MedKoo Cat#: 573204 | Name: Apronalide
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Apronalide, also known as Allylisopropylacetylurea or Apronal, is a hypnotic/sedative drug of the ureide (acylurea) group which may induce cytochrome P-450 through barbiturate-like activity. Though it is not a barbiturate, apronalide is similar in structure and action to the barbiturates, although considerably milder in comparison. Upon the finding that it caused patients to develop thrombocytopenic purpura, apronalide was withdrawn from clinical use except in Japan.

Chemical Structure

Apronalide
CAS#528-92-7

Theoretical Analysis

MedKoo Cat#: 573204

Name: Apronalide

CAS#: 528-92-7

Chemical Formula: C9H16N2O2

Exact Mass: 184.1212

Molecular Weight: 184.24

Elemental Analysis: C, 58.67; H, 8.75; N, 15.21; O, 17.37

Price and Availability

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5g USD 285.00 2 Weeks
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Synonym
Allylisopropylacetylurea; Apronal; Apronalide; Isodormid; Sedormid | Allylisopropylacetylcarbamide; (2-Isopropyl-4-pentenoyl)urea; N-Carbamoyl-2-isopropyl-4-pentenamide
IUPAC/Chemical Name
(2-Isopropyl-4-pentenoyl)urea
InChi Key
KSUUMAWCGDNLFK-UHFFFAOYSA-N
InChi Code
1S/C9H16N2O2/c1-4-5-7(6(2)3)8(12)11-9(10)13/h4,6-7H,1,5H2,2-3H3,(H3,10,11,12,13)
SMILES Code
C([C@@H](CC=C)C(C)C)(NC(N)=O)=O
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 184.24 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.

Recalculate based on batch purity %
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
1: Hasegawa S, Hatahira H, Naganuma M, Shimauchi A, Sasaoka S, Motooka Y, Fukuda A, Abe J, Nakao S, Kato Y, Ohmori T, Iguchi K, Nakamura M. Adverse Event Trends Associated with OTC Analgesic and Antipyretic Drug: Data Mining of the Japanese Adverse Drug Event Report Database. Yakugaku Zasshi. 2017;137(10):1301-1311. doi: 10.1248/yakushi.17-00120. Japanese. PubMed PMID: 28966270. 2: Ueda T, Abe M, Okiyama R, Oyama S, Satoh K, Aiba S, Kaneko S, Katsuoka K. Acute generalized exanthematous pustulosis due to allylisopropylacetylurea: role of IL-17-producing T cells. Eur J Dermatol. 2011 Jan-Feb;21(1):140-1. doi: 10.1684/ejd.2010.1205. PubMed PMID: 21227897. 3: Ackroyd JF. Drug-induced thrombocytopenia. An immunological phenomenon. Vox Sang. 1983;45(3):257-9. PubMed PMID: 6684836. 4: Hackett T, Kelton JG, Powers P. Drug-induced platelet destruction. Semin Thromb Hemost. 1982 Apr;8(2):116-37. Review. PubMed PMID: 6805076. 5: ACKROYD JF. Purpura due to hypersensitivity to sedormid (allyl-isopropyl-acetyl-carbamide). Proc R Soc Med. 1953 Apr;46(4):261-3. PubMed PMID: 13055881. 6: JORON GE, DOWNING JB, BENSLEY EH. Fatal poisoning by sedormid (allyl-isopropyl-acetyl urea). Can Med Assoc J. 1953 Jan;68(1):62-3. PubMed PMID: 13019715; PubMed Central PMCID: PMC1822680.