P6500 Sigma-Aldrich


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

  • CAS Number 54-95-5

  • Empirical Formula (Hill Notation) C6H10N4

  • Molecular Weight 138.17

  •  EC Number 200-219-3

  •  MDL number MFCD00005939

  •  PubChem Substance ID 24278643

  •  NACRES NA.77



Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Neurobiology,
Quality Level   100
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


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.


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


25, 50, 100 g in poly bottle

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.

Features and Benefits

This compound is also offered as part of Sigma′s Library of Pharmacologically Active Compounds (LOPAC®1280), a biologically annotated collection of high-quality, ready-to-screen compounds. Click here to learn more.

Legal Information

LOPAC is a registered trademark of Sigma-Aldrich Co. LLC

Safety & Documentation

Safety Information

GHS06  GHS06
Signal word 
Hazard statements 
Target organs 
Respiratory system
UN 2811 6.1 / PGIII
WGK Germany 
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable


Certificate of Analysis (COA)

Please Enter a Lot Number

Certificate of Origin (COO)

Please Enter a Lot Number

Frequently Asked Questions

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.
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.
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.
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.
How do I solubilize Product P6500, Pentylenetetrazole?
We test the solubility of this compound at a concentration of 50 mg/mL in water.
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.
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).
My question is not addressed here, how can I contact Technical Service for assistance?
Ask a Scientist here.
My question is not addressed here, how can I contact Technical Service for assistance?
Ask a Scientist here.
Show more questions
Protocols & Articles
Peer-Reviewed Papers


Related Products

Technical Service:

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Bulk Ordering & Pricing:

Need larger quantities for your development, manufacturing or research applications?