Not to be confused with nitrazepam or nimetazepam .
Nitemazepam
7-nitro-3-hydroxy-5-phenyl-1-methyl-1H-benzo[e] [1,4]diazepin-2(3H)-one
CAS Number PubChem CID ChemSpider UNII Formula C 16 H 13 N 3 O 4 Molar mass −1 3D model (JSmol )
O=[N+](O)c1ccc2c(c1)C(=NC(O)C(=O)N2C)c3ccccc3
InChI=1S/C16H13N3O4/c1-18-13-8-7-11(19(22)23)9-12(13)14(17-15(20)16(18)21)10-5-3-2-4-6-10/h2-9,15,20H,1H3
Key:QRWVNMAJJIQCEG-UHFFFAOYSA-N
Nitemazepam (or 3-hydroxynimetazepam) is a benzodiazepine derivative which was first synthesised in the 1970s but was never marketed. It is the 7-nitro instead of 7-chloro analogue of temazepam , and also the 3-hydroxy derivative of nimetazepam , and an active metabolite . It has in more recent years been sold as a designer drug , first being definitively identified in Europe in 2017.[1] [2]
References [ ]
^ Zawilska JB, Wojcieszak J (July 2019). "An expanding world of new psychoactive substances-designer benzodiazepines". Neurotoxicology . 73 : 8–16. doi :10.1016/j.neuro.2019.02.015 . PMID 30802466 . ^ Moosmann B, Auwärter V (2018). "Designer Benzodiazepines: Another Class of New Psychoactive Substances.". In Maurer H, Brandt S (eds.). New Psychoactive Substances. Handbook of Experimental Pharmacology . Handbook of Experimental Pharmacology. Vol. 252. pp. 383–410. doi :10.1007/164_2018_154 . ISBN 978-3-030-10560-0 PMID 30367253 .
Benzodiazepines
1,4-Benzodiazepines 1,5-Benzodiazepines
Arfendazam Clobazam CP-1414S Lofendazam Triflubazam 2,3-Benzodiazepines*
Girisopam GYKI-52466 GYKI-52895 Nerisopam Talampanel Tofisopam Triazolobenzodiazepines Imidazobenzodiazepines
Bretazenil Climazolam EVT-201 FG-8205 Flumazenil GL-II-73 Imidazenil 123 I-IomazenilL-655,708 Loprazolam Midazolam PWZ-029 Remimazolam Ro15-4513 Ro48-6791 Ro48-8684 Ro4938581 Sarmazenil SH-053-R-CH3-2′F Oxazolobenzodiazepines
Cloxazolam Flutazolam Haloxazolam Mexazolam Oxazolam Thienodiazepines Thienotriazolodiazepines Thienobenzodiazepines *Pyridodiazepines Pyridotriazolodiazepines Pyrazolodiazepines Pyrrolodiazepines Tetrahydroisoquinobenzodiazepines Pyrrolobenzodiazepines *Benzodiazepine prodrugs * atypical activity profile (not GABAA receptor ligands)
Hypnotics /sedatives (N05C )
GABAA
Alcohols Barbiturates Benzodiazepines
Brotizolam Cinolazepam Climazolam Clonazepam Doxefazepam Estazolam Flunitrazepam Flurazepam Flutoprazepam Lorazepam Loprazolam Lormetazepam Midazolam Nimetazepam Nitrazepam Phenazepam Quazepam Temazepam Triazolam Carbamates Imidazoles Monoureides Neuroactive steroids Nonbenzodiazepines Phenols Piperidinediones Quinazolinones Others
GABAB
1,4-Butanediol 4-Fluorophenibut Aceburic acid Baclofen GABOB GHB (sodium oxybate )GBL GVL Phenibut Tolibut H1
Antihistamines
Captodiame Cyproheptadine Diphenhydramine Doxylamine Hydroxyzine Methapyrilene Perlapine Pheniramine Promethazine Propiomazine Antidepressants
Serotonin antagonists and reuptake inhibitors
Etoperidone Nefazodone Trazodone Tricyclic antidepressants
Amitriptyline Doxepin Trimipramine , etc.Tetracyclic antidepressants
Antipsychotics
Typical antipsychotics
