Skip to main content
Free research Free research Free compound review with research home and workspace preview
Quick search ChEMBL 36
Compound Detail

CHEMBL639

AZELASTINE
💊 Approved Drug
Enter ChEMBL ID:
Free Research Context This compound will appear in recent viewed items on the research home for this browser.
Research home View demo workspace
💊 Approved Drug
CN1CCCC(n2nc(Cc3ccc(Cl)cc3)c3ccccc3c2=O)CC1
ChEMBL ↗ Properties Compare Identifier

Basic Information

ChEMBL ID CHEMBL639
Name AZELASTINE
Phase Approved
Structure Type MOL
InChI Key MBUVEWMHONZEQD-UHFFFAOYSA-N
Therapeutic ✓ Yes

Known Names

Azelastina Azelastine NSC-758971
18
Targets
45
Activities
4
Assay Types
25
PK Parameters
20
Publications
3
Known Names
6
Indications

Molecular Properties

381.9
MW (Da)
4.30
ALogP
4
HBA
0
HBD
38.1
PSA (Ų)
0.68
QED
0
Ro5 Violations
3
Rot. Bonds

Drug Information

Molecule Type Small molecule
First Approval 1996
Availability OTC
Chirality Racemic

Routes of Administration

Topical

Flags

Natural Product
USAN Stem -astine
USAN Year 1984

Extended Properties

Molecular Formula C22H24ClN3O
MW 381.91
Aromatic Rings 3
Heavy Atoms 27
NP-Likeness -1.06

Indications

Eye Manifestations Hypersensitivity Nasal Obstruction Rhinitis, Allergic, Perennial Rhinitis, Allergic, Seasonal Rhinitis, Allergic, Seasonal

ATC Classification

R01AC03
azelastine
Level 1: RESPIRATORY SYSTEM
Level 2: NASAL PREPARATIONS
R06AX19
azelastine
Level 1: RESPIRATORY SYSTEM
Level 2: ANTIHISTAMINES FOR SYSTEMIC USE
S01GX07
azelastine
Level 1: SENSORY ORGANS
Level 2: OPHTHALMOLOGICALS

Activity Summary

Ki 18 meas. best 8.92
IC50 16 meas. best 7.7
EC50 6 meas. best 6.0
Kd 5 meas. best 9.7

Target Activity Profile

Target Type Best pChEMBL Mean pChEMBL Best (nM) # Data
Histamine H1 receptor
CHEMBL231
 Kd 9.7 9.7 0.2 5
Histamine H1 receptor
CHEMBL231
 Ki 8.92 8.91 1.2 4
5-hydroxytryptamine receptor 2B
CHEMBL1833
 Ki 7.7 7.7 19.9 1
Cavia porcellus
CHEMBL369
 IC50 7.7 7.7 20.0 1
Alpha-1A adrenergic receptor
CHEMBL229
 Ki 7.3 7.3 50.1 4
Alpha-1B adrenergic receptor
CHEMBL232
 Ki 7.3 7.3 50.1 4
Alpha-1A adrenergic receptor
CHEMBL319
 Ki 7.3 7.3 50.1 1
Voltage-gated inwardly rectifying potassium channel KCNH2
CHEMBL240
 IC50 7.0 7.0 100.0 6
Histamine H3 receptor
CHEMBL264
 Ki 6.83 6.82 147.9 3
5-hydroxytryptamine receptor 2C
CHEMBL225
 Ki 6.3 6.3 501.2 1
Cytochrome P450 2D6
CHEMBL289
 IC50 6.0 6.0 1000.0 1
Trypanosoma cruzi
CHEMBL368
 EC50 6.0 6.0 1000.0 1
Hepatitis B virus
CHEMBL613497
 IC50 5.43 5.275 3700.0 2
Muscarinic acetylcholine receptor M1
CHEMBL216
 IC50 5.2 5.2 6309.6 1
Voltage-dependent L-type calcium channel subunit alpha-1C
CHEMBL2366456
 IC50 5.1 4.9 8000.0 2
SARS-CoV-2
CHEMBL4303835
 EC50 4.89 4.635 12900.0 4
ATP-dependent translocase ABCB1
CHEMBL4302
 IC50 4.8 4.66 16000.0 2
Unchecked
CHEMBL612545
 IC50 4.7 4.7 20000.0 1
ADMET
CHEMBL612558
 EC50 4.31 4.31 49000.0 1

Pharmacokinetic Data

Parameter Value Units Species
CL 9.0 mL.min-1.kg-1 Homo sapiens
CL 9.0 mL.min-1.kg-1 Homo sapiens
CL 22.0 mL.min-1.kg-1 Canis lupus familiaris
CL 35.0 mL.min-1.kg-1 Rattus norvegicus
F 40.0 % Homo sapiens
F 46.0 % Canis lupus familiaris
F 7.0 % Rattus norvegicus
F 40.0 % Homo sapiens
Fu 0.17 - -
Fu 0.004 - -
Fu 0.17 - Homo sapiens
Fu 0.17 - Homo sapiens
Fu 0.013 - Homo sapiens
Fu 0.014 - Macaca fascicularis
Fu 0.011 - Canis lupus familiaris
Fu 0.009 - Cavia porcellus
Fu 0.012 - Mus musculus
Fu 0.009 - Rattus norvegicus
Fu 0.012 - Rattus norvegicus
MRT 27.0 hr Homo sapiens
T1/2 25.0 hr Homo sapiens
T1/2 22.0 hr Homo sapiens
T1/2 3.2 hr Canis lupus familiaris
T1/2 1.0 hr Rattus norvegicus
Vd 14.5 L.kg-1 -

