4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione
Cycloheximide
CAS: 66-81-9
Molecular Formula: C15H23NO4
4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione - Names and Identifiers
| Name | Cycloheximide |
| Synonyms | Actidione FT 3422-2 Cycloheximide cicloheximide NaraMycin NM-MCU 80 CYCLOHEXIMIDE READY MADE Cycloheximide solution,CHX NaraMycin Microcapsule D 80 3-(2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl)glutarimide 4-[2-(3,5-dimethyl-2-oxocyclohexyl)-2-hydroxyethyl]piperidine-2,6-dione 4-[(2R)-2-[(1S,3S,5S)-3,5-DiMethyl-2-oxocyclohexyl]-2-hydroxyethyl]-2,6-piperidinedione 4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione |
| CAS | 66-81-9 |
| EINECS | 200-636-0 |
| InChI | InChI=1/C15H23NO4/c1-8-3-9(2)15(20)11(4-8)12(17)5-10-6-13(18)16-14(19)7-10/h8-12,17H,3-7H2,1-2H3,(H,16,18,19)/t8-,9-,11-,12+/m0/s1 |
4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione - Physico-chemical Properties
| Molecular Formula | C15H23NO4 |
| Molar Mass | 281.35 |
| Density | 1.0867 (rough estimate) |
| Melting Point | 111-116°C |
| Boling Point | 492℃ |
| Specific Rotation(α) | -28.5 º (c=1, CHCl3) |
| Flash Point | 87°0°(230°F) |
| Water Solubility | 2.1 g/100 mL (2 ºC) |
| Solubility | Soluble in Ethanol (up to 14 mg/ml) or in Water (up to 7 mg/ml). |
| Vapor Presure | 9.81E-12mmHg at 25°C |
| Appearance | Glassy Irregular Shaped Granules |
| Color | White |
| BRN | 88868 |
| pKa | 11.61±0.40(Predicted) |
| Storage Condition | 2-8°C |
| Stability | Stable. Combustible. Incompatible with strong oxidizing agents, acid chlorides, acid anhydrides, alkali. |
| Refractive Index | 1.5000 (estimate) |
4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione - Risk and Safety
| Risk Codes | R22 - Harmful if swallowed R68 - Possible risk of irreversible effects R61 - May cause harm to the unborn child R51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment. R28 - Very Toxic if swallowed R38 - Irritating to the skin R52/53 - Harmful to aquatic organisms, may cause long-term adverse effects in the aquatic environment. |
| Safety Description | S53 - Avoid exposure - obtain special instructions before use. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S61 - Avoid release to the environment. Refer to special instructions / safety data sheets. S36/37 - Wear suitable protective clothing and gloves. S28 - After contact with skin, wash immediately with plenty of soap-suds. |
| UN IDs | UN 2811 6.1/PG 1 |
| WGK Germany | 3 |
| RTECS | MA4375000 |
| HS Code | 29419000 |
| Hazard Class | 6.1(a) |
| Packing Group | II |
| Toxicity | LD50 i.v. in mice: 150 mg/kg (Leach) |
4-{(2R)-2-[(1S,3S,5S)-3,5-dimethyl-2-oxocyclohexyl]-2-hydroxyethyl}piperidine-2,6-dione - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| action | An antibiotic extracted from the fermentation broth of Actinomycetes producing cycloheximide. Colorless crystals. The melting point was 119-121 °c. Soluble in methanol, ethanol and acetone, water-soluble. Acid-resistant and heat-resistant. It is easy to decompose in alkaline condition. It has inhibitory effect on yeast, mold, protozoa and other pathogenic bacteria. No significant inhibition of bacteria. In agriculture, cycloheximide is used to control cherry leaf spot disease, cherry blossom perforation disease, peach Sclerotinia sclerotiorum disease, Oak blight, mint and pine rust, sweet potato black scar disease, chrysanthemum scab and rose mold. In addition, cycloheximide is also a repellent for rodents, rabbits, dogs, wild boars and the like. Cycloheximide can also be prepared from by-products in fermentation broth such as streptomycin and nystatin. |
| biological activity | Cycloheximide (Actidione, naramcin A, CHX), is an eukaryote protein synthesis inhibitor with IC50 of 532.5 nM and 2880 nm for protein synthesis and RNA synthesis in vivo, review. Cycloheximide exceptions ferroptosis and inhibitors autophagy. Has obtained the hazardous chemicals business license |
| Use | inhibitor of protein biochemical synthesis. Plant growth regulators, fungicides. It has inhibitory effect on yeast, mold, protozoa and other pathogenic bacteria. No significant inhibition of bacteria. In agriculture, it is used to control cherry leaf spot, cherry blossom perforation, peach Sclerotinia, Oak blight, sweet potato black scar, chrysanthemum scab and rose mold. In addition, it is also a repellent for rodents, rabbits, dogs, wild boars, etc. |
| category | pesticide |
| toxicity grade | highly toxic |
| Acute toxicity | oral-rat LD50: 2 mg/kg; Oral-mouse LD50: 133 mg/kg |
| stimulation data | Skin-rabbit 5 mg/24 h moderate |
| flammability hazard characteristics | thermal decomposition of toxic nitrogen oxide gas |
| storage and transportation characteristics | The warehouse is ventilated and dried at low temperature; It is stored and transported separately from food raw materials |
| fire extinguishing agent | Sand, dry powder, foam |
| toxic substance data | information provided by: pubchem.ncbi.nlm.nih.gov (external link) |
Last Update：2024-04-10 22:29:15
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