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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:
123-63-7
Molecular Weight:
132.16
Beilstein/REAXYS Number:
80142
EC Number:
204-639-8
MDL number:
MFCD00036208
UNSPSC Code:
12352100
PubChem Substance ID:
24898662
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
GHS02

signalword

Warning

hcodes

H226

Hazard Classifications

Flam. Liq. 3

Storage Class

3 - Flammable liquids

wgk_germany

WGK 1

flash_point_f

75.2 °F - closed cup

flash_point_c

24 °C - closed cup

ppe

Eyeshields, Faceshields, Gloves, type ABEK (EN14387) respirator filter

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Certificates of Analysis (COA)

Lot/Batch Number
0000305212
0000305212
SLCH4778
SLCD5171
SLCC1497

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Type of syringe for giving paraldehyde injection.
C R Dass
Indian pediatrics, 37(4), 448-448 (2000-04-26)
D L Armstrong et al.
Journal of child neurology, 16(12), 915-917 (2002-01-12)
Seizures are commonly associated with hypoxic-ischemic encephalopathy. Although the majority of cases are controlled with first- or second-line therapy, others develop pervasive seizures, requiring multiple anticonvulsants. To provide data on the incidence of seizures and response to anticonvulsant therapies, a
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
R E Garr et al.
Developmental medicine and child neurology, 41(1), 44-47 (1999-03-06)
All children who presented in a convulsion, including convulsive status epilepticus, to the accident and emergency department over a 12-month period and who required treatment, were reviewed retrospectively to identify the effectiveness and safety of a specific treatment protocol. This
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
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