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Substance Name: Pentetrazol [INN]
RN: 54-95-5
UNII: WM5Z385K7T
InChIKey: CWRVKFFCRWGWCS-UHFFFAOYSA-N

Note

  • A pharmaceutical agent that displays activity as a central nervous system and respiratory stimulant. It is considered a non-competitive GAMMA-AMINOBUTYRIC ACID antagonist. Pentylenetetrazole has been used experimentally to study seizure phenomenon and to identify pharmaceuticals that may control seizure susceptibility.

Molecular Formula

  • C6-H10-N4

Molecular Weight

  • 138.173
 

Classification Codes

  • Central Nervous System Agents
  • Central Nervous System Stimulants
  • Convulsants
  • Drug / Therapeutic Agent
  • GABA Agents
  • GABA Antagonists
  • Human Data
  • Neurotransmitter Agents
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Names and Synonyms

Results Name

  • Pentetrazol [INN]

Name of Substance

  • Pentetrazol [INN]
  • Pentylenetetrazol [NF]
  • Pentylenetetrazole

MeSH Heading

  • Pentylenetetrazole

Synonyms

  • 1,2,3,3a-Tetrazacyclohepta-8a,2-cyclopentadiene
  • 4-26-00-01713 (Beilstein Handbook Reference)
  • 6,7,8,9-Tetrahydro-5-azepotetrazole
  • 6,7,8,9-Tetrahydro-5H-tetrazolo(1,5-a)azepine
  • 6,7,8,9-Tetrahydro-5H-tetrazoloazepine
  • 7,8,9,10-Tetrazabicyclo(5.3.0)-8,10-decadiene
  • AI3-23994
  • alpha,beta-Cyclopentamethylenetetrazole
  • Angiazol
  • BRN 0135492
  • Cardiazol
  • Cardiazole
  • Cardifortan
  • Cardiol
  • Cardiotonicum
  • Cardosal
  • Cardosan
  • Cenalene-M
  • Cenazol
  • Centrazole
  • Cerebro-nicin
  • Coranormal
  • Coranormol
  • Corasol
  • Coratoline
  • Corazol
  • Corazole
  • Corazole (analeptic)
  • Corazolum
  • Corisan
  • Corsedrol
  • Cortis
  • Corvasol
  • Corvis
  • Coryvet
  • Deamocard
  • Delzol-W
  • Deumacard
  • Diovascole
  • EINECS 200-219-3
  • Gewazol
  • Kardiazol
  • Korazol
  • Korazole
  • Leptazol
  • Leptazole
  • Metalex-P
  • Metrazol
  • Metrazole
  • Nauranzol
  • Naurazol
  • Nedcardol
  • Neocardol
  • Neurazol
  • NOVO cora-vinco
  • NSC 5729
  • NSC 66489
  • Opticor
  • Pemetesan
  • Penetrasol
  • Pentacard
  • Pentamethazol
  • Pentamethazolum
  • Pentamethylene-1,5-tetrazole
  • Pentamethylenetetrazol
  • Pentamethylenetetrazole
  • Pentametilentetrazolo
  • Pentametilentetrazolo [Italian]
  • Pentazol
  • Pentazolum
  • Pentemesan
  • Pentetratsol
  • Pentetrazol
  • Pentetrazole
  • Pentetrazolo
  • Pentetrazolo [DCIT]
  • Pentetrazolum
  • Pentetrazolum [INN-Latin]
  • Pentrazol
  • Pentrazole
  • Pentrolone
  • Pentrozol
  • Pentylenetetrazol
  • Petrazole
  • Phrenazol
  • Phrenazone
  • PTZ
  • Tetracor
  • Tetrazol
  • Tetrazole, (1,5-pentanediyl)-
  • Tetrazole, pentamethylene-
  • TT87
  • UNII-WM5Z385K7T
  • Vasorex
  • Ventrazol
  • Yetrazol

