Jump to content

Draft:IB 503

From Wikipedia, the free encyclopedia
  • Comment: Same problem with Draft:Gastrophenzine. This is even more problematic as you didn't put a corresponding picture in the synthesis section. As with what User:Graeme Bartlett commented on Draft:Gastrophenzine, you should not make it that the readers can only get a clear understanding of the topic by clicking on your citations. Also, you are cramming five citations after the first sentence so that it's difficult for readers to determine which citation supports which point. That said, I appreciate your contributions to Wikipedia, and I look forward to seeing you correct the problems mentioned in your submissions. Happy editing! Pygos (talk) 06:10, 7 December 2024 (UTC)

IB 503
Identifiers
  • (3E)-N,N-dimethyl-3-(6-thiatricyclo[8.4.0.03,7]tetradeca-1(14),3(7),4,10,12-pentaen-2-ylidene)propan-1-amine
CAS Number
PubChem CID
ChemSpider
Chemical and physical data
FormulaC18H21NS
Molar mass283.43 g·mol−1
3D model (JSmol)
  • CN(C)CC/C=C\1/C2=C(CCC3=CC=CC=C31)SC=C2
  • InChI=InChI=1S/C18H21NS/c1-19(2)12-5-8-16-15-7-4-3-6-14(15)9-10-18-17(16)11-13-20-18/h3-4,6-8,11,13H,5,9-10,12H2,1-2H3/b16-8+
  • Key:ZDYPMKZEUSYJQI-LZYBPNLTSA-N

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

[edit]

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

[edit]
  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.
  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.
  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.
  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.
  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.
  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).

Category:Dimethylamino compounds Category:Tricyclic antidepressants