Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C16H12FN3O3.ClH |
| Molecular Weight | 349.744 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
Cl.CN1C2=C(C=C(C=C2)[N+]([O-])=O)C(=NCC1=O)C3=C(F)C=CC=C3
InChI
InChIKey=ABHSFYRSFUICJR-UHFFFAOYSA-N
InChI=1S/C16H12FN3O3.ClH/c1-19-14-7-6-10(20(22)23)8-12(14)16(18-9-15(19)21)11-4-2-3-5-13(11)17;/h2-8H,9H2,1H3;1H
| Molecular Formula | ClH |
| Molecular Weight | 36.461 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
| Molecular Formula | C16H12FN3O3 |
| Molecular Weight | 313.2832 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
DescriptionCurator's Comment: description was created based on several sources, including:
http://en.pharmacodia.com/yaodu/html/v1/chemicals/f0782c53cab465685c663c70eb6d85e5.html | https://www.drugs.com/illicit/rohypnol.html
Curator's Comment: description was created based on several sources, including:
http://en.pharmacodia.com/yaodu/html/v1/chemicals/f0782c53cab465685c663c70eb6d85e5.html | https://www.drugs.com/illicit/rohypnol.html
Flunitrazepam is an intermediate-acting benzodiazepine with general properties similar to those of diazepam. It is generally intended to be for short-term treatment for chronic or severe insomniacs who are unresponsive to other hypnotics. The main pharmacological effects of Flunitrazepam are the enhancement of GABA at the GABAA receptor. The physical effects of Flunitrazepam include sedation, muscle relaxation, decreased anxiety, and prevention of convulsions. It causes partial amnesia; individuals are unable to remember certain events that they experience while under the influence of the drug. Chronic use of Flunitrazepam can result in physical dependence and the appearance of a withdrawal syndrome when the drug is discontinued. Flunitrazepam impairs cognitive and psychomotor functions affecting reaction time and driving skill. The use of this drug in combination with alcohol is a particular concern as both central nervous system depressants potentiate each other's toxicity.
CNS Activity
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2093872 |
|||
Target ID: CHEMBL2095172 Sources: DOI: 10.1111/j.1440-1681.2008.04946.x |
0.45 µM [EC50] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Primary | Rohypnol Approved UseRohypnol is generally intended to be for short-term treatment for chronic or severe insomniacs who are unresponsive to other hypnotics. Launch Date1982 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Synergistic protection of allopregnanolone and phenobarbital against maximal electroshock seizures in mice. | 2001 Apr |
|
| Losigamone. Dr Willmar Schwabe. | 2001 Dec |
|
| Density and distribution of hippocampal neurotransmitter receptors in autism: an autoradiographic study. | 2001 Dec |
|
| Mercury interaction with the GABA(A) receptor modulates the benzodiazepine binding site in primary cultures of mouse cerebellar granule cells. | 2001 Dec |
|
| Simultaneous determination of fifteen low-dosed benzodiazepines in human urine by solid-phase extraction and gas chromatography-mass spectrometry. | 2001 Dec 25 |
|
| Binding of [3H]CB 34, a selective ligand for peripheral benzodiazepine receptors, to rat brain membranes. | 2001 Dec 7 |
|
| Olanzapine-induced retarded ejaculation: role of paroxetine comedication? A case report. | 2001 Jul-Aug |
|
| Influence of membrane cholesterol on modulation of the GABA(A) receptor by neuroactive steroids and other potentiators. | 2001 Nov |
|
| Flunitrazepam: an evaluation of use, abuse and toxicity. | 2001 Nov 1 |
|
| Modulation of rate of onset and intensity of drug effects reduces abuse potential in healthy males. | 2001 Nov 1 |
|
| Determination of benzodiazepines in human hair by on-line high-performance liquid chromatography using a restricted access extraction column. | 2001 Nov 15 |
|
| Evidence for the formation of functionally distinct alphabetagammaepsilon GABA(A) receptors. | 2001 Nov 15 |
|
| Characterization of [3H]flunitrazepam binding to melanin. | 2001 Nov 15 |
|
| 3Alpha-hydroxy-5alpha-pregnan-20-one levels and GABA(A) receptor-mediated 36Cl(-) flux across development in rat cerebral cortex. | 2001 Nov 26 |
|
| Serum and urine concentrations of flunitrazepam and metabolites, after a single oral dose, by immunoassay and GC-MS. | 2001 Nov-Dec |
|
| [Tetraplegia in the course of coma from drug intoxication]. | 2001 Oct |
|
| [Clinical aspects of abuse drugs mainly used by adolescents]. | 2001 Oct |
|
| Pressure-sensitive and -insensitive coupling in gamma-aminobutyric acid(A) receptors. | 2001 Oct |
|