Activity Data Samples

Top measurements by pChEMBL value

Target Type Rel. Value Units pChEMBL Assay PubMed
Histamine H1 receptor Kd = 0.1995 nM 9.7 Antagonist potency at human H1 receptor 28523114
Histamine H1 receptor Kd = 0.1995 nM 9.7 Antagonist activity at human histamine H1 receptor expressed in CHO cells assess... 28958623
Histamine H1 receptor Kd = 0.1995 nM 9.7 Antagonist activity at human recombinant histamine H1 receptor expressed in inta... 21381763
Histamine H1 receptor Kd = 0.1995 nM 9.7 Antagonist activity at human Histamine H1 receptor expressed in CHO cells assess... 27866818
Histamine H1 receptor Kd = 0.1995 nM 9.7 Antagonist activity against human CHO cells H1 receptor at 100 nM after 30 mins ... 22985961
Histamine H1 receptor Ki = 1.202 nM 8.92 Antagonist activity at human Histamine H1 receptor expressed in CHO cells assess... 27866818
Histamine H1 receptor Ki = 1.202 nM 8.92 Antagonist activity at human H1 receptor expressed in CHO cells assessed as inhi... 22985961
Histamine H1 receptor Ki = 1.259 nM 8.9 Antagonist activity at human recombinant histamine H1 receptor expressed in inta... 21381763
Histamine H1 receptor Ki = 1.259 nM 8.9 Antagonist activity against recombinant human H1 receptor expressed in CHO cells... 28523114
Cavia porcellus IC50 = 20.0 nM 7.7 Ability to inhibit histamine-induced contractions of isolated guinea pig ileum 7861415
5-hydroxytryptamine receptor 2B Ki = 19.95 nM 7.7 Displacement of [3H]mesulergine from recombinant human 5-ht2B expressed in CHO c... 28958623
Alpha-1A adrenergic receptor Ki = 50.12 nM 7.3 Antagonist activity at adrenergic alpha1A receptor (unknown origin) expressed in... 27866818
Alpha-1B adrenergic receptor Ki = 50.12 nM 7.3 Binding affinity to human adrenergic Alpha-1B receptor expressed in rat intact f... 21381763
Alpha-1A adrenergic receptor Ki = 50.12 nM 7.3 Binding affinity to human adrenergic alpha1A receptor expressed in rat intact fi... 21381763
Alpha-1B adrenergic receptor Ki = 50.12 nM 7.3 Antagonist activity at human adrenergic alpha1B receptor expressed in rat fibrob... 22985961
Alpha-1A adrenergic receptor Ki = 50.12 nM 7.3 Antagonist activity at human adrenergic alpha1A receptor expressed in rat fibrob... 22985961
Alpha-1B adrenergic receptor Ki = 50.12 nM 7.3 Antagonist activity at adrenergic alpha1B receptor (unknown origin) expressed in... 27866818
Alpha-1A adrenergic receptor Ki = 50.12 nM 7.3 Antagonist activity against recombinant human adrenergic alpha1A receptor expres... 28523114
Alpha-1B adrenergic receptor Ki = 50.12 nM 7.3 Antagonist activity against recombinant human adrenergic alpha1B receptor expres... 28523114
Alpha-1A adrenergic receptor Ki = 50.12 nM 7.3 Displacement of [3H]prazosin from rat salivary gland adrenergic alpha1a receptor 28958623

Literature References

PubMed DOI Target Context # Activities
16472241 10.2174/1570163043334794 Hepatotoxicity 18
22194678 10.1371/journal.pcbi.1002310 Hepatotoxicity 14
21381763 10.1021/jm1013874 Rattus norvegicus 5
21474681 10.1124/dmd.111.038778 Brain 5
38864383 10.1021/acs.jmedchem.4c00597 SARS-CoV-2 5
12061889 10.1021/jm0200409 ADMET 5
21381763 10.1021/jm1013874 Canis familiaris 4
- 10.6019/CHEMBL4651402 SARS-CoV-2 4
18426954 10.1124/dmd.108.020479 ADMET 4
21381763 10.1021/jm1013874 Histamine H1 receptor 3
19445515 10.1021/jm900403j Homo sapiens 2
11231118 10.1016/s0928-0987(00)00215-3 ATP-dependent translocase ABCB1 2
- 10.6019/CHEMBL4495565 SARS-CoV-2 2
33324471 10.1021/acsmedchemlett.0c00521 Unchecked 2
7861415 10.1021/jm00004a013 Rattus norvegicus 2
22985961 10.1016/j.bmc.2012.08.032 Histamine H1 receptor 2
28958623 10.1016/j.bmcl.2017.09.020 Cavia porcellus 2
14971904 10.1021/jm030408h ADMET 2
36111355 10.1021/acs.jmedchem.2c01097 Hepatitis B virus 2
- 10.6019/CHEMBL4651402 Vero C1008 2

Data from ChEMBL 36 via Core Engine