Chlorpromazine Thioridazine , etc.Atypical antipsychotics
α2 -Adrenergic
Clonidine Detomidine Dexmedetomidine Lofexidine Medetomidine Romifidine Tizanidine Xylazine 5-HT2A
Antidepressants
Trazodone Tricyclic antidepressants
Amitriptyline Doxepin Trimipramine , etc.Tetracyclic antidepressants
Antipsychotics
Typical antipsychotics
Chlorpromazine Thioridazine , etc.Atypical antipsychotics
Others
Melatonin Orexin α2 δ VDCC
Gabapentin Gabapentin enacarbil Mirogabalin Phenibut Pregabalin Others
Cannabidiol
Diethylpropanediol Evoxine Fenadiazole Guaifenesin -related muscle relaxants
Chlorphenesin Mephenesin Mephenoxalone Metaxalone Methocarbamol Midaflur Opioids (e.g., morphine )Passion flower Scopolamine Trazodone UMB68 Valnoctamide
GABA A receptor positive modulatorsAlcohols
Butanol Chloralodol Chlorobutanol (cloretone) Ethanol (alcohol) (alcoholic drink )Ethchlorvynol Isobutanol Isopropanol Menthol Methanol Methylpentynol Pentanol Petrichloral Propanol tert -Butanol (2M2P)tert -Pentanol (2M2B)Tribromoethanol Trichloroethanol Triclofos Trifluoroethanol Barbiturates Benzodiazepines Carbamates Flavonoids
Ampelopsin (dihydromyricetin) Apigenin Baicalein Baicalin Catechin EGC EGCG Hispidulin Luteolin Skullcap constituents (e.g., baicalin )Wogonin Imidazoles Kava constituents
Desmethoxyyangonin Kavain Methysticin Yangonin Monoureides Neuroactive steroids Nonbenzodiazepines Phenols
Fospropofol Propofol Thymol Piperidinediones Pyrazolopyridines Quinazolinones Volatiles /gases
Acetone Acetophenone Acetylglycinamide chloral hydrate Aliflurane Benzene Butane Butylene Centalun Chloral Chloral betaine Chloral hydrate Chloroform Cryofluorane Desflurane Dichloralphenazone Dichloromethane Diethyl ether Enflurane Ethyl chloride Ethylene Fluroxene Gasoline Halopropane Halothane Isoflurane Kerosine Methoxyflurane Methoxypropane Nitric oxide Nitrogen Nitrous oxide Norflurane Paraldehyde Propane Propylene Roflurane Sevoflurane Synthane Teflurane Toluene Trichloroethane (methyl chloroform) Trichloroethylene Vinyl ether Others/unsorted
3-Hydroxybutanal Avermectins (e.g., ivermectin )Bromide compounds (e.g., lithium bromide , potassium bromide , sodium bromide )Carbamazepine Chloralose Chlormezanone Clomethiazole DEABL Dihydroergolines (e.g., dihydroergocryptine , , dihydroergotamine , ergoloid (dihydroergotoxine) )Efavirenz Etazepine Etifoxine Fenamates (e.g., flufenamic acid , mefenamic acid , niflumic acid , tolfenamic acid )Fluoxetine Flupirtine Hopantenic acid Lanthanum Lavender oil Lignans (e.g., 4-O-methylhonokiol , honokiol , magnolol , obovatol )Loreclezole Menthyl isovalerate (validolum) Monastrol Niacin Niacinamide Org 25,435 Phenytoin Propanidid Retigabine (ezogabine) Safranal Seproxetine Stiripentol (e.g., sulfonmethane (sulfonal) , tetronal , trional )
Terpenoids (e.g., borneol )Topiramate Valerian constituents (e.g., isovaleric acid , isovaleramide , valerenic acid , )Unsorted benzodiazepine site positive modulators: α-Pinene See also: Receptor/signaling modulators • GABA receptor modulators • GABA metabolism/transport modulators
