Basic information
- CAS
30392-41-7- Standard SMILES
CS(=O)(=O)O.Cc1ccc(C(=O)Oc2ccc(C(O)CNC(C)(C)C)cc2OC(=O)c2ccc(C)cc2)cc1- InChIKey
HODFCFXCOMKRCG-UHFFFAOYSA-N- Molecular formula
- C29H35NO8S
- Average molar mass
- 557.7 g/mol
- Monoisotopic mass
- 557.20833825
Overview
Bitolterol Mesylate is the mesylate salt of bitolterol, 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.
Names & identifiers
- Preferred name
- Bitolterol Mesylate
- IUPAC
- [4-[2-(tert-butylamino)-1-hydroxyethyl]-2-(4-methylbenzoyl)oxyphenyl] 4-methylbenzoate;methanesulfonic acid
- English name
- (tert-butyl)[beta-hydroxy-3,4-bis(p-toluoyloxy)phenethyl]ammonium methanesulphonate
- Molecular formula
- C45H64N2O5S
- Molecular weight
- 745.06506
Names & synonyms
BITOLTEROL MESYLATE30392-41-7TornalateBitolterol mesilateBitolterol mesilatBitolterol methanesulfonateWIN-32784WIN 32,7844E53T3611UDTXSID80952735CHEBI:3134Tomalate
Show more names
BitolS-1540BiterolEffectinBitoterol Methanesulfonate(tert-butyl)[β-hydroxy-3,4-bis(p-toluoyloxy)phenethyl]ammonium methanesulphonate(tert-butyl)[β-hydroxy-3,4-bis(p-toluoyloxy)phenethyl]ammonium methanesulphonate
RefChem:57429DTXCID701380810WIN 37284250-177-5Alpha-(tert-butylaminomethyl)-3,4-dihydroxybenzyl alcohol 3,4-di(p-toluate) MethanesulfonateBitolterol mesylate [USAN]BITOLTEROL (Mesylate)WIN 32784
Database identifiers
- CAS
30392-41-7- PubChem CID
- 35329
- DTXSID
DTXSID80952735- ChEMBL
Properties
Computed structural properties
- Topological polar surface area
- 148 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 9
- Rotatable bonds
- 10
- Heavy atoms
- 39
- Formal charge
- 0
- Complexity
- 751
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Physicochemical properties
- Melting point
- 170 · 170-172°
- storage temp.
- Refrigerator
- solubility
- DMSO (Slightly), Methanol (Slightly)
- form
- Solid
- color
- Off-White to Light Beige
- FDA UNII
- 4 E53T3611U · 4E53T3611U
Chemistry & industry
Pharmacology
MeSH Pharmacological Classification
Agents that cause an increase in the expansion of a bronchus or bronchial tubes.
Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS.
Applications
DescriptionBitolterol is a prodrug that releases colterol on activation by esterases in the lung. Colterol is a direct-acting agonist, and the N-t-butyl group makes it β2-selective with a binding potency equivalent to that of isoetharine and terbutaline. The ester form is lipophilic, which helps to keep it local in the lung and resistant to COMT, which tends to increase its duration of action. Onset begins 2 to 4 minutes after administration, and the effect can last as long as 8 hours. It has a adverse effect profile similar to that of other β2-selective agonists, with less drowsiness and restlessness compared to other direct-acting agonists.
Usesβ2-adrenergic receptor agonist
Suppliers12 total
陕西缔都新材料有限公司81124267 17392282731 · [email protected]
United Life Science020-82099279 18988968278 · [email protected]
湖北扬信医药科技有限公司0714-3999001 19171453112 · [email protected]
Chongqing jooe co., ltd+86-15223382610 · [email protected]
青岛海智微元生物科技有限公司18317699790 18317699790 · [email protected]
凯试（上海）科技有限公司021-50135380 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…