{"ATC Code":["A - Alimentary tract and metabolism","A04 - Antiemetics and antinauseants","A04A - Antiemetics and antinauseants","A04AD - Other antiemetics","A04AD04 - Chlorobutanol","QA - Alimentary tract and metabolism","QA04 - Antiemetics and antinauseants","QA04A - Antiemetics and antinauseants","QA04AD - Other antiemetics","QA04AD04 - Chlorobutanol"],"Absorption, Distribution and Excretion":"Following oral administration in healthy subjects, the plasma concentration fell by 50% in 24 hours post-administration.","Adverse Effects":"Neurotoxin - Acute solvent syndrome","Aliases":["Chlorbutol","1,1,1-Trichloro-2-methyl-2-propanol","CHLORETONE","Chloreton","Acetone chloroform","Acetonchloroform","Acetochlorone","Clortran","Methaform","Sedaform","Anhydrous chlorobutanol","Coliquifilm","Dentalone","Khloreton","Chlorobutanol, anhydrous","2-Propanol, 1,1,1-trichloro-2-methyl-","Chlorbutanolum","Chlorbutolum","Chlorobutanolum","Clorobutanol","Trichlorisobutylalcohol","2-(Trichloromethyl)-2-propanol","Trichloro-t-butyl alcohol","Clorobutanolo","1,1,1-Trichloro-tert-butyl alcohol","β,β,β-Trichloro-tert-butyl alcohol","Dtxsid1041217","2-Propanol, 2-methyl-1,1,1-trichloro-","NSC-44794","Dtxcid9021217","NSC44794","Trichlorbutanol","A04AD04","215-305-6","Chlorbutanol","Chlortran","Trichloro-tert-butanol","C4H7Cl3O","Trichlorobutanol","Trichloro-tert-butyl alcohol","28471-22-9","2-(Trichloromethyl)propan-2-ol","tert-Trichlorobutyl alcohol","Mfcd00004461","NSC 44794","1,1,1-trichloro-2-methyl-propan-2-ol","Ncgc00159392-02","Ncgc00159392-05","chlorobutanol hydrate","Wln: qx1\u00261\u0026xggg","Caswell No. 185","1,1-Trichloro-tert-butyl alcohol","Trichloro-2-methylpropan-2-ol","1,1-Trichloro-2-methyl-2-propanol","2-Propanol,1,1-trichloro-2-methyl-","Cas-57-15-8","β,β-Trichloro-tert-butyl alcohol","HSDB 2761","Unii-hm4yqm8wrc","Einecs 200-317-6","2,2,2-Trichloro-1,1-dimethylethanol","EPA Pesticide Chemical Code 017501","1,1,1-trichloro-2-methylpropan-2-ol;hydrate","Brn 0878167","1, 1, 1-trichloro-2-methyl-2-propanol hydrate","Acetonechloroform","AI3-00048","Butenechlorohydrin","2-Propanol, trichloro-2-methyl-","Chlorobutanol CRS","Chloretone","Chloretone hemihydrate","Chlorobutanol, hydrous","t-Trichlorobutyl alcohol","Schembl1040","Schembl44550","Acetone chloroform hemihydrate","4-01-00-01629","orb1310185","Chembl1439973","HY-B1263R","2-(trichloromethyl)-propan-2-ol","NSC4596","NSC5208","Chebi:134813","MolPort-003-925-931","HMS3264C17","HMS5081H22","Pharmakon1600-01506102","Albb-037318","CS-B1703","HY-B1263","NSC-4596","NSC-5208","Tox21_111629","Bdbm50417941","EBC-13267","MSK002096","NSC760101","s3705","SBB058738","Akos003619059","Tox21_111629_1","2-methyl-1,1,1-trichloro-2-propanol","CCG-213842","DB11386","FC15982","Msk002096-1000m","Ncgc00159392-03","Ncgc00159392-04","CS-15316","DA-62279","SY277495","NS00009306","ST51037685","Chlorbutol, Chloreton, Chloretone, Chlortran|","En300-19331","C13278","Chlorobutanol Solution in Methanol, 1000ug/mL","D01942","Sbi-0653524.0001","Ab01563200_01","1,1,1-Trichloro-2-methylpropan-2-ol hemihydrate","F788253","Sr-01000944257","Sr-01000944257-1","Brd-k39495750-001-01-2","Z104473554","InChI=1/C4H7Cl3O/c1-3(2,8)4(5,6)7/h8H,1-2H"],"Associated Disorders and Diseases":"Solvents, acute toxic effect [Category: Acute Poisoning]","Biological Half-Life":"Following oral administration, the terminal elimination half life in healthy subjects was 10.3 ± 1.3 days.","Boiling Point":"167 °C","CAS":"57-15-8","Chemical Classes":"Other Classes -\u003e Halogenated Alcohols","ChemicalClasses":[],"Chirality":"achiral","Classes":["Depressant"],"Color/Form":"NEEDLES (WATER+1)","Decomposition":"When heated to decomposition it emits toxic fumes of /hydrogen chloride/.","Drug Indication":"No approved therapeutic indications on its own.","Drug Warnings":"VET WARNING: ... NOT FOR USE AS MOTION SICKNESS DRUG IN CATS AS REPEATED USE IN THIS SPECIES CAUSES RESP CENTER DEPRESSION \u0026 MAY BE FATAL. AVOID USE IN ANIMALS WITH LIVER OR KIDNEY PATHOLOGY.","Erowid Experience Reports":[{"Author":"dee","Id":7798,"Title":"A Spacey, Out of It Feeling"}],"Esters":[],"European Community (EC) Number":"215-305-6","Formating":[],"HMDB ID":"HMDB0250108","HeavyAtomCount":8,"IUPACName":"1,1,1-trichloro-2-methylpropan-2-ol","InChI":"InChI=1S/C4H7Cl3O/c1-3(2,8)4(5,6)7/h8H,1-2H3","InChIKey":"OSASVXMJTNOKOY-UHFFFAOYSA-N","KEGG Entries":[{"Id":"D01942","Interactions":[],"Synonyms":["Chlorobutanol","Chloretone"]},{"Id":"D01942","Interactions":[],"Synonyms":["Chlorobutanol","Chloretone"]},{"Id":"D01942","Interactions":[],"Synonyms":["Chlorobutanol","Chloretone"]}],"MeSH Headers":[{"Id":"M0004163","Link":"https://id.nlm.nih.gov/mesh/M0004163.html","Name":"Chlorobutanol","Ref":65},{"Id":"M0350666","Link":"https://id.nlm.nih.gov/mesh/M0350666.html","Name":"Chloretone","Ref":67},{"Id":"M0574148","Link":"https://id.nlm.nih.gov/mesh/M0574148.html","Name":"Chlorobutanol, Anhydrous","Ref":68},{"Id":"DescTree","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":"MeSH Tree","Ref":69},{"Id":"PubMed from MeSH","Link":"https://www.nlm.nih.gov/mesh/meshhome.html","Name":null,"Ref":92},{"Id":"M0017562","Link":"https://id.nlm.nih.gov/mesh/M0017562.html","Name":"Preservatives, Pharmaceutical","Ref":93}],"MeSH Pharmacological Classification":[{"Id":"M0017562","Link":"https://id.nlm.nih.gov/mesh/M0017562.html","Name":"Preservatives, Pharmaceutical","Ref":93}],"Mechanism of Action":"As a detergent, chlorobutanol disrupts the lipid structure of the cell membrane and increases the cell permeability, leading to cell lysis. It induces conjunctival and corneal cell toxicity via causing cell retraction and cessation of normal cytokines, cell movement, and mitotic activity. It disrupts the barrier and transport properties of the corneal epithelium as well as inhibits the utilization of oxygen by the cornea. Chlorobutanol also inhibits oxygen use by the cornea, which increases susceptibility to infection.","Melting Point":"97 °C","Metabolism/Metabolites":"Chlorobutanol is reported to undergo glucuronidation and sulphation.","MolecularFormula":"C\u003csub\u003e4\u003c/sub\u003eH\u003csub\u003e7\u003c/sub\u003eCl\u003csub\u003e3\u003c/sub\u003eO","MolecularWeight":"177.45 g/mol","Odor":"Camphor odor","Pharmacodynamics":"Chlorobutanol is a detergent preservative with a broad spectrum of antimicrobial activity. _In vitro_, chlorobutanol demonstrated to inhibit platelet aggregation and release via unknown mechanisms. A study proposes that the antiplatelet effect of chlorobutanol may occur from inhibition of the arachidonic acid pathway. It attenuated thromboxane B2 formation, elevation of cytosolic free calcium, and ATP release, and additionally exhibited a significant inhibitory activity toward several aggregation inducers in a time- and concentration-dependent manner. Chlorobutanol may exert a direct negative inotropic effect on myocardial cells to isometric tension produced by the heart. Chlorobutanol was shown to induce conjunctival and corneal cell toxicity _in vitro_: at a concentration of 0.1%, Cbl caused near depletion of the squamous layer while degeneration of corneal epithelial cells, generation of conspicuous membranous blebs, cytoplasmic swelling, and occasional breaks in the external cell membrane were observed at a concentration of 0.5%.","Physical Description":"Colorless to white solid; [Merck Index] Crystalline solid; [MSDSonline]","PubChemId":5977,"Records":{"UNII":{"Impurities":["chloroform","acetone"]}},"RefChem":"54792","RefCount":3,"RefCur":"","References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Chlorobutanol","Name":"Chlorobutanol","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q1047468","Name":"Chlorobutanol","Sub":false}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/DB11386","Name":"Chlorobutanol","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/5977","Name":"Chlorobutanol","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=57-15-8","Name":"Chlorobutanol","Sub":false}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0250108","Name":"Chlorobutanol","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D01942","Name":"Chlorobutanol","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/HM4YQM8WRC","Name":"Chlorobutanol","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID1041217","Name":"Chlorobutanol","Sub":false}]}],"Refs":["National Center for Biotechnology Information. PubChem Compound Summary for CID 5977, Chlorobutanol. Accessed May 5, 2026. \u003ca href=https://pubchem.ncbi.nlm.nih.gov/compound/5977\u003ehttps://pubchem.ncbi.nlm.nih.gov/compound/5977\u003c/a\u003e","U.S. Food and Drug Administration; National Center for Advancing Translational Sciences. Chlorobutanol. UNII: HM4YQM8WRC. Global Substance Registration System. Accessed May 5, 2026. \u003ca href=https://gsrs.ncats.nih.gov/ginas/app/beta/substances/HM4YQM8WRC\u003ehttps://gsrs.ncats.nih.gov/ginas/app/beta/substances/HM4YQM8WRC\u003c/a\u003e"],"Reported Fatal Dose":"4. 4= VERY TOXIC: PROBABLE ORAL LETHAL DOSE (HUMAN) 50-500 MG/KG, BETWEEN 1 TEASPOON \u0026 1 OZ FOR 70 KG PERSON (150 LB).","SMILES":"CC(C)(C(Cl)(Cl)Cl)O","SaltData":[{"AcidCount":1,"Amine":"Chlorobutanol","AmineCount":2,"Formula":"O","Name":"hemihydrate","RName":"hemihydrate","Structure":"\u003csvg xmlns=\"http://www.w3.org/2000/svg\" preserveAspectRatio=\"none\" style=\"display:block\" viewBox=\"0 0 89.01 42.186\"\u003e\u003crect width=\"100%\" height=\"100%\" fill=\"#fff\"/\u003e\u003cdesc\u003eGenerated by the Chemistry Development Kit (http://github.com/cdk)\u003c/desc\u003e\u003cg fill=\"#ff0d0d\" stroke=\"#000\" stroke-linecap=\"round\" stroke-linejoin=\"round\" stroke-width=\".7\"\u003e\u003cpath fill=\"#fff\" stroke=\"none\" d=\"M0 0h90v43H0z\"/\u003e\u003cg 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1.221-.53.387-.535.387-1.458 0-.929-.387-1.453-.381-.524-1.209-.524-.833 0-1.226.524t-.393 1.453M4.305 45.373h-.62v-2.286H1.173v2.286H.56v-4.9h.613v2.072h2.512v-2.072h.62z\"/\u003e\u003c/g\u003e\u003cpath stroke=\"#1ff01f\" d=\"m32.618 22.446-5.126-2.96M28.122 6.556l-2.879 4.985M10.68 9.78l5.843 3.373\" class=\"hi\"/\u003e\u003cpath stroke=\"#ff0d0d\" d=\"m9.093 39.515 2.826-4.895M9.093 39.515l2.826-4.895\" class=\"hi\"/\u003e\u003c/g\u003e\u003c/g\u003e\u003c/svg\u003e","Subjective Effects":null,"Taste":"Camphor taste","Therapeutic Uses":"Adrenergic alpha-Agonists; Adrenergic Agents; Sympathomimetics; Vasoconstrictor Agents","Title":"Chlorobutanol","UNII":"HM4YQM8WRC","Wikidata":"Q1047468","Wikipedia":"Chlorobutanol","XLogP":2}