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This draft has been resubmitted and is currently awaiting re-review. |  |
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| Chemical and physical data | |
| Formula | C18H21NS |
| Molar mass | 283.43 g·mol−1 |
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IB503 is a tricyclic antidepressant drug with antimanic effect. It is an analog of amitriptyline & dothiepine (dosulepin).[1][2][3][4][5]
It uses a thiophene surrogate of dibenzosuberane ring. Pizotifen also uses the same surrogate moiety and the same precursor. Pizotifen is an analog of Cyproheptadine.
See also: Pipethiadene and Bisulepin.
Synthesis
editA Grignard reaction between 9,10-Dihydro-4H-benzo[4,5]cyclohepta[1,2-b]thiophen-4-one [1622-55-5] gives a carbinol, which is dehydrated to IB 503.
References
edit- ^ Bilikiewicz A, Dolmierski R (1968). "["IB-503"--a drug with antidepressive and anti-manic effect. (Preliminary report)]". Psychiatria Polska (in Polish). 2 (3): 283–8. PMID 5664483.
- ^ Messmer E (May 1969). "[Studies with the new medium tranquilizer 4-(3-dimethylaminopropylidene)-9-10-dihydro-4H-benzo(4,5)cycloheptal(1,2-b)thiophene (IB-503) in internal medicine]". Arzneimittel-Forschung (in German). 19 (5): 735–6. PMID 5820225.
- ^ Boissier JR, Larno S, Giudicelli JF (September 1970). "[Biphasic modifications of the pressor action of vasopressive amines by a derivative of benzocycloheptathiophene (IB 503)]". Comptes Rendus des Seances de la Societe de Biologie et de Ses Filiales (in French). 164 (2): 259–64. PMID 4249110.
- ^ Nuller Iu, Rabinovich MM (1971). "[A comparative evaluation of the effect of lithium carbonate, haloperidol and preparation IB-503 in the treatment of manic states]". Zhurnal Nevropatologii I Psikhiatrii imeni S.S. Korsakova (Moscow, Russia : 1952) (in Russian). 71 (2): 277–83. PMID 5572074.
- ^ Bilikiewicz A, Zurada-Wyrwińska J (1971). "[Therapeutic action of IB-503 evaluated on the strength of the author's 4-year clinical experience]". Psychiatria Polska (in Polish). 5 (5): 577–84. PMID 5156543.
- ^ Ernst Jucker, et al. US3465003 (1969 to Sandoz AG).
- ^ Ernst Jucker, et al. US3464983 (1969 to Sandoz AG).
- ^ Ernst Dr Jucker, et al. CH473139 (1969 to Sandoz AG).
Category:Dimethylamino compounds Category:Tricyclic antidepressants