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Merck

P6500

Pentylenetetrazole

≥99% (GC), powder, CNS stimulant

Synonym(s):

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

Empirical Formula (Hill Notation):
C6H10N4
CAS Number:
54-95-5
Molecular Weight:
138.17
NACRES:
NA.77
PubChem Substance ID:
24278643
UNSPSC Code:
12352200
EC Number:
200-219-3
MDL number:
MFCD00005939

Key Documents

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Product Name

Pentylenetetrazole,

InChI key

CWRVKFFCRWGWCS-UHFFFAOYSA-N

InChI

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

SMILES string

C1CCc2nnnn2CC1

form

powder

bp

194 °C/12 mmHg (lit.)

mp

59-61 °C (lit.)

storage temp.

−20°C

Quality Level

100

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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.

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.

pictograms

Skull and crossbones
GHS06

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

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
MKCX5352
MKCW6132
MKCT1250
MKCS5163
MKCR2882

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Optical mapping of neuronal activity during seizures in zebrafish
Turrini L, et al.
Scientific reports, 7(1), 3025-3025 (2017)
Mehwish Anwer et al.
Scientific reports, 9(1), 11819-11819 (2019-08-16)
Traumatic brain injury (TBI) causes neuroendocrine dysregulation in up to 40% of humans, which is related to impaired function of the hypothalamo-hypophyseal axis and contributes to TBI-related co-morbidities. Our objective was to investigate whether hypophyseal atrophy can be recapitulated in
Anticonvulsant and neuroprotective activities of phragmanthera austroarabica extract in pentylenetetrazole-kindled mice
Aldawsari HM, et al.
Evidence-Based Complementary and Alternative Medicine : ECAM, 2017 (2017)
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
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)
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