Pentylenetetrazole
Basic information
- CAS
54-95-5- Standard SMILES
C1CCc2nnnn2CC1- InChIKey
CWRVKFFCRWGWCS-UHFFFAOYSA-N- Molecular formula
- C6H10N4
- Average molar mass
- 138.17 g/mol
- Monoisotopic mass
- 138.09054634
Overview
Pentetrazol appears as white crystalline powder or granular solid with a slightly pungent odor. Bitter taste. Aqueous solutions neutral to litmus. (NTP, 1992)
Names & identifiers
- Preferred name
- Pentylenetetrazole
- IUPAC
- 6,7,8,9-tetrahydro-5H-tetrazolo[1,5-a]azepine
- English name
- Pentetrazol
- Molecular formula
- C6H10N4
- Molecular weight
- 138.17
Names & synonyms
PentetrazolPentylenetetrazolPENTYLENETETRAZOLE54-95-5Metrazole1,5-PentamethylenetetrazoleCardiolCoranormolCenazolKorazolLeptazolCardiazole
Show more names
PTZTetrazolMetrazolPentazolTT87Cortis
CorazoleCoryvetKorazoleLeptazolePentetrazoleCorvasolDeumacardPhrenazol
Database identifiers
- CAS
54-95-5- PubChem CID
- 5917
- DTXSID
DTXSID7041091- ChEMBL
CHEMBL116943- ChEBI
CHEBI:34910- UNII
- WM5Z385K7T
- EC Number
- 200-219-3
- Nikkaji
- J22.644K
Properties
Computed structural properties
- XLogP
- 0.1
- Topological polar surface area
- 43.6 Ų
- Hydrogen bond donors
- 0
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 0
- Heavy atoms
- 10
- Formal charge
- 0
- Complexity
- 116
Experimental & physicochemical properties
LogP0.14
Solubilitygreater than or equal to 100 mg/mL at 70 °F (NTP, 1992)
Human DrugsPharmaceuticals
Melting Point135 to 136 °F (NTP, 1992)
Physical DescriptionPentetrazol appears as white crystalline powder or granular solid with a slightly pungent odor. Bitter taste. Aqueous solutions neutral to litmus. (NTP, 1992)
Collision Cross Section
124.5 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
124.54 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 59 · 59-61 °C (lit.)
- Boiling point
- 194 °C/12 · 194 °C/12 mmHg (lit.)
- Density
- 1.0617 · 1.0617 (rough estimate)
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
Danger
H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Other Safety InformationIMAP assessments - 5H-Tetrazolo[1,5-a]azepine, 6,7,8,9-tetrahydro-: Environment tier I assessment
DOT LabelPoison
Fire HazardsFlash point data for this chemical are not available. It is probably combustible. (NTP, 1992)
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include muscle tremors and spontaneous cionic and tonic convulsions followed by profound depression. Death is usually a result of anorexia, medullary depression and respiratory depression.
Reactive GroupAzo, Diazo, Azido, Hydrazine, and Azide Compounds
Reactivity AlertsExplosive
Reactivity Profile
PENTETRAZOL is incompatible with oxidizing agents. (NTP, 1992). Azo, diazo, azido compounds can detonate. This applies in particular to organic azides that have been sensitized by the addition of metal salts or strong acids. Toxic gases are formed by mixing materials of this class with acids, aldehydes, amides, carbamates, cyanides, inorganic fluorides, halogenated organics, isocyanates, ketones, metals, nitrides, peroxides, phenols, epoxides, acyl halides, and strong oxidizing or reducing agents. Flammable gases are formed by mixing materials in this group with alkali metals. Explosive combination can occur with strong oxidizing agents, metal salts, peroxides, and sulfides. Azo dyes can be explosive when suspended in air at specific concentrations.
Chemistry & industry
Pharmacology
ATC Code
R - Respiratory system
QR - Respiratory system
MeSH Pharmacological Classification
Substances that act in the brain stem or spinal cord to produce tonic or clonic convulsions, often by removing normal inhibitory tone. They were formerly used to stimulate respiration or as antidotes to barbiturate overdose. They are now most commonly used as experimental tools.
Drugs that bind to but do not activate GABA RECEPTORS, thereby blocking the actions of endogenous GAMMA-AMINOBUTYRIC ACID and GABA RECEPTOR AGONISTS.
Uses & manufacturing
Use ClassificationPharmaceuticals
General Manufacturing Information5H-Tetrazolo[1,5-a]azepine, 6,7,8,9-tetrahydro-: ACTIVE
Applications
DescriptionPentylenetetrazole (PTZ) is a central nervous system modulator that is used to experimentally induce seizures in animals. Subcutaneous PTZ has been used extensively to screen for compounds that block the production of nonconvulsive (absence or myoclonic) seizures. PTZ has diverse, site-specific effects in the brain. However, it is an antagonist of GABAA receptors and some drugs that block PTZ-induced seizures, including benzodiazepines, act at the GABAA receptor.
UsesPentylenetetrazole has been used to induce seizures in zebra fish larvae, mice, and male wistar rats.
UsesNon-specific CNS stimulant; convulsant; narcotic antagonist.
Usesanaleptic, circulation stimulant
General DescriptionWhite crystalline powder or granular solid with a slightly pungent odor. Bitter taste. Aqueous solutions neutral to litmus.
Related reactions
0 records
No reaction records under the current filter.
Compound notes
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