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2,4,6-Trimethyl-1,3,5-trioxan

Paraldehyde

HCID 31264
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Grundinformationen

CAS
123-63-7
Standard-SMILES
CC1OC(C)OC(C)O1
InChIKey
SQYNKIJPMDEDEG-UHFFFAOYSA-N
Summenformel
C6H12O3
Durchschnittliche Molmasse
132,16 g/mol
Monoisotopische Masse
132,07864424

Überblick

Paraldehyde appears as a clear colorless liquid with a pleasant odor. Flash point 96 °F. Melting point 54 °F. Less dense than water. Vapors are heavier than air.

Namen und Bezeichner

Bevorzugter Name
Paraldehyde
IUPAC
2,4,6-trimethyl-1,3,5-trioxane
Lokaler Name
2,4,6-Trimethyl-1,3,5-trioxan
Englischer Name
Paraldehyde
Summenformel
C6H12O3
Molmasse
132.16

Namen und Synonyme

PARALDEHYDE2,4,6-Trimethyl-1,3,5-trioxane123-63-7ParacetaldehydeParalParaldehydParaacetaldehydeTriacetaldehydeElaldehydeParaldeidep-Acetaldehyde1,3,5-Trioxane, 2,4,6-trimethyl-
Weitere Namen anzeigen
ALDEHYDEETHYL ALDEHYDEACETIC ALDEHYDEFEMA 2003trimeric acetaldehydePcho
Acetaldehyde, trimer1,3,5-Trimethyl-2,4,6-trioxane2,4,6-Trimethyl-1,3,5-trioxacyclohexaneDTXSID9023419Paraldehyde Enema (BPC 1973)Paraldehyde (USP)Paraldehyde Draught (BPC 1973)2,4,6-Trimethyl-1,3,5-trioxaan

Datenbank-Bezeichner

CAS
123-63-7、1499-02-1
PubChem CID
31264
DTXSID
DTXSID9023419
ChEMBL
CHEMBL1410743
ChEBI
CHEBI:27909
UNII
S6M3YBG8QA
EC Number
204-639-8
Nikkaji
J5.543C

Eigenschaften

Berechnete Struktureigenschaften

XLogP
0,7
Polarare Oberfläche (TPSA)
27,7 Ų
H-Brücken-Donoren
0
H-Brücken-Akzeptoren
3
Frei drehbare Bindungen
0
Schwere Atome
9
Formalladung
0
Komplexität
63,3

Experimentelle und physikochemische Eigenschaften

Chemical Classes · 2 Einträge

Other Classes -> Aldehydes

Flammable agents - 3rd degree

Drugs · 4 Einträge

DEA NFLIS-Drug Category -> Depressants and Tranquilizers

DEA Schedule IV Controlled Substance -> Depressants

Pharmaceuticals -> Listed in ZINC15

Pharmaceuticals -> Antiepileptics

SpringerMaterials PropertiesSchoenflies notation
FragrancesFragrance Ingredient (Paraldehyde) -> IFRA transparency List
PesticidesEnvironmental transformation -> Pesticide transformation products (metabolite, successor)
LogP · 4 Einträge

Log Kow = 0.67

0.67

0.67

0.67

Odor · 2 Einträge

CHARACTERISTIC AROMATIC ODOR

Agreeable odor

Taste · 2 Einträge

DISAGREEABLE TASTE

Burning taste

Sicherheit und Regulatorisches

Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.

GHS-Klassifizierung

GHS Classification · 6 Einträge

Warning

H226: Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P280, P303+P361+P353, P370+P378, P403+P235, and P501 (click each P-code to see the statement)

This chemical does not meet GHS hazard criteria for < 0.1% (1 of 1566) of reports.

Warning

H226 (> 99.9%): Flammable liquid and vapor [Warning Flammable liquids]

Gefahrenhinweise

Regulatory Information · 6 Einträge

Chemical: 1,3,5-Trioxane, 2,4,6-trimethyl-

DEA schedule IV controlled substance

SP - indicates a substance that is identified in a proposed Significant New Use Rule.

