many pathogenic plant fungi. Also used as a repellent for rodents and other animal pests; and in cancer therapy.
Carcinogenicity
Cycloheximide is genotoxic in Escherichia coli with metabolic activation and in the mouse sperm morphology assay. Carcinogenicity bioassays in the mouse and rat are inconclusive.
Environmental Fate
CHX is a potent inhibitor of protein synthesis in animals. It binds to E-site of 70S ribosome-mRNA complex, blocking the translational step of protein biosynthesis. It causes an increase in adrenal RNA and increased production of glucocorticoids.
Metabolism
Rapidly inactivated at room temperature by diluted alkali with the formation of a volatile, fragrant ketone, 2,4- dimethylcyclohexanone. Hazardous to fish and wildlife.
Purification Methods
It crystallises from H2O /MeOH (4:1), amyl acetate, isopropyl acetate/isopropyl ether or H2O. [Beilstein 21/13 V 434.]
Incompatibilities
Incompatible with oxidizers, acid anhy- drides; strong bases.
Waste Disposal
High-temperature incinerator with flue gas scrubbing equipment.
Actidione Preparation Products And Raw materials
Raw materials
Preparation Products
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