Bromazepam

Bromazepam
Bromazepam
Systematic (IUPAC) name
9-bromo-6-pyridin-2-yl- 2,5-diazabicyclo [5.4.0]undeca- 5,8,10,12-tetraen- 3-one
Clinical data
Trade names Lexotan, Lexotanil
AHFS/Drugs.com Micromedex Detailed Consumer Information
Pregnancy cat. D (USA)
Legal status Schedule IV(US)
Routes Oral
Pharmacokinetic data
Bioavailability 84%
Metabolism Hepatic
Half-life 12-20 hours
Excretion Renal
Identifiers
CAS number 1812-30-2
ATC code N05BA08
PubChem CID 2441
DrugBank DB01558
ChemSpider 2347 YesY
UNII X015L14V0O YesY
KEGG D01245 YesY
ChEMBL CHEMBL277062 YesY
Chemical data
Formula C14H10BrN3O 
Mol. mass 316.2
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

Bromazepam (marketed under several brand names, including Lectopam, Lexotan, Lexilium, Lexaurin, Brazepam, Bromaze, and Lexotanil)[1] is a benzodiazepine derivative drug, patented by Roche in the 1963[2] and developed clinically in the 1970s.[3][4] It has mainly anxiolytic properties and at higher doses also sedative, hypnotic and skeletal muscle relaxant properties.[5]

Contents

Indications

Side-effects

All common side-effects of benzodiazepines have been noted. Consult the article under diazepam. Bromazepam 3 times 6 mg daily for 2 weeks taken alone impaired learning capacities significantly in humans in an experiment. In combination with alcohol the impairments of learning capacity became even more pronounced.[8] Impairments to memory functions are common with bromazepam and include a reduced working memory and reduced ability to process environmental information.[9][10][11] Impaired memory, visual information processing and sensory data and impaired psychomotor performance.[12][13][14] Deterioration of cognition including attention capacity and impaired co-ordinative skills.[15][16] Unsteadiness after taking bromazepam is however less pronounced than other benzodiazepines such as lorazepam.[17] Impaired reactive and attention performance, which may impair driving skills.[18]

Drowsiness and decrease in libido.[19][20] Occasionally benzodiazepines can induce extreme alterations in memory such as anterograde amnesia and amnesic automatism which may have medico-legal consequences. Such reactions usually only occur at the higher dose end of the prescribing spectrum.[21]

Very rarely dystonia can develop.[22]

Up to 30% treated on a long-term basis develop a form of dependence, i.e. these patients cannot stop the medication without experiencing physical and/or psychological benzodiazepine withdrawal symptoms.

Leukopenia and liver-damage of the cholostatic type with or without jaundice (icterus) have additionally been seen; the original manufacturer Roche recommends regular laboratory examinations to be performed routinely.

Ambulatory patients should be warned that Bromazepam may impair the ability to drive vehicles and to operate machinery. The impairment is worsened by consumption of alcohol, because both act as central nervous system depressants. During the course of therapy, tolerance to the sedative effect usually develops.

Tolerance, dependence and withdrawal

Bromazepam shares with other benzodiazepines the risk of abuse, misuse, psychological dependence and/or physical dependence.[23][24] A withdrawal study demonstrated both psychological dependence and physical dependence on bromazepam including marked rebound anxiety after 4 weeks chronic use. Those whose dose was gradually reduced experienced no withdrawal.[25]

Patients treated with bromazepam for generalised anxiety disorder were found to experience withdrawal symptoms such as a worsening of anxiety, as well as the development of physical withdrawal symptoms when abruptly withdrawn from bromazepam.[26] Abrupt or over rapid withdrawal from bromazepam after chronic use even at therapeutic prescribed doses may lead to a severe withdrawal syndrome including status epilepticus and a condition resembling delerium tremens.[27][28][29]

