Nitroxazepine

Nitroxazepine
Clinical data
Trade names	Sintamil
Routes of; administration	Oral
ATC code	none;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 10-[3-(dimethylamino)propyl]-2-nitrodibenzo[b,f][1,4]oxazepin-11(10H)-one;
CAS Number	16398-39-3;
PubChem CID	27857;
ChemSpider	25919;
UNII	CNU9GY55SI;
ChEBI	CHEBI:135448;
CompTox Dashboard (EPA)	DTXSID501027193 ;
Chemical and physical data
Formula	C18H19N3O4
Molar mass	341.367 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [O-][N+](=O)c2ccc1Oc3c(N(C(=O)c1c2)CCCN(C)C)cccc3;
	InChI InChI=1S/C18H19N3O4/c1-19(2)10-5-11-20-15-6-3-4-7-17(15)25-16-9-8-13(21(23)24)12-14(16)18(20)22/h3-4,6-9,12H,5,10-11H2,1-2H3; Key:CGYWLLGTCBIGSR-UHFFFAOYSA-N;

Nitroxazepine (brand name Sintamil) is a tricyclic antidepressant (TCA) which was introduced by Ciba-Geigy (now Novartis) for the treatment of depression in India in 1982.^[1] It is also indicated for the treatment of nocturnal enuresis.^[1] Nitroxazepine acts as a serotonin-norepinephrine reuptake inhibitor and has similar effects to imipramine, but with certain advantages, such as lower anticholinergic side effects.^[2]^[3]^[4]

References

^ ^a ^b Progress in Medicinal Chemistry, Volume 22 (v. 22). Elsevier Science Publishing Company. 1985. p. 246. ISBN 0-444-80668-7.
^ Progress in Medicinal Chemistry, Volume 23 (v. 23). Not Avail. 2000. p. 136. ISBN 0-444-80802-7.
^ Ann Reports Medicinal Chem V11 (v. 11). Boston: Academic Press Inc. 1976. p. 4. ISBN 0-12-040511-3.
^ Johnson O, Jones DW, Nagarajan K, Bhadbhade MM, Venkatesan K (1992). "X-ray crystal structure analysis of nitroxazepine: 10-(3-dimethylaminopropyl)-2-nitro-10,11-dihydrodibenz [b,f][l,4]oxazepin-11-one". Journal of Chemical Crystallography. 22 (5): 579–583. doi:10.1007/BF01161343. S2CID 96236391.

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[isbn0-444-80668-7-1] Progress in Medicinal Chemistry, Volume 22 (v. 22). Elsevier Science Publishing Company. 1985. p. 246. ISBN 0-444-80668-7.

[isbn0-444-80802-7-2] Progress in Medicinal Chemistry, Volume 23 (v. 23). Not Avail. 2000. p. 136. ISBN 0-444-80802-7.

[isbn0-12-040511-3-3] Ann Reports Medicinal Chem V11 (v. 11). Boston: Academic Press Inc. 1976. p. 4. ISBN 0-12-040511-3.

[pmid-4] Johnson O, Jones DW, Nagarajan K, Bhadbhade MM, Venkatesan K (1992). "X-ray crystal structure analysis of nitroxazepine: 10-(3-dimethylaminopropyl)-2-nitro-10,11-dihydrodibenz [b,f][l,4]oxazepin-11-one". Journal of Chemical Crystallography. 22 (5): 579–583. doi:10.1007/BF01161343. S2CID 96236391.

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v t e Tricyclics
Classes	Acridine Anthracene Dibenzazepine Dibenzocycloheptene Dibenzodiazepine Dibenzothiazepine Dibenzothiepin Dibenzoxazepine Dibenzoxepin Phenothiazine Pyridazinobenzoxazine Pyridinobenzodiazepine Thioxanthene
Antidepressants (Tricyclic antidepressants (TCAs))	Amoxapine Amezepine Amineptine Amitriptyline Amitriptylinoxide Amoxapine Aptazapine Azepindole Batelapine Beloxepin Butriptyline Cianopramine Ciclazindol Cidoxepin Clomipramine Cotriptyline Cyanodothiepin Demexiptiline Depramine (balipramine) Desipramine (desmethylimipramine) Desmethylclomipramine Desmethyltrimipramine Dibenzepin Dimetacrine Dosulepin (dothiepin) Doxepin Enprazepine Fantridone Fluotracen Hepzidine Homopipramol Imipramine Imipraminoxide Intriptyline Iprindole Ketipramine Litracen Lofepramine Losindole Loxapine Maprotiline Mariptiline Mazindol Melitracen Metapramine Mezepine Mirtazapine Monometacrine Nitroxazepine Norbutriptyline Nordoxepin Northiaden (nordosulepin) Nortriptyline (noramitriptyline) Noxiptiline Octriptyline Opipramol Pipofezine Pirandamine Propizepine Protriptyline Quinupramine Spiroxepin Tandamine Tampramine Tianeptine Tienopramine Trimipramine
Antihistamines	Azatadine Bisulepin Cidoxepin Clobenzepam Cyproheptadine Dacemazine Deptropine Desloratadine Epinastine Etymemazine Fenethazine Hydroxyethylpromethazine Isopromethazine Isothipendyl Ketotifen Latrepirdine Loratadine Mebhydrolin Mequitazine Methdilazine Olopatadine Oxomemazine Perlapine Phenindamine Pimethixene Pirolate Promethazine Propiomazine Rupatadine Thiazinamium
Antipsychotics	Acetophenazine Alimemazine Amoxapine Asenapine Butaclamol Butaperazine Carfenazine (carphenazine) Carpipramine Chlorpromazine Chlorprothixene Ciclindole Citatepine Clocapramine Clomacran Clorotepine Clotiapine Clozapine Cyanothepin Doclothepin Docloxythepin Erizepine Flucindole Flumezapine Fluotracen Flupentixol Fluphenazine Gevotroline Homopipramol Isofloxythepin Levomepromazine/Methotrimeprazine Loxapine Maroxepin Meperathiepin Mesoridazine Metiapine Metitepine Metoxepin Mosapramine Naranol Octomethothepin Olanzapine Oxyclothepin Oxyprothepin Pentiapine Peradithiepin Perathiepin Perazine Perphenazine Periciazine Pinoxepin Piperacetazine Pipotiazine Piquindone Prochlorperazine Promazine Prothipendyl Quetiapine Savoxepin/Cipazoxapine Sulforidazine Tenilapine Thiethylperazine Thiopropazate Thioridazine Thiothixene Tilozepine Traboxopine Trifluoperazine Triflupromazine Trifluthepin Zotepine Zuclopenthixol
Anticonvulsants	Carbamazepine Dizocilpine Eslicarbazepine Eslicarbazepine acetate Etazepine Licarbazepine Oxcarbazepine Oxitriptyline
Anticholinergics	Darenzepine Dipitramine Nuvenzepine Pirenzepine Profenamine Rispenzepine Siltenzepine Telenzepine Tripitramine Tropatepine Zolenzepine
Others	Adosopine Aminopromazine Atiprosin Benzoctamine Botiacrine Carvedilol Cyclobenzaprine Damotepine Elanzepine Fluradoline Methylene blue Monatepil Oxetorone Pipazethate P7C3 Pinadoline Pitrazepin Pizotifen Serazapine Tipindole