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IB 503

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IB 503
File:IB 503.svg
Identifiers
CAS Number
PubChem CID
ChemSpider
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}
Chemical and physical data
FormulaC18H21NS
Molar mass283.43 g·mol−1
3D model (JSmol)

IB503 is a tricyclic antidepressant drug with antimanic effect. It is an analog of amitriptyline and 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

A 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.

Patents:[6][7][8]

References

  1. 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.CS1 maint: Unrecognized language (link)
  2. 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.CS1 maint: Unrecognized language (link)
  3. 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.CS1 maint: Unrecognized language (link)
  4. 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.CS1 maint: Unrecognized language (link)
  5. 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.CS1 maint: Unrecognized language (link)
  6. Ernst Jucker, et al. US3465003 (1969 to Sandoz AG).
  7. Ernst Jucker, et al. US3464983 (1969 to Sandoz AG).
  8. Ernst Dr Jucker, et al. CH473139 (1969 to Sandoz AG).


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