Draft:Furomazine

Furomazine
Identifiers
	IUPAC name 3-[1-[3-(2-chlorophenothiazin-10-yl)propyl]-4-hydroxypiperidin-4-yl]oxolan-2-one;
CAS Number	28532-90-3;
PubChem CID	219083;
ChemSpider	189906;
UNII	4868V9LSKR;
ChEMBL	ChEMBL2107437;
Chemical and physical data
Formula	C24H27ClN2O3S
Molar mass	459.00 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1COC(=O)C1C2(CCN(CC2)CCCN3C4=CC=CC=C4SC5=C3C=C(C=C5)Cl)O;
	InChI InChI=InChI=1S/C24H27ClN2O3S/c25-17-6-7-22-20(16-17)27(19-4-1-2-5-21(19)31-22)12-3-11-26-13-9-24(29,10-14-26)18-8-15-30-23(18)28/h1-2,4-7,16,18,29H,3,8-15H2; Key:PRGQOVDEZVJQJK-UHFFFAOYSA-N;

Submission declined on 24 November 2024 by Johannes Maximilian (talk).

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Declined by Johannes Maximilian 5 days ago. Last edited by Johannes Maximilian 5 days ago. Reviewer: Inform author.

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Submission declined on 24 November 2024 by Memer15151 (talk).

This draft's references do not show that the subject qualifies for a Wikipedia article. In summary, the draft needs multiple published sources that are:

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Declined by Memer15151 5 days ago.

Furomazine is a phenothiazine sedative and neuroleptic agent.^[1]

Synthesis

A chemical synthesis is proposed:^[2] The mesylate leaving group on the phenothiazine used in the patent is less common than a chloride. This is because it is more facile to displace and therefore avoids side-reactions with the lactone.

Furomazine synthesis

1-benzyl-4-piperidone [3612-20-2] (1)
Gamma-Butyrolactone [96-48-0] (2)
alpha-(1-Benzyl-4-hydroxy-4-piperidyl)-gamma-butyrolactone [28532-91-4] (3)
3-(4-hydroxypiperidin-4-yl)oxolan-2-one, PC129932729 (4)
3-(2-chlorophenothiazin-10-yl)propyl methanesulfonate, PC154087390 (5)

References

^ Dictionary of Pharmacological Agents By C.R. Ganellin, David J. Triggle.
^ ZA6802527 (1969) idem Anton Ebnother, Ernst Jucker, Erwin Rissi, US3531480 (1970 to Sandoz Ag).

[1] Dictionary of Pharmacological Agents By C.R. Ganellin, David J. Triggle.

[2] ZA6802527 (1969) idem Anton Ebnother, Ernst Jucker, Erwin Rissi, US3531480 (1970 to Sandoz Ag).

[1]

[2]

v t e Antipsychotics (N05A)
Typical	Butyrophenones: Benperidol Bromperidol Bromperidol decanoate Droperidol Haloperidol^# Haloperidol decanoate Moperone Pipamperone Spiperone Timiperone Trifluperidol Diphenylbutylpiperidines: Fluspirilene Penfluridol Pimozide Phenothiazines: Acepromazine Acetophenazine Butaperazine Carphenazine (carfenazine)^‡ Chlorpromazine Cyamemazine Dixyrazine Fluphenazine Fluphenazine decanoate Fluphenazine enanthate Levomepromazine (methotrimeprazine) Mesoridazine Perazine Periciazine Perphenazine BL-1020 Perphenazine decanoate Perphenazine enanthate Piperacetazine Pipotiazine Pipotiazine palmitate Pipotiazine undecylenate Prochlorperazine Promazine Sulforidazine Thiopropazate Thioproperazine Thioridazine Trifluoperazine Triflupromazine Thioxanthenes: Chlorprothixene Clopenthixol Clopenthixol decanoate Flupentixol Flupentixol decanoate Tiotixene (thiothixene) Zuclopenthixol Zuclopenthixol acetate Zuclopenthixol decanoate
Disputed	Benzamides: Amisulpride Levosulpiride Nemonapride Remoxipride^‡ Sulpiride Sultopride Tiapride Veralipride^‡ Butyrophenones: Melperone Tricyclics: Carpipramine Clocapramine Clorotepine Clotiapine Loxapine Mosapramine Oxyprothepin decanoate Others: Molindone
Atypical	Benzisoxazole/benzisothiazoles: Iloperidone Lurasidone Paliperidone Paliperidone palmitate Perospirone Risperidone^# Ziprasidone Butyrophenones: Lumateperone Phenylpiperazines/quinolinones: Aripiprazole Aripiprazole lauroxil Brilaroxazine^† Brexpiprazole Cariprazine Tricyclics: Asenapine Clozapine^# Olanzapine (+samidorphan) Quetiapine Zotepine Others: Blonanserin Pimavanserin Sertindole
Others	Monoamine-depleting agents: Oxypertine Reserpine Tetrabenazine Others/unknown: Azacyclonol Xanomeline/trospium chloride
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Identifiers

IUPAC name 3-[1-[3-(2-chlorophenothiazin-10-yl)propyl]-4-hydroxypiperidin-4-yl]oxolan-2-one
CAS Number	28532-90-3
PubChem CID	219083
ChemSpider	189906
UNII	4868V9LSKR
ChEMBL	ChEMBL2107437
Chemical and physical data
Formula	C₂₄H₂₇ClN₂O₃S
Molar mass	459.00 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1COC(=O)C1C2(CCN(CC2)CCCN3C4=CC=CC=C4SC5=C3C=C(C=C5)Cl)O
InChI InChI=InChI=1S/C24H27ClN2O3S/c25-17-6-7-22-20(16-17)27(19-4-1-2-5-21(19)31-22)12-3-11-26-13-9-24(29,10-14-26)18-8-15-30-23(18)28/h1-2,4-7,16,18,29H,3,8-15H2 Key:PRGQOVDEZVJQJK-UHFFFAOYSA-N