Animal studies have shown that chronic administration of diazepam or bromazepam causes a decrease in spontaneous locomotor activity and the turnover of noradrenaline and dopamine and serotonin, decreased activity of tyrosine hydroxylase and increased levels of the catecholamines. During withdrawal of bromazepam or diazepam a fall in tryptophan, 5-hydroxytryptamine levels occurs as part of the benzodiazepine withdrawal syndrome.[30]

Contraindications and special precautions

Benzodiazepines require special precaution if used in the elderly, pregnancy, children, alcohol- or drug-dependent individuals and individuals with comorbid psychiatric disorders.[31]

Special Populations

Elderly

In 1987, a team of scientists led by Ochs reported that the elimination half-life, peak serum concentration, and serum free fraction are significantly elevated and the oral clearance and volume of distribution significantly lowered in elderly subjects.[32] The clinical consequence is that the elderly should be treated with lower doses than younger patients.

Driving

Bromazepam may affect driving and ability to operate machinery.[33]

Pregnancy and breast feeding

Bromazepam is pregnancy category D, a classification which means that bromazepam has been shown to cause harm to the unborn child. The Hoffman LaRoche product information leaflet warns against breast feeding while taking bromazepam. There has been at least one report of sudden infant death syndrome linked to breast feeding while consuming bromazepam.[34][35]

Interactions

Cimetidine, fluvoxamine and propranolol causes a marked increase in the half-life of bromazepam leading to increased accumulation of bromazepam.[36][37][38]

Pharmacology

Apo-Bromazepam 6 mg tablets (Canada)

Bromazepam is a "classical" benzodiazepine; other classical benzodiazepines include; diazepam, clonazepam, oxazepam, lorazepam, nitrazepam, flurazepam and clorazepate.[39] Its molecular structure is composed of a diazepine connected to a benzene ring and a pyridine ring, the benzene ring having a bromine atom attached to it.[40] It is a 1,4-benzodiazepine, which means that the nitrogens on the seven-sided diazepine ring are in the 1 and 4 positions.

Bromazepam binds to the GABA receptor GABAA, causing a conformational change and increasing inhibitory effects of GABA. Other neurotransmitters are not influenced. Bromazepam is intermediate-short acting benzodiazepine and is lipophilic, is metabolised hepatically via oxidative pathways.[41] It does not possess any antidepressant or antipsychotic qualities.[42]

After night time administration of bromazepam a highly significant reduction of gastric acid secretion occurs during sleep followed by a highly significant rebound in gastric acid production the following day.[43]

Bromazepam alters electrical status of the brain causing an increased beta activity and a decrease in alpha activity in the EEG recordings.[44]

Pharmacokinetics

Bromazepam is reported to be metabolized by a hepatic enzyme belonging to the Cytochrome P450 family of enzymes. In 2003, a team led by Dr. Oda Manami at Oita Medical University reported that CYP3A4 was not the responsible enzyme, seeing as itraconazole, a known inhibitor of CYP3A4, did not effect its metabolism.[45] In 1995, J. van Harten at Solvay Duphar B.V.'s Department of Clinical Pharmacology in Weesp reported that fluvoxamine, which is a potent inhibitor of CYP1A2, a less potent CYP3A4 inhibitor, and a negligible inhibitor of CYP2D6, does inhibit its metabolism.[46]

The active metabolite of bromazepam is hydroxybromazepam, which has half-life approximately equal to bromazepam.[citation needed]

Overdose

Main article: Benzodiazepine overdose

Bromazepam is commonly involved in drug overdoses.[47] Bromazepam is a drug sometimes used in suicide attempts.[48] A severe bromazepam benzodiazepine overdose may result in a alpha pattern coma type.[49] The toxicity of bromazepam in overdosage increases when combined with other CNS depressant drugs such as alcohol or sedative hypnotic drugs.[50] Bromazepam is the most common benzodiazepine involved in intentional overdoses in France.[51]

Drug misuse

See also: Benzodiazepine drug misuse

Bromazepam has a similar misuse risk as other benzodiazepines such as diazepam.[52] In France car accidents involving psychotropic drugs in combination found benzodiazepines, mainly diazepam, nordiazepam, and bromazepam, to be the most common drug, almost twice that of the next most common drug cannabis.[53] Bromazepam has also been used for serious criminal offences including, robbery, homicide and to carry out sexual assaults.[54][55][56]

