Salmeterol

Highest phase reached
Drug type
Small molecule
First approval year

First approval year
Listing at source
Listed
Highest phase reached

Drug type
Small molecule
Drug name
Salmeterol
Molecular weight
Structure (SMILES)
OCc1cc(C(O)CNCCCCCCOCCCCc2ccccc2)ccc1O

  • budesonide salmeterol azithromycin
  • gr 33343 x
  • GR 33343 X
  • GR-33343-X
  • salmaterol
  • Salmaterol
  • salmeterol
  • Salmeterol
  • Salmeterol (as xinafoate)
  • Salmeterol (DISKUS)
  • SALMETEROL [HSDB]
  • salmeterol [INN]
  • SALMETEROL [MI]
  • SALMETEROL [USAN]
  • SALMETEROL [VANDF]
  • Salmeterol [WHO-DD]
  • Salmeterol 50 mcg BID
  • Salmeterol 50 μg
  • salmeterol 50mcg
  • Salmeterol 50mcg
  • salmeterol hsdb
  • salmeterol inn
  • salmeterol mi
  • salmeterol usan
  • salmeterol vandf

And 4 more, listed on the interactive page.

ATC classification codes
  • R03AC12
Sources for recorded values
CAS registry numbers
  • 89365-50-4
ChEMBL ID
CHEMBL1263
InChIKey
GIIZNNXWQWCKIB-UHFFFAOYSA-N
PubChem compound IDs
  • 5152
RxNorm IDs (RxCUI)
  • 36117
FDA ingredient codes (UNII)
  • 2I4BC502BT

Applicant
GLAXOSMITHKLINE
Approval date
4 Feb 1994
Application number
NDA020236

First in class
No
Orphan designation
No
Availability
Prescription only
Boxed warning
Yes

Pharmacology name
salmeterol
Type
Synthetic organic
Drug name stem
sal-; -terol
Approval recorded by Guide to Pharmacology
Yes

Administration routes

  • topical

  • Action
    Partial agonist
    Action type
    PARTIAL_AGONIST
    Target
    β2-adrenoceptor
    Gene symbol
    ADRB2
    Protein identifier
    P07550
    Affinity units
    pEC50
  • Action
    Partial agonist
    Action type
    PARTIAL_AGONIST
    Target
    β2-adrenoceptor
    Gene symbol
    ADRB2
    Protein identifier
    P07550
    Affinity units
    pKi
    Primary target
    Yes

Open Targets mechanisms

  • Mechanism
    Beta-2 adrenergic receptor agonist
    Action type
    Agonist
    Target
    Beta-2 adrenergic receptor

DrugCentral mechanisms

  • Action type
    Agonist
    Gene symbol
    ADRB2
    Protein identifier
    P07550
    Organism
    Homo sapiens
    Target development level
    Clinical

  • Condition
    Pulmonary Disease, Chronic Obstructive
    Highest recorded phase
    3
    Condition identifier
    EFO:0000341
    Subject identifier
    D029424
  • Condition
    Emphysema
    Highest recorded phase
    3
    Condition identifier
    EFO:0000464
    Subject identifier
    D004646
  • Condition
    Lung Diseases
    Highest recorded phase
    2
    Condition identifier
    EFO:0003818
    Subject identifier
    D008171
  • Condition
    Bronchitis, Chronic
    Highest recorded phase
    3
    Condition identifier
    EFO:0006505
    Subject identifier
    D029481
  • Condition
    Bronchiolitis Obliterans
    Highest recorded phase
    3
    Condition identifier
    EFO:0007183
    Subject identifier
    D001989
  • Condition
    Lung Diseases, Obstructive
    Highest recorded phase
    4
    Condition identifier
    HP:0006536
    Subject identifier
    D008173
  • Condition
    Asthma
    Highest recorded phase
    3
    Condition identifier
    MONDO:0004979
    Subject identifier
    D001249
  • Condition
    Spinal Cord Injuries
    Highest recorded phase
    1
    Condition identifier
    MONDO:0043797
    Subject identifier
    D013119

  • Condition identifier
    EFO_0000341
  • Condition identifier
    EFO_0000464
    Highest recorded phase
    3
  • Condition identifier
    EFO_0000684
  • Condition identifier
    EFO_0006505
    Highest recorded phase
    3
  • Condition identifier
    HP_0002094
    Highest recorded phase
    1
  • Condition identifier
    HP_0006536
  • Condition identifier
    HP_0006536
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0001590
    Highest recorded phase
    1
  • Condition identifier
    MONDO_0004784
  • Condition identifier
    MONDO_0004849
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0004979
  • Condition identifier
    MONDO_0004979
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005002
    Highest recorded phase
    4
  • Condition identifier
    MONDO_0005249
  • Condition identifier
    MONDO_0005607
    Highest recorded phase
    3
  • Condition identifier
    MONDO_0009061
  • Condition identifier
    MONDO_0043797
    Highest recorded phase
    1

