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Details

Stereochemistry ACHIRAL
Molecular Formula C16H13N3O4
Molecular Weight 311.2921
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NITROMETHAQUALONE

SMILES

COC1=CC(=CC=C1N2C(C)=NC3=CC=CC=C3C2=O)[N+]([O-])=O

InChI

InChIKey=RZHHDMJWDYJXAW-UHFFFAOYSA-N
InChI=1S/C16H13N3O4/c1-10-17-13-6-4-3-5-12(13)16(20)18(10)14-8-7-11(19(21)22)9-15(14)23-2/h3-9H,1-2H3

HIDE SMILES / InChI

Molecular Formula C16H13N3O4
Molecular Weight 311.2921
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Substance Class Chemical
Created
by admin
on Sat Dec 16 10:27:39 GMT 2023
Edited
by admin
on Sat Dec 16 10:27:39 GMT 2023
Record UNII
7G855468ZM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NITROMETHAQUALONE
Common Name English
PARNOX
Common Name English
4(3H)-QUINAZOLINONE, 3-(2-METHOXY-4-NITROPHENYL)-2-METHYL-
Systematic Name English
2-METHYL-3-(2-METHOXY-4-NITROPHENYL)-4(3H)-QUINAZOLINONE
Systematic Name English
4(1H)-QUINAZOLINONE, 3-(2-METHOXY-4-NITROPHENYL)-2-METHYL-
Systematic Name English
Classification Tree Code System Code
WIKIPEDIA Designer-drugs-Nitromethaqualone
Created by admin on Sat Dec 16 10:27:39 GMT 2023 , Edited by admin on Sat Dec 16 10:27:39 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID80187601
Created by admin on Sat Dec 16 10:27:39 GMT 2023 , Edited by admin on Sat Dec 16 10:27:39 GMT 2023
PRIMARY
CAS
340-52-3
Created by admin on Sat Dec 16 10:27:39 GMT 2023 , Edited by admin on Sat Dec 16 10:27:39 GMT 2023
PRIMARY
WIKIPEDIA
NITROMETHAQUALONE
Created by admin on Sat Dec 16 10:27:39 GMT 2023 , Edited by admin on Sat Dec 16 10:27:39 GMT 2023
PRIMARY Nitromethaqualone is an analogue of methaqualone that has similar sedative and hypnotic properties. It is significantly more potent (10x) compared to the parent compound the typical dose is approximately 25 mg. However, the aromatic nitro group is metabolised to the corresponding aniline, which proved to be a mutagen. As a consequence, nitromethaqualone was not developed further due to toxicity concerns.
FDA UNII
7G855468ZM
Created by admin on Sat Dec 16 10:27:39 GMT 2023 , Edited by admin on Sat Dec 16 10:27:39 GMT 2023
PRIMARY
PUBCHEM
63339
Created by admin on Sat Dec 16 10:27:39 GMT 2023 , Edited by admin on Sat Dec 16 10:27:39 GMT 2023
PRIMARY
WEB RESOURCE
NITROMETHAQUALONE
Created by admin on Sat Dec 16 10:27:39 GMT 2023 , Edited by admin on Sat Dec 16 10:27:39 GMT 2023
PRIMARY With respect to nitromethaqualone: This compound is metabolized to 2-methoxy-4-nitroaniline, 2-methyl-3-(2'-methoxy-4'-aminophenyl)-4(3H)-quinazolinone and 2-methyl-3-(2'-methoxy-4'-acetylaminophenyl)-4(3H)-quinazolinone (see: Verhandelingen - Koninklijke Academie voor Geneeskunde van Belgie 1979, 41(4), p.275 later confirmed in: J Pharm Sci 1982, 71(10), p.1152). Of these three metabolites is the first one reportedly mutagenic (see: Annales des Falsifications de l'Expertise Chimique et Toxicologique 1987, 80(854), p.25), and the last one is produced from nitromethaqualone via the likewise mutagenic N-nitroso and N-hydroxy-intermediates.
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY