{"ATC Code":"R - Respiratory system","Abbreviation":"","Aliases":["Bitolterolum","WIN 32784","S 1540","4-(2-(tert-Butylamino)-1-hydroxyethyl-1,2-phenylen di-4-toluat","4-(2-(tert-Butylamino)-1-hydroxyethyl-o-phenylene di-p-toluate","4-[2-(tert-Butylamino)-1-hydroxyethyl]-o-phenylene di-p-toluate","4-(2-(tert-butylamino)-1-hydroxyethyl)-1,2-phenylene bis(4-methylbenzoate)","Benzoic acid, 4-methyl-, 4-(2-((1,1-dimethylethyl)amino)-1-hydroxyethyl)-1,2-phenylene ester","S-1540","4-(2-(tert-butylamino)-1-hydroxyethyl)-o-phenylene di-p-toluate"],"CAS":"30392-40-6","ChEBI":"CHEBI:3133","ChEMBL":"CHEMBL1201295","ChemicalClasses":["phenylethanolamine","catecholamine"],"Chirality":"racemic","Classes":["Sympathomimetic"],"Dosing Info":[],"Drug Classes":"Breast Feeding; Lactation; Milk, Human; Anti-Asthmatic Agents; Bronchodilator Agents; Beta Adrenergic Agonists","Drug Indication":"Used to dilate air passages in the lungs that have become narrowed as a result of disease or inflammation. It is used in the treatment of asthma and chronic obstructive pulmonary disease (COPD).","DrugClasses":[],"DurationOfAction":"6–8 hours","EliminationHalfLife":"","FullSalts":["Bitolterol mesylate"],"HMDB ID":"HMDB0249279","HeavyAtomCount":34,"Human Drugs":"Breast Feeding; Lactation; Milk, Human; Anti-Asthmatic Agents; Bronchodilator Agents; Beta Adrenergic Agonists","IUPACName":"[4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(4-methylbenzoyl)oxyphenyl] 4-methylbenzoate","InChI":"InChI=1S/C28H31NO5/c1-18-6-10-20(11-7-18)26(31)33-24-15-14-22(23(30)17-29-28(3,4)5)16-25(24)34-27(32)21-12-8-19(2)9-13-21/h6-16,23,29-30H,17H2,1-5H3","InChIKey":"FZGVEKPRDOIXJY-UHFFFAOYSA-N","MeSH Pharmacological Classification":"Agents that cause an increase in the expansion of a bronchus or bronchial tubes. (See all compounds classified as Bronchodilator Agents.)","MolecularFormula":"C\u003csub\u003e28\u003c/sub\u003eH\u003csub\u003e31\u003c/sub\u003eNO\u003csub\u003e5\u003c/sub\u003e","MolecularWeight":"461.5 g/mol","Opticalactivity":"( + / - )","Pharmacodynamics":"Bitolterol, an adrenergic bronchodilator, is a prodrug that widens constricted airways in the lungs by relaxing the smooth muscles that surround the bronchial passages. Bitolterol probably does not affect the inflammation in the lung, such as in bronchitis. Bitolterol is unique in that it is a prodrug because it must first be metabolized by the body before it becomes active.","PrevSalts":["mesylate"],"PubChemId":35330,"Record Description":["Bitolterol is the di-4-toluate ester of (+-)-N-tert-butylnoradrenaline (colterol). A pro-drug for colterol, a beta2-adrenergic receptor agonist, bitolterol is used as its methanesulfonate salt for relief of bronchospasm in conditions such as asthma, chronic bronchitis and emphysema. It has a role as a bronchodilator agent, an anti-asthmatic drug, a beta-adrenergic agonist and a prodrug. It is a member of ethanolamines, a carboxylic ester, a diester, a secondary amino compound and a secondary alcohol.","Bitolterol mesylate was used to treat bronchospasms in asthma and COPD. It is a beta-2-adrenergic receptor agonist. Bitolterol was withdrawn from the market by Elan Pharmaceuticals in 2001.","Bitolterol is a diester sympathomimetic amine with bronchodilator activity. As an ester prodrug, bitolterol is hydrolyzed by esterases to its active metabolite colterol (N-t-butylarterenol). Colterol selectively binds to and activates beta-2 adrenergic receptors in bronchiolar smooth muscle, thereby causing stimulation of adenyl cyclase, the enzyme that catalyzes the conversion of adenosine triphosphate (ATP) to cyclic-3',5'-adenosine monophosphate (cAMP). Increased intracellular cAMP levels cause relaxation of bronchial smooth muscle. This increases air flow and prevents bronchospasms and may eventually lead to an improvement of airway function.","BITOLTEROL is a small molecule drug with a maximum clinical trial phase of IV that was first approved in 1984 and is indicated for airway obstruction.","Bitolterol is the di-4-toluate ester of (+-)-N-tert-butylnoradrenaline (colterol). A pro-drug for colterol, a beta2-adrenergic receptor agonist, bitolterol is used as its methanesulfonate salt for relief of bronchospasm in conditions such as asthma, chronic bronchitis and emphysema. It has a role as a bronchodilator agent, an anti-asthmatic drug, a beta-adrenergic agonist and a prodrug. It is a member of ethanolamines, a carboxylic ester, a diester, a secondary amino compound and a secondary alcohol.","LiverTox|Respiratory|Bronchodilation|Beta 2 adrenergic agonist"],"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Bitolterol","Name":"Bitolterol","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q4918914","Name":"Bitolterol","Sub":false},{"Link":"https://www.wikidata.org/wiki/Q27126521","Name":"(+)-Bitolterol","Sub":true},{"Link":"https://www.wikidata.org/wiki/Q27126520","Name":"(-)-Bitolterol","Sub":true}]},{"Name":"DrugBank","Urls":[{"Link":"https://go.drugbank.com/drugs/DB00901","Name":"Bitolterol","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/35330","Name":"Bitolterol","Sub":false},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/45266841","Name":"(+)-Bitolterol","Sub":true},{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/45266840","Name":"(-)-Bitolterol","Sub":true}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL1201295","Name":"Bitolterol","Sub":false},{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL3305783","Name":"(-)-Bitolterol","Sub":true}]},{"Name":"ChEBI","Urls":[{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:3133","Name":"Bitolterol","Sub":false},{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:59189","Name":"(+)-Bitolterol","Sub":true},{"Link":"https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:59188","Name":"(-)-Bitolterol","Sub":true}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=30392-40-6","Name":"Bitolterol","Sub":false},{"Link":"https://commonchemistry.cas.org/detail?cas_rn=912649-33-3","Name":"(-)-Bitolterol","Sub":true}]},{"Name":"HMDB","Urls":[{"Link":"https://hmdb.ca/metabolites/HMDB0249279","Name":"Bitolterol","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/C06853","Name":"Bitolterol","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/9KY0QXD6LI","Name":"Bitolterol","Sub":false},{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/CN0A76P5YE","Name":"(+)-Bitolterol","Sub":true},{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/9SWU9P995C","Name":"(-)-Bitolterol","Sub":true}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID1022683","Name":"Bitolterol","Sub":false}]}],"SMILES":"CC1=CC=C(C=C1)C(=O)OC2=C(C=C(C=C2)C(CNC(C)(C)C)O)OC(=O)C3=CC=C(C=C3)C","Salts":["mesylate"],"SaltsAcidCount":[0],"SaltsAmineCount":[1],"SaltsUNII":["4E53T3611U"],"Scheduling":[{"gov":"United States","schedule":"Discontinued substance"}],"StereoisomerRacemic":"(RS)-Bitolterol","Stereoisomers":["(+)-Bitolterol","(-)-Bitolterol"],"StereoisomersUNII":["CN0A76P5YE","9SWU9P995C"],"StoreUNII":["9KY0QXD6LI"],"StructureBase64":"<svg xmlns="http://www.w3.org/2000/svg" xmlns:xlink="http://www.w3.org/1999/xlink" height="124.015mm" version="1.2" viewBox="0 0 160.477 124.015" width="160.477mm">
      
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