Legal Status

Bromazepam is a Schedule IV drug under the Convention on Psychotropic Substances.[57]

See also

References

  1. ^ "Benzodiazepine Names". non-benzodiazepines.org.uk. http://www.non-benzodiazepines.org.uk/benzodiazepine-names.html. Retrieved 2008-10-31. 
  2. ^ US patent 3100770, Rodney Ian Friar, "5-PYRIDYL-1,4-Benzodiazepine Compounds", published 1961-11-7, issued 1963-13-7 
  3. ^ "Bromazepam, a new anxiolytic: a comparative study with diazepam in general practice. Royal College of General Practitioners Medicines Surveillance Organisation". J R Coll Gen Pract 34 (266): 509–12. September 1984. PMC 1959670. PMID 6147412. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1959670. 
  4. ^ Fontaine, R; Annable, L; Beaudry, P; Mercier, P; Chouinard, G (1985). "Efficacy and withdrawal of two potent benzodiazepines: bromazepam and lorazepam". Psychopharmacology bulletin 21 (1): 91–2. ISSN 0048-5764. PMID 2858908. 
  5. ^ "Bromazepam prescribing information (Roche)" (PDF). http://www.pbs.gov.au/pi/roplexot10207.pdf. 
  6. ^ Guelfi JD, Lancrenon S, Millet V (1993). "[Comparative double-blind study of bromazepam versus prazepam in non-psychotic anxiety]" (in French). Encephale 19 (5): 547–52. PMID 8306923. 
  7. ^ Chalmers, P; Horton, Jn (Apr 1984). "Oral bromazepam in premedication. A comparison with diazepam.". Anaesthesia 39 (4): 370–2. doi:10.1111/j.1365-2044.1984.tb07280.x. ISSN 0003-2409. PMID 6143514. 
  8. ^ Liljequist R; Linnoila M, Mattila MJ, Saario I, Seppälä T (October 1975). "Effect of two weeks' treatment with thioridazine, chlorpromazine, sulpiride and bromazepam, alone or in combination with alcohol, on learning and memory in man". Psychopharmacologia 44 (2): 205–8. doi:10.1007/BF00421011. PMID 710. 
  9. ^ Münte TF, Gehde E, Johannes S, Seewald M, Heinze HJ (1996). "Effects of alprazolam and bromazepam on visual search and verbal recognition memory in humans: a study with event-related brain potentials". Neuropsychobiology 34 (1): 49–56. doi:10.1159/000119291. PMID 8884760. 
  10. ^ Montenegro M, Veiga H, Deslandes A, et al. (June 2005). "[Neuromodulatory effects of caffeine and bromazepam on visual event-related potential (P300): a comparative study."]. Arq Neuropsiquiatr 63 (2B): 410–5. doi:10.1590/S0004-282X2005000300009. PMID 16059590. http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0004-282X2005000300009&lng=en&nrm=iso&tlng=en. 
  11. ^ Cunha M, Portela C, Bastos VH, et al. (December 2008). "Responsiveness of sensorimotor cortex during pharmacological intervention with bromazepam". Neurosci. Lett. 448 (1): 33–6. doi:10.1016/j.neulet.2008.10.024. PMID 18938214. http://linkinghub.elsevier.com/retrieve/pii/S0304-3940(08)01422-5. 
  12. ^ Stacher G; Bauer P, Brunner H, Grünberger J (January 1976). "Gastric acid secretion, serum-gastrin levels and psychomotor function under the influence of placebo, insulin-hypoglycemia, and/or bromazepam". Int J Clin Pharmacol Biopharm 13 (1): 1–10. PMID 2560. 
  13. ^ Bourin M, Auget JL, Colombel MC, Larousse C (1989). "Effects of single oral doses of bromazepam, buspirone and clobazam on performance tasks and memory". Neuropsychobiology 22 (3): 141–5. doi:10.1159/000118609. PMID 2577220. 