| 3H-nicotine, 3H-flunitrazepam, and 3H-cocaine incorporation into melanin: a model for the examination of drug-melanin interactions. | 2001 Oct |
|
| Mutagenesis of the GABA(A) receptor alpha1 subunit reveals a domain that affects sensitivity to GABA and benzodiazepine-site ligands. | 2001 Oct |
|
| Evidence for a role for GABA(A) and NMDA receptors in ethanol inhibition of long-term potentiation. | 2001 Oct 19 |
|
| Violent behavior, impulsive decision-making, and anterograde amnesia while intoxicated with flunitrazepam and alcohol or other drugs: a case study in forensic psychiatric patients. | 2002 |
|
| A novel approach to the prevention of postoperative delirium in the elderly after gastrointestinal surgery. | 2002 |
|
| [Crime under the influence of psychoactive drugs: the problem of the duration of detection]. | 2002 |
|
| Acrylamide disturbs the subcellular distribution of GABAA receptor in brain neurons. | 2002 |
|
| Substrate specificity of human 3(20)alpha-hydroxysteroid dehydrogenase for neurosteroids and its inhibition by benzodiazepines. | 2002 Apr |
|
| Further comment on abnormally pigmented organs presenting at autopsy. | 2002 Apr |
|
| Sensitive method for the detection of 22 benzodiazepines by gas chromatography-ion trap tandem mass spectrometry. | 2002 Apr 19 |
|
| The flunitrazepam abuse prevention program at a general hospital in Taiwan: a descriptive study. | 2002 Aug |
|
| Synthesis and preliminary pharmacological evaluation of new (+/-) 1,4-naphthoquinones structurally related to lapachol. | 2002 Aug |
|
| [Acute ischemia of the leg in a drug addict]. | 2002 Feb |
|
| [Clonidine vs. Midazolam for premedication - comparison of the anxiolytic effect by using the STAI-test]. | 2002 Feb |
|
| Mechanism of alpha-subunit selectivity of benzodiazepine pharmacology at gamma-aminobutyric acid type A receptors. | 2002 Feb 15 |
|
| Flunitrazepam-membrane non-specific binding and unbinding: two pathways with different energy barriers. | 2002 Feb 19 |
|
| Modulation of radioligand binding to the GABA(A)-benzodiazepine receptor complex by a new component from Cyperus rotundus. | 2002 Jan |
|
| Role of the histidine residue at position 105 in the human alpha 5 containing GABA(A) receptor on the affinity and efficacy of benzodiazepine site ligands. | 2002 Jan |
|
| Gamma-aminobutyric acidA and benzodiazepine receptor alterations in the rat brain after unilateral 6-hydroxydopamine lesions of the medial forebrain bundle. | 2002 Jan |
|
| Buprenorphine prescription by general practitioners in a French region. | 2002 Jan 1 |
|
| Binding and neuropharmacological profile of zaleplon, a novel nonbenzodiazepine sedative/hypnotic. | 2002 Jan 2 |
|
| Psychological stress, but not physical stress, causes increase in diazepam binding inhibitor (DBI) mRNA expression in mouse brains. | 2002 Jul 15 |
|
| More on Rohypnol. | 2002 Jun |
|
| Club drugs: methylenedioxymethamphetamine, flunitrazepam, ketamine hydrochloride, and gamma-hydroxybutyrate. | 2002 Jun 1 |
|
| Coordinate release of ATP and GABA at in vitro synapses of lateral hypothalamic neurons. | 2002 Jun 15 |
|
| Simultaneous analysis of flunitrazepam and its major metabolites in human plasma by high performance liquid chromatography tandem mass spectrometry. | 2002 Jun 15 |
|
| Drugged and sexually assaulted. | 2002 Mar |
|
| Plasticity of GABA(a) system during ageing: focus on vestibular compensation and possible pharmacological intervention. | 2002 Mar 1 |
|
| Citalopram in fatal poisoning cases. | 2002 Mar 28 |
|
| [Fatal outcome of poisoning with the benzodiazepines flunitrazepam and diazepam]. | 2002 Mar-Apr |
|
| Tolterodine-associated acute mixed liver injury. | 2002 May |
|
| Detection of flunitrazepam and 7-aminoflunitrazepam in oral fluid after controlled administration of rohypnol. | 2002 May-Jun |
Patents
Sample Use Guides
Usual dose 0.5 - 1mg; in exceptional circumstances the dose may be increased to 2mg.
Route of Administration:
Oral
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 18:47:56 GMT 2023
by
admin
on
Sat Dec 16 18:47:56 GMT 2023
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| Record UNII |
8L46R3P7MF
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| Record Status |
Validated (UNII)
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| Record Version |
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8L46R3P7MF
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156028042
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88280-25-5
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