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Details

Stereochemistry ACHIRAL
Molecular Formula C20H22N2
Molecular Weight 290.4028
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AZATADINE

SMILES

CN1CCC(=C2c3ccccc3CCc4cccnc42)CC1

InChI

InChIKey=SEBMTIQKRHYNIT-UHFFFAOYSA-N
InChI=1S/C20H22N2/c1-22-13-10-16(11-14-22)19-18-7-3-2-5-15(18)8-9-17-6-4-12-21-20(17)19/h2-7,12H,8-11,13-14H2,1H3

HIDE SMILES / InChI

Molecular Formula C20H22N2
Molecular Weight 290.4028
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Azatadine is an antihistamine, which blocks the effects of the naturally occurring chemical histamine in the body. Azatadine is used to treat sneezing; runny nose; itching, watery eyes; hives; rashes; and other symptoms of allergies and the common cold. The antihistamines antagonize those pharmacological effects of histamine, which are mediated through activation of H1- receptor sites and thereby reduce the intensity of allergic reactions and tissue injury response involving histamine release.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
OPTIMINE

Approved Use

Azatadine is used to treat sneezing; runny nose; itching, watery eyes; hives; rashes; itching; and other symptoms of allergies and the common cold.

Launch Date

2.28441604E11
Palliative
OPTIMINE

Approved Use

Azatadine is used to treat sneezing; runny nose; itching, watery eyes; hives; rashes; itching; and other symptoms of allergies and the common cold.

Launch Date

2.28441604E11
Palliative
OPTIMINE

Approved Use

Azatadine is used to treat sneezing; runny nose; itching, watery eyes; hives; rashes; itching; and other symptoms of allergies and the common cold.

Launch Date

2.28441604E11
Palliative
OPTIMINE

Approved Use

Azatadine is used to treat sneezing; runny nose; itching, watery eyes; hives; rashes; itching; and other symptoms of allergies and the common cold.

Launch Date

2.28441604E11
Cmax

Cmax

ValueDoseCo-administeredAnalytePopulation
1.4 ng/mL
2 mg single, oral
dose: 2 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
AZATADINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
AUC

AUC

ValueDoseCo-administeredAnalytePopulation
20.5 ng × h/mL
2 mg single, oral
dose: 2 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
AZATADINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
T1/2

T1/2

ValueDoseCo-administeredAnalytePopulation
10.9 h
2 mg single, oral
dose: 2 mg
route of administration: Oral
experiment type: SINGLE
co-administered:
AZATADINE plasma
Homo sapiens
population: HEALTHY
age: ADULT
sex: FEMALE / MALE
food status: UNKNOWN
Doses

Doses

DosePopulationAdverse events​
8 mg 1 times / day multiple, oral
Highest studied dose
Dose: 8 mg, 1 times / day
Route: oral
Route: multiple
Dose: 8 mg, 1 times / day
Sources:
healthy, 18-25 years
n = 32
Health Status: healthy
Age Group: 18-25 years
Sex: M
Population Size: 32
Sources:
Overview

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer

Drug as perpetrator​

Drug as perpetrator​

TargetModalityActivityMetaboliteClinical evidence
yes
Drug as victim

Drug as victim

PubMed

PubMed

TitleDatePubMed
Peripheral antihistamine and central sedative effects of three H1-receptor antagonists.
1985
"In vivo" and "in vitro" evaluation of four antihistamines (astemizole, azatadine, mequitazine, terfenadine).
1989 Mar-Apr
The effect of antihistamines on the immediate allergic response: a comparative review.
1993 Jun
Fungal biotransformation of the antihistamine azatadine by Cunninghamella elegans.
1996 Sep
Antiallergic effects of H1-receptor antagonists.
2000
Chromatographic analysis of phenethylamine-antihistamine combinations using C8, C18 or cyano columns and micellar sodium dodecyl sulfate-pentanol mixtures.
2001 Apr
Quantitation of antihistamines in pharmaceutical preparations by liquid chromatography with a micellar mobile phase of sodium dodecyl sulfate and pentanol.
2001 Nov-Dec
Antiallergic anti-inflammatory effects of H1-antihistamines in humans.
2002
Antihistamines in the treatment of dermatitis.
2003 Nov-Dec
The use of antiserotonin drugs in the nucleoreticular vestibular syndrome: preliminary observations.
2004
Syntheses of molecularly imprinted polymers: Molecular recognition of cyproheptadine using original print molecules and azatadine as dummy templates.
2009 Jan 12
Development of a list of potentially inappropriate drugs for the korean elderly using the delphi method.
2010 Dec
Patents

