Compound: CYPROHEPTADINE
SMILES: N1(CCC(=C2c3c(C=Cc4c2cccc4)cccc3)CC1)C
InChIKey: JJCFRYNCJDLXIK-UHFFFAOYSA-N
Synonyms: CYPROHEPTADINE, 129-03-3, Periactinol, Eiproheptadine, Dronactin, Ciproheptadina, Cyproheptadinum, Ciprovit, MK 141, 4-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidine, 1-Methyl-4-(5H-dibenzo(a,d)cycloheptenylidene)piperidine, 5-(1-Methylpiperidylidene-4)-5H-dibenzo(a,d)cyclopheptene, 1-Methyl-4-(5-dibenzo(a,e)cycloheptatrienylidene)piperidine, 4-(5-Dibenzo(a,d)cyclohepten-5-ylidine)-1-methylpiperidine, 4-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine, 2YHB6175DO, DTXSID8022872, Piperidine, 4-(5H-dibenzo(a,d)cyclohepten-5-ylidene)-1-methyl-, Piperidine, 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-, 1-Methyl-4-(5H-dibenzo[a,d]cycloheptenylidene)piperidine, CHEBI:4046, DTXCID702872, 4-Dibenzo[a,d]cyclohepten-5-ylidene-1-methyl-piperidine, 4-Dibenzo(a,d)cyclohepten-5-ylidene-1-methyl-piperidine, ciproeptadina, 1-methyl-4-(tricyclo(9.4.0.0^(3,8))pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene)piperidine, 1-methyl-4-(tricyclo(9.4.0.0^(3,8))pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene)piperidine, 1-methyl-4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene}piperidine, 1-methyl-4-{tricyclo[9.4.0.0^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene}piperidine, RefChem:57573, R06AX02, cyproheptadine hydrochloride solution, 1-methyl-4-(tricyclo(9.4.0.03,8)pentadeca-1(15),3,5,7,9,11,13-heptaen-2-ylidene)piperidine, 204-928-9, Periactin, 4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine, cycloheptadine, Cyproheptadine (INN), CHEMBL516, 1-methyl-4-(2-tricyclo[9.4.0.03,8]pentadeca-1(15),3,5,7,9,11,13-heptaenylidene)piperidine, Cypoheptadine, Cyproheptadiene, NCGC00015252-08, CYPROHEPTADINE [INN], Cyproheptadine [INN:BAN], Cyproheptadinum [INN-Latin], Ciproheptadina [INN-Spanish], Ciprovit (TN), 1-methyl-4-{tricyclo[9.4.0.0(3),?]pentadeca-1(11),3,5,7,9,12,14-heptaen-2-ylidene}piperidine, CAS-129-03-3, CCRIS 5232, HSDB 3048, EINECS 204-928-9, BRN 1685976, cyproheptidine, UNII-2YHB6175DO, Reactin, 4-(5H-Dibenzo(a,d)cyclohepten-5-ylidene)-1-methylpiperidene, Peritol (Salt/Mix), Tocris-0996, Prestwick0_000103, Prestwick1_000103, Prestwick2_000103, Prestwick3_000103, Cyproheptadine (Standard), Lopac-C-6022, Biomol-NT_000131, CYPROHEPTADINE [MI], SCHEMBL4021, Lopac0_000246, Oprea1_498140, BSPBio_000086, CYPROHEPTADINE [HSDB], GTPL277, 5-20-08-00500 (Beilstein Handbook Reference), BIDD:GT0324, CYPROHEPTADINE [VANDF], SPBio_002025, BPBio1_000096, BPBio1_000155, orb1689449, CYPROHEPTADINE [WHO-DD], SCHEMBL29369949, HY-B1622R, HMS2090P20, HY-B1622, Tox21_110112, BBL010977, BDBM50017721, DL-136, EBC-26464, PDSP1_001229, PDSP2_001213, STK802098, AKOS004119847, Tox21_110112_1, CCG-204341, DB00434, SDCCGSBI-0050234.P003, NCGC00015252-01, NCGC00015252-02, NCGC00015252-03, NCGC00015252-04, NCGC00015252-05, NCGC00015252-06, NCGC00015252-07, NCGC00015252-09, NCGC00015252-10, NCGC00015252-12, NCGC00015252-13, NCGC00015252-26, NCGC00024293-02, NCGC00024293-04, NCGC00024293-05, CAS-969-33-5, VS-02784, SBI-0050234.P002, DB-041917, DB-241419, CS-0013555, NS00004763, C06935, D07765, H37510, EN300-18552723, L001016, Q417884, BRD-K28143534-001-01-4, BRD-K28143534-001-02-2, BRD-K28143534-001-03-0, BRD-K28143534-003-03-6, BRD-K28143534-003-14-3, BRD-K28143534-003-24-2, BRD-K28143534-003-25-9, BRD-K28143534-003-26-7, 