Details of the Drug Metabolite (DM) | INTEDE

General Information of Drug Metabolite (DM) (ID: DM003073)
DM Name	Oxazepam
Synonyms	oxazepam; Serax; Tazepam; Adumbran; 604-75-1; Droxacepam; Zaxopam; Ansioxacepam; Anxiolit; Durazepam; Nesontil; Noctazepam; Praxiten; Psiquiwas; Quilibrex; Aplakil; Astress; Bonare; Drimuel; Isodin; Limbial; Murelax; Pacienx; Propax; Rondar; Sedigoa; Serenid; Serepax; Seresta; Serpax; Sobril; Vaben; Hi-Long; Azutranquil; Psicopax; Sigacalm; Uskan; (RS)-Oxazepam; Nortemazepam; Nozepam; Tarchomin; (+-)-Oxazepam; Serenid-D; Oxazepamum; Oxozepam; Tacepam; QUEN; Tranquo-buscopan-wirkstoff; WY-3498; Z10-Tr; Ro 5-6789; CB 8092; 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-3-hydroxy-5-phenyl-; Oxazepam civ; 7-chloro-3-hydroxy-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one; 7-Chloro-3-hydroxy-5-phenyl-1,3-dihydro-2H-1,4-benzodiazepin-2-one; 7-Chloro-1,3-dihydro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepin-2-one; 6GOW6DWN2A; NSC-169448; CHEBI:7823; Abboxapam; DTXSID1021087; Lederpam; NIOSH/DF2371850; Alepam; Oxanid; Anxiolit retard; Oxa-puren; J3.308A; N-Desmethyltemazepam; Ossazepam [DCIT]; NCGC00159323-02; NCGC00159323-03; Ossazepam; Oxazipam; DF23718500; 1,3-Dihydro-7-chloro-3-hydroxy-5-phenyl-3H-1,4-benzodiazepin-2-one; Oxazepamum [INN-Latin]; DTXCID301087; Z 10 tr; 3H-1,4-Benzodiazepin-2-one, 1,3-dihydro-7-chloro-3-hydroxy-5-phenyl-; Wy 3498; CAS-604-75-1; CCRIS 488; Serax (TN); HSDB 3140; EINECS 210-076-9; UNII-6GOW6DWN2A; NSC 169448; Oxazepam (JAN/USP/INN); DEA No. 2835; 1,3-Dihydro-7-chloro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepin-2-one; Oxazepam [USAN:USP:INN:BAN:JAN]; OXAZEPAM [HSDB]; OXAZEPAM [IARC]; OXAZEPAM [USAN]; OXAZEPAM [INN]; OXAZEPAM [JAN]; OXAZEPAM [MI]; OXAZEPAM [VANDF]; (.+/-.)-Oxazepam; OXAZEPAM [MART.]; CHEMBL568; OXAZEPAM [WHO-DD]; (+-)-7-Chloro-1,3-dihydro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepin-2-one; Oprea1_501459; SCHEMBL27435; Temazepam impurity, oxazepam-; DivK1c_000986; OXAZEPAM [ORANGE BOOK]; OXAZEPAM CIV [USP-RS]; GTPL7253; OXAZEPAM [EP MONOGRAPH]; OXAZEPAM [USP