BITOLTEROL MESYLATE

US Previously Marketed

First approved in 1984

Details

Stereochemistry	RACEMIC
Molecular Formula	C28H31NO5.CH4O3S
Molecular Weight	557.655
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CS(O)(=O)=O.CC1=CC=C(C=C1)C(=O)OC2=C(OC(=O)C3=CC=C(C)C=C3)C=C(C=C2)C(O)CNC(C)(C)C

InChI

InChIKey=HODFCFXCOMKRCG-UHFFFAOYSA-N

InChI=1S/C28H31NO5.CH4O3S/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;1-5(2,3)4/h6-16,23,29-30H,17H2,1-5H3;1H3,(H,2,3,4)

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/3278878 | https://www.ncbi.nlm.nih.gov/pubmed/3895171

Bitolterol is a beta 2-adrenergic agonist. Since it in itself is biologically inactive, bitolterol is considered a pro-drug. When administered it is activated within the lung by esterase hydrolysis to the active compound colterol catecholamine N-t-butyl-arterenol. Bitolterol was marked under the name tornalate and was indicated to prevent and treat of reversible bronchospasm associated with asthma or chronic obstructive pulmonary diseases. But that drug was withdrawn from the market by Elan Pharmaceuticals in 2001.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Beta-2 adrenergic receptor 203 Target ID: CHEMBL210 Sources: https://www.ncbi.nlm.nih.gov/pubmed/3278878	Agonist 2678

Conditions

Condition	Modality	Targets	Highest Phase	Product
Asthma 241 Sources: https://www.drugs.com/ppa/bitolterol-mesylate.html	Primary		Approved 8429	TORNALATE Approved Use Unknown Launch Date 1984
Chronic obstructive pulmonary disease 174 Sources: https://www.accessdata.fda.gov/scripts/cder/ob/results_product.cfm?Appl_Type=N&Appl_No=018770	Primary		Approved 8429	TORNALATE Approved Use Unknown Launch Date 1984

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY547412	https://www.001chemical.com/chem/30392-40-6
3B Scientific (Wuhan) Corp	3B2-1364	http://www.3bsc.com/index/pro_info.php?id=55080
AHH Chemical co.,ltd	MT-48226	http://www.ahhchemical.com/product/MT-48226.html
Ambinter	Amb22733913	http://www.ambinter.com/reference/22733913
ChemMol	99086558	http://www.chemmol.com/chemmol/99086558.html
Clearsynth	CS-T-49452	https://www.clearsynth.com/en/CST49452.html
Finetech	FT-0727539	http://www.finetechnology-ind.com/prod/detail/pub/30392-40-6.html
Molcore	MC547412	https://www.molcore.com/product/30392-40-6
Smolecule	S521498	http://www.smolecule.com/products/s521498
THE BioTek	bt-262755	https://www.thebiotek.com/product/inhibitors/bt-262755
Yuhao Chemical	RT10778	http://www.chemyuhao.com/30392-40-6.html
iChemical	EBD61455	http://www.ichemical.com/chemicals/cas-30392-40-6

PubMed

Title	Date	PubMed
Bitolterol. A preliminary review of its pharmacological properties and therapeutic efficacy in reversible obstructive airways disease.	1988 Jan	3278878
Multicenter dose-ranging study of bitolterol mesylate solution for nebulization in children with asthma.	1994 Mar	8129213
Retrospective study of bitolterol mesylate in the treatment of conditions associated with reversible bronchospasm.	1995 May-Jun	10155050
Efficacy and safety of inhaled bitolterol mesylate via metered-dose inhaler in children with asthma.	1996 Jan	8564625
Accuracy of Veterans Affairs databases for diagnoses of chronic diseases.	2009 Oct	19755002

Patents

Sample Use Guides

In Vivo Use Guide

Acute Bronchospasm: adults and children older than 12 yr of age: oral inhalation 2 inhalations at interval of 1 to 3 min, followed by third inhalation if necessary. Prevention of Bronchospasm: adults and children older than 12 yr of age: oral inhalation 2 inhalations every 8 h, not to exceed 3 inhalations every 6 h or 2 inhalations every 4 h.

Route of Administration: Other

In Vitro Use Guide

Unknown

Name

Type

Language

BITOLTEROL MESYLATE

Official Name

English

.ALPHA.((TERT-BUTYLAMINO)METHYL)-3,4-DIHYDROXYBENZYL ALCOHOL 3,4-DI-P-TOLUATE METHANESULFONATE (SALT)

Common Name

English

ALPHA ((T-BUTYLAMINO)METHYL)-3,4-DIHYDROXYBENZYL ALCOHOL 3,4-DI(P-TOLUATE) METHANESULFONATE

Common Name

English

BENZOIC ACID, 4-METHYL-, 4-(2-((1,1-DIMETHYLETHYL)AMINO)-1-HYDROXYETHYL)-1,2-PHENYLENE ESTER METHANESULPHONATE (SALT)

Common Name

English

4-(2-(TERT-BUTYLAMINO)-1-HYDROXYETHYL)-1,2-PHENYLENE BIS(4-METHYLBENZOATE) METHANESULPHONATE (SALT)

Common Name

English

BITOLTEROL MESYLATE [VANDF]

Common Name

English

BITOLTEROL MESILATE [JAN]

Common Name

English

BENZOIC ACID, 4-METHYL-, 4-(2-((1,1-DIMETHYLETHYL)AMINO)-1-HYDROXYETHYL)-1,2-PHENYLENE ESTER, METHANESULFONATE (1:1)

Common Name

English

BITOLTEROL METHANESULFONATE [MI]

Common Name

English

BITOLTEROL MESYLATE [USAN]

Common Name

English

4-(2-(TERT-BUTYLAMINO)-1-HYDROXYETHYL)-O-PHENYLENE DI-P-TOLUATE METHANESULFONATE (SALT)

Common Name

English

BENZOIC ACID, 4-METHYL-, 4-(2-((1,1-DIMETHYLETHYL)AMINO)-1-HYDROXYETHYL)-1,2-PHENYLENE ESTER, METHANESULPHONATE (1:1)

Common Name

English

BITOLTEROL MESYLATE [ORANGE BOOK]

Common Name

English

BITOLTEROL MESILATE

Common Name

English

4-(2-(TERT-BUTYLAMINO)-1-HYDROXYETHYL)-1,2-PHENYLENE BIS(4-METHYLBENZOATE) METHANESULFONATE (SALT)

Common Name

English

BITOLTEROL METHANESULFONATE

Common Name

English

BITOLTEROL MESILATE [MART.]

Common Name

English

.ALPHA.((TERT-BUTYLAMINO)METHYL)-3,4-DIHYDROXYBENZYL ALCOHOL 3,4-DI-P-TOLUATE METHANESULPHONATE (SALT)

Common Name

English

WIN 32,784

Code

English

TORNALATE

Brand Name

English

ALPHA ((T-BUTYLAMINO)METHYL)-3,4-DIHYDROXYBENZYL ALCOHOL 3,4-DI(P-TOLUATE) METHANESULPHONATE

Common Name

English

4-(2-(TERT-BUTYLAMINO)-1-HYDROXYETHYL)-O-PHENYLENE DI-P-TOLUATE METHANESULPHONATE (SALT)

Common Name

English

BENZOIC ACID, 4-METHYL-, 4-(2-((1,1-DIMETHYLETHYL)AMINO)-1-HYDROXYETHYL)-1,2-PHENYLENE ESTER METHANESULFONATE (SALT)

Common Name

English

WIN-32784

Code

English

Bitolterol mesilate [WHO-DD]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C319