  14. ^ Puga F, Sampaio I, Veiga H, et al. (December 2007). "The effects of bromazepam on the early stage of visual information processing (P100)". Arq Neuropsiquiatr 65 (4A): 955–9. PMID 18094853. http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0004-282X2007000600006&lng=en&nrm=iso&tlng=en. 
  15. ^ Saario I (April 1976). "Psychomotor skills during subacute treatment with thioridazine and bromazepam, and their combined effects with alcohol". Ann Clin Res 8 (2): 117–23. PMID 7178. 
  16. ^ Jansen, AA; Verbaten, MN; Slangen, JL (1988). "Acute effects of bromazepam on signal detection performance, digit symbol substitution test and smooth pursuit eye movements.". Neuropsychobiology 20 (2): 91–5. doi:10.1159/000118481. PMID 2908134. 
  17. ^ Patat A, Foulhoux P (July 1985). "Effect on postural sway of various benzodiazepine tranquillizers". Br J Clin Pharmacol 20 (1): 9–16. PMC 1400619. PMID 2862898. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1400619. 
  18. ^ Seppälä T; Saario I, Mattila MJ (1976). "Two weeks' treatment with chlorpromazine, thioridazine, sulpiride, or bromazepam: actions and interactions with alcohol on psychomotor skills related to driving". Mod Probl Pharmacopsychiatry 11: 85–90. PMID 9581. 
  19. ^ Horseau, C; Brion, S (May 1982). "Clinical trial of bromazepam. Thirty-four cases (author's transl)". La Nouvelle presse medicale 11 (22): 1741–3. ISSN 0301-1518. PMID 6124948. 
  20. ^ Perret, J; Zagala, A; Gaio, Jm; Hommel, M; Meaulle, F; Pellat, J; Pollak, P (May 1982). "Bromazepam in anxiety. Clinical evaluation (author's transl)". La Nouvelle presse medicale 11 (22): 1722–4. ISSN 0301-1518. PMID 6124942. 
  21. ^ Rager, P; Bénézech, M (Jan 1986). "Memory gaps and hypercomplex automatisms after a single oral dose of benzodiazepines: clinical and medico-legal aspects". Annales medico-psychologiques 144 (1): 102–9. ISSN 0003-4487. PMID 2876672. 
  22. ^ Pérez Trullen JM, Modrego Pardo PJ, Vázquez André M, López Lozano JJ (1992). "Bromazepam-induced dystonia". Biomed. Pharmacother. 46 (8): 375–6. doi:10.1016/0753-3322(92)90306-R. PMID 1292648. 
  23. ^ Rastogi RB; Lapierre YD, Singhal RL (1978). "Some neurochemical correlates of "rebound" phenomenon observed during withdrawal after long-term exposure to 1, 4-benzodiazepines". Prog Neuropsychopharmacol 2 (1): 43–54. doi:10.1016/0364-7722(78)90021-8. PMID 31644. 
  24. ^ Laux G (May 1979). "[A case of Lexotanil dependence. Case report on tranquilizer abuse]". Nervenarzt 50 (5): 326–7. PMID 37451. 
  25. ^ Fontaine, R; Chouinard, G; Annable, L (Jul 1984). "Rebound anxiety in anxious patients after abrupt withdrawal of benzodiazepine treatment.". The American journal of psychiatry 141 (7): 848–52. ISSN 0002-953X. PMID 6145363. 
  26. ^ Chouinard G; Labonte A, Fontaine R, Annable L (1983). "New concepts in benzodiazepine therapy: rebound anxiety and new indications for the more potent benzodiazepines". Prog Neuropsychopharmacol Biol Psychiatry 7 (4–6): 669–73. doi:10.1016/0278-5846(83)90043-X. PMID 6141609. 
  27. ^ Böning, J (May 1981). "Bromazepam withdrawal delirium - a psychopharmacological contribution to clinical withdrawal syndromes (author's transl)". Der Nervenarzt 52 (5): 293–7. ISSN 0028-2804. PMID 6113557. 
  28. ^ Thomas P, Lebrun C, Chatel M (1993). "De novo absence status epilepticus as a benzodiazepine withdrawal syndrome". Epilepsia 34 (2): 355–8. doi:10.1111/j.1528-1157.1993.tb02421.x. PMID 8384109. 
