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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

Certificates of Analysis (COA)

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Hana Kubová et al.
Epilepsia, 46 Suppl 5, 38-42 (2005-07-01)
To test effects of paraldehyde on behavioral outcome of status epilepticus (SE) in developing rats. Motor SE was induced by LiCl-pilocarpine in rats on postnatal (P) day 12 or 25. Two hours after SE onset, animals were injected with a
Sethu Gunasekaran et al.
Journal of molecular modeling, 14(5), 375-383 (2008-02-27)
The FTIR and Laser-Raman spectra of paraldehyde have been recorded in the regions 4000-400 cm(-1) and 3500-250 cm(-1) respectively. Molecular electronic energy, geometrical structure, harmonic vibrational spectra, infrared intensities and Raman scattering activities have been computed at the HF/6-31G(d,p) and
G Biagini et al.
Journal of neurochemistry, 76(6), 1814-1822 (2001-03-22)
Antiepileptic drugs provide neuroprotection in several animal models of brain damage, including those induced by status epilepticus (SE). The mechanisms involved in this action are unknown, but neurotrophic factors such as brain-derived neurotrophic factor (BDNF) may play a role. In
Use of paraldehyde in neonates - an experience.
D Mishra et al.
Indian pediatrics, 38(2), 209-210 (2001-02-27)
M L Ikumi et al.
Epilepsy research, 82(2-3), 215-218 (2008-09-23)
Malaria infection reduces the binding capacity of benzodiazepine receptors in mice. We studied the efficacy of diazepam terminating seizures in children with falciparum malaria. Diazepam stopped seizures in fewer patients with malaria parasitaemia (chi(2)=3.93, P=0.047) and those with clinical diagnosis
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