MONOGRAPH]; ADIMAYPTOBDMTL-UHFFFAOYSA-; BDBM85031; HMS503E13; KBio1_000986; Oxazepam 0.1 mg/ml in Methanol; Oxazepam 1.0 mg/ml in Methanol; NINDS_000986; NSC_4616; Tox21_111572; Tox21_112819; Tox21_200700; Tox21_303501; 7-Chloro-1,3-dihydro-3-hydroxy-5-phenyl-2H-1,4-benzodiazepine-2-one; 7-Chloro-1,4-benzodiazepine-2-one; MFCD00057903; NSC169448; AKOS016347293; DB00842; 2H-1,4-Benzodiazepin-2-one, 7-chloro-1,3-dihydro-3-hydroxy-5-phenyl-, (+-)-; IDI1_000986; WLN: T67 GMV JN IHJ CG IQ KR; NCGC00159323-04; NCGC00257352-01; NCGC00258254-01; CAS_604-75-1; TEMAZEPAM IMPURITY B [EP IMPURITY]; C07359; D00464; Q412299; SR-01000942251; 2H-1, 7-chloro-1,3-dihydro-3-hydroxy-5-phenyl-; 7-chloro-5-phenyl-3H-1,4-benzodiazepine-2,3-diol; SR-01000942251-1; TEMAZEPAM IMPURITY, OXAZEPAM- [USP IMPURITY]; 7-Chloro-3-hydroxy-5-phenyl-1,4-benzodiazepin-2-one; Oxazepam, European Pharmacopoeia (EP) Reference Standard; 3-hydroxy-1,3-dihydro-7-chloro-5-phenyl-2H-1,4-benzodiazepin-2-one; 3-hydroxy-5-phenyl-7-chloro-2,3-dihydro-1H-1,4-benzodiazepin-2-one; 7-Chloro-1,3-dihydro-3-hydroxy-5-phenyl-1,4 [2Hl-benzodiazepin-2-one; 7-Chloro-3-hydroxy-5-phenyl-1,3-dihydro-benzo[e][1,4]diazepin-2-one; 7-chloro-3-hydroxy-5-phenyl-2,3-dihydro-1H-1,4-benzodiazepin-2-one; (+/-)-7-CHLORO-1,3-DIHYDRO-3-HYDROXY-5-PHENYL-2H-1,4-BENZODIAZEPIN-2-ONE; 2H-1,4-BENZODIAZEPIN-2-ONE, 7-CHLORO-1,3-DIHYDRO-3-HYDROXY-5-PHENYL-, (+/-)-; 7-CHLORO-3-HYDROXY-5-PHENYL-1,3-DIHYDRO-2H-BENZO[E][1,4]DIAZEPIN-2-ONE; Oxazepam for peak identification, European Pharmacopoeia (EP) Reference Standard
Structure
Structure	3D MOL			2D MOL
Pharmaceutical Properties	Molecular Weight		286.71	Topological Polar Surface Area		61.7
	Heavy Atom Count		20	Rotatable Bond Count		1
	Hydrogen Bond Donor Count		2	Hydrogen Bond Acceptor Count		3
PubChem CID	4616
Complexity	407
Formula	C15H11ClN2O2
Canonical SMILES	C1=CC=C(C=C1)C2=NC(C(=O)NC3=C2C=C(C=C3)Cl)O
InChI	InChI=1S/C15H11ClN2O2/c16-10-6-7-12-11(8-10)13(9-4-2-1-3-5-9)18-15(20)14(19)17-12/h1-8,15,20H,(H,17,19)
InChIKey	ADIMAYPTOBDMTL-UHFFFAOYSA-N
IUPAC name	7-chloro-3-hydroxy-5-phenyl-1,3-dihydro-1,4-benzodiazepin-2-one

Full List of Drug-Metabolizing Enzyme (DME) Related to This DM

DME(s) Producing This DM through Metabolism

DME Name	DME ID	Reactant	Reaction	Related Drug	REF
Cytochrome P450 1A2 (CYP1A2)	DME0003	Diazepam	Oxidation - N-Demethylation	Diazepam	[1] , [2] , [3]
Cytochrome P450 2B6 (CYP2B6)	DME0020	Temazepam	Oxidation - Demethylation	Temazepam	[4] , [5]
Cytochrome P450 2B6 (CYP2B6)	DME0020	Temazepam	Oxidation - N-Demethylation	Diazepam	[1] , [3]
Cytochrome P450 2C8 (CYP2C8)	DME0018	Temazepam	Oxidation - Demethylation	Temazepam	[4] , [5]
Cytochrome P450 2C9 (CYP2C9)	DME0019	Temazepam	Oxidation - Demethylation	Temazepam	[4] , [5]
Cytochrome P450 2C9 (CYP2C9)	DME0019	Temazepam	Oxidation - N-Demethylation	Diazepam	[1] , [3]
Cytochrome P450 3A4 (CYP3A4)	DME0001	Temazepam	Oxidation - Demethylation	Temazepam	[4] , [5]
Cytochrome P450 3A4 (CYP3A4)	DME0001	Temazepam	Oxidation - N-Demethylation	Diazepam	[1] , [3]
Cytochrome P450 3A4 (CYP3A4)	DME0001	Nordazepam	Unclear - Unclear	Diazepam	[6] , [2] , [3]
Cytochrome P450 3A4 (CYP3A4)	DME0001	Nordazepam	Oxidation - Hydroxylation	Prazepam	[7] , [8] , [9]
Cytochrome P450 3A5 (CYP3A5)	DME0012	Temazepam	Oxidation - Demethylation	Temazepam	[4] , [5]
Cytochrome P450 3A5 (CYP3A5)	DME0012	Temazepam	Oxidation - N-Demethylation	Diazepam	[1] , [3]
Cytochrome P450 3A5 (CYP3A5)	DME0012	Nordazepam	Unclear - Unclear	Diazepam	[6] , [2] , [3]
Mephenytoin 4-hydroxylase (CYP2C19)	DME0021	Temazepam	Oxidation - Demethylation	Temazepam	[4] , [5]
Mephenytoin 4-hydroxylase (CYP2C19)	DME0021	Temazepam	Oxidation - N-Demethylation	Diazepam	[1] , [3]
Mephenytoin 4-hydroxylase (CYP2C19)	DME0021	Nordazepam	Unclear - Unclear	Diazepam	[6] , [2] , [3]
Mephenytoin 4-hydroxylase (CYP2C19)	DME0021	Nordazepam	Oxidation - Hydroxylation	Prazepam	[7] , [8] , [9]


⏷ Show the Full List of DM

Full List of Drug(s) That Produce This DM By Metabolism
Diazepam		DR0480	Approved		Epilepsy

Prazepam		DR1328	Approved		Anxiety disorder

Chlordiazepoxide		DR5100	Approved		Anxiety disorder

Halazepam		DR5164	Approved		Anxiety disorder

Temazepam		DR1547	Approved		Insomnia

Ketazolam		DR0904	Phase 4		Anxiety disorder

Medazepam		DR1007	Investigative		Discovery agent

Clorazepic acid		DR0358	Investigative		Anxiety disorder

Nordazepam		DR1173	Investigative		Anxiety disorder

References
1	DrugBank(Pharmacology-Metabolism)Diazepam
2	Pharmacokinetics of Diazepam and Its Metabolites in Urine of Chinese Participants. Drugs R D. 2022 Mar;22(1):43-50. doi: 10.1007/s40268-021-00375-y.
3	Kinetic disposition of diazepam and its metabolites after intravenous administration of diazepam in the horse: Relevance for doping control. J Vet Pharmacol Ther. 2021 Sep;44(5):733-744. doi: 10.1111/jvp.12991.
4	Human liver microsomal diazepam metabolism using cDNA-expressed cytochrome P450s: role of CYP2B6, 2C19 and the 3A subfamily. Xenobiotica. 1996 Nov;26(11):1155-66.
5	Pharmacokinetics and metabolism of temazepam in man and several animal species Br J Clin Pharmacol. 1979;8(1):23S-29S. doi: 10.1111/j.1365-2125.1979.tb00451.x.
6	Study on the Pharmacokinetics of Diazepam and Its Metabolites in Blood of Chinese People Eur J Drug Metab Pharmacokinet. 2020 Aug;45(4):477-485. doi: 10.1007/s13318-020-00614-8.
7	Metabolic profile of oxazepam and related benzodiazepines: clinical and forensic aspects. Drug Metab Rev. 2017 Nov;49(4):451-463.
8	Prazepam metabolism by man Clin Pharmacol Ther. 1970 Nov-Dec;11(6):890-7. doi: 10.1002/cpt1970116890.
9	Prazepam metabolites in dog urine J Pharm Sci. 1970 Mar;59(3):322-5. doi: 10.1002/jps.2600590309.

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