Patents

Sample Use Guides

In Vivo Use Guide
The maximum amount of azatadine that you should take in 1 day is 2 mg. Azatadine can be taken with or without food.
Route of Administration: Oral
In Vitro Use Guide
Azatadine 0.1-10 uM significantly and dose dependently inhibited the release of leukotrienes from lung by 22-71%. Histamine release was also inhibited by azatadine 10 uM.
Substance Class Chemical
Created
by admin
on Sat Jun 26 03:34:09 UTC 2021
Edited
by admin
on Sat Jun 26 03:34:09 UTC 2021
Record UNII
94Z39NID6C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AZATADINE
INN   MI   VANDF   WHO-DD  
INN  
Official Name English
AZATADINE [MI]
Common Name English
5H-BENZO(5,6)CYCLOHEPTA(1,2-B)PYRIDINE, 6,11-DIHYDRO-11-(1-METHYL-4-PIPERIDINYLIDENE)-
Systematic Name English
AZATADINE [INN]
Common Name English
AZATADINE [WHO-DD]
Common Name English
AZATADINE [VANDF]
Common Name English
Classification Tree Code System Code
WHO-VATC QR06AX09
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
WHO-ATC R06AX09
Created by admin on Sat Jun 26 03:34:09 UTC 2021 , Edited by admin on Sat Jun 26 03:34:09 UTC 2021
NCI_THESAURUS C29578
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
Code System Code Type Description
NCI_THESAURUS
C77430
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
PRIMARY
RXCUI
18600
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
PRIMARY RxNorm
EVMPD
SUB05645MIG
Created by admin on Sat Jun 26 03:34:09 UTC 2021 , Edited by admin on Sat Jun 26 03:34:09 UTC 2021
PRIMARY
MESH
C006656
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
PRIMARY
ChEMBL
CHEMBL946
Created by admin on Sat Jun 26 03:34:09 UTC 2021 , Edited by admin on Sat Jun 26 03:34:09 UTC 2021
PRIMARY
LACTMED
Azatadine
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
PRIMARY
EPA CompTox
3964-81-6
Created by admin on Sat Jun 26 03:34:09 UTC 2021 , Edited by admin on Sat Jun 26 03:34:09 UTC 2021
PRIMARY
DRUG BANK
DB00719
Created by admin on Sat Jun 26 03:34:09 UTC 2021 , Edited by admin on Sat Jun 26 03:34:09 UTC 2021
PRIMARY
CAS
3964-81-6
Created by admin on Sat Jun 26 03:34:09 UTC 2021 , Edited by admin on Sat Jun 26 03:34:09 UTC 2021
PRIMARY
INN
2327
Created by admin on Sat Jun 26 03:34:09 UTC 2021 , Edited by admin on Sat Jun 26 03:34:09 UTC 2021
PRIMARY
IUPHAR
7119
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
PRIMARY
MERCK INDEX
M2164
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
PRIMARY Merck Index
WIKIPEDIA
AZATADINE
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
PRIMARY
PUBCHEM
19861
Created by admin on Sat Jun 26 03:34:10 UTC 2021 , Edited by admin on Sat Jun 26 03:34:10 UTC 2021
PRIMARY
FDA UNII
94Z39NID6C
Created by admin on Sat Jun 26 03:34:09 UTC 2021 , Edited by admin on Sat Jun 26 03:34:09 UTC 2021
PRIMARY
DRUG CENTRAL
268
Created by admin on Sat Jun 26 03:34:09 UTC 2021 , Edited by admin on Sat Jun 26 03:34:09 UTC 2021
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY