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
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
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
Edited
Sat Dec 16 10:27:39 GMT 2023
by
admin
on
Sat Dec 16 10:27:39 GMT 2023
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Record UNII |
7G855468ZM
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Record Status |
Validated (UNII)
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Record Version |
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-
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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
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Code System | Code | Type | Description | ||
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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
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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
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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
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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. | ||
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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
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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
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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
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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. |
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |