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Merck

P6500

Sigma-Aldrich

Pentylentetrazol

≥99% (GC), powder, CNS stimulant

Synonym(e):

α,β-Cyclopentamethylenetetrazole, 1,5-Pentamethylenetetrazole, 6,7,8,9-Tetrahydro-5H-tetrazolo[1,5-a]azepine, Metrazole

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About This Item

Empirische Formel (Hill-System):
C6H10N4
CAS-Nummer:
Molekulargewicht:
138.17
EG-Nummer:
MDL-Nummer:
UNSPSC-Code:
12352200
PubChem Substanz-ID:
NACRES:
NA.77

product name

Pentylentetrazol,

Form

powder

bp

194 °C/12 mmHg (lit.)

mp (Schmelzpunkt)

59-61 °C (lit.)

Lagertemp.

−20°C

SMILES String

C1CCc2nnnn2CC1

InChI

1S/C6H10N4/c1-2-4-6-7-8-9-10(6)5-3-1/h1-5H2

InChIKey

CWRVKFFCRWGWCS-UHFFFAOYSA-N

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Allgemeine Beschreibung

Pentylenetetrazole (PTZ) is a tetrazole derivative and inhibitor of the γ aminobutyric acid (GABAA) and its receptor complex. PTZ is a convulsing agent used for inducing seizures. It can traverse the blood-brain barrier.

Anwendung

Pentylenetetrazole has been used to induce seizures in zebra fish larvae, mice, and male wistar rats.

Biochem./physiol. Wirkung

Pentylenetetrazole is a non-specific central nervous system (CNS) stimulant and convulsant. PTZ induces oxidative stress and increases cortical malondialdehyde content and affects hippocampus, resulting in seizures.

Piktogramme

Skull and crossbones

Signalwort

Danger

Gefahreneinstufungen

Acute Tox. 3 Oral - Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Zielorgane

Respiratory system

Lagerklassenschlüssel

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable

Persönliche Schutzausrüstung

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Proceedings of the Western Pharmacology Society, 54, 33-40 (2011)
Central nervous system uptake kinetics of pentylenetetrazol in the developing rat
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Biopharmaceutics & Drug Disposition, 12(1), 59-71 (1991)
Tatiana Afrikanova et al.
PloS one, 8(1), e54166-e54166 (2013-01-24)
Zebrafish have recently emerged as an attractive in vivo model for epilepsy. Seven-day-old zebrafish larvae exposed to the GABA(A) antagonist pentylenetetrazol (PTZ) exhibit increased locomotor activity, seizure-like behavior, and epileptiform electrographic activity. A previous study showed that 12 out of
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