Azatadine

Azatadine

Systematic (IUPAC) name
11-(1-methylpiperidin-4-ylidene)-6,11-dihydro- 5H-benzo[5,6]cyclohepta[1,2-b]pyridine
Clinical data
Trade names	Optimine
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy category	US: B (No risk in non-human studies)
Legal status
Legal status	US: Withdrawn
Identifiers
CAS Number	3964-81-6
ATC code	R06AX09 (WHO)
PubChem	CID 19861
IUPHAR/BPS	7119
DrugBank	DB00719
ChemSpider	18709
UNII	94Z39NID6C
KEGG	D07482
ChEBI	CHEBI:2946
ChEMBL	CHEMBL946
Chemical data
Formula	C20H22N2
Molar mass	290.402 g/mol
SMILES n4c3\C(=C1/CCN(C)CC1)c2ccccc2CCc3ccc4
InChI 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 Key:SEBMTIQKRHYNIT-UHFFFAOYSA-N
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Azatadine (Optimine) is a first-generation antihistamine and anticholinergic that was launched Schering-Plough in 1973.^[1][2]

It was patented in 1967.^[3] It has been succeeded by other antihistamines^[4]:53 and marketing approvals have been widely withdrawn.^{[5][6][7][8]:290[9]}

See also

• Benzocycloheptenes
• Loratadine

References

1. Katelaris, C. (1990). "Comparative effects of loratadine and azatadine in the treatment of seasonal allergic rhinitis". Asian Pacific Journal of Allergy and Immunology 8 (2): 103–107. PMID 1982614.
2. Small, P.; Barrett, D.; Biskin, N. (1990). "Effects of azatadine, terfenadine, and astemizole on allergen-induced nasal provocation". Annals of allergy 64 (2 Pt 1): 129–131. PMID 1968324.
3. Azatadine, Villani, F. J.; Caldwell, W. U.S. Patent 3,326,924 (1967).
4. Horak F. Antialergic and Vasoactive Drugs for Allergic Rhinitis. Chapter 4 in Allergy Frontiers:Therapy and Prevention. Volume 5 of Allergy Frontiers. Eds Pawankar R et al Springer Science & Business Media, 2010 ISBN 9784431993629
5. Drugs.com Drugs.com listing for Azatadine Page accessed July 3, 2015
6. Federal Register 2005 Food and Drug Administration Docket No.2005N-0058: Hospira, Inc. et al.; Withdrawal of Approval of 76 New Drug Applications and 60 Abbreviated New Drug Applications 70 FR 10651
7. Federal Register 2007 Food and Drug Administration Docket No. 2004P-0262: Withdrawal of Approval of 128 Suitability Petitions 72 FR 8184
8. Department of Economic and Social Affairs of the United Nations Secretariat Consolidated List of Products Whose Consumption and/or Sale Have Been Banned, Withdrawn, Severely Restricted or not Approved by Governments Twelfth Issue: Pharmaceuticals United Nations – New York, 2005
9. FDA OGD Suitability Tracking Report (Sorted by Drug Name) Page accessed July 3, 2015