IDENTIFICATION AND USE: 3-Hexenol is a colorless liquid. It has a strong, fresh-cut grass odor and a fresh green, fruity taste. It is released to the air from a variety of plants including grass, clover, alfalfa, grapes, onions, peaches and oak trees. It is present in the green parts of nearly all plants. It is reported to be found in several essential oils and in many fruit juices and is a component of tobacco smoke. 3-Hexenol is used as a fragrance in perfumes, household cleaners, and food flavoring. HUMAN EXPOSURE AND TOXICITY: Tested at 4% in petrolatum, 3-hexenol produced no irritation after a 48 hour closed patch test in humans. Odorization of inert gas can serve to warn workers in an enclosed space. A psychophysical investigation examined 3-hexenol as a candidate for the possible odorization of argon. The detection threshold for 3-hexenol in argon was 19 ppb. 3-Hexenol did not induce any statistically significant increases in the frequency of human lymphocytes with chromosome aberrations in either the absence or presence of a liver enzyme metabolizing system. ANIMAL STUDIES: The LD50 of 3-hexenol in rats and mice was in the range of 7-10 g/kg by the oral route and 0.4-0.6 g/kg by the intraperitoneal route. No effects were seen at 310 and 1250 ppm, but in males of the 5000-ppm group the intake of drinking water was reduced compared with controls, the relative kidney weight was increased and the urine collected in the first 2 hr after a water load was more concentrated. In females, the only finding was a transitory anemia at this level. In another study, 3-hexanol applied at full strength to rabbit skin for 24 hours produced no irritation. In rats, an analysis of Fos protein was performed as a way of investigating the effects of inhalation of green odor (a mixture of of trans-2-hexenal and 3-hexenol) on the neuronal activations in stress-related forebrain regions induced by acute and repeated stress. Green odor had inhibitory effects on the stress-induced corticosterone response, body-weight loss, and adrenal hypertrophy. In another study, the reproductive toxicity via the oral route was assessed in rats at dose levels of 100, 300 and 1000 mg/kg/day. Based on the results of the study, a NOAEL for general toxicity in males and females was considered to be 1000 mg/kg/day, the highest dose level tested. The potential mutagenicity of 3-hexenol on the thymidine kinase, TK +/-, locus of the L5178Y mouse lymphoma cell line was assessed. 3-Hexenol did not induce any toxicologically significant increases in the mutant frequency at the TK +/- locus in L5178Y cells and is therefore considered to be non-mutagenic under the conditions of the test.
/SRP:/ Immediate first aid: Ensure that adequate decontamination has been carried out. If patient is not breathing, start artificial respiration, preferably with a demand-valve resuscitator, bag-valve-mask device, or pocket mask, as trained. Perform CPR as necessary. Immediately flush contaminated eyes with gently flowing water. Do not induce vomiting. If vomiting occurs, lean patient forward or place on left side (head-down position, if possible) to maintain an open airway and prevent aspiration. Keep patient quiet and maintain normal body temperature. Obtain medical attention. /Higher alcohols (>3 carbons) and related compounds/
/SRP:/ Basic Treatment: Establish a patent airway (oropharyngeal or nasopharyngeal airway, if needed). Suction if necessary. Watch for signs of respiratory insufficiency and assist ventilations if necessary. Administer oxygen by nonrebreather mask at 10 to 15 L/min. Monitor for shock and treat if necessary ... . Monitor for pulmonary edema and treat if necessary ... . Anticipate seizures and treat if necessary ... . For eye contamination, flush eyes immediately with water. Irrigate each eye continuously with 0.9% saline (NS) during transport ... . Do not use emetics. For ingestion, rinse mouth and administer 5 mL/kg up to 200 mL of water for dilution if the patient can swallow, has a strong gag reflex, and does not drool. Administer activated charcoal ... . /Higher alcohols (>3 carbons) and related compounds/
