Chloretone

In addition to chloroform, many other compounds containing the trichloro-methyl group, CI3C-, show marked physiological action. Thus trichloro-acetaldehyde or chloral hydrate, Cl3C CH(OH) (p. 342), and trichloro-tertiary-butanol or chloretone, CUC CfCHaliOH, are both hypnotics. Similarly, tribromo-ethanol or avertin, BraC-CHjOH, has strong anaesthetic properties. 

The para and ortho positions of phenols condense at the carbonyl group of acetone to make bisphenols, eg, bisphenol A, 4,4 -(l-methylethyhdene)bisphenol [80-05-07]). If the H atom is activated, CICH— compounds add to the carbonyl group in the presence of strong base chloroform gives chloretone (l,l,l-trichloro-2-methyl-2-propanol [57-15-8]). 

In the presence of an alkali metal hydroxide at about 50°C, chloroform condenses with acetone to give l,l,l-trichloro-2-methyl-2-propanol, [57-15-8] ie, chlorobutanol, chloretone, or acetone—chloroform (9,10). Chlorobutanol is a white crystalline substance with a campborlike odor its sedative, anesthetic, and antiseptic properties have given the compound some importance in the pharmaceutical industry. 

Biosyntheses of hexuronic acids and L-ascorbic acid in plants and animals are closely related. Hexuronic acids, L-ascorbic acid, and L-tartaric acid (a possible precursor of dihydroxyfumaric acid) commonly occur together in plants. If a rat is given chloretone (an antispasmodic), both L-ascorbic acid and D-glucuronic acid are excreted in increased quantity.244 Unlike humans, rats can synthesize their own vitamin C, and are therefore independent of outside sources. Here, D-glucose and D-galactose can be utilized, but not D-mannose. 

Chlorobutol (Chloretone.) 1 mole of dry acetone and 2 moles of chloroform is cooled to -10° with good, constant stirring. To this mixture add finely powdered KOH (20% by weight of... 

Synonyms. Acetone-Chloroforme Alcohol Trichlorisobutylicus Chlorbutanol Chlorbutanolum Hydratum Chloretone Chloro-butanol Trichlorbutanolum. 

The 2,2,2-trichloroethoxycarbonyl group is stable to acid, but somewhat labile to base. A superior protective group is the 2,2,2-trichloro-t-butyloxycarbonyl group, which is stable to both acid and base. The group is introduced by means of the stable chloroformate, prepared from chloretone (equation II). This protecting group is cleaved by the anion 2 in about 1 minute in approximately 90% yield. It is also... 

SYNS ANHYDROUS CHLOROBUTANOL CHLORBUTANOL CHLORBUTOL O CHLORETONE CHLOROBUTANOL CLORTRAN HCP METHAFORM SEDAFORM TRICHLORO-tett-BUTYL ALCOHOL tert-TRICHLOROBUTYL ALCOHOL ... 

CHLORETHYL VINYL ETHER see CHI250 CHLORETONE see ABDOOO... 

Acetone and chloroform, in presence of alkalis, can undergo an explosive reaction to produce chloretone. This warning may be given in the hazard data for chloroform but not for acetone. 

In the rat, the synthesis of D-glyceric add seems to be connected with that of L-ascorbic acid administration of chloretone increases the urinary elimination of both acids (cf. Article by W. E. Knox and M. N. D. Goswami, Section 3.4, this volume). o-Glyceric acid is not, however, a direct precursor of L-ascorbic add, and Isherwood et al. (13) state that the connection between these two acids may lie only in that both require some common enzyme or coenzyme system. 

Schwartz et al. (S13) observed that the administration of aminopterin and sulfasuxidine in the diet inhibited the biosynthesis of vitamin C in rats. The eflBcacy of chloretone in enhancing the urinary excretion of the vitamin could not be arrested either by aminopterin or by sulfaguanidine, although the latter compounds reduced the excretion and tissue levels of ascorbic acid (LI). It is unlikely that an antagonistic action between aminopterin and vitamin C occurs, as suggested by the following. The scurvy-like symptoms in an infant after aminopterin therapy disappeared with withdrawal of aminopterin and incidental therapy with massive ascorbic acid doses (D13). 

A compound of chloroform and acetone, known in pharmacy as chloretone, is used as an hypnotic. It is formed from chloroform and acetone in the presence of potassium hydroxide. The structure of the addition-product is probably analogous to that of other such derivatives of acetone —... 

Although the action of barbiturates on the biosynthetic chain to at least two phospholipids is apparently at a point subsequent to the phosphorylation of the base, an investigation of later stages (Fig. 2) proved difficult because of the low concentration of the cytidine nucleotides in the brain (Nelson and Barnum, 1960 Ansell and Bayliss, 1961). This investigation should be possible in vitro and has been carried out for chlorpromazine (Section III, B). Although no experiments have apparently been carried out on the effect of barbiturates on the biosynthesis of cytidine nucleotides in vitro, studies have been made on the transfer of P 2-orthophosphate to phospholipids. This transfer presumably involves cytidine nucleotides for certain phospholipids. Strickland (1954) found that 4 X 10 M Chloretone (l,l,l-trichloro-2-methyl-2-pro-... 

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