Caroxazone

Title: Caroxazone
CAS Registry Number: 18464-39-6
CAS Name: 2-Oxo-2H-1,3-benzoxazine-3(4H)-acetamide
Additional Names: 3-acetamide-4H-1,3-benzoxazin-2-one; 4H-3-methylcarboxamide-3-benzoxazine-2-one; 4H-3-carbamoylmethyl-1,3-benzoxazin-2-one
Manufacturers' Codes: FI-6654
Trademarks: Timostenil (Farmitalia)
Molecular Formula: C10H10N2O3
Molecular Weight: 206.20
Percent Composition: C 58.25%, H 4.89%, N 13.59%, O 23.28%
Literature References: Prepn: GB 1115759; L. Bernardi et al., US 3427313 (1965, 1969 both to Soc. Farma. Italia); and pharmacological properties: eidem, Experientia 24, 774 (1968). Pharmacology: G. K. Suchowsky, L. Pegrassi, Arzneim.-Forsch. 19, 643 (1969); G. K. Suchowsky et al., Eur. J. Pharmacol. 6, 327 (1969). Clinical study: S. Cecchini et al., J. Int. Med. Res. 6, 388 (1978).
Properties: Solid, mp 203-205°.
Melting point: mp 203-205°
Therap-Cat: Antidepressant.
Keywords: Antidepressant; Bicyclics.
Status: This monograph has been retired and is no longer subject to revision or update.
Carpaine Carpetimycins Carphenazine Carpipramine Carprofen

Caroxazone
Caroxazone.png
Systematic (IUPAC) name
2-(2-oxo-4H-1,3-benzoxazin-3-yl)acetamide
Clinical data
Pregnancy cat.  ?
Legal status Prescription only
Routes Oral
Identifiers
CAS number 18464-39-6
ATC code None
PubChem CID 29083
ChemSpider 27057
UNII 807N226MNL YesY
Chemical data
Formula C10H10N2O3 
Mol. mass 206.20 g/mol

Caroxazone (Surodil, Timostenil) is an antidepressant which was formerly used for the treatment of depression but is now no longer marketed.[1][2] It acts as a reversible monoamine oxidase inhibitor (MAOI) of both MAO-A and MAO-B subtypes, with five-fold preference for the latter.[3][4][5][6][7]