Introduction：Basic information about CAS 528-92-7|Apronal, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Apronal |
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| CAS Number | 528-92-7 | Molecular Weight | 184.23600 |
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| Density | 1.025g/cm3 | Boiling Point | / |
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| Molecular Formula | C9H16N2O2 | Melting Point | 196 °C |
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| MSDS | / | Flash Point | / |
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Names
| Name | N-carbamoyl-2-propan-2-ylpent-4-enamide |
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| Synonym | More Synonyms |
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Apronal BiologicalActivity
| Description | Apronal (Allylisopropylacetylurea, Apronalide) is a hypnotic and sedative drug that has been withdrawn in several countries due to side effects. |
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| Related Catalog | Signaling Pathways >>Others >>OthersResearch Areas >>Neurological Disease |
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| In Vivo | Research shows that allylisopropylacetylurea not only increases the amount of porphyrins in the liver and urine of animals but also brings about a marked green pigmentation of the liver. Rats recover well from long-term treatment with high doses of allylisopropylacetylurea and revert to normal values for parameters measured. Lesions originated by long-term administration with allylisopropylacetylurea can be tolerated by rats and are reversible[1]. Fixed drug eruption and mucocutaneous ocular syndrome are reported due to apronal[2]. |
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| Animal Admin | Rats: Apronal is administered to male Sandoz OFA-SPF rats, weighing 140-150 g in two equal daily subcutaneous injections 8 h apart. The overall daily dose is 400 mg/kg and dosing is continued for 21 days. Control rats are similarly treated with propandiol only. Urine samples are collected in glass tubes at solid CO2, temperatures and stored frozen until analysis[1]. |
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| References | [1]. Rentsch G, et al. The effect of prolonged administration of allylisopropylacetylurea to rats on cytochrome P-450 and other liver haemoproteins. Xenobiotica. 1976 Mar;6(3):151-7. [2]. Fujimoto Y, et al. Fixed drug eruption due to allylisopropylacetylurea. Contact Dermatitis. 1993 May;28(5):282-4. |
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Chemical & Physical Properties
| Density | 1.025g/cm3 |
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| Melting Point | 196 °C |
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| Molecular Formula | C9H16N2O2 |
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| Molecular Weight | 184.23600 |
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| Exact Mass | 184.12100 |
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| PSA | 72.19000 |
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| LogP | 2.12080 |
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| Index of Refraction | 1.474 |
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| InChIKey | KSUUMAWCGDNLFK-UHFFFAOYSA-N |
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| SMILES | C=CCC(C(=O)NC(N)=O)C(C)C |
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Toxicological Information
CHEMICAL IDENTIFICATION - RTECS NUMBER :
- YT5775000
- CHEMICAL NAME :
- Urea, (2-isopropyl-4-pentenoyl)-
- CAS REGISTRY NUMBER :
- 528-92-7
- BEILSTEIN REFERENCE NO. :
- 1775529
- LAST UPDATED :
- 199612
- DATA ITEMS CITED :
- 6
- MOLECULAR FORMULA :
- C9-H16-N2-O2
- MOLECULAR WEIGHT :
- 184.27
- WISWESSER LINE NOTATION :
- ZVMVY2U1&Y1&1
HEALTH HAZARD DATAACUTE TOXICITY DATA - TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 1050 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 19,323,1980
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Unreported
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 400 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JPHAA3 Journal of the American Pharmaceutical Association. (Washington, DC) V.1-28, 1912-39; New series: V.1-17, 1961-77. Volume(issue)/page/year: 23,788,1934
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1220 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 19,323,1980
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Mammal - dog
- DOSE/DURATION :
- 300 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- DMWOAX Deutsche Medizinische Wochenschrift. (Stuttgart, Fed. Rep. Ger.) V.1-104, 1875-1979. Volume(issue)/page/year: 54,1166,1928
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 1250 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- DMWOAX Deutsche Medizinische Wochenschrift. (Stuttgart, Fed. Rep. Ger.) V.1-104, 1875-1979. Volume(issue)/page/year: 54,1166,1928
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Oral
- SPECIES OBSERVED :
- Rodent - guinea pig
- DOSE/DURATION :
- 600 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- DMWOAX Deutsche Medizinische Wochenschrift. (Stuttgart, Fed. Rep. Ger.) V.1-104, 1875-1979. Volume(issue)/page/year: 54,1166,1928
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Safety Information
Customs
| HS Code | 2924210090 |
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| Summary | 2924210090 other ureines and their derivatives; salts thereof VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0% |
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Synonyms
| APRONALIDE |
| Allylisopropylacetylurea |
| Sedormid |
| Allylisopropylacetylcarbamide |
| Isopropylallylessigsaeure-ureid |
| (2-Isopropyl-4-pentenoyl)urea |
| 2-Isopropyl-pent-4-ensaeure-ureid |
| Allylisoprorylacetylurea |
| EINECS 208-443-3 |
| Apronal |
| Isodormid |
