| | 5-ALLYL-5-[1-METHYLBUTYL]-2-THIOBARBITURIC ACID Basic information |
| | 5-ALLYL-5-[1-METHYLBUTYL]-2-THIOBARBITURIC ACID Chemical Properties |
| Melting point | 132-133° | | density | 1.1828 (rough estimate) | | refractive index | 1.5510 (estimate) | | form | neat | | pka | 7.01±0.40(Predicted) | | Water Solubility | 1.298g/L(25 ºC) |
| Hazard Codes | T | | Risk Statements | 23/24/25 | | Safety Statements | 36/37/39-45 | | RIDADR | 3249 | | WGK Germany | 3 | | HazardClass | 6.1(b) | | PackingGroup | III | | Toxicity | 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. |
| | 5-ALLYL-5-[1-METHYLBUTYL]-2-THIOBARBITURIC ACID Usage And Synthesis |
| Originator | Surital,Parke Davis,US,1951 | | Uses | 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 Preparation Products And Raw materials |
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![5-ALLYL-5-[1-METHYLBUTYL]-2-THIOBARBITURIC ACID Structure](CAS/GIF/77-27-0.gif)
