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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

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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  1. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  2. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  3. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

  4. What is the Department of Transportation shipping information for this product?

    Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product. 

  5. How do I solubilize Product P6500, Pentylenetetrazole?

    We test the solubility of this compound at a concentration of 50 mg/mL in water.

  6. What is the solution stability for Product P6500, Pentylenetetrazole?

    We do not have any solution stability information for this product.  It is always best to make a fresh solution. If this is not possible, you can try storing solution in single use aliquots at -20°C.

  7. Can Product P6500, Pentylenetetrazole, be used to induce convulsions?

    Pentylenetetrazole induced convulsions have been reported by De Sarro G. et al., in Eur. J. Pharmacol., 368(2-3),149-159 (1999).

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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
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)
Ervand G Paronikyan et al.
MedChemComm, 10(8), 1399-1411 (2019-09-20)
8-Hydrazino derivatives of pyrano[3,4-c]pyridines and derivatives of the new heterocyclic system 3-thioxopyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridines on the basis of methanesulfonates of pyrano[3,4-c]pyridinium were synthesized by optimization of a previously used method. Derivatives of alkylsulfonyl pyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridines were also synthesized. All compounds were evaluated for
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