U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C28H31NO5
Molecular Weight 461.5505
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BITOLTEROL

SMILES

Cc1ccc(cc1)C(=O)Oc2ccc(cc2OC(=O)c3ccc(C)cc3)C(CNC(C)(C)C)O

InChI

InChIKey=FZGVEKPRDOIXJY-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C28H31NO5
Molecular Weight 461.5505
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

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 But that drug was withdrawn from the market by Elan Pharmaceuticals in 2001.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

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
TORNALATE

Approved Use

Unknown

Launch Date

4.73039995E11
Primary
TORNALATE

Approved Use

Unknown

Launch Date

4.73039995E11
PubMed

PubMed

TitleDatePubMed
Efficacy and safety of inhaled bitolterol mesylate via metered-dose inhaler in children with asthma.
1996 Jan
Patents

Patents

Sample Use Guides

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
Substance Class Chemical
Created
by admin
on Sat Jun 26 13:02:05 UTC 2021
Edited
by admin
on Sat Jun 26 13:02:05 UTC 2021
Record UNII
9KY0QXD6LI
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BITOLTEROL
INN   MI   VANDF   WHO-DD  
INN  
Official Name English
BITOLTEROL [MI]
Common Name English
BITOLTEROL [WHO-DD]
Common Name English
4-(2-(TERT-BUTYLAMINO)-1-HYDROXYETHYL)-1,2-PHENYLENE BIS(4-METHYLBENZOATE)
Systematic Name English
.ALPHA.((TERT-BUTYLAMINO)METHYL)-3,4-DIHYDROXYBENZYL ALCOHOL 3,4-DI-P-TOLUATE
Common Name English
BENZOIC ACID, 4-METHYL-, 4-(2-((1,1-DIMETHYLETHYL)AMINO)-1-HYDROXYETHYL)-1,2-PHENYLENE ESTER
Common Name English
BITOLTEROL [INN]
Common Name English
BITOLTEROL [VANDF]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C48149
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
WHO-VATC QR03AC17
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
LIVERTOX 112
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
WHO-ATC R03AC17
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
NCI_THESAURUS C319
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
Code System Code Type Description
MERCK INDEX
M2578
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY Merck Index
DRUG CENTRAL
384
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
NCI_THESAURUS
C65267
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
PUBCHEM
35330
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
EVMPD
SUB05860MIG
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
EPA CompTox
30392-40-6
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
INN
3855
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
RXCUI
19499
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY RxNorm
CAS
30392-40-6
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
ChEMBL
CHEMBL1201295
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
MESH
C011685
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
DRUG BANK
DB00901
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
FDA UNII
9KY0QXD6LI
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
WIKIPEDIA
BITOLTEROL
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
LACTMED
Bitolterol
Created by admin on Sat Jun 26 13:02:05 UTC 2021 , Edited by admin on Sat Jun 26 13:02:05 UTC 2021
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> AGONIST
SHORT-ACTING
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
Related Record Type Details
METABOLITE ACTIVE -> PRODRUG