  29. ^ Fukuda M, Nakajima N, Tomita M (January 1999). "Generalized tonic-clonic seizures following withdrawal of therapeutic dose of bromazepam". Pharmacopsychiatry 32 (1): 42–3. doi:10.1055/s-2007-979188. PMID 10071183. 
  30. ^ Agarwal RA, Lapierre YD, Rastogi RB, Singhal RL (May 1977). "Alterations in brain 5-hydroxytryptamine metabolism during the 'withdrawal' phase after chronic treatment with diazepam and bromazepam". Br. J. Pharmacol. 60 (1): 3–9. PMC 1667179. PMID 18243. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1667179. 
  31. ^ Authier, N.; Balayssac, D.; Sautereau, M.; Zangarelli, A.; Courty, P.; Somogyi, AA.; Vennat, B.; Llorca, PM. et al. (November 2009). "Benzodiazepine dependence: focus on withdrawal syndrome". Ann Pharm Fr 67 (6): 408–13. doi:10.1016/j.pharma.2009.07.001. PMID 19900604. 
  32. ^ Ochs HR, Greenblatt DJ, Friedman H, Burstein ES, Locniskar A, Harmatz JS, Shader RI. (May 1987). "Bromazepam pharmacokinetics: influence of age, gender, oral contraceptives, cimetidine, and propranolol". Clinical Pharmacology & Therapeutics 41 (5): 562–70. doi:10.1038/clpt.1987.72. PMID 2882883. 
  33. ^ Hobi, V; Kielholz, P; Dubach, Uc (Oct 1981). "The effect of bromazepam on fitness to drive (author's transl)". MMW, Munchener medizinische Wochenschrift 123 (42): 1585–8. ISSN 0341-3098. PMID 6118830. 
  34. ^ Hoffman LaRoche Pharmaceuticals (3 April 2008). "NAME OF THE MEDICINE LEXOTAN" (PDF). Australia: roche-australia.com. Archived from the original on 19 July 2008. http://web.archive.org/web/20080719012817/http://www.roche-australia.com/downloads/lexotan-pi.cfm?action=get. Retrieved 16 December 2008. 
  35. ^ Martens PR (June 1994). "A sudden infant death like syndrome possibly induced by a benzodiazepine in breast-feeding". Eur J Emerg Med 1 (2): 86–7. PMID 9422145. 
  36. ^ Ochs HR, Greenblatt DJ, Friedman H, et al. (May 1987). "Bromazepam pharmacokinetics: influence of age, gender, oral contraceptives, cimetidine, and propranolol". Clin. Pharmacol. Ther. 41 (5): 562–70. doi:10.1038/clpt.1987.72. PMID 2882883. 
  37. ^ Perucca E, Gatti G, Spina E (September 1994). "Clinical pharmacokinetics of fluvoxamine". Clin Pharmacokinet 27 (3): 175–90. doi:10.2165/00003088-199427030-00002. PMID 7988100. 
  38. ^ van Harten J (1995). "Overview of the pharmacokinetics of fluvoxamine". Clin Pharmacokinet 29 Suppl 1: 1–9. doi:10.2165/00003088-199500291-00003. PMID 8846617. 
  39. ^ Braestrup C; Squires RF. (1 April 1978). "Pharmacological characterization of benzodiazepine receptors in the brain". Eur J Pharmacol 48 (3): 263–70. doi:10.1016/0014-2999(78)90085-7. PMID 639854. 
  40. ^ Bromazepam Eutimia.com - Salud Mental. © 1999-2002.
  41. ^ Oelschläger H. (4 July 1989). "[Chemical and pharmacologic aspects of benzodiazepines]". Schweiz Rundsch Med Prax. 78 (27–28): 766–72. PMID 2570451. 
  42. ^ Amphoux, G; Agussol, P; Girard, J (May 1982). "The action of bromazepam on anxiety (author's transl)". La Nouvelle presse medicale 11 (22): 1738–40. ISSN 0301-1518. PMID 6124947. 
  43. ^ Stacher G; Stärker D (February 1974). "Inhibitory effect of bromazepam on basal and betazole-stimulated gastric acid secretion in man". Gut 15 (2): 116–20. doi:10.1136/gut.15.2.116. PMC 1412901. PMID 4820635. http://www.pubmedcentral.nih.gov/articlerender.fcgi?tool=pmcentrez&artid=1412901. 