REACH registered substance: 2,4,6-trimethyl-1,3,5-trioxane (EC: 204-639-8)

1,3,5-Trioxane, 2,4,6-trimethyl-: HSNO Approval: HSR001209 Approved with controls

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

DOT LabelFlammable Liquid
Fire Hazards · 3 Einträge

Special Hazards of Combustion Products: Emits toxic fumes on heating.

· HIGHLY FLAMMABLE: Will be easily ignited by heat, sparks or flames.

Highly flammable. Above 24 °C explosive vapour/air mixtures may be formed.

Fire Potential · 2 Einträge

DANGEROUS, WHEN EXPOSED TO HEAT, FLAME OR OXIDIZERS.

FLAMMABLE LIQUID.

Health Hazards · 2 Einträge

INHALATION AND INGESTION: Irritation, headache, bronchitis, pulmonary edema. Irritating to digestive tract. Hypnotic and analgesic properties. Incoordination and drowsiness, followed by sleep. Larger doses-coma-weak pulse and shallow respiration, cyanosis-death from respiratory paralysis. EYES: irritation-can cause serious injury. SKIN: Dermatitis (skin inflammation). (USCG, 1999)

Chemie und Industrie

Pharmakologische Informationen

ATC Code · 2 Einträge

N - Nervous system

QN - Nervous system

PharmacodynamicsParaldehyde blocks neuromuscular transmission.
Mechanism of Action · 2 Einträge

Paraldehyde is believed to reduce the release of acetylcholine in response to neuronal depolarization. The exact mechanism of this effect is unknown.

BELIEVED TO DEPRESS MANY LEVELS OF CNS INCLUDING ASCENDING RETICULAR ACTIVATING SYSTEM TO CAUSE IMBALANCE BETWEEN INHIBITORY & FACILITATORY MECHANISMS.

Biological Half-Life · 2 Einträge

The mean half life is 7.5 hours in a range if 3.5-9.5 hours.

The biological half-life of paraldehyde /in humans/ has been reported to be 3.5 to 9.5 hours with an average of about 7.5 hours.

Metabolism/Metabolites · 2 Einträge

Paraldehyde is believed to undergo depolymerization to acetaldehyde followed by oxidation by aldehyde dehydrogenase. It is thought to ultimately be metabolized to carbon dioxide and water.

It is believed that paraldehyde is depolymerized to acetaldehyde in the liver & then oxidized by aldehyde dehydrogenase to acetic acid, which is ultimately metabolized to carbon dioxide & water.

MeSH Pharmacological Classification · 2 Einträge

Drugs used to prevent SEIZURES or reduce their severity.

Drugs used to induce drowsiness or sleep or to reduce psychological excitement or anxiety.

Absorption, Distribution and Excretion · 6 Einträge

93% of orally administered paraldehyde is absorbed from the gastrointestinal tract.

70-80% is metabolized to carbon dioxide and subsequently exhaled. 11-28% is exhaled as the parent compound. 0.1-2.5% is excreted in the urine as the parent compound.

Paraldehyde is rapidly absorbed from ... IM injection sites. Maximum serum concn, which may range from 34 to 150 ug/ml, are reached within 20-60 minutes following oral admin of 10 ml ... or IM admin of 0.25 ml/kg. ... Although tissue distribution ... has not been extensively studied, it is known that the concn ... in CSF is about 25 to 30% lower than that in the blood. Maximum paraldehyde concn are reached in the CSF 30-60 minutes after oral or IM admin ...

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Reaktionsgleichung von HRID 85365
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Reaktionsgleichung von HRID 231280
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HRID 320300als EduktTraining data from https://doi.org/10.1039/C8SC04228D (8/10)
Reaktionsgleichung von HRID 347618
HRID 347618als Eduktuspto-grants-2007_02
Reaktionsgleichung von HRID 363832
HRID 363832als Eduktuspto-grants-1999_02
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Food AdditivesFLAVORING AGENT OR ADJUVANT -> FDA Substance added to food
Density · 5 Einträge

0.9943 at 68 °F (USCG, 1999) - Less dense than water; will float

0.9923 @ 20 °C/4 °C

SPECIFIC HEAT 0.434; BULK DENSITY 8.27 LB/GAL (20 °C)

