Pentylenetetrazol (CED0003033)

Record Information

Version

1.0

Creation Date

2016-05-22 04:30:29 UTC

Update Date

2026-08-23 04:08:40 UTC

Accession Number

CHEM017639

Identification

Common Name

Pentylenetetrazol

Class

Small Molecule

Description

Pentylenetetrazol is an organic compound with the chemical formula C6H10N4 and an average molecular weight of 138.17 g/mol. Pentylenetetrazol belongs to the azepines, a class of organoheterocyclic compounds within the organic compounds. This substance is found in or released from 16 recorded sources. Within the category of electrical and electronic equipment, it is associated with antennas, amplifiers, communication cables or conductors, discharge lamps, and conductors or conductive bodies characterised by the conductive materials, among four other sources. In the realm of household cleaning and consumer products, the compound is linked to soap detergents, bleaching agents, tobacco smoke filters, and perfumes within detergents and soaps. Additionally, pentylenetetrazol is identified in building and construction materials, specifically in stairs and ramps as well as fencing. It is also utilized in food, food processing and cookware for the purpose of food preservation.

Contaminant Type

Human Neurotoxin

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
1,5-Pentamethylenetetrazole	ChEBI
6,7,8,9-Tetrahydro-5-azepotetrazole	ChEBI
6,7,8,9-Tetrahydro-5H-tetrazolo[1,5-a]azepine	ChEBI
7,8,9,10-Tetrazabicyclo[5.3.0]-8,10-decadiene	ChEBI
alpha,beta-Cyclopentamethylenetetrazole	ChEBI
Cardiazol	ChEBI
Cardiazole	ChEBI
Cardifortan	ChEBI
Cardiotonicum	ChEBI
Cardosal	ChEBI
Cardosan	ChEBI
Cenalene-m	ChEBI
Cenazol	ChEBI
Coranormol	ChEBI
Coratoline	ChEBI
Corazol	ChEBI
Corazole	ChEBI
Corvasol	ChEBI
Coryvet	ChEBI
Deumacard	ChEBI
Diovascole	ChEBI
Gewazol	ChEBI
Kardiazol	ChEBI
Korazol	ChEBI
Metrazol	ChEBI
Pentamethylene-1,5-tetrazole	ChEBI
Pentetrazolum	ChEBI
Pentylenetetrazol	ChEBI
Pentylenetetrazole	ChEBI
Phrenazol	ChEBI
Ventrazol	ChEBI
a,b-Cyclopentamethylenetetrazole	Generator
Α,β-cyclopentamethylenetetrazole	Generator
Pentazol	MeSH
Pentetrazole	MeSH
Metrazole	MeSH
Leptazole	MeSH
Corasol	MeSH
Korazole	MeSH
Pentamethylenetetrazole	MeSH
Pentetrazol	KEGG

Chemical Formula

C₆H₁₀N₄

Average Molecular Mass

138.174 g/mol

Monoisotopic Mass

138.091 g/mol

CAS Registry Number

54-95-5

IUPAC Name

5H,6H,7H,8H,9H-[1,2,3,4]tetrazolo[1,5-a]azepine

Traditional Name

cardiol

SMILES

C1CCN2N=NN=C2CC1

InChI Identifier

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

InChI Key

CWRVKFFCRWGWCS-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as azepines. These are organic compounds containing an unsaturated seven-member heterocycle with one nitrogen atom replacing a carbon atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azepines

