Formoterol (CED0003165)

Record Information

Version

1.0

Creation Date

2016-05-25 18:24:08 UTC

Update Date

2026-08-20 03:51:42 UTC

Accession Number

CHEM022214

Identification

Common Name

Formoterol

Class

Small Molecule

Description

Formoterol is an organic compound with the chemical formula C19H24N2O4 and an average molecular weight of 344.40 g/mol. Formoterol belongs to the phenethylamines, a subclass of benzene and substituted derivatives within the organic compounds. This compound acts as an agonist for three recorded protein targets: the Beta-1 adrenergic receptor (ADRB1), the Beta-2 adrenergic receptor (ADRB2), and the Beta-3 adrenergic receptor (ADRB3). In terms of application, it is utilized in healthcare, pharmaceuticals, and veterinary products as a drug for obstructive airway diseases. Additionally, it is associated with food preservation within the food, food processing, and cookware sector. Formoterol is found in or released from 14 recorded sources. Within the category of household cleaning and consumer products, these sources include perfumes within detergents and soaps, tobacco smoke filters, pipe accessories, cigar cigarettes, and other smoking requisites. In the realm of electrical and electronic equipment, it is linked to electrodes, hybrid capacitors, emergency protective devices, electrically stimulated smoking devices, and electric switches, among two other sources. The recorded route of exposure for this compound is respiratory.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2'-Hydroxy-5'-(1-hydroxy-2-((p-methoxy-alpha-methylphenethyl)amino)ethyl)formanilide	ChEBI
2'-Hydroxy-5'-{1-hydroxy-2-[(p-methoxy-alpha-methylphenethyl)amino]ethyl}formanilide	ChEBI
N-[2-Hydroxy-5-(1-hydroxy-2-{[2-(4-methoxyphenyl)-1-methylethyl]amino}ethyl)phenyl]formamide	ChEBI
Oxis	Kegg
2'-Hydroxy-5'-(1-hydroxy-2-((p-methoxy-a-methylphenethyl)amino)ethyl)formanilide	Generator
2'-Hydroxy-5'-(1-hydroxy-2-((p-methoxy-α-methylphenethyl)amino)ethyl)formanilide	Generator
2'-Hydroxy-5'-{1-hydroxy-2-[(p-methoxy-a-methylphenethyl)amino]ethyl}formanilide	Generator
2'-Hydroxy-5'-{1-hydroxy-2-[(p-methoxy-α-methylphenethyl)amino]ethyl}formanilide	Generator
Formoterol fumarate	HMDB
BD 40a	MeSH, HMDB
Foradil	MeSH, HMDB
3-formylamino-4-Hydroxy-alpha-(N-1-methyl-2-P-methoxyphenethylaminomethyl)benzyl alcohol.hemifumarate	MeSH, HMDB
Formoterol fumarate, ((r,r)-(+-))-isomer	MeSH, HMDB
Formoterol, ((r,r)-(+-))-isomer	MeSH, HMDB
Arformoterol	MeSH, HMDB
Eformoterol	MeSH, HMDB
Formoterol	MeSH

Chemical Formula

C₁₉H₂₄N₂O₄

Average Molecular Mass

344.405 g/mol

Monoisotopic Mass

344.174 g/mol

CAS Registry Number

73573-87-2

IUPAC Name

N-[2-hydroxy-5-(1-hydroxy-2-{[1-(4-methoxyphenyl)propan-2-yl]amino}ethyl)phenyl]formamide

Traditional Name

formoterol

SMILES

COC1=CC=C(CC(C)NCC(O)C2=CC(NC=O)=C(O)C=C2)C=C1

InChI Identifier

InChI=1S/C19H24N2O4/c1-13(9-14-3-6-16(25-2)7-4-14)20-11-19(24)15-5-8-18(23)17(10-15)21-12-22/h3-8,10,12-13,19-20,23-24H,9,11H2,1-2H3,(H,21,22)