  44. ^ Fink M; Weinfeld RE, Schwartz MA, Conney AH (August 1976). "Blood levels and electroencephalographic effects of diazepam and bromazepam". Clin Pharmacol Ther 20 (2): 184–91. PMID 7375. 
  45. ^ Oda M, Kotegawa T, Tsutsumi K, Ohtani Y, Kuwatani K, Nakano S. "The effect of itraconazole on the pharmacokinetics and pharmacodynamics of bromazepam in healthy volunteers." European Journal of Clinical Pharmacology. 2003 Nov;59(8-9):615-9. Epub 2003 Sep 27. PMID 14517708 English Fulltext (registration required) Japanese Fulltext (PDF, no registration)
  46. ^ van Harten J (1995). "Overview of the pharmacokinetics of fluvoxamine". Clin Pharmacokinet 29 (Suppl 1): 1–9. doi:10.2165/00003088-199500291-00003. PMID 8846617. 
  47. ^ Gandolfi E, Andrade Mda G (December 2006). "[Drug-related toxic events in the state of São Paulo, Brazil"] (in Portuguese). Rev Saude Publica 40 (6): 1056–64. PMID 17173163. http://www.scielosp.org/scielo.php?script=sci_arttext&pid=S0034-89102006000700014&lng=en&nrm=iso&tlng=en. 
  48. ^ Michaud K, Romain N, Giroud C, Brandt C, Mangin P (December 2001). "Hypothermia and undressing associated with non-fatal bromazepam intoxication". Forensic Sci. Int. 124 (2–3): 112–4. doi:10.1016/S0379-0738(01)00584-9. PMID 11792498. http://linkinghub.elsevier.com/retrieve/pii/S0379073801005849. 
  49. ^ Pasinato, E; Franciosi, A; De, Vanna, M (Apr 1983). ""Alpha pattern coma" after poisoning with flunitrazepam and bromazepam. Case description". Minerva psichiatrica 24 (2): 69–74. ISSN 0374-9320. PMID 6140613. 
  50. ^ Marrache F, Mégarbane B, Pirnay S, Rhaoui A, Thuong M (October 2004). "Difficulties in assessing brain death in a case of benzodiazepine poisoning with persistent cerebral blood flow". Hum Exp Toxicol 23 (10): 503–5. doi:10.1191/0960327104ht478cr. PMID 15553176. 
  51. ^ Staikowsky F, Theil F, Candella S (July 2005). "[Trends in the pharmaceutical profile of intentional drug overdoses seen in the emergency room]" (in French). Presse Med 34 (12): 842–6. PMID 16097205. 
  52. ^ Woods, Jh (Mar 1984). "Progress report on the stimulant-depressant abuse liability evaluation project". NIDA research monograph 49: 59–62. ISSN 1046-9516. PMID 6148695. 
  53. ^ Staub C, Lacalle H, Fryc O (1994). "[Presence of psychotropic drugs in the blood of drivers responsible for car accidents, and who consumed alcohol at the same time]" (in French). Soz Praventivmed 39 (3): 143–9. PMID 8048274. 
  54. ^ Brinkmann, B; Fechner, G; Püschel, K (Dec 1984). "Identification of mechanical asphyxiation in cases of attempted masking of the homicide". Forensic science international 26 (4): 235–45. doi:10.1016/0379-0738(84)90028-8. ISSN 0379-0738. PMID 6519613. 
  55. ^ de Boisjolly JM, Rougé-Maillart C, Roy PM, Roussel B, Turcant A, Delhumeau A (August 2003). "[Chemical submission"] (in French). Presse Med 32 (26): 1216–8. PMID 14506459. http://www.masson.fr/masson/MDOI-PM-08-2003-32-26-0755-4982-101019-ART5. 
  56. ^ Djezzar S, Questel F, Burin E, Dally S (October 2008). "Chemical submission: results of 4-year French inquiry" (PDF). Int. J. Legal Med. 123 (3): 213–9. doi:10.1007/s00414-008-0291-x. PMID 18925406. http://www.springerlink.com/content/a6151431w0332123/fulltext.pdf?page=1. 
  57. ^ List of psychotropic substances under international control (PDF). International Narcotics Control Board.

