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ChemicalBook--->CAS DataBase List--->54-95-5

54-95-5

54-95-5 Structure

54-95-5 Structure
IdentificationMore
[Name]

Pentetrazol
[CAS]

54-95-5
[Synonyms]

1,5-PENTAMETHYLENE-1H-TETRAZOLE
1,5-PENTAMETHYLENETETRAZOLE
6,7,8,9-TETRAHYDRO-5H-TETRAZOLO-[1,5-A]AZEPINE
6,7,8,9-TETRAHYDRO-5H-TETRAZOLOAZEPINE
ALPHA,BETA-CYCLOPENTAMETHYLENETETRAZOLE
CARDIAZOLE
METRAZOLE
PENTAMETHYLENETETRAZOLE
PENTYLENETETRAZOLE
1,2,3,3a-Tetrazacyclohepta-8a,2-cyclopentadiene
5-a)azepine,6,7,8,9-tetrahydro-5h-tetrazolo(
5-a]azepine,6,7,8,9-tetrahydro-5h-tetrazolo[
5H-Tetrazolo[1,5-a]azepine, 6,7,8,9-tetrahydro-
5H-Tetrazoloazepine, 6,7,8,9-tetrahydro-
6,7,8,9-Tetrahydro-5-azepotetrazole
6,7,8,9-Tetrahydro-5H-tetraazolo[1,5-a]azepine
6,7,8,9-tetrahydro-5h-tetrazoloazepin
7,8,9,10-tetrazabicyclo(5.3.0)-8,10-decadiene
7,8,9,10-Tetrazabicyclo[5.3.0]deca-8,10-diene
Angiazol
[EINECS(EC#)]

200-219-3
[Molecular Formula]

C6H10N4
[MDL Number]

MFCD00005939
[Molecular Weight]

138.17
[MOL File]

54-95-5.mol
Chemical PropertiesBack Directory
[Appearance]

white crystalline powder
[Melting point ]

59-61 °C (lit.)
[Boiling point ]

194 °C/12 mmHg (lit.)
[density ]

1.0617 (rough estimate)
[refractive index ]

1.4910 (estimate)
[Fp ]

194°C/12mm
[storage temp. ]

−20°C
[solubility ]

≥15.38 mg/mL in EtOH; ≥6.3 mg/mL in DMSO; ≥83.2 mg/mL in H2O
[form ]

solid
[pka]

1.25±0.20(Predicted)
[color ]

White, crystalline powder
[Stability:]

Stable. Incompatible with strong oxidizing agents.
[Sensitive ]

Hygroscopic
[Merck ]

14,7141
[BRN ]

135492
[InChIKey]

CWRVKFFCRWGWCS-UHFFFAOYSA-N
[CAS DataBase Reference]

54-95-5(CAS DataBase Reference)
[NIST Chemistry Reference]

Pentylenetetrazol(54-95-5)
[EPA Substance Registry System]

54-95-5(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

R25:Toxic if swallowed.
R36/37/38:Irritating to eyes, respiratory system and skin .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
[RIDADR ]

UN 2811 6.1/PG 3
[WGK Germany ]

3
[RTECS ]

XF8225000
[TSCA ]

Yes
[HazardClass ]

6.1
[PackingGroup ]

II
[Safety Profile]

A human poison by ingestion and intravenous routes. Poison experimentally by ingestion, intravenous, intraperitoneal, subcutaneous, rectal, and parenteral routes. When heated to decomposition it emits toxic fumes of NOx.
[Hazardous Substances Data]

54-95-5(Hazardous Substances Data)
[Toxicity]

LD50 in rats (mg/kg): 85±2 s.c., 62 i.p. (Goldenthal)
Hazard InformationBack Directory
[General Description]

White crystalline powder or granular solid with a slightly pungent odor. Bitter taste. Aqueous solutions neutral to litmus.
[Reactivity Profile]

PENTETRAZOL(54-95-5) is incompatible with oxidizing agents. . 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.
[Air & Water Reactions]

Dust can be explosive when suspended in air at specific concentrations. Water soluble.
[Fire Hazard]

Flash point data for this chemical are not available. PENTETRAZOL is probably combustible.
[Description]

Pentylenetetrazole (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.
[Chemical Properties]

white crystalline powder
[Originator]

Pentylenetetrazole,Spectrum Chemicals and
[Uses]

analeptic, circulation stimulant
[Uses]

Non-specific CNS stimulant; convulsant; narcotic antagonist.
[Definition]

ChEBI: An organic heterobicyclic compound that is 1H-tetrazole in which the hydrogens at positions 1 and 5 are replaced by a pentane-1,5-diyl group. A central and respiratory stimulant, it was formerly used for the treatment of cough and other espiratory tract disorders, cardiovascular disorders including hypotension, and pruritis.
[Manufacturing Process]

A solution of 9.8 g cyclohexanone and 8.6 g HNO3 in about 250 ml benzene were slowly added dropwise to 20 ml concentrate sulfuric acid in 100 ml benzene by ice cooling and stirring. After ending of a generation of N2 (0.1 moles) to a corresponding quantity of cyclohexane (0.1 moles). Acid layer was diluted with ice, and made neutral with strong alkaline to give a reaction product as oil. Then it was exrtacted with chloroform, all solvents were distilled and the residue was diluted with water. The desired 6,7,8,9tetrahydro-5H-tetrazoloazepine dropped. Yield was 7.5 g after recrystallization from ester or distillation. M.P: 65°C.
[Brand name]

Cardiazol (Knoll).
[Therapeutic Function]

Analeptic, Central stimulant
[Biological Activity]

CNS stimulant that induces kindling in vivo . Causes alterations in excitatory and inhibitory neurotransmitter systems.
[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.
[storage]

-20°C
[Purification Methods]

pKEst Crystallise metrazol from diethyl ether and dry it under vacuum over P2O5, or distil it. [Schmidt Chem Ber 57 704 1924, Beilstein 26 II 213.]
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

1,5-Pentamethylene-1H-tetrazole(54-95-5).msds
Spectrum DetailBack Directory
[Spectrum Detail]

Pentetrazol(54-95-5)MS
Pentetrazol(54-95-5)1HNMR
Pentetrazol(54-95-5)13CNMR
Pentetrazol(54-95-5)IR1
Pentetrazol(54-95-5)IR2
Pentetrazol(54-95-5)IR3
Pentetrazol(54-95-5)Raman
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

1,5-Pentamethylene-1H-tetrazole, 98%(54-95-5)
[Sigma Aldrich]

54-95-5(sigmaaldrich)
[TCI AMERICA]

1,5-Pentamethylenetetrazole,>98.0%(GC)(54-95-5)
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