0.99 g/cm³

0.9943 @ 20°C

Flavoring AgentsEU Flavoring substances
Viscosity1.128 centipoise at 70 °F

Physikochemische Eigenschaften

Schmelzpunkt
12 °C · 12 °C (54 °F; 285 K)
Siedepunkt
124 °C · 124 °C (255 °F; 397 K)
Dichte
0.996 g/cm3 · 0.996 g/cm3
Dampfdichte
1.52 · 1.52 (vs air)
Dampfdruck
25.89 psi · 25.89 psi ( 55 °C)
FEMA
4010 · 4010 | PARALDEHYDE
Brechungsindex
1.4 · 1.40
Flammpunkt
24 °C · 24°C - closed cup
storage temp.
2 · 2-8°C
Löslichkeit
120 g/l · 120g/l
pka
16 · 16(at 25℃)
Aggregatzustand
liquid
Farbe
Colourless
Wichte
0.994 · 0.994
Geruch (Odor)
disagreeable taste, aromatic odor
Explosionsgrenze
1.3 · 1.3-17.0%(V)
Wasserlöslichkeit
125 g/L · 125 g/L (25 ºC)
JECFA Number
2299 · 2299
Merck
13 · 13,7098
BRN
80142 · 80142
Henry's Law Constant
5.8 · 5.8×10-1 mol/(m3Pa) at 25℃, Duchowicz et al. (2020)
Dielectric constant
14.5 · 14.5(20℃)
Stabilität
Stable. Flammable. Incompatible with strong oxidizing agents, mineral acids.
InChI
1S/C6H12O3/c1-4-7-5(2)9-6(3)8-4/h4-6H,1-3H3
InChIKey
SQYNKIJPMDEDEG-UHFFFAOYSA-N
SMILES
CC1OC(C)OC(C)O1
LogP
0.67 · 0.670
CAS Datenbank
123 · 123-63-7(CAS DataBase Reference)
NIST chemische Informationen
Paraldehyde(123-63-7)
EPA chemische Informationen
Paraldehyde (123-63-7)

· May cause toxic effects if inhaled or absorbed through skin.

Hazards SummaryA skin, eye, and respiratory tract irritant; Causes sedation and respiratory depression when ingested; May cause injury to the liver and kidneys; [ICSC] A severe eye irritant; Targets CNS, heart, lungs, liver, and kidneys; [MSDSonline]
DOT ID and Guide1264 129
FDA Requirements · 3 Einträge

Paraldehyde is subject to control under the Federal Control Substance Act of 1970 as a schedule IV (C-IV) drug.

Paraldehyde is an indirect food additive for use as a component of adhesives.

Derivatives designated as a habit forming drug.

Reactive GroupEthers
EC ClassificationSymbol: F; R: 11; S: (2)-9-16-29-33
UN ClassificationUN Hazard Class: 3; UN Pack Group: III
Special Reports · 2 Einträge

USEPA/ECAO; Health and Environmental Effects Profile for Paraldehyde (1989) EPA/600/X-86/169. /This document contains/ both published literature and information obtained from Agency program office files were evaluated as they pertained to potential human health, aquatic life,and environmental effects of hazardous waste constituents. Existing data are insufficient to determine a reference dose or a carcinogenic potency factor for paraldehyde.

... Paraldehyde, diazepam, secobarbital and valproic acid are used when rapid effect for termination of prolonged or serial seizures is desired.[Graves NM, Kriel RL; Pediatr Neurol 3 (6): 321-6 (1987)]

Sicherheit und Schutzausrüstung

Fire Fighting · 2 Einträge

Excerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:

Use water spray, alcohol-resistant foam, dry powder, carbon dioxide. In case of fire: keep drums, etc., cool by spraying with water.

First Aid Measures · 4 Einträge

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse and then wash skin with water and soap.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Do NOT induce vomiting. Give one or two glasses of water to drink. Refer for medical attention .

Accidental Release Measures · 2 Einträge

· CALL 911. Then call emergency response telephone number on shipping paper. If shipping paper not available or no answer, refer to appropriate telephone number listed on the inside back cover.