External links

v · d · eBenzodiazepine derivatives
1,4-Benzodiazepines

Bromazepam · Camazepam · Carburazepam · Chlordiazepoxide · Cinolazepam · Clonazepam · Clorazepate · Cyprazepam · Delorazepam · Demoxepam · Devazepide * · Diazepam · Doxefazepam · Elfazepam · Ethyl carfluzepate · Ethyl dirazepate · Ethyl loflazepate · Fletazepam · Fludiazepam · Flunitrazepam · Flurazepam · Flutemazepam · Flutoprazepam · Fosazepam · Gidazepam · Halazepam · Iclazepam · Ketazolam · Lorazepam · Lormetazepam · Meclonazepam · Medazepam · Menitrazepam · Metaclazepam · Motrazepam · Nimetazepam · Nitrazepam · Nitrazepate · Nordazepam · Nortetrazepam · Oxazepam · Phenazepam · Pinazepam · Pivoxazepam · Prazepam · Proflazepam · Quazepam · QH-II-66 · Reclazepam · Ro5-2904 · Ro5-4864 * · Sulazepam · Temazepam · Tetrazepam · Tifluadom * · Tolufazepam · Tuclazepam · Uldazepam
1,5-Benzodiazepines

Arfendazam · Clobazam · CP-1414S · Lofendazam · Triflubazam
2,3-Benzodiazepines *

Girisopam · GYKI-52466 · GYKI-52895 · Nerisopam · Talampanel · Tofisopam
Triazolobenzodiazepines

Adinazolam · Alprazolam · Estazolam · Flubromazolam · Triazolam
Imidazobenzodiazepines

Bretazenil · Climazolam · FG-8205 · Flumazenil · Imidazenil · L-655,708 · Loprazolam · Midazolam · PWZ-029 · Remimazolam · Ro15-4513 · Ro48-6791 · Ro48-8684 · Sarmazenil · SH-053-R-CH3-2′F
Oxazolobenzodiazepines
Thienodiazepines
Pyridodiazepines

