Molecular Identity
CYPROHEPTADINE
1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine
PubChem CID: 2913
Cyproheptadine is the product resulting from the formal oxidative coupling of position 5 of 5H-dibenzo[a,d]cycloheptene with position 4 of 1-methylpiperidine resulting in the formation of a double bond between the two fragments. It is a sedating antihistamine with antimuscarinic and calcium-channel blocking actions. It is used (particularly as the hydrochloride sesquihydrate) for the relief of allergic conditions including rhinitis, conjunctivitis due to inhalant allergens and foods, urticaria and angioedema, and in pruritic skin disorders. Unlike other antihistamines, it is also a seratonin receptor antagonist, making it useful in conditions such as vascular headache and anorexia. It has a role as a H1-receptor antagonist, a serotonergic antagonist, an anti-allergic agent, a gastrointestinal drug and an antipruritic drug. It is a member of piperidines and a tertiary amine.
2D Structure
Properties
C21H21N
Molecular Formula
287.40
Molecular Weight
g/mol
287.1674
Exact Mass
Da
4.7
XLogP
Drug-like (Lipinski: < 5)
3.2
TPSA
Good oral absorption (< 140 A²)
0
H-Bond Donors
1
H-Bond Acceptors
423
Complexity
SMILES
Canonical SMILES
SMILES: Synonyms(20)
CYPROHEPTADINE129-03-3PeriactinolEiproheptadineDronactinCiproheptadinaCyproheptadinumCiprovitMK 1414-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidine1-Methyl-4-(5H-dibenzo(a,d)cycloheptenylidene)piperidine5-(1-Methylpiperidylidene-4)-5H-dibenzo(a,d)cyclopheptene1-Methyl-4-(5-dibenzo(a,e)cycloheptatrienylidene)piperidine4-(5-Dibenzo(a,d)cyclohepten-5-ylidine)-1-methylpiperidineDTXSID8022872
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to CYPROHEPTADINE
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