4-(dibenzo[[?],[?]][7]annulen-11-ylidene)-1-methyl-piperidine, 4-(Dibenzo[1,2-A:2',1'-D][7]annulen-11-Ylidene)-1-Methyl-Piperidine, 1-methyl-4-{tricyclo[9.4.0.0,3,8]pentadeca-1(11),3(8),4,6,9,12,14-heptaen-2-ylidene}piperidine, 4-(5H-dibenzo[a,d][7]annulen-5-ylidene)-1-methylpiperidine4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine, Cycloheptadine; Piperidine, 4-(5H-dibenzo[a,d]cyclohepten-5-ylidene)-1-methyl-; 4-(5H-Dibenzo[a,d]cyclohepten-5-ylidene)-1-methylpiperidine; 1-Methyl-4-(5H-dibenzo[a,d]cycloheptenylidene)piperidine; 1-Methyl-4-(dibenzo[a,e]cycloheptatrien-5-ylidene)piperidine; Cyclohepta
Theoretical properties:
molecular_formula: C21H21N
molecular_weight: 287.4 g/mol
exact_mass: 287.167399674 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 1
rotatable_bond_count: 0
heavy_atom_count: 22
topological_polar_surface_area: 3.2 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: CRYSTALS FROM DIL ETHANOL
color: CRYSTALS FROM DIL ETHANOL
melting_point: 112.3-113.3
solubility: WHITE TO SLIGHTLY YELLOW, CRYSTALLINE POWDER; ODORLESS; SLIGHT BITTER TASTE; NONHYGROSCOPIC; 1 G SOL IN 1.5 ML METHANOL, 16 ML CHLOROFORM, 35 ML ALCOHOL, 275 ML WATER; PRACTICALLY INSOL IN ETHER /HCL/
Descriptions:
{"pubchem": "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.", "chebi": "The product resulting from the formal oxidative coupling of position 5 of 5<em>H</em>-dibenzo[<em>a</em>,<em>d</em>]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.", "chembl": "CYPROHEPTADINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.", "wikipedia": "Cyproheptadine, sold under the brand name Periactin among others, is a first-generation antihistamine which is used to treat allergies. In addition, it has a number of off-label uses, such as treatment of serotonin syndrome, insomnia, and use as an appetite stimulant. The drug is taken orally.\nIt is an antihistamine and hence acts as a histamine H1 receptor antagonist. In addition to its antihistamine activity, cyproheptadine has anticholinergic, antiserotonergic, antidopaminergic, and local anesthetic properties. These activities make cyproheptadine useful for various additional uses besides antihistamine indications. As a first-generation antihistamine, cyproheptadine crosses the blood\u2013brain barrier and can produce sedation. The drug can also produce significant central anticholinergic effects at clinically used doses.\nCyproheptadine was patented in 1959 and came into medical use in 1961. In 2023, it was the 234th most commonly prescribed medication in the United States, with more than 1 million prescriptions."}