63-98-9

Usage

Chemical Properties

white to yellow powder

Uses

Anticonvulsant.

Brand name

Phenurone (Abbott).

Safety Profile

Moderately toxic by ingestion and intraperitoneal routes. Experimental teratogenic effects. Used as an anticonvulsive agent. When heated to decomposition it emits toxic fumes of NOx.

InChI:InChI=1/C8H8O2.CH4N2O/c9-8(10)6-7-4-2-1-3-5-7;2-1(3)4/h1-5H,6H2,(H,9,10);(H4,2,3,4)

Upstream product

• 57-13-6 urea 
• 103-80-0 phenylacetyl chloride 
• 102618-95-1 6-Benzyl-2H-1,3,5-oxadiazine-2,4(3H)-dione 
• 4283-15-2 phenylacetylcarbamic acid ethyl ester 
• 103-82-2 phenylacetic acid 
• 111155-59-0 phenylacetylcarbamic acid 

Downstream Products

• 7089-34-1 ((Z)-3-Dimethylamino-2-phenyl-allylidene)-dimethyl-ammonium; perchlorate 

Relevant academic research and scientific papers

ORGANOPHOSPHORUS COMPOUNDS XXXIX. THE ACTION OF ALKYL PHOSPHITES ON OXAZOLIDINEDIONES. A NOVEL SYNTHESIS OF CARBAMIC ACID DERIVATIVES

Depending upon the experimental conditions trimethyl-, triethyl-, and triisopropyl phosphites react with oxazolidinedione (1a) ti give acid 2a and/or the corresponding alkyl ester 2b, c.Phenylacetamide (3) is also formed in a small amount.On the other hand, trialkyl phosphites cause the quantitative conversion of dione 1b into diphenylacetamide.The identity of the new compounds is established from analytical, chemical and spectroscopic evidence.

Reactions of Carbonyl Diisocyanate with Amides and Acids

Carbonyl diisocyanate (1) reacts with primary amides to give 1-acylated isocyanuric acids (5, 6).With secondary amides, 1 affords the rather instable oxadiazinediones 4, which for certain substituents rearrange to give triazines (5, 10).With nucleophiles, compounds 4 give oligourets, e.g. with ureas pentaurets (11, 12) were obtained.Carbonyl diisocyanate reacts with hydrogen halides to afford the crystalline urea-1,3-dicarbonyl halides 13a-c.Diverse products (16, 17, 24, 26) were obtained with carboxylic acids.In most cases oxadiazinediones (26) were isolated, which can be transformed with nucleophiles into acyl ureas 30, 31, biurets 32, and triurets 33.Acetylation of 26 leads to the reactive heterocycles 34.

Pharmaceutical composition and process of treatment

A process for alleviating proliferative skin diseases such as psoriasis, atopic dermatitis, etc. comprising administering to humans, or domesticated animals, topically and/or systemically a composition comprising a pharmaceutical carrier and at least one active compound selected from the groups, substituted alkyl zanthines, tricyclic antidepressants, organic nitrates, antihypertensives, anti-asthma agents and central nervous system depressants and combinations of certain compounds from specifically named groups of compounds.