/SRP:/ Advanced Treatment: Consider orotracheal or nasotracheal intubation for airway control in the patient who is unconscious, has severe pulmonary edema, or is in severe respiratory distress. Positive-pressure ventilation techniques, with a bag-valve-mask device, may be beneficial. Consider drug therapy for pulmonary edema ... . Monitor cardiac rhythm and treat arrhythmias as necessary ... . Start IV administration of D5W /SRP: "To keep open", minimal flow rate/. Use 0.9% saline (NS) or lactated Ringer's (LR) if signs of hypovolemia are present. For hypotension with signs of hypovolemia, administer fluid cautiously. Consider vasopressors if patient is hypotensive with a normal fluid volume. Watch for signs of fluid overload ... . Monitor for signs of hypoglycemia (decreased LOC, tachycardia, pallor, dilated pupils, diaphoresis, and/or dextrose strip or glucometer readings below 50 mg) and administer 50% dextrose if necessary ... . Treat seizures with diazepam or lorazepam ... . Use proparacaine hydrochloride to assist eye irrigation ... . /Higher alcohols (>3 carbons) and related compounds/
[EN] SYNTHESIS OF OLEFINIC ALCOHOLS VIA ENZYMATIC TERMINAL HYDROXYLATION [FR] SYNTHÈSE D'ALCOOLS OLÉFINIQUES PAR L'INTERMÉDIAIRE DE L'HYDROXYLATION TERMINALE ENZYMATIQUE
This invention discloses a substance which is a betaine ester of a functional alcohol that has an amido bond in its molecule and releases the functional alcohol.
diazidation method previously developed by us. This method effectively addresses the limitations of the existing olefin diazidation methods. Most notably, previously problematic nonproductive oxidant decomposition can be minimized. Furthermore, X-raycrystallographicstudies suggest that an iron–azide–ligand complex can be generated in situ from an iron acetate precatalyst and that it may facilitate peroxyester
[EN] SUBSTITUTED BUTANOL DERIVATIVES AND THEIR USE AS FRAGRANCE AND FLAVOR MATERIALS<br/>[FR] DÉRIVÉS SUBSTITUÉS DU BUTANOL, ET LEUR UTILISATION EN TANT QUE PARFUMS ET ARÔMES
申请人:TAKASAGO PERFUMERY CO LTD
公开号:WO2010002386A1
公开(公告)日:2010-01-07
The present invention is related to substituted butanol derivatives of the formula; wherein R is an unsubstituted or substituted C1-6 straight chain alkyl, an unsubstituted or substituted C3-6 branched chain alkyl an uosubstituted or substituted C3-6 straight chain alkenyl, an unsubstituted or substituted Cu= branched chain alkenyl, an unsubstituted or substituted C3-6 cycioalkyl, an unsubstituted or substituted C1-6 alkoxy, nitiile, halo, amino, an unsubstituted or substituted C1-6 alkyiamino, w. unsubstituted or substituted C1-6 dialkyfaraino, carboxy-C1-6 alkyiamino, carboxy-C1-6 di alkyl amino, an unsubstituted or substituted acetoxy, carboxy, an unsubstituted or substituted carboxyethyi, an unsubstituted or substituted C1-6 aikylcarbonyi, an unsubstituted or substituted C1-6 aikylcarboxy, ao unsubsiituted or substituted C1-6 alkylthio, an unsubstituted or substituted C1-6 alkyloxy. carboxamido, an unsubstituted or substituted C1-6 alkylcarboxarøido or an unsubstituted or substituted C1-6 dia'lkylcarboxamido. Such compounds are useful in flavor or flavor compositions.
Olefin cyclisations of hindered α-acyliminium ions
作者:B.P. Wijnberg、W.N. Speckamp、A.R.C. Oostveen
DOI:10.1016/0040-4020(82)85067-9
日期:1982.1
imides 2 and 4. HCOOH-Cyclisation of the hydroxylactams affords polycyclic piperidines through stereoselective α-acyliminium ring closure. Concomitant synchronous and stepwise cyclisation pathways are operative in the anti-periplanar addition of tertiary α-acyliminiumions to Me substituted olefins 8c and 11c.
The invention provides compounds of Formula (I):
wherein R
1
and R
2
have any of the values or specific values defined herein, as well as compositions comprising such compounds and therapeutic methods comprising the administration of such compounds.