{"ATC Code":"R - Respiratory system","Abbreviation":"","Aliases":["Pentetrazol","Pentylenetetrazole","Metrazole","Cardiazol","1,5-Pentamethylenetetrazole","Cardiazole","Cardiol","Corazole","Korazol","Metrazol"],"CAS":"54-95-5","ChEBI":"CHEBI:34910","ChEMBL":"CHEMBL116943","ChemicalClasses":[],"Chirality":"achiral","Dosing Info":[],"DrugClasses":[],"EINECS":"200-219-3","EliminationHalfLife":"","European Community (EC) Number":"200-219-3","HMDB ID":"HMDB0256296","HeavyAtomCount":10,"Human Drugs":"Rare disease (orphan) drug","IUPACName":"6,7,8,9-tetrahydro-5H-tetrazolo[1,5-a]azepine","InChI":"InChI=1S/C6H10N4/c1-2-4-6-7-8-9-10(6)5-3-1/h1-5H2","InChIKey":"CWRVKFFCRWGWCS-UHFFFAOYSA-N","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. (See all compounds classified as Convulsants.)","Melting Point":"135 to 136 °F (NTP, 1992)","MolecularFormula":"C\u003csub\u003e6\u003c/sub\u003eH\u003csub\u003e10\u003c/sub\u003eN\u003csub\u003e4\u003c/sub\u003e","MolecularWeight":"138.17 g/mol","MolpicFlip":1,"MolpicRotation":-54,"Physical Description":"Pentetrazol appears as white crystalline powder or granular solid with a slightly pungent odor. Bitter taste. Aqueous solutions neutral to litmus. (NTP, 1992)","PrevSalts":[],"PubChemId":5917,"Record Description":["Pentetrazol appears as white crystalline powder or granular solid with a slightly pungent odor. Bitter taste. Aqueous solutions neutral to litmus. (NTP, 1992)","Pentetrazol is 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 respiratory tract disorders, cardiovascular disorders including hypotension, and pruritis. It is an organic heterobicyclic compound and an organonitrogen heterocyclic compound.","Pentetrazol, also known as pentylenetetrazole, is a gamma-aminobutyric acid type A (GABAA) receptor antagonist that was approved by the FDA until 1982.","PENTYLENETETRAZOL is a small molecule drug with a maximum clinical trial phase of II (across all indications) and has 2 investigational indications.","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.","Pentetrazol is 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 respiratory tract disorders, cardiovascular disorders including hypotension, and pruritis. It is an organic heterobicyclic compound and an organonitrogen heterocyclic compound."],"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Pentylenetetrazol","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q412391","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB13415","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/5917","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL116943","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:34910","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=54-95-5","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0256296","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D07409","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/WM5Z385K7T","Name":"Pentylenetetrazol","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID7041091","Name":"Pentylenetetrazol","Sub":false}]}],"SMILES":"C1CCC2=NN=NN2CC1","Scheduling":[],"Solubility":"greater than or equal to 100 mg/mL at 70 °F (NTP, 1992)","StoreUNII":["WM5Z385K7T"],"StructureBase64":"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