Systematic Names

  • 5H-Tetrazolo(1,5-a)azepine, 6,7,8,9-tetrahydro-
  • 6,7,8,9-Tetrahydro-5H-tetrazoloazepine
  • Pentetrazol

Registry Numbers

CAS Registry Number

  • 54-95-5

FDA UNII

  • WM5Z385K7T

System Generated Number

  • 0000054955

Structure Descriptors

InChI

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

InChIKey

CWRVKFFCRWGWCS-UHFFFAOYSA-N

Smiles

c12n(nnn1)CCCCC2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
cat LDLo intravenous 40mg/kg (40mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: MUSCLE CONTRACTION OR SPASTICITY)

BRAIN AND COVERINGS: RECORDINGS FROM SPECIFIC AREAS OF CNS
Indian Journal of Experimental Biology. Vol. 19, Pg. 1077, 1981.
dog LDLo intravenous 40mg/kg (40mg/kg)   "Drug Dosages in Laboratory Animals - A Handbook," Rev. ed., Barnes, C.D., and L.G. Eltherington, Berkeley, Univ. of California Press, 1973Vol. -, Pg. 184, 1973.
frog LD50 subcutaneous 1600mg/kg (1600mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Pharmacological Research Communications. Vol. 1, Pg. 7, 1969.
guinea pig LDLo intraperitoneal 75mg/kg (75mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Science. Vol. 226, Pg. 72, 1984.
man LDLo intravenous 29mg/kg (29mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
man LDLo oral 147mg/kg (147mg/kg)   "Poisoning; Toxicology, Symptoms, Treatments," 2nd ed., Arena, J.M., Springfield, IL, C.C. Thomas, 1970Vol. 2, Pg. 73, 1970.
mouse LD50 intraperitoneal 55mg/kg (55mg/kg) LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Archives Internationales de Pharmacodynamie et de Therapie. Vol. 123, Pg. 419, 1960.
mouse LD50 intravenous 31400ug/kg (31.4mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 103, Pg. 146, 1955.
mouse LD50 oral 88mg/kg (88mg/kg) BEHAVIORAL: EXCITEMENT

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: TREMOR
Journal of Pharmacology and Experimental Therapeutics. Vol. 128, Pg. 176, 1960.
mouse LD50 parenteral 72mg/kg (72mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 6, Pg. 583, 1956.
mouse LD50 subcutaneous 70mg/kg (70mg/kg)   Bollettino Chimico Farmaceutico. Vol. 111, Pg. 293, 1972.
rabbit LD50 intravenous 30mg/kg (30mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Pharmacology and Toxicology. English translation of FATOAO. Vol. 21, Pg. 1, 1958.
rabbit LD50 subcutaneous 76mg/kg (76mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of the American Pharmaceutical Association, Scientific Edition. Vol. 29, Pg. 2, 1940.
rabbit LDLo intramuscular 75mg/kg (75mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 291, 1946.
rat LD50 intraperitoneal 62mg/kg (62mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LD50 intravenous 45mg/kg (45mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Archives Internationales de Pharmacodynamie et de Therapie. Vol. 135, Pg. 9, 1962.
rat LD50 oral 140mg/kg (140mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacy and Pharmacology. Vol. 13, Pg. 244, 1961.
rat LD50 rectal 8mg/kg (8mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: EXCITEMENT
Anesthesia and Analgesia Vol. 46, Pg. 395, 1967.
rat LD50 subcutaneous 85mg/kg (85mg/kg)   Toxicology and Applied Pharmacology. Vol. 18, Pg. 185, 1971.
rat LDLo intramuscular 60mg/kg (60mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Journal of Pharmacology and Experimental Therapeutics. Vol. 87, Pg. 291, 1946.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 59.5 deg C   EXP
log P (octanol-water) 0.14 (none)   EXP
Water Solubility 3170 mg/L 25 EST
Vapor Pressure 0.024 mm Hg 25 EST
Henry's Law Constant 1.48E-05 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 6.79E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.