Sub Class

Not Available

Direct Parent

Azepines

Alternative Parents

Substituents

Azepine
Heteroaromatic compound
Tetrazole
Azole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heterobicyclic compound (CHEBI:34910 )
organonitrogen heterocyclic compound (CHEBI:34910 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	4.51 g/L	ALOGPS
logP	0.56	ALOGPS
logP	0.59	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Basic)	-0.45	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	43.6 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	50.07 m³·mol⁻¹	ChemAxon
Polarizability	14.15 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-08fs-4900000000-02babeb5d8efd6165331	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0900000000-4322c93f178c0e56e86a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-2900000000-a6a7ded0d0153ada37ad	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0fr6-9000000000-08a4463e1ac75a4d69ea	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0900000000-b6f59a9dd5592df82e38	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-1900000000-07f0ab1fcc4d17fddb22	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-053r-9300000000-4580c8574b8da40c48ed	Not Available	View Spectrum
1D NMR	¹H NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, D₂O, predicted)	Not Available	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
250.0	Log mg/kg	[140:440]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
10	Insecticides	Agriculture & land management	Not Available
233	Brushes	Personal care & cosmetics	Not Available
496	Fencing	Building & Construction	Not Available
500	Stairs And Ramps	Building & Construction	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
510	Communication Cables Or Conductors	Electrical & Electronic Equipment	Not Available
511	Conductors Or Conductive Bodies Characterised By The Conductive Materials	Electrical & Electronic Equipment	Not Available
514	Discharge Lamps	Electrical & Electronic Equipment	Not Available
517	Electric Switches	Electrical & Electronic Equipment	Not Available
519	Electrodes	Electrical & Electronic Equipment	Not Available
524	Hybrid Capacitors	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
545	Food Preservation	Food, food processing & cookware	Not Available
555	Bleaching Agents	Household cleaning & consumer products	Not Available
561	Perfumes Within Detergents And Soaps	Household cleaning & consumer products	Not Available
563	Soap Detergents	Household cleaning & consumer products	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
596	Acaricides	Agriculture & land management	Not Available
598	Fertiliser Distributors	Agriculture & land management	Not Available
600	Herbicides And Algicides	Agriculture & land management	Not Available
602	Molluscicides	Agriculture & land management	Not Available
603	Nematocides	Agriculture & land management	Not Available
605	Pest Repellants	Agriculture & land management	Not Available
606	Plant Growth Regulators	Agriculture & land management	Not Available
610	Aftersun Products	Personal care & cosmetics	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available
612	Body Washing Or Cleaning Implements	Personal care & cosmetics	Not Available
614	Essential Oils Or Perfumes	Personal care & cosmetics	Not Available
615	Eye Makeup Products	Personal care & cosmetics	Not Available
617	Lip Care Products	Personal care & cosmetics	Not Available
618	Lip Makeup Products	Personal care & cosmetics	Not Available
620	Card Games	Recreation & sports surfaces	Not Available
622	Game Accessories	Recreation & sports surfaces	Not Available
627	Roulette Games	Recreation & sports surfaces	Not Available
632	Apparel	Textiles, leather & furnishings	Not Available
633	Azo Dyes	Textiles, leather & furnishings	Not Available
642	Footwear	Textiles, leather & furnishings	Not Available
645	Inorganic Fibres	Textiles, leather & furnishings	Not Available
652	Ropes	Textiles, leather & furnishings	Not Available
657	Surface Finishing Of Leather	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Histamine H3 receptor	Q9Y5N1	Humans	Predicted (SEA)	5390.28
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q99720	Humans	Predicted (SEA)	6593.13
Click to view 3D structure	Myc proto-oncogene protein	P01109	Gallus gallus	Predicted (SEA)	241.255
Click to view 3D structure	Histamine H3 receptor	Q9QYN8	Rattus norvegicus	Predicted (SEA)	3088.51
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q9R0C9	Rattus norvegicus	Predicted (SEA)	4241.07
Click to view 3D structure	Monoglyceride lipase	Q99685	Humans	Predicted (SEA)	4054.54
Click to view 3D structure	Short transient receptor potential channel 4	Q9QUQ5	Mus musculus	Predicted (SEA)	5834.33
Click to view 3D structure	Acetylcholinesterase	P22303	Humans	Predicted (SEA)	6883.58
Click to view 3D structure	Voltage-gated inwardly rectifying potassium channel KCNH2	Q12809	Humans	Predicted (SEA)	7663.32
Click to view 3D structure	Cytochrome P450 2D6	P10635	Humans	Predicted (SEA)	7660.6
Click to view 3D structure	Acetylcholinesterase	P37136	Rattus norvegicus	Predicted (SEA)	4407.36
Click to view 3D structure	Sigma non-opioid intracellular receptor 1	Q60492	Cavia porcellus	Predicted (SEA)	6013.39
Click to view 3D structure	5-hydroxytryptamine receptor 2A	P28223	Humans	Predicted (SEA)	7555.58
Click to view 3D structure	Muscarinic acetylcholine receptor M5	P08912	Humans	Predicted (SEA)	6964.62
Click to view 3D structure	5-hydroxytryptamine receptor 2C	P28335	Humans	Predicted (SEA)	7557.45
Click to view 3D structure	Fatty-acid amide hydrolase 1	P97612	Rattus norvegicus	Predicted (SEA)	5343.49
Click to view 3D structure	Histamine H1 receptor	P35367	Humans	Predicted (SEA)	7416.62
Click to view 3D structure	Alpha-1B adrenergic receptor	P15823	Rattus norvegicus	Predicted (SEA)	5600.24
Click to view 3D structure	5-hydroxytryptamine receptor 1A	P19327	Rattus norvegicus	Predicted (SEA)	7251.97
Click to view 3D structure	Protein RecA	P9WHJ3	Mycobacterium tuberculosis	Predicted (SEA)	6752.33
Click to view 3D structure	5-hydroxytryptamine receptor 2B	P41595	Humans	Predicted (SEA)	7612.1
Click to view 3D structure	Alpha-2B adrenergic receptor	P18089	Humans	Predicted (SEA)	7361.11
Click to view 3D structure	Muscarinic acetylcholine receptor M2	P08172	Humans	Predicted (SEA)	7490.03
Click to view 3D structure	Cholinesterase	P81908	Equus caballus	Predicted (SEA)	6662.65
Click to view 3D structure	Alpha-1A adrenergic receptor	P43140	Rattus norvegicus	Predicted (SEA)	6697.21