· ELIMINATE all ignition sources (no smoking, flares, sparks or flames) from immediate area.

First Aid · 2 Einträge

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

General First Aid:

Safe StorageFireproof. Separated from food and feedstuffs, bases and oxidants.
Firefighting HazardsVapors are heavier than air and may travel to a source of ignition and flash back.
Exposure Control and Personal Protection· Wear positive pressure self-contained breathing apparatus (SCBA).
Fire Fighting Procedures · 2 Einträge

Use water spray, dry chemical, "alcohol resistant" foam, or carbon dioxide. Water may be ineffective. Use water spray to keep fire exposed containers cool. Approach fire from upwind to avoid hazardous vapors and toxic decomposition products.

If material is on fire or involved in a fire: Do not extinguish fire unless flow can be stopped. Use water in flooding quantities as fog. Solid streams of water may spread fire. Cool all affected containers with flooding quantities of water. Apply water from as far a distance as possible. Use "alcohol" foam, dry chemical or carbon dioxide.

Storage Conditions · 3 Einträge

PARALDEHYDE SHOULD BE STORED IN WELL-FILLED, TIGHT, LIGHT-RESISTANT GLASS CONTAINERS WITH A CAPACITY OF NO MORE THAN 30 ML, AT A TEMP NOT EXCEEDING 25 °C.

Store in a cool, dry, well ventilated location. Separate from alkalies, acids, iodides, oxidizing material, rubber, and plastic. Inside storage should be in a standard flammable liquids storage warehouse, room, or cabinet.

IT IS BEST STORED IN 2- OR 5-ML AMPULES, WHICH CAN BE OPENED FRESHLY & UNUSED CONTENTS DISCARDED.

Nonfire Spill ResponseExcerpt from ERG Guide 129 [Flammable Liquids (Water-Miscible / Noxious)]:
Disposal Methods · 2 Einträge

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

A good candidate for liquid injection incineration at a temperature range of 650 to 1,600 °C and a residence time of 0.1 to 2 seconds. A good candidate for rotary kiln incineration at a temperature range of 820 to 1,600 °C and residence times of seconds for liquids and gases, and hours for solids. A good candidate for fluidized bed incineration at a temperature range of 450 to 980 °C and residence times of seconds for liquids and gases, and longer for solids.

Spillage Disposal · 1 Eintrag

Remove all ignition sources. Personal protection: filter respirator for organic gases and vapours adapted to the airborne concentration of the substance. Collect leaking and spilled liquid in sealable non-plastic containers as far as possible. Absorb remaining liquid in sand or inert absorbent. Then store and dispose of according to local regulations.

Toxikologische Informationen

Interactions · 5 Einträge

Animal studies indicate that disulfiram slows the metabolism of paraldehyde by way of inhibition of acetaldehyde dehydrogenase resulting in an increase in blood concn of paraldehyde & acetaldehyde. Until this potential interaction is investigated in humans, paraldehyde & disulfiram should be admin together with caution.

INTERACTIONS BETWEEN PARALDEHYDE & ETHYL ALCOHOL ARE NOT WELL UNDERSTOOD ... DOSES OF 1-2 OZ IN ALCOHOLICS SOMETIMES KILL WITHIN 0.5-4 HR. IN ANIMALS ETHANOL & PARALDEHYDE ARE SYNERGISTIC BUT LESS THAN ADDITIVE IN TERMS OF LETHALITY; UNDER SOME DOSAGE SCHEDULES, HOWEVER, EXPTL DATA SUGGEST THAT THESE DRUGS ARE ANTAGONISTIC.

ADDITIVE CNS DEPRESSION MAY OCCUR WHEN PARALDEHYDE IS ADMIN CONCOMITANTLY WITH OTHER CNS DEPRESSANTS SUCH AS BARBITURATES OR ALCOHOL. SOME FATALITIES HAVE BEEN ASSOCIATED WITH CONCOMITANT USE OF ALCOHOL & PARALDEHYDE.

The increased acetate levels which may follow paraldehyde administration reportedly may increase the danger of sulfonamide crystalluria.

For more Interactions (Complete) data for PARALDEHYDE (7 total), please visit the HSDB record page.