Lopirazepam · Zapizolam
Pyrazolodiazepines

Razobazam * · Ripazepam · Zolazepam · Zomebazam
Pyrrolodiazepines
Tetrahydroisoquinobenzodiazepines
Benzodiazepine prodrugs
 * atypical activity profile (not GABAA receptor ligands)
v · d · eAnxiolytics (N05B)
GABAA PAMs
Abecarnil • Adipiplon • Alpidem • CGS-8216 • CGS-9896 • CGS-13767 • CGS-20625 • Divaplon • ELB-139 • Fasiplon • GBLD-345 • Gedocarnil • L-838,417 • NS-2664 • NS-2710 • Ocinaplon • Pagoclone • Panadiplon • Pipequaline • RWJ-51204 • SB-205,384 • SL-651,498 • Taniplon • TP-003 • TP-13 • TPA-023 • Y-23684 • ZK-93423
Pyrazolopyridines
Cartazolate • Etazolate • ICI-190,622 • Tracazolate
Others
Chlormezanone • Ethanol (Alcohol) • Etifoxine • Kavalactones (Kava Kava) • Skullcap • Valerenic Acid (Valerian)
α2δ VDCC Blockers
5-HT1A Agonists
Azapirones: Buspirone • Gepirone • Tandospirone; Others: Flesinoxan • Oxaflozane
H1 Antagonists
Diphenylmethanes: Captodiame • Hydroxyzine; Others: Brompheniramine • Chlorpheniramine • Pheniramine
CRH1 Antagonists
Antalarmin • CP-154,526 • Pexacerfont • Pivagabine
NK2 Antagonists
GR-159,897 • Saredutant
MCH1 antagonists
ATC-0175 • SNAP-94847
mGluR2/3 Agonists
mGluR5 NAMs
TSPO agonists
DAA-1097 • DAA-1106 • Emapunil • FGIN-127 • FGIN-143
σ1 agonists
Afobazole • Opipramol
Others
Benzoctamine • Carbetocin • Demoxytocin • Mephenoxalone • Mepiprazole • Oxanamide • Oxytocin • Promoxolane • Tofisopam • Trimetozine • WAY-267,464
#WHO-EM. ‡Withdrawn from market. Clinical trials: †Phase III. §Never to phase III

M: PSO/PSI

mepr

dsrd (o, p, m, p, a, d, s), sysi/epon, spvo

proc(eval/thrp), drug(N5A/5B/5C/6A/6B/6D)

Wikimedia Foundation. 2010.

Игры ⚽ Нужен реферат?

Look at other dictionaries:

  • Bromazépam — Structure chimique du bromazépam Général Nom IUPAC 7 Bromo 2,3 dihydro 5 (2 pyridinyl) 1H 1,4 benzodiazépine …   Wikipédia en Français

  • Bromazepam — Bromazépam Bromazépam Structure chimique du bromazépam Général Nom IUPAC 7 Bromo 2,3 dihydro 5 (2 pyridinyl) 1H …   Wikipédia en Français

  • Bromazepam — Nombre (IUPAC) sistemático 7 Bromo 2,3 dihidro 5 (2 pirimidinil) 1H 1,4 benzodiazepin 2 ona Identifica …   Wikipedia Español

  • bromazepam — benzodiazepina utilizada en el tratamiento de la ansiedad estructura química [véase http://www.iqb.es/diccio/b/br.htm#bromazepam] Diccionario ilustrado de Términos Médicos.. Alvaro Galiano. 2010 …   Diccionario médico

  • Bromazepam — Strukturformel Allgemeines Freiname Bromazepam Andere Namen …   Deutsch Wikipedia

  • bromazepam — noun A benzodiazepine drug with anxiolytic, sedative, hypnotic and skeletal muscle relaxant properties …   Wiktionary

  • bromazepam — An antianxiety agent of the benzodiazepine class. * * * n. a long acting benzodiazepines drug used in the short term treatment of disabling anxiety. It is administered by mouth. Trade name: Lexotan. * * * bro·maz·e·pam (bro mazґə pam″) …   Medical dictionary

  • Бромазепам (Bromazepam) — лекарственное вещество бензодиазепин длительного действия, применяется для кратковременного лечения тревожных состояний, приводящих человека к потере трудоспособности. Назначается внутрь. Торговое название: локсетан (Loxetan). Источник:… …   Медицинские термины

  • 1812-30-2 — Bromazépam Bromazépam Structure chimique du bromazépam Général Nom IUPAC 7 Bromo 2,3 dihydro 5 (2 pyridinyl) 1H …   Wikipédia en Français

  • Anxyrex — Bromazépam Bromazépam Structure chimique du bromazépam Général Nom IUPAC 7 Bromo 2,3 dihydro 5 (2 pyridinyl) 1H …   Wikipédia en Français

Share the article and excerpts

Direct link
… Do a right-click on the link above
and select “Copy Link”