5-Allyl-5-(1-methylbutyl)-2-thiobarbitursure

Bezeichnung:5-Allyl-5-(1-methylbutyl)-2-thiobarbitursure

CAS-Nr77-27-0

Englisch Name:5-ALLYL-5-[1-METHYLBUTYL]-2-THIOBARBITURIC ACID

CBNumberCB3490680

SummenformelC12H18N2O2S

Molgewicht254.35

MOL-Datei77-27-0.mol

Synonyma

5-Allyl-5-(1-methylbutyl)-2-thiobarbitursure

5-Allyl-5-(1-methylbutyl)-2-thiobarbitursure physikalisch-chemischer Eigenschaften

Schmelzpunkt	132-133°
Dichte	1.1828 (rough estimate)
Brechungsindex	1.5510 (estimate)
pka	7.01±0.40(Predicted)
Wasserlöslichkeit	1.298g/L(25 ºC)

Sicherheit

Kennzeichnung gefährlicher	T
R-Sätze:	23/24/25
S-Sätze:	36/37/39-45
RIDADR	3249
WGK Germany	3
HazardClass	6.1(b)
PackingGroup	III
Toxizität	An ultra-short-acting barbiturate anesthetic that is used in conjunction with inhalational anesthetics. It acts on the barbiturate-binding site in the GABA receptor complex. Excessive doses cause respiratory depression, apnea, or hypotension. Therapy includes establishing and maintaining airway, supporting the circulation, and administering oxygen.

Gefahreninformationscode (GHS)

5-ALLYL-5-[1-METHYLBUTYL]-2-THIOBARBITURIC ACID Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R23/24/25:Giftig beim Einatmen, Verschlucken und Berührung mit der Haut.
S-Sätze Betriebsanweisung:
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn möglich, dieses Etikett vorzeigen).
Beschreibung
Thiamylal, 5-allyl-5-(1- methylbutyl)-2-thiobarbituric acid, The sodium salt , Mr 276.36, is an amorphous powder soluble in water. It is prepared by condensation of thiourea with a malonic ester , .
Originator
Surital,Parke Davis,US,1951
Verwenden
Thiamylal is a barbiturate derivative with sedative, anticonvulsant and hypnotic effects. Thiamylal is used for induction in surgical anaesthesia as well as an anticonvulsant to counteract side effects from other anaesthetics. Thiamylal is a Controlled Substance.
Definition
ChEBI: A member of the class of barbiturates that is 2-thioxodihydropyrimidine-4,6(1H,5H)-dione substituted by a pentan-2-yl and prop-2-en-1-yl group at position 5.
Manufacturing Process
In 450 cc of methanol is added 47 grams of sodium metal and the mixture allowed to completely react to form a methanol solution of sodium methoxide. The methanol solution of sodium methoxide is then cooled to 60°C and 68 grams of thiourea which has been thoroughly dried is added with stirring until a uniform solution is formed. Thereafter, 157 grams of diethyl allyl-(1- methylbutyl)malonate is added to the solution of the sodio derivative of thiourea at a temperature of 55°C and the condensation reaction mixture maintained at the said temperature for 24 hours. Methyl alcohol is removed under vacuum during the course of the reaction while maintaining a temperature of 55°C.
The viscous reaction mixture is then poured into 1.5 liters of ice water and agitated to form a uniform solution. The solution is treated with activated carbon and filtered. Thereafter, 80% acetic acid is added until the filtered solution remains acidic to litmus. The precipitate formed is filtered and washed thoroughly with distilled water. The product is air-dried at a temperature of 95° to 100°C for 48 hours to yield 133 grams of 5-allyl-5-(1- methylbutyl)-2-thiobarbituric acid having a melting point of 132° to 133°C and assaying at 99.5% pure, from US Patent 2,876,225.
Therapeutic Function
Anesthetic

5-ALLYL-5-[1-METHYLBUTYL]-2-THIOBARBITURIC ACID Upstream-Materialien And Downstream Produkte

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