CAROXAZONE

Possibly Marketed Outside US

Details

Stereochemistry	ACHIRAL
Molecular Formula	C10H10N2O3
Molecular Weight	206.198
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=O)CN1CC2=CC=CC=C2OC1=O

InChI

InChIKey=KYCBWEZLKCTALM-UHFFFAOYSA-N

InChI=1S/C10H10N2O3/c11-9(13)6-12-5-7-3-1-2-4-8(7)15-10(12)14/h1-4H,5-6H2,(H2,11,13)

HIDE SMILES / InChI

Molecular Formula	C10H10N2O3
Molecular Weight	206.198
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7272163 | https://www.ncbi.nlm.nih.gov/pubmed/6170295

Caroxazone, 2-oxo-2H-1,3-benzoxazine-3(4H)-acetamide, was a psychotropic agent which in clinical studies was shown to possess a relevant antidepressant activity and was used to treat depression. This drug acts as a reversible inhibitor on both monoamine oxidases, MAO-A and MAO-B. Caroxazone is no longer marketed.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Amine oxidase [flavin-containing] A 14 Target ID: P21397 Gene ID: 4128.0 Gene Symbol: MAOA Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7272177	Inhibitor 8504
Amine oxidase [flavin-containing] B 11 Target ID: P27338 Gene ID: 4129.0 Gene Symbol: MAOB Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/7272177	Inhibitor 8504

PubMed

Title	Date	PubMed
Effects of caroxazone, a reversible monoamine oxidase inhibitor, on the pressor response to intravenous tyramine in man.	1981-06	7272177
Effects of caroxazone, a reversible monoamine oxidase inhibitor, on the pressor response to oral tyramine in man.	1981-06	7272178
Effect of caroxazone, a new antidepressant drug, on monoamine oxidases in healthy volunteers.	1981-05	7272163
A comparative double-blind trial of the new antidepressant caroxazone and amitriptyline.	1978	359383

Sample Use Guides

In Vivo Use Guide

Caroxazone administered orally at doses of 300 or 600 mg/day for 12 days induced a significant, dose-dependent increase in urinary tryptamine excretion

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:32:45 GMT 2025` Edited by `admin` on `Mon Mar 31 18:32:45 GMT 2025`
Record UNII	807N226MNL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

F.I. 6654

Preferred Name

English

CAROXAZONE

Official Name

English

2H-1,3-BENZOXAZINE-3(4H)-ACETAMIDE, 2-OXO-

Systematic Name

English

CAROXAZONE [MI]

Common Name

English

caroxazone [INN]

Common Name

English

CAROXAZONE [USAN]

Common Name

English

CAROXAZONE [MART.]

Common Name

English

FI-6654

Code

English

2-Oxo-2H-1,3-benzoxazine-3(4H)-acetamide

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C265