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P6500

Sigma-Aldrich

Pentylenetetrazole

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Synonym(s):
α,β-Cyclopentamethylenetetrazole, 1,5-Pentamethylenetetrazole, 6,7,8,9-Tetrahydro-5H-tetrazolo[1,5-a]azepine, Metrazole
Empirical Formula (Hill Notation):
C6H10N4
CAS Number:
Molecular Weight:
138.17
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.77

form

powder

Quality Level

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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1 of 4

This Item
C8414A8800PZ0032
Pentylenetetrazole

Sigma-Aldrich

P6500

Pentylenetetrazole

Clobazam

Sigma-Aldrich

C8414

Clobazam

Alprazolam

Sigma-Aldrich

A8800

Alprazolam

PF-04479745 ≥98% (HPLC)

Sigma-Aldrich

PZ0032

PF-04479745

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

room temp

bp

194 °C/12 mmHg (lit.)

bp

-

bp

-

bp

-

mp

59-61 °C (lit.)

mp

-

mp

-

mp

-

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Perineuronal net degradation in epilepsy
Rankin-Gee EK, et al.
Epilepsia, 56(7), 1124-1133 (2015)
Optical mapping of neuronal activity during seizures in zebrafish
Turrini L, et al.
Scientific reports, 7(1), 3025-3025 (2017)
Posterior hypothalamus glutamate infusion decreases pentylenetetrazol-induced seizures of male rats through hippocampal histamine increase
Arzhang A, et al.
Pharmacology, Biochemistry, and Behavior, 158, 7-13 (2017)
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

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