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MilliporeSigma

P6500

Sigma-Aldrich

Pentylenetetrazole

≥99% (GC), powder, CNS stimulant

Sinónimos:

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

Fórmula empírica (notación de Hill):
C6H10N4
Número de CAS:
Peso molecular:
138.17
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

product name

Pentylenetetrazole,

form

powder

bp

194 °C/12 mmHg (lit.)

mp

59-61 °C (lit.)

storage temp.

−20°C

SMILES string

C1CCc2nnnn2CC1

InChI

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

InChI key

CWRVKFFCRWGWCS-UHFFFAOYSA-N

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General description

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.

Application

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

Biochem/physiol Actions

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.

pictograms

Skull and crossbones

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

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

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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


Certificados de análisis (COA)

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Effects of bee products on pentylenetetrazole-induced seizures in the rat
Zarraga-Galindo N, et al.
Proceedings of the Western Pharmacology Society, 54, 33-40 (2011)
Central nervous system uptake kinetics of pentylenetetrazol in the developing rat
Haberer LJ and Pollack GM
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
Rufi Tambe et al.
Pharmaceutical biology, 55(1), 264-268 (2016-12-09)
Eclipta alba (Linn) Hassk. (Asteraceae) has been reported to be a nerve tonic and has been used to treat epilepsy in folk medicine. The present study isolates and characterizes luteolin from E. alba and evaluates its antiepileptic potential in chemically
Shehla Akbar et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 84, 962-971 (2016-10-21)
Diabetic neuropathy is the most prevalent, persistent and debilitating complication of diabetes mellitus often coupled with vulvodynia that may present as an isolated symptom or as a part of constellation of other neuropathic abnormalities. Flavonoids have selective affinity for GABA

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