Hidroksizin
etoksi)etanol
(IUPAC) ime | |
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(±)-2-(24-[(4-hlorofenil)-fenilmetil]piperazin-1-il | |
Klinički podaci | |
Identifikatori | |
ATC kod | ? |
Hemijski podaci | |
Formula | ? |
Farmakoinformacioni podaci | |
Trudnoća | ? |
Pravni status |
| image = Hydroxyzine.svg | width = | image2 = Hydroxyzine-3d-sticks.png | width2 =
| tradename = Vistaril | Drugs.com = Monografija | MedlinePlus = a682866 | pregnancy_AU = A | pregnancy_US = C | legal_status = Rx-only | routes_of_administration = Oralno, IM
| bioavailability = visoka | protein_bound = 93% | metabolism = Renalno | elimination_half-life = 20,0 ± 4,1 sata[1] | excretion = Urin, izmet
| CASNo_Ref = | CAS_number_Ref = | CAS_number = 68-88-2 | ATC_prefix = N05 | ATC_suffix = BB01 | PubChem = 3658 | IUPHAR_ligand = | DrugBank_Ref = Šablon:Drugbankcite
| DrugBank = DB00557
| ChemSpiderID_Ref = | ChemSpiderID = 3531 | UNII_Ref = | UNII = 30S50YM8OG | KEGG_Ref = | KEGG = D08054 | ChEBI_Ref = | ChEBI = 5818 | ChEMBL_Ref = | ChEMBL = 896
| C = 21 | H = 27 | Cl = 1 | N = 2 | O = 2
| molecular_weight = 374,904 g/mol | smiles = Clc1ccc(cc1)C(c2ccccc2)N3CCN(CC3)CCOCCO | InChI = 1/C21H27ClN2O2/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25/h1-9,21,25H,10-17H2 | InChIKey = ZQDWXGKKHFNSQK-UHFFFAOYAL | StdInChI_Ref = | StdInChI = 1S/C21H27ClN2O2/c22-20-8-6-19(7-9-20)21(18-4-2-1-3-5-18)24-12-10-23(11-13-24)14-16-26-17-15-25/h1-9,21,25H,10-17H2 | StdInChIKey_Ref = | StdInChIKey = ZQDWXGKKHFNSQK-UHFFFAOYSA-N }}
Hidroksizin (Vistaril, Ataraks) pripada prvoj generaciji antihistamina difenilmetanske i piperazinske klase. On je prvi put sintetisan 1956. i u prodaji je bio od strane kompanije Pfizer u SAD-u iste godine.[2] On je još uvek u širokoj upotrebi.
Hemija uredi
Hidroksizin se može sintetisati alkilacijom 1-(4-hlorobenzohidril)piperazina sa 2-(2-hidroksietoksi)etilhloridom:[3]
Reference uredi
- ↑ Simons FE, Simons KJ, Frith EM (January 1984). „The pharmacokinetics and antihistaminic of the H1 receptor antagonist hydroxyzine”. The Journal of Allergy and Clinical Immunology 73 (1 Pt 1): 69–75. PMID 6141198.
- ↑ Shorter, Edward (2009). Before Prozac: the troubled history of mood disorders in psychiatry. Oxford [Oxfordshire]: Oxford University Press. ISBN 0-19-536874-6.
- ↑ H. Morren, U.S. Patent 2.899.436 (1959); H. Morren, DE 1049383 (1954); H. Morren, DE 1061786 (1954); H. Morren, DE 1068262 (1954); H. Morren, DE 1072624 (1954); H. Morren, DE 1075116 (1954).
Literatura uredi
- Shorter, Edward (2009). Before Prozac: the troubled history of mood disorders in psychiatry. Oxford [Oxfordshire]: Oxford University Press. ISBN 0-19-536874-6.
- Hutcheon, D. E.; D.L. Morris, A. Scriabine (December 1956). „Cardiovascular action of hydroxyzine (Atarax)”. J Pharmacol Exp Ther. 118 (4): 451–460. PMID 13385806.
- Dolan, C. M. (June 1958). „MANAGEMENT OF EMOTIONAL DISTURBANCES—Use of Hydroxyzine (Atarax®) in General Practice”. Calif Med. 88 (6): 443–444. PMC 1512309. PMID 13536863.
- Pfizer Labs, Division of Pfizer Inc, NY, NY 10017 (2004) (pdf). Vistaril (hydroxyzine pamoate) Capsules and Oral Suspension. United States Food and Drug Administration.
- Anderson, Philip O.; James E. Knoben, William G. Troutman (2002). Handbook of Clinical Drug Data. McGraw-Hill Medical. ISBN 0-07-136362-9.
- de Brabander, A.; W. Deberdt (1990). „Effect of Hydroxyzine on Attention and Memory”. Human Psychopharmacology (John Wiley & Sons) 5 (4): 357–362. DOI:10.1002/hup.470050408. Pristupljeno 2007-03-09.[mrtav link]
- Clark, B. G.; M. Araki, H. W. Brown (1982). „Hydroxyzine-Associated Tardive Dyskinesia”. Ann Neurol. 11 (4): 435. DOI:10.1002/ana.410110423. PMID 7103423.
- Porsolt, R. D.; P. Martin, A. Lenegre, S. Frornage, and C.E. Giurgea (1989). „Prevention of "Learned Helplessness" in the Rat by Hydroxyzine”. Drug Dev. Res. 17 (3): 227–236. DOI:10.1002/ddr.430170306. Pristupljeno 2007-03-10.[mrtav link]
- Alford, C.; N. Rombautt, J. Jones, S. Foley, C. Idzikowskit and I. Hindmarch (1992). „Acute Effects of Hydroxyzine on Nocturnal Sleep and Sleep Tendency the Following Day: a C-EEG Study”. Human Psychopharmacology 7 (1): 25–35. DOI:10.1002/hup.470070104. Pristupljeno 2007-03-10.[mrtav link]
- RxList, et al. (2004). „Atarax Indications, Dosage, Storage, Stability”. RxList - The internet drug index. Arhivirano iz originala na datum 2008-09-06. Pristupljeno 9. 3. 2007.
- Medscape (2004). „Vistaril Oral: Monograph - Hydroxyzine Hydrochloride, Hydroxyzine Pamoate”. medscape.com. Pristupljeno 9. 3. 2007.