Environmental Fate · 3 Einträge

TERRESTRIAL FATE: If released to soil, paraldehyde may volatilize rapidly from soil surfaces or it may leach into deeper soil. Potential degradation products include acetaldehyde and acetic acid. (SRC)

AQUATIC FATE: If released to water, volatilization is expected to be an important, if not the dominant, fate process (half-life in a model river: 31 hr). Paraldehyde is not expected to bioaccumulate in aquatic organisms, or adsorb to suspended solids and sediments in water. (SRC)

ATMOSPHERIC FATE: Based on a vapor pressure of 25.5 mm Hg at 20 °C(1), paraldehyde is expected to exist almost entirely in the vapor phase in the atmosphere(2,SRC). Reaction with photochemically generated hydroxyl radicals is expected to be the dominant removal mechanism (half-life 45 hours). The relatively high water solubility of paraldehyde (125,000 mg/l at 25 °C(3)) suggests that this compound may also be removed from the atmosphere in precipitation(SRC).

Food Survey ValuesIdentified as a volatile flavor component of fried bacon(1).
Adverse EffectsNeurotoxin - Other CNS neurotoxin
Exposure RoutesThe substance can be absorbed into the body by inhalation of its vapour and by ingestion.
Signs and Symptoms · 4 Einträge

Burning sensation. Cough. Shortness of breath. Further see Ingestion.

Redness. Pain.

Redness. Pain.

Burning sensation in the throat and chest. Nausea. Vomiting. Diarrhoea. Drowsiness. Unconsciousness.

Effluent ConcentrationsIdentified in the effluent from a publicly owned treatment works in the USA(1). Identified in leachate samples taken from low-level radioactive waste disposal sites in Maxy Flats, KY and West Valley, NY(2).
Soil Adsorption/Mobility · 1 Eintrag

Soil adsorption coefficients (Koc) of 7-55 were estimated for paraldehyde using linear regression equations based on a water solubility of 125,000 mg/l at 25 °C and a log Kow of 0.67(1,2,3,SRC). These Koc values suggest that paraldehyde would be very highly mobile in soil and that adsorption to suspended solids and sediments in water would be insignificant(4,SRC).

Human Toxicity Excerpts · 5 Einträge

... IT MAY PRODUCE EXCITEMENT OR DELIRIUM IN PRESENCE OF PAIN. ... IN LARGE DOSES, IT PRODUCES RESPIRATORY DEPRESSION & HYPOTENSION.

SOME DELAY IN ONSET OF RESP MOVEMENTS HAS BEEN OBSERVED IN NEONATES FOLLOWING ITS ADMIN TO MOTHER DURING LABOR.

Patients poisoned by paraldehyde commonly exhibit very rapid, labored respiratory movements. Acidosis, bleeding gastritis, muscular irritability, azotemia, oliguria, albuminuria, leukocytosis, fatty changes in the liver and kidney with toxic hepatitis and nephrosis, pulmonary hemorrhages and edema, and dilatation of the right ventricle have all been observed in cases of severe acute or chronic paraldehyde poisoning.

Chronic paraldehyde intoxication results in tolerance and dependence. The paraldehyde addict may become acquainted with the drug when it is used in the treatment of alcoholism and then, surprisingly in view of its disagreeable taste and odor, prefer it to alcohol. Paraldehyde addiction resembles alcoholism, and sudden withdrawal may result in delirium tremens and vivid hallucinations.

For more Human Toxicity Excerpts (Complete) data for PARALDEHYDE (18 total), please visit the HSDB record page.

Artificial Pollution Sources · 1 Eintrag

Paraldehyde may be released to the environment in emissions or effluents from sites of its manufacture or industrial use (paraldehyde is used as a drug, chemical intermediate, dyestuff intermediate, and solvent(1)) and from disposal of wastes containing this compound (ie hospital wastes)(2,3,SRC).

Environmental BiodegradationJapanese MITI, initial concn 100 ppm, 14 days <30% BODT, activated sludge inoculum(1). A bacterium isolated from sewage, C. paraldehydium KY 4359, was found to degrade paraldehyde to acetaldehyde and acetic acid(2).
Environmental Bioconcentration · 1 Eintrag

Based on a water solubility of 125,000 mg/l at 25 °C and a log Kow of 0.67, bioconcentration factors (BCF) of 0.8-2 were estimated for paraldehyde(1,2,3,SRC). These BCF values suggest that paraldehyde would not bioaccumulate significantly in aquatic organisms(SRC).

Regulatorische Informationen

FDA Requirements · 3 Einträge

Paraldehyde is subject to control under the Federal Control Substance Act of 1970 as a schedule IV (C-IV) drug.

Paraldehyde is an indirect food additive for use as a component of adhesives.

Derivatives designated as a habit forming drug.

RCRA Requirements · 1 Eintrag

U182; As stipulated in 40 CFR 261.33, when paraldehyde, as a commercial chemical product or manufacturing chemical intermediate or an off-specification commercial chemical product or a manufacturing chemical intermediate, becomes a waste, it must be managed according to Federal and/or State hazardous waste regulations. Also defined as a hazardous waste is any residue, contaminated soil, water, or other debris resulting from the cleanup of a spill, into water or on dry land, of this waste. Generators of small quantities of this waste may qualify for partial exclusion from hazardous waste regulations (40 CFR 261.5).

Atmospheric Standards · 1 Eintrag

This action promulgates standards of performance for equipment leaks of Volatile Organic Compounds (VOC) in the Synthetic Organic Chemical Manufacturing Industry (SOCMI). These standards implement Section 111 of the Clean Air Act and are based on the Administrator's determination that emissions from the SOCMI cause, or contribute significantly to, air pollution which may reasonably be anticipated to endanger public health or welfare. The intended effect of these standards is to require all newly constructed, modified, and reconstructed SOCMI process units to use the best demonstrated system of continuous emission reduction for equipment leaks of VOC, considering costs, non air quality health and environmental impact and energy requirements. Paraldehyde is produced, as an intermediate or final product, by process units covered under this subpart. These standards of performance become effective upon promulgation but apply to affected facilities for which construction or modification commenced after January 5, 1981.

CERCLA Reportable Quantities · 1 Eintrag

Persons in charge of vessels or facilities are required to notify the National Response Center (NRC) immediately, when there is a release of this designated hazardous substance, in an amount equal to or greater than its reportable quantity of 1000 lb or 454 kg. The toll free number of the NRC is (800) 424-8802; In the Washington D.C. metropolitan area (202) 426-2675. The rule for determining when notification is required is stated in 40 CFR 302.4 (section IV. D.3.b).

Sicherheitsdaten

wgk
1
tsca
TSCA listed
ridadr
UN 1264
hs_code
29125000
RTECS-Nr.
YK0525000
risk_code
11-R11-10
Toxizität
LD50 orally in rats: 1.65 g/kg (Figot)
hazard_code
F
safety_code
9-16-29-33-S9-S33-S29-S16
hazard_class
3
packing_group
III
Speicherklasse
3 - Flammable liquids
Giftige Stoffe Daten
123-63-7(Hazardous Substances Data)
Hazard Classifications
Flam. Liq. 3
Selbstentzündungstemperatur
235 °C

Oral paraldehyde is rapidly absorbed and widely distributed; the drug readily crosses the placental barrier. With hypnotic doses, 70 to 80% is metabolized in the liver, most of the remainder is exhaled, and a small amount is excreted in urine.

... PARALDEHYDE EQUILIBRATES RAPIDLY BETWEEN MATERNAL & FETAL BLOODS.

FETAL/MATERNAL CONCN RATIO IS 0.94. /FROM TABLE/

Cellular LocationsCytoplasm

Verwendung und Herstellung

Uses · 6 Einträge

Used as a substitute for acetaldehyde, an intermediate for dyes and other organic compounds, a solvent (fats, oils, waxes, gums, and resins), a rubber accelerator, and a medication (anticonvulsant and sedative); [HSDB] No longer prescribed as a medication; Was used as a motor fuel from 1939-1945; [Ullmann]

SUBSTITUTE FOR ACETALDEHYDE; MFR DYESTUFF INTERMEDIATES; SOLVENT FOR FATS, OILS, WAXES, GUMS, RESINS; LEATHER, MIXTURES FOR CELLULOSE DERIVATIVES

MFR ORGANIC COMPOUNDS

INDUSTRIALLY IT HAS BEEN USED AS SOLVENT & ALSO AS RUBBER ACTIVATOR & ANTIOXIDANT

Used in chemical synthesis as a source of acetaldehyde whereby resin formation and other secondary reactions are largely eliminated. ... for instance, ... production of pyridines and chlorination of chloral.