InChI Key

BPZSYCZIITTYBL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Amphetamine or derivatives
Phenylpropane
Phenoxy compound
Anisole
Phenol ether
Methoxybenzene
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Phenol
Aralkylamine
Secondary alcohol
1,2-aminoalcohol
Organic 1,3-dipolar compound
Secondary amine
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Secondary aliphatic amine
Ether
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Organopnictogen compound
Aromatic alcohol
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenylethanolamines (CHEBI:63082 )
secondary alcohol (CHEBI:63082 )
phenols (CHEBI:63082 )
formamides (CHEBI:63082 )
secondary amino compound (CHEBI:63082 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.042 g/L	ALOGPS
logP	1.91	ALOGPS
logP	1.06	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.61	ChemAxon
pKa (Strongest Basic)	9.81	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	90.82 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	97.87 m³·mol⁻¹	ChemAxon
Polarizability	36.56 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-00or-2902000000-10d83ebb89a446028d15	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0079-2292500000-9ebcbc24126de8f01b40	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0002-0390000000-7545e52cb071c4488f02	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-006t-0901000000-266a645f78599b3cf91c	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00mk-0119000000-960431f56a40133b8573	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002b-0937000000-93717c858174f9fabf66	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0002-0900000000-d7f4b9eb1c7882357173	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-004l-4209000000-f9910c5b8f497127e7ca	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-03fu-3619000000-7dd84dcd46e229246839	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002f-9400000000-58f5ee81bd6c210528d7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-002b-0059000000-c0053d7ff48e5b7bf21e	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-05bb-0797000000-ccdaa7ef72717418b1b7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-022c-1911000000-a90ad156589941d202e7	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0007-0039000000-690e9c11e66c66a1a005	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0007-3795000000-80c4a6628c8460481d11	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0017-5391000000-9e5db81cdfc6dd49e8ea	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
2574.0	Log mg/kg	[1400:4600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
391	Drugs for obstructive airway diseases	Healthcare, pharmaceuticals & veterinary products	Not Available
517	Electric Switches	Electrical & Electronic Equipment	Not Available
518	Electrically Stimulated Smoking Devices	Electrical & Electronic Equipment	Not Available
519	Electrodes	Electrical & Electronic Equipment	Not Available
520	Emergency Protective Devices	Electrical & Electronic Equipment	Not Available
524	Hybrid Capacitors	Electrical & Electronic Equipment	Not Available
530	Radio Transmission Systems	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
545	Food Preservation	Food, food processing & cookware	Not Available
556	Cigar Cigarettes	Household cleaning & consumer products	Not Available
560	Other Smoking Requisites	Household cleaning & consumer products	Not Available
561	Perfumes Within Detergents And Soaps	Household cleaning & consumer products	Not Available
562	Pipe Accessories	Household cleaning & consumer products	Not Available
569	Tobacco Smoke Filters	Household cleaning & consumer products	Not Available
579	Manufacture Of Iron Or Steel	Industrial manufacturing & chemical processing	Not Available
580	Manufacture Preparation Of Tobacco Products	Industrial manufacturing & chemical processing	Not Available
611	Anti Perspirants Or Body Deoderants	Personal care & cosmetics	Not Available
613	Depilatories	Personal care & cosmetics	Not Available
618	Lip Makeup Products	Personal care & cosmetics	Not Available
650	Purses Luggage Hand Bags	Textiles, leather & furnishings	Not Available
653	Sewing	Textiles, leather & furnishings	Not Available

Pathways

2 pathways

Formoterol Action Pathway

Formoterol Drug Metabolism Action Pathway

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Beta-2 adrenergic receptor	P07550	Humans	Predicted (SEA)	2.25763
Click to view 3D structure	Beta-3 adrenergic receptor	P13945	Humans	Predicted (SEA)	1.86838
Click to view 3D structure	Beta-1 adrenergic receptor	P08588	Humans	Predicted (SEA)	3.03612
Click to view 3D structure	Beta-2 adrenergic receptor	Q8K4Z4	Cavia porcellus	Predicted (SEA)	1.32344
Click to view 3D structure	Beta-1 adrenergic receptor	B0FL73	Cavia porcellus	Predicted (SEA)	1.55698
Click to view 3D structure	D(3) dopamine receptor	P35462	Humans	Predicted (SEA)	53.3267
Click to view 3D structure	D(2) dopamine receptor	P14416	Humans	Predicted (SEA)	93.6526
Click to view 3D structure	Beta-2 adrenergic receptor	P10608	Rattus norvegicus	Predicted (SEA)	0.544945
Click to view 3D structure	Beta-3 adrenergic receptor	P25962	Mus musculus	Predicted (SEA)	1.01204
Click to view 3D structure	Taste receptor type 2 member 50	P59544	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 45	P59539	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 42	Q7RTR8	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 41	P59536	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 7	Q9NYW3	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 30	P59541	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 60	P59551	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 19	P59542	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 20	P59543	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 1	Q9NYW7	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 40	P59535	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 3	Q9NYW6	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 13	Q9NYV9	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 39	P59534	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 5	Q9NYW4	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	Taste receptor type 2 member 9	Q9NYW1	Humans	Predicted (SEA)	0.934191