Azatadine

Azatadine (Optimine) is a first-generation antihistamine and anticholinergic that was launched by Schering-Plough in 1973.[1][2]

Not to be confused with azetidine.

Azatadine

Clinical data
Trade names	Optimine
AHFS/Drugs.com	Micromedex Detailed Consumer Information
Pregnancy category	US: B (No risk in non-human studies)
ATC code	R06AX09 (WHO)
Identifiers
IUPAC name 11-(1-Methylpiperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2-b]pyridine
CAS Number	3964-81-6^Y
PubChem CID	19861
IUPHAR/BPS	7119
DrugBank	DB00719^Y
ChemSpider	18709^Y
UNII	94Z39NID6C
KEGG	D07482^Y
ChEBI	CHEBI:2946^Y
ChEMBL	ChEMBL946^Y
CompTox Dashboard (EPA)	DTXSID6022636
Chemical and physical data
Formula	C20H22N2
Molar mass	290.410 g·mol^−1
3D model (JSmol)	Interactive image
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^Y Key:SEBMTIQKRHYNIT-UHFFFAOYSA-N^Y
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It was patented in 1967.[3] It has been succeeded by both loratadine and desloratadine.[4]^:53 and marketing approvals have been widely withdrawn.[5][6][7][8]^:290[9]

See also

• Azatadine/pseudoephedrine

References

1. Katelaris C (December 1990). "Comparative effects of loratadine and azatadine in the treatment of seasonal allergic rhinitis". Asian Pacific Journal of Allergy and Immunology. 8 (2): 103–7. PMID 1982614.
2. Small P, Barrett D, Biskin N (February 1990). "Effects of azatadine, terfenadine, and astemizole on allergen-induced nasal provocation". Annals of Allergy. 64 (2 Pt 1): 129–31. PMID 1968324.
3. US 3326924, Villani FJ, Caldwell W, "Azatadine", issued 1967
4. Horak F (2010). "Antialergic and Vasoactive Drugs for Allergic Rhinitis. Chapter 4". In Pawankar R, Holgate ST, Rosenwasser LJ (eds.). Allergy Frontiers:Therapy and Prevention. Allergy Frontiers. 5. Springer Science & Business Media. ISBN 9784431993629.
5. "Azatadine". Drugs.com.
6. Food and Drug Administration (2005). "Docket No.2005N-0058: Hospira, Inc. et al.; Withdrawal of Approval of 76 New Drug Applications and 60 Abbreviated New Drug Applications". Federal Register 70 FR 10651.
7. Food and Drug Administration (2007). "Docket No. 2004P-0262: Withdrawal of Approval of 128 Suitability Petitions". Federal Register 72 FR 8184.
8. "Consolidated List of Products Whose Consumption and/or Sale Have Been Banned, Withdrawn, Severely Restricted or not Approved by Governments Twelfth Issue: Pharmaceuticals" (PDF). Department of Economic and Social Affairs of the United Nations Secretariat. New York: United Nations. 2005.
9. "OGD Suitability Tracking Report (Sorted by Drug Name)". FDA.