MEDICATION

Methods of Manufacturing · 2 Einträge

PREPD BY POLYMERIZATION OF ACETALDEHYDE CATALYZED BY HCL & H2SO4 AT MEDIUM TO HIGH TEMP. CATALYZED BY MIXTURE OF H2SO4 & H3PO4.

BY TREATING ACETALDEHYDE WITH SMALL QUANTITIES OF SULFUR DIOXIDE, HYDROCHLORIC ACID, CARBONYL CHLORIDE, OR ZINC CHLORIDE; ALMOST COMPLETE CONVERSION OCCURS, & BY FREEZING LIQ & THEN DISTILLING CRYSTALLIZED MATERIAL, IF NECESSARY, PURE PARALDEHYDE IS PRODUCED.

Formulations/Preparations · 5 Einträge

Grade: Technical, USP.

Paraldehyde: Oral & Rectal (liquid) Paral (C-IV) from Forest.

Paraldehyde: Parenteral (Sterile) Paraldehyde injection (C-IV) from CMC.

The British Pharmacopeia specifies that it contains a suitable amount of an antioxidant; the USA Pharmacopeia permits a suitable stabilizer.

For more Formulations/Preparations (Complete) data for PARALDEHYDE (8 total), please visit the HSDB record page.

Use Classification · 3 Einträge

Fragrance Ingredients

Flavouring Agent -> FLAVOURING_AGENT -> JECFA Functional Classes

Environmental transformation -> Pesticide transformation products (metabolite, successor)

General Manufacturing Information · 2 Einträge

1,3,5-Trioxane, 2,4,6-trimethyl-: ACTIVE

/Paraldehyde is/ a cyclic polymer (trimer) of acetaldehyde.

Anwendungen · 2 Einträge

BeschreibungParaldehyde was first synthesized in 1829 by Wildenbusch and introduced into clinical practice in the United Kingdom by the Italian physician Vincenzo Cervello in 1882. Paraldehyde, a polymer of acetaldehyde, is a clear colorless or slightly yellow transparent liquid with a strong aromatic as well as a disagreeable taste that at low temperatures, it solidifies into a crystalline mass. This agent decomposes with strong into toxic products that may be released into water, soil, or atmosphere.

VerwendenParaldehyde is used as solvent for fats, oils, waxes, rubber and resins; as substitute for acetaldehyde; as intermediate for organic chemicals, dyestuffs, accelerators for vulcanizations, rubber oxidants, etc. Product Data Sheet

Darstellung

synthetischePrepared by the polymerization of acetaldehyde catalyzed by hydrochloric acid and sulfuric acid at medium to high temperatures.

Vor- und nachgelagerte Produkte

Vorgelagerte Rohstoffe

AcetaldehydHypochlorous acid, ethyl ester (9CI)2,4,6,8-Tetramethyl-1,3,5,7-tetroxacyclooctan

Nachgelagerte Produkte

2-Methyl-6-quinolinecarboxylic acidDichloracetaldehyd6-Methoxy-2-methylchinolinTribromoacetaldehyde4,6-O-Ethyliden-α-D-glucoseTerephthalsure1-Chloroethyl cyclohexyl carbonate2-Methyl-1,3-dioxolan1,1-Dibromethan7-Bromo-2-methylquinoline6-Ethoxy-2-methylchinolin6-Bromo-2-methylquinoline3-Ethylpyridin

Ergänzende Hinweise

DefinitionChEBI: Paraldehyde is a trioxane that is 1,3,5-trioxane substituted by methyl groups at positions 2, 4 and 6. It has a role as a sedative.