Apronal

Modify Date: 2026-07-05 21:33:04

Apronal structure	Common Name	Apronal
	CAS Number	528-92-7	Molecular Weight	184.23600
	Density	1.025g/cm3	Boiling Point	N/A
	Molecular Formula	C₉H₁₆N₂O₂	Melting Point	196 °C
	MSDS	N/A	Flash Point	N/A

Use of Apronal

Apronal (Allylisopropylacetylurea, Apronalide) is a hypnotic and sedative drug that has been withdrawn in several countries due to side effects.

This table lists Chinese names, IUPAC names and various aliases of this chemical substance.

Name	N-carbamoyl-2-propan-2-ylpent-4-enamide
Synonym	More Synonyms

This table contains bioactivity, target information and biological‑assay experimental data of this compound.

Description	Apronal (Allylisopropylacetylurea, Apronalide) is a hypnotic and sedative drug that has been withdrawn in several countries due to side effects.
Related Catalog	Signaling Pathways >> Others >> Others Research Areas >> Neurological Disease
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].
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].
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.

This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.

Density	1.025g/cm3
Melting Point	196 °C
Molecular Formula	C₉H₁₆N₂O₂
Molecular Weight	184.23600
Exact Mass	184.12100
PSA	72.19000
LogP	2.12080
Index of Refraction	1.474
InChIKey	KSUUMAWCGDNLFK-UHFFFAOYSA-N
SMILES	C=CCC(C(=O)NC(N)=O)C(C)C

This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.

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 DATA

ACUTE 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

This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.

HS Code	2924210090

This table presents publicly reported synthetic routes, reaction conditions, reactants and product information of the compound.

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Literature: Riedel,J.D. Patent: DE461814 ; Fortschr. Teerfarbenfabr. Verw. Industriezweige, vol. 16, p. 2476

This table shows customs‑related data including HS‑code, tariff and regulatory conditions for import and export.

HS Code	2924210090
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%

This table contains target information, in‑vitro & in‑vivo assay data for this compound.

Name: Moderate liver toxicity, defined via clinical-chemistry results: ALT or AST serum act...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL3137722

Name: Highest frequency of moderate liver toxicity observed during clinical trials, express...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL3137723

Name: Acute liver toxicity defined via clinical observations and clear clinical-chemistry r...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137724

Name: Highest frequency of acute liver toxicity observed during clinical trials, expressed ...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL3137725

Name: Cytolytic liver toxicity, either proven histopathologically or where the ratio of max...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137726

Name: Choleostatic liver toxicity, either proven histopathologically or where the ratio of ...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137727

Name: Severe hepatitis, defined as possibly life-threatening liver failure or through clini...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137728

Name: Chronic liver disease either proven histopathologically, or through a chonic elevatio...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137729

Name: Cirrhosis, proven histopathologically. Value is number of references indexed. [column...
Source: ChEMBL
Target: N/A
External Id: CHEMBL3137730

Name: Granulomatous liver disease, proven histopathologically. Value is number of reference...
Source: ChEMBL
Target: NON-PROTEIN TARGET
External Id: CHEMBL3137731

Total 19, Current Page 1 of 2

This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.

APRONALIDE

Allylisopropylacetylurea

Sedormid

Allylisopropylacetylcarbamide

Isopropylallylessigsaeure-ureid

(2-Isopropyl-4-pentenoyl)urea

2-Isopropyl-pent-4-ensaeure-ureid

Allylisoprorylacetylurea

EINECS 208-443-3

Apronal

Isodormid

This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.

Q: What is the LogP of N-carbamoyl-2-propan-2-ylpent-4-enamide?

A: LogP of N-carbamoyl-2-propan-2-ylpent-4-enamide is 2.12080.

Q: What is the melting point of N-carbamoyl-2-propan-2-ylpent-4-enamide?

A: Melting point of N-carbamoyl-2-propan-2-ylpent-4-enamide is 196 °C.

Q: What is the polar surface area (PSA) of N-carbamoyl-2-propan-2-ylpent-4-enamide?

A: Polar surface area (PSA) of N-carbamoyl-2-propan-2-ylpent-4-enamide is 72.19000.

Q: What are the uses of N-carbamoyl-2-propan-2-ylpent-4-enamide?

A: Main uses of N-carbamoyl-2-propan-2-ylpent-4-enamide: Apronal (Allylisopropylacetylurea, Apronalide) is a hypnotic and sedative drug that has been withdrawn in several countries due to side effects.

Q: What is the molecular weight of N-carbamoyl-2-propan-2-ylpent-4-enamide?

A: Molecular weight of N-carbamoyl-2-propan-2-ylpent-4-enamide is 184.23600.

Q: What is the CAS number of N-carbamoyl-2-propan-2-ylpent-4-enamide?

A: CAS number of N-carbamoyl-2-propan-2-ylpent-4-enamide is 528-92-7.

Q: What is the InChIKey of N-carbamoyl-2-propan-2-ylpent-4-enamide?

A: InChIKey of N-carbamoyl-2-propan-2-ylpent-4-enamide is KSUUMAWCGDNLFK-UHFFFAOYSA-N.

Q: What English synonyms does N-carbamoyl-2-propan-2-ylpent-4-enamide have?

A: English synonyms of N-carbamoyl-2-propan-2-ylpent-4-enamide: APRONALIDE, Allylisopropylacetylurea, Sedormid, Allylisopropylacetylcarbamide, Isopropylallylessigsaeure-ureid, (2-Isopropyl-4-pentenoyl)urea, 2-Isopropyl-pent-4-ensaeure-ureid, Allylisoprorylacetylurea, EINECS 208-443-3, Apronal, Isodormid.

Q: What is the English name of N-carbamoyl-2-propan-2-ylpent-4-enamide?

A: The English name of N-carbamoyl-2-propan-2-ylpent-4-enamide is N-carbamoyl-2-propan-2-ylpent-4-enamide.

Q: What is the molecular formula of N-carbamoyl-2-propan-2-ylpent-4-enamide?

A: Molecular formula of N-carbamoyl-2-propan-2-ylpent-4-enamide is C9H16N2O2.

This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.

Shanghai Nianxing Industrial Co., Ltd

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Shanghai Nianxing Industrial Co., Ltd
China
Product Name: Apronal
Price: Check
Purity: 98.0%
Delivery: 10 Day
Contact: Yang
Email: sales@echemcloud.com

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Apronal suppliers

Price: $66/10mM*1mLinDMSO

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Apronal

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The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.