Nitroxazepine

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]

Nitroxazepine
Clinical data
Trade namesSintamil
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
PubChem CID
ChemSpider
UNII
ChEBI
Chemical and physical data
FormulaC18H19N3O4
Molar mass341.367 g·mol−1
3D model (JSmol)
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

References
  1. Progress in Medicinal Chemistry, Volume 22 (v. 22). Elsevier Science Publishing Company. 1985. p. 246. ISBN 0-444-80668-7.
  2. Progress in Medicinal Chemistry, Volume 23 (v. 23). Not Avail. 2000. p. 136. ISBN 0-444-80802-7.
  3. Ann Reports Medicinal Chem V11 (v. 11). Boston: Academic Press Inc. 1976. p. 4. ISBN 0-12-040511-3.
  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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