scholarly journals Biosynthesis of mercapturic acids from allyl alcohol, allyl esters and acrolein

1973 ◽  
Vol 134 (4) ◽  
pp. 1093-1101 ◽  
Author(s):  
Clive M. Kaye
Keyword(s):  
Subcutaneous Injection ◽  
Allyl Alcohol ◽  
Mercapturic Acids ◽  
Allyl Acetate ◽  
Diallyl Phthalate ◽  
Allyl Esters

1. 3-Hydroxypropylmercapturic acid, i.e. N-acetyl-S-(3-hydroxypropyl)-l-cysteine, was isolated, as its dicyclohexylammonium salt, from the urine of rats after the subcutaneous injection of each of the following compounds: allyl alcohol, allyl formate, allyl propionate, allyl nitrate, acrolein and S-(3-hydroxypropyl)-l-cysteine. 2. Allylmercapturic acid, i.e. N-acetyl-S-allyl-l-cysteine, was isolated from the urine of rats after the subcutaneous injection of each of the following compounds: triallyl phosphate, sodium allyl sulphate and allyl nitrate. The sulphoxide of allylmercapturic acid was detected in the urine excreted by these rats. 3. 3-Hydroxypropylmercapturic acid was identified by g.l.c. as a metabolite of allyl acetate, allyl stearate, allyl benzoate, diallyl phthalate, allyl nitrite, triallyl phosphate and sodium allyl sulphate. 4. S-(3-Hydroxypropyl)-l-cysteine was detected in the bile of a rat dosed with allyl acetate.

Radical polymerization of allyl alcohol and allyl acetate

2007 ◽  
Vol 18 (12) ◽  
pp. 953-958 ◽  
Author(s):  
Kokoro Iio ◽  
Kentaro Kobayashi ◽  
Mutsuo Matsunaga
Keyword(s):  
Radical Polymerization ◽  
Allyl Alcohol ◽  
Allyl Acetate

The Effects of Vehicles on the Human Dermal Irritation Potentials of Allyl Esters

2006 ◽  
Vol 25 (3) ◽  
pp. 183-193 ◽  
Author(s):  
Valerie T. Politano ◽  
Daniel A. Isola ◽  
Jon Lalko ◽  
Anne Marie Api
Keyword(s):  
Allyl Alcohol ◽  
Human Subjects ◽  
Skin Irritation ◽  
Diethyl Phthalate ◽  
Intended Application ◽  
Dermal Irritation ◽  
Irritation Test ◽  
Solvent Systems ◽  
Test Materials ◽  
Allyl Esters

Allyl esters, frequently used in the fragrance industry, often contain a certain percentage of free allyl alcohol. Allyl alcohol is known to have a potential for delayed skin irritation. Also present in the finished product are different solvent systems, or vehicles, which are used to deliver the fragrances based upon their intended application. This study was conducted to determine whether different vehicles affect the skin irritation potential of five different allyl esters. The allyl esters tested were allyl amyl glycolate, allyl caproate, allyl (cyclohexyloxy)acetate, allyl cyclohexylpropionate, and allyl phenoxyacetate in the vehicles diethyl phthalate, 3:1 diethyl phthalate:ethanol, and 1:3 diethyl phthalate:ethanol at concentrations of 0.1%, 0.5%, 1.0%, and 2.0% ( w/w). A modified cumulative irritation test was conducted in 129 human subjects. Test materials (0.3 ml) were applied under occlusion to skin sites on the back for 1 day (24 h) using Hill Top chambers. Irritation was assessed at 1, 2, 4, and 5 days following application of test materials. Cumulative irritation scores varied considerably among test materials. There were no delayed irritation observations. The highest irritation scores were observed at the 2.0% concentration for all test materials. The irritation scores for allyl amyl glycolate, allyl (cyclohexyloxy)acetate, and allyl phenoxyacetate were highest in 1:3 diethyl phthalate:ethanol, thus the resulting calculated no-observed-effect levels, 0.12%, 0.03%, and 0%, respectively, were much lower for this vehicle compared to the diethyl phthalate vehicle, 0.33%, 0.26%, 0.25%, respectively. These data showed a trend for lower concentration thresholds to induce irritation when higher levels of ethanol were used in the vehicle.

scholarly journals A comparative 90-day toxicity study of allyl acetate, allyl alcohol and acrolein

Toxicology ◽  
2008 ◽  
Vol 253 (1-3) ◽  
pp. 79-88 ◽  
Author(s):  
Scott S. Auerbach ◽  
Joel Mahler ◽  
Gregory S. Travlos ◽  
Richard D. Irwin
Keyword(s):  
Allyl Alcohol ◽  
Toxicity Study ◽  
Allyl Acetate

scholarly journals Formation of mercapturic acids in rats after the administration of aralkyl esters

1970 ◽  
Vol 118 (5) ◽  
pp. 765-771 ◽  
Author(s):  
J. J. Clapp ◽  
L. Young
Keyword(s):  
Subcutaneous Injection ◽  
Bile Ducts ◽  
Quantitative Method ◽  
Hippuric Acid ◽  
Benzyl Acetate ◽  
Mercapturic Acids ◽  
Naphthoic Acid ◽  
Chromatographic Evidence

1. Benzylmercapturic acid and hippuric acid were isolated from the urine of rats that had been injected subcutaneously with benzyl acetate. 2. 1-Menaphthylmercapturic acid and 1-naphthoic acid were isolated from the urine of rats after the subcutaneous injection of each of the following compounds: 1-menaphthyl alcohol and its acetate, propionate, butyrate and benzoate esters. 3. A quantitative method for determining 1-menaphthylmercapturic acid in urine was developed and used to measure the excretion of this compound in the urine of rats in the 4-day period after the subcutaneous injection of 1-menaphthyl alcohol and its acetate, propionate, butyrate and benzoate esters. 4. Chromatographic evidence was obtained for the presence of S-(1-menaphthyl)glutathione and S-(1-menaphthyl)-l-cysteine in bile collected from rats with cannulated bile ducts after the animals had been injected subcutaneously with each of the following compounds: S-(1-menaphthyl)glutathione, 1-menaphthyl acetate, propionate and butyrate. 5. Benzylmercapturic acid and 1-menaphthylmercapturic acid were isolated from the urine of rats that had been injected with sodium benzyl sulphate and sodium 1-menaphthyl sulphate respectively.

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