Draft:IB 503

IB 503
Identifiers
	IUPAC name (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	14942-31-5;
PubChem CID	6436417;
ChemSpider	4941054;
Chemical and physical data
Formula	C18H21NS
Molar mass	283.43 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CN(C)CC/C=C\1/C2=C(CCC3=CC=CC=C31)SC=C2;
	InChI 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;

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Instructions · What links here · IB 503 (talk: + · bio) · (log) · Copyvios report · reFill · Citation Bot · (Search: Google, Wikipedia) · Submitted 4 hours ago by Mo18ekula (talk: D · +) · Last edited 5 seconds ago by Boghog

Submission declined on 30 November 2024 by TheTechie (talk).

This submission's references do not show that the subject qualifies for a Wikipedia article—that is, they do not show significant coverage (not just passing mentions) about the subject in published, reliable, secondary sources that are independent of the subject (see the guidelines on the notability of people). Before any resubmission, additional references meeting these criteria should be added (see technical help and learn about mistakes to avoid when addressing this issue). If no additional references exist, the subject is not suitable for Wikipedia.

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Declined by TheTechie 15 hours ago. Last edited by Boghog 5 seconds ago. Reviewer: Inform author.

This draft has been resubmitted and is currently awaiting re-review.

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.

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

^ 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

[pmid5664483-1] 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.

[pmid5820225-2] 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.

[pmid4249110-3] 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.

[pmid5572074-4] 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.

[pmid5156543-5] 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).

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