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Details

Stereochemistry ACHIRAL
Molecular Formula C20H22N2
Molecular Weight 290.4021
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AZATADINE

SMILES

CN1CCC(CC1)=C2C3=C(CCC4=C2N=CC=C4)C=CC=C3

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 290.4021
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

1977
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

1977
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

1977
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

1977
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
Demonstration of inhibition of mediator release from human mast cells by azatadine base. In vivo and in vitro evaluation.
1986 Jan 10
"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
The use of antiserotonin drugs in the nucleoreticular vestibular syndrome: preliminary observations.
2004
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 Fri Dec 15 15:32:01 GMT 2023
Edited
by admin
on Fri Dec 15 15:32:01 GMT 2023
Record UNII
94Z39NID6C
Record Status Validated (UNII)
Record Version
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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 [VANDF]
Common Name English
Azatadine [WHO-DD]
Common Name English
Classification Tree Code System Code
WHO-VATC QR06AX09
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
WHO-ATC R06AX09
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
NCI_THESAURUS C29578
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
Code System Code Type Description
CHEBI
2946
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
NCI_THESAURUS
C77430
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PRIMARY
RXCUI
18600
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PRIMARY RxNorm
EVMPD
SUB05645MIG
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PRIMARY
MESH
C006656
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PRIMARY
ChEMBL
CHEMBL946
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
LACTMED
Azatadine
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
EPA CompTox
DTXSID6022636
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PRIMARY
SMS_ID
100000086099
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PRIMARY
DRUG BANK
DB00719
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
CAS
3964-81-6
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PRIMARY
INN
2327
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PRIMARY
IUPHAR
7119
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PRIMARY
MERCK INDEX
m2164
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY Merck Index
WIKIPEDIA
AZATADINE
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
PUBCHEM
19861
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
FDA UNII
94Z39NID6C
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
DRUG CENTRAL
268
Created by admin on Fri Dec 15 15:32:01 GMT 2023 , Edited by admin on Fri Dec 15 15:32:01 GMT 2023
PRIMARY
Related Record Type Details
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
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ACTIVE MOIETY