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7683-59-2 molecular structure
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4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,2-diol

ChemBase ID: 935
Molecular Formular: C11H17NO3
Molecular Mass: 211.25758
Monoisotopic Mass: 211.12084341
SMILES and InChIs

SMILES:
OC(CNC(C)C)c1cc(O)c(O)cc1
Canonical SMILES:
CC(NCC(c1ccc(c(c1)O)O)O)C
InChI:
InChI=1S/C11H17NO3/c1-7(2)12-6-11(15)8-3-4-9(13)10(14)5-8/h3-5,7,11-15H,6H2,1-2H3
InChIKey:
JWZZKOKVBUJMES-UHFFFAOYSA-N

Cite this record

CBID:935 http://www.chembase.cn/molecule-935.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
4-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,2-diol
IUPAC Traditional name
(+-)-isoproterenol
isoproterenol
Brand Name
Aerolone
Aleudrin
Aleudrine
Aludrin
Aludrine
Asiprenol
Asmalar
Assiprenol
Bellasthman
Bronkephrine
Euspiran
Isadrine
Isonorene
Isonorin
Isorenin
Isuprel
Isuprel Mistometer
Isupren
Medihaler-Iso
Neo-Epinine
Neodrenal
Norisodrine
Norisodrine Aerotrol
Novodrin
Proternol
Respifral
Saventrine
Vapo-Iso
Synonyms
IPA
Epinephrine Isopropyl Homolog
Isopropyladrenaline
Isopropylarterenol
Isopropylnoradrenaline
Isopropylnorepinephrine
Isoproterenol Chloride
Isoproterenol HCl
L-Isopropylnoradrenaline
L-Isoproterenol
N-Isopropylnoradrenaline
N-Isopropylnorepinephrine
Isopropydrin
Isoprenalin
Isoprenaline
Isoproterenol
Isoprenaline
CAS Number
7683-59-2
PubChem SID
46507323
160964398
PubChem CID
3779
ATC CODE
R03AB02
C01CA02
R03CB01
CHEMBL
434
Chemspider ID
3647
DrugBank ID
DB01064
IUPHAR ligand ID
536
KEGG ID
D08090
Unique Ingredient Identifier
L628TT009W
Wikipedia Title
Isoprenaline
Medline Plus
a601236

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID Price

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem ALOGPS 2.1
Acid pKa 9.814519  H Acceptors
H Donor LogD (pH = 5.5) -2.1009066 
LogD (pH = 7.4) -0.9903411  Log P 0.24020568 
Molar Refractivity 58.3977 cm3 Polarizability 22.887892 Å3
Polar Surface Area 72.72 Å2 Rotatable Bonds
Lipinski's Rule of Five true 
Log P -0.27  LOG S -1.56 
Solubility (Water) 5.86e+00 g/l 

PROPERTIES

PROPERTIES

Physical Property Pharmacology Properties Bioassay(PubChem)
Hydrophobicity(logP)
1.4 expand Show data source
Admin Routes
inhaled 80-120μg expand Show data source
Legal Status
Rx-only expand Show data source
Pregnancy Category
C expand Show data source

DETAILS

DETAILS

DrugBank DrugBank Wikipedia Wikipedia
DrugBank - DB01064 external link
Item Information
Drug Groups approved
Description Isopropyl analog of epinephrine; beta-sympathomimetic that acts on the heart, bronchi, skeletal muscle, alimentary tract, etc. It is used mainly as bronchodilator and heart stimulant. [PubChem]
Indication For the treatment of mild or transient episodes of heart block that do not require electric shock or pacemaker therapy also used in management of asthma and chronic bronchitis
Pharmacology Isoproterenol is a relatively selective beta2-adrenergic bronchodilator. Isoproterenol is indicated for the relief of bronchospasm associated with chronic obstructive pulmonary disease. The pharmacologic effects of beta adrenergic agonist drugs, including Isoproterenol, are at least in part attributable to stimulation through beta adrenergic receptors of intracellular adenyl cyclase, the enzyme which catalyzes the conversion of adenosine triphosphate (ATP) to cyclic- 3',5'- adenosine monophosphate (c-AMP). Increased c-AMP levels are associated with relaxation of bronchial smooth muscle and inhibition of release of mediators of immediate hypersensitivity from cells, especially from mast cells.
Affected Organisms
Humans and other mammals
Elimination Excretion following inhalation administration is primarily renal and the major metabolite is the sulfate conjugate of isoproterenol.
External Links
Wikipedia
RxList
Drugs.com

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

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