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Key Documents

P5520

Sigma-Aldrich

Paraldehyde

≥97%

Synonym(s):

2,4,6-Trimethyl-1,3,5-trioxacyclohexane, s-Trimethyltrioxymethylene, Acetaldehyde trimer, NSC 9799, Paracetaldehyde

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About This Item

Empirical Formula (Hill Notation):
C6H12O3
CAS Number:
Molecular Weight:
132.16
Beilstein:
80142
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

Assay

≥97%

drug control

USDEA Schedule IV

density

0.994 g/mL at 20 °C (lit.)

SMILES string

CC1OC(C)OC(C)O1

InChI

1S/C6H12O3/c1-4-7-5(2)9-6(3)8-4/h4-6H,1-3H3

InChI key

SQYNKIJPMDEDEG-UHFFFAOYSA-N

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Application

Reactant involved in:
  • Modified Sanford reaction
  • Synthesis of N-arylbenzoquinaldinium derivatives with antimicrobial activity
  • Hydroformylation of alkenylamines
  • Studies of molecules with inhibitory activity against HIV-1 integrase
  • Irregular Wittig reactions for the formation of α-hydroxyketones

Biochem/physiol Actions

Hypnotic with rapid onset; anticonvulsant at high doses; used to treat delirium tremors

Pictograms

Flame

Signal Word

Warning

Hazard Statements

Hazard Classifications

Flam. Liq. 3

Storage Class Code

3 - Flammable liquids

WGK

WGK 1

Flash Point(F)

75.2 °F - closed cup

Flash Point(C)

24 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Paraldehyde.
R Von Burg et al.
Journal of applied toxicology : JAT, 11(5), 379-381 (1991-10-01)
J R Kuykendall et al.
Drug and chemical toxicology, 30(1), 1-16 (2007-03-17)
Exposure to aldehydes represents potential risks to human and animal health. Cyclic aldehydes such as benzaldehyde, 2-furaldehyde, and paraldehyde were found to induce formation of stable DNA-protein cross-links (DPXs) in cultured human lymphoma cells. A relationship between increased cytotoxicity and
Shafique Ahmad et al.
Lancet (London, England), 367(9522), 1591-1597 (2006-05-16)
In sub-Saharan Africa, rectal diazepam or intramuscular paraldehyde are commonly used as first-line anticonvulsant agents in the emergency treatment of seizures in children. These treatments can be expensive and sometimes toxic. We aimed to assess a drug and delivery system
A G Rowland et al.
Archives of disease in childhood, 94(9), 720-723 (2009-04-10)
The aim of this prospective audit was to assess the effectiveness and safety of rectal paraldehyde in the management of acute, including prolonged, tonic-clonic convulsions. There are very limited published data on its effectiveness and safety, and previous data have
Isaiah M Githiga et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 805(2), 365-369 (2004-05-12)
A rapid, sensitive and selective gas chromatographic method with flame ionization detection was developed for the determination of paraldehyde in small blood samples taken from children. Whole blood samples (300 microl) collected in a 3 ml Wheaton glass sample vial

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