Open Targets warnings

  • Warning
    Black Box Warning
    Effect
    respiratory toxicity
    Country
    United States

  • Event
    adrenal insufficiency
    Reports
    129
    Reporting signal score
    284.707
  • Event
    adrenal suppression
    Reports
    66
    Reporting signal score
    256.1
  • Event
    allergic granulomatous angiitis
    Reports
    3
    Reporting signal score
    11.1262
  • Event
    anosmia
    Reports
    65
    Reporting signal score
    146.93
  • Event
    asthma
    Reports
    1,592
    Reporting signal score
    4,950.3
  • Event
    asthma-chronic obstructive pulmonary disease overlap syndrome
    Reports
    49
    Reporting signal score
    239.324
  • Event
    asthmatic crisis
    Reports
    48
    Reporting signal score
    149.481
  • Event
    blood cortisol decreased
    Reports
    39
    Reporting signal score
    136.767
  • Event
    blood count abnormal
    Reports
    277
    Reporting signal score
    735.075
  • Event
    breath sounds abnormal
    Reports
    65
    Reporting signal score
    168.264
  • Event
    bronchial wall thickening
    Reports
    26
    Reporting signal score
    91.8093
  • Event
    bronchiectasis
    Reports
    125
    Reporting signal score
    354.928
  • Event
    bursitis
    Reports
    113
    Reporting signal score
    271.48
  • Event
    candida infection
    Reports
    59
    Reporting signal score
    88.1872
  • Event
    central obesity
    Reports
    26
    Reporting signal score
    86.7186
  • Event
    chest discomfort
    Reports
    274
    Reporting signal score
    314.619
  • Event
    chronic obstructive airways disease exacerbated
    Reports
    3
    Reporting signal score
    15.5386
  • Event
    chronic obstructive pulmonary disease
    Reports
    333
    Reporting signal score
    707.018
  • Event
    coeliac disease
    Reports
    114
    Reporting signal score
    333.546
  • Event
    condition aggravated
    Reports
    262
    Reporting signal score
    84.8289
  • Event
    cough
    Reports
    671
    Reporting signal score
    790.856
  • Event
    cushing's syndrome
    Reports
    150
    Reporting signal score
    468.668
  • Event
    cushingoid
    Reports
    52
    Reporting signal score
    124.531
  • Event
    drug hypersensitivity
    Reports
    375
    Reporting signal score
    201.227
  • Event
    drug interaction
    Reports
    14
    Reporting signal score
    12.0288

And 55 more, listed on the interactive page.

And 97 more, listed on the interactive page.

Dose
1 inhalation
Route
Inhalation
How often
Twice daily

Hydrogen bond acceptors
5
Hydrogen bond donors
4
Polar surface area
81.95
Calculated partition coefficient (ALogP)
4.11
Calculated partition coefficient (XLogP)
3.9
Prodrug
No
Chirality
Racemic
Inorganic
No
Rule-of-five violations
0
Rotatable bonds
16
Heavy atoms
30
Molecular formula
C25H37NO4
Monoisotopic mass
415.27225866
Natural product
Yes

Recorded assays
1,111
Active assays
171

  • Confirmatory
  • Other
  • Screening

  • Adrenergic beta-2 Receptor Agonists

    Compounds bind to and activate ADRENERGIC BETA-2 RECEPTORS.

  • Bronchodilator Agents

    Agents that cause an increase in the expansion of a bronchus or bronchial tubes.

Distribution coefficient (LogD)

Median
1.9
Mean
1.77333
Minimum
1.06
Maximum
2.5
Unit
unitless
Assays
9
Standard deviation
0.522303
Summary method
median
Censored results excluded
0
Other units excluded
0
Unknown units excluded
0

Measurement types

  • LogD

Oral bioavailability

Median
10
Mean
32.4
Minimum
10
Maximum
66
Unit
%
Assays
5
Standard deviation
30.6725
Summary method
median
Censored results excluded
0
Other units excluded
0
Unknown units excluded
0

Measurement types

  • F

Related records

Trials (268)

Approved for (1)

In development for (7)

Other linked conditions (2)

Targets (1)