methyprylon Property

Melting point:

74-77°

Boiling point:

316.93°C (rough estimate)

Density 

1.0612 (rough estimate)

refractive index 

1.4730 (estimate)

solubility 

Chloroform: soluble; Ethanol: soluble

form 

A crystalline solid

pka

12.11±0.70(Predicted)

Water Solubility 

76g/L(25 ºC)

EPA Substance Registry System

2,4-Piperidinedione, 3,3-diethyl-5-methyl- (125-64-4)

Safety

Hazardous Substances Data

125-64-4(Hazardous Substances Data)

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H317May cause an allergic skin reaction

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P272Contaminated work clothing should not be allowed out of the workplace.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P363Wash contaminated clothing before reuse.

P501Dispose of contents/container to..…

methyprylon Chemical Properties,Usage,Production

Chemical Properties

Nearly white, crystalline powder; slightcharacteristic odor; bitter taste. Melting range 74–77C. Soluble in water; very soluble in alcohol, chlo-roform, ether, and benzene.

Originator

Noludar,Roche,US,1955

Uses

Medicine (sedative, hypnotic).

Definition

ChEBI: Methyprylon is an organic molecular entity.

Manufacturing Process

24 parts by weight of powdered sodium are suspended in 100 parts by volume of absolute benzene and to this suspension is added a freshly prepared solution of 150 parts by weight of methyl formate and 165 parts by weight of 2,4-dioxo-3,3-diethyl-piperidine in 900 parts by volume of absolute benzene. By cooling with cold water, the temperature is maintained at 25° to 28°C. After being stirred for 12 hours 200 parts by volume of 0.6 N sodium hydroxide are added while cooling. The aqueous layer is separated and acidified to Congo red by means of 35% hydrochloric acid. The 2,4-dioxo-3,3- diethyl-5-oxymethylenepiperidine is precipitated in good yield as a solid. After having been recrystallized in chloroform/petroleum ether it melts at 140° to 141°C.
5 parts by weight of 2,4-dioxo-3,3-diethyl-5-oxymethylene-piperidine are hydrogenated in 25 parts by volume of methanol in the presence of about 2 parts by weight of Raney nickel at 120°C and under an elevated pressure of 100 atm. Once 2 mols of hydrogen are absorbed, the hydrogenation is interrupted, the solution is separated from the catalyst and concentrated and the residue is distilled in vacuo. The distillate, boiling between 178° and 185°C under a pressure of 16 mm, consists of 2,4-dioxo-3,3-diethyl-5-methylpiperidine, which melts at 74° to 75°C.
The same compound is obtained when proceeding according to the following alternative procedure. A mixture of 39.4 parts by weight of 2,4-dioxo-3,3- diethyl-5-oxymethylenepiperidine and 27 parts by weight of dibutylamine are heated to 150°C in a closed vessel. The 2,4-dioxo-3,3-diethyl-5-dibutylaminomethylene-piperidine formed melts at 77°C after having been recrystallized in petroleum ether.
31 parts by weight of the latter compound are hydrogenated in 150 parts by volume of alcohol, containing 6 parts by weight of acetic acid, in the presence of 10 parts by weight of Raney nickel, at 120°C and under an elevated pressure of 100 atm. The catalyst is separated and the solution is distilled in vacuo. The 2,4-dioxo-3,3-diethyl-5-methyl-piperidine boils between 178° and 185°C under a pressure of 16 mm and melts at 74° to 75°C.

brand name

Nolurate.

Therapeutic Function

Sedative, Hypnotic

World Health Organization (WHO)

Methyprylon, a piperidine derivative, was introduced in 1955 for use as a sedative-hypnotic drug. Habituation, tolerance, physical dependence and addiction can occur and methyprylon is controlled under Schedule IV of the 1971 Convention on Psychotropic Substances. (Reference: (UNCPS4) United Nations Convention on Psychotropic Substances (IV), , , 1971)

Hazard

Abuse may cause addiction.