词条 | Terazosin |
释义 |
| Watchedfields = changed | verifiedrevid = 470602141 | IUPAC_name = (RS)-6,7-Dimethoxy-2-[4-(tetrahydrofuran-2-ylcarbonyl)piperazin-1-yl]quinazolin-4-amine | image = Terazosin.svg | tradename = Hytrin, Zayasel, others | Drugs.com = {{drugs.com|monograph|terazosin-hydrochloride}} | MedlinePlus = a693046 | pregnancy_category = | legal_US = RX-Only | routes_of_administration = | bioavailability = | protein_bound = 90-94% | metabolism = | elimination_half-life = 12 hours | IUPHAR_ligand = 7302 | CAS_number_Ref = {{cascite|correct|??}} | CAS_number = 63590-64-7 | ATC_prefix = G04 | ATC_suffix = CA03 | ATC_supplemental = | PubChem = 5401 | DrugBank_Ref = {{drugbankcite|correct|drugbank}} | DrugBank = DB01162 | ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} | ChemSpiderID = 5208 | UNII_Ref = {{fdacite|correct|FDA}} | UNII = 8L5014XET7 | KEGG_Ref = {{keggcite|correct|kegg}} | KEGG = D08569 | ChEBI_Ref = {{ebicite|correct|EBI}} | ChEBI = 9445 | ChEMBL_Ref = {{ebicite|correct|EBI}} | ChEMBL = 611 | C=19 | H=25 | N=5 | O=4 | molecular_weight = 387.433 g/mol | smiles = O=C(N3CCN(c2nc1cc(OC)c(OC)cc1c(n2)N)CC3)C4OCCC4 | StdInChI_Ref = {{stdinchicite|correct|chemspider}} | StdInChI = 1S/C19H25N5O4/c1-26-15-10-12-13(11-16(15)27-2)21-19(22-17(12)20)24-7-5-23(6-8-24)18(25)14-4-3-9-28-14/h10-11,14H,3-9H2,1-2H3,(H2,20,21,22) | StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} | StdInChIKey = VCKUSRYTPJJLNI-UHFFFAOYSA-N | synonyms = [4-(4-amino-6,7-dimethoxy-quinazolin-2-yl)piperazin-1-yl]-tetrahydrofuran-2-yl-methanone }}Terazosin, sold under the brand name Hytrin among others, is a medication used to treat symptoms of an enlarged prostate and high blood pressure.[1] For high blood pressure, it is a less preferred option.[1] It is taken by mouth.[1] Common side effects include dizziness, headache, tiredness, swelling, nausea, and low blood pressure with standing.[1] Severe side effects may include priapism and low blood pressure.[1] Prostate cancer should be ruled out before starting treatment.[1] It is an alpha-1 blocker and works by relaxing blood vessels and the opening of the bladder.[1] Terazosin was patented in 1975 and came into medical use in 1985.[2] It is avaliable as a generic medication.[9] A month supply in the United Kingdom costs the NHS less than 2 £ as of 2019.[3] In the United States the wholesale cost of this amount is about 4.50 USD.[4] FormulationsIt is available in 1 mg, 2 mg, 5 mg or 10 mg doses.[5] SynthesisReaction of piperazine with 2-furoyl chloride followed by catalytic hydrogenation of the furan ring leads to 2. This, when heated in the presence of 2-chloro-6,7-dimethoxyquinazolin-4-amine (1) undergoes direct alkylation to terazosin (3). References1. ^1 2 3 4 5 6 {{cite web |title=Terazosin Hydrochloride Monograph for Professionals |url=https://www.drugs.com/monograph/terazosin-hydrochloride.html |website=Drugs.com |publisher=American Society of Health-System Pharmacists |accessdate=17 March 2019 |language=en}} {{Drugs used in benign prostatic hypertrophy}}{{Alpha blockers}}2. ^{{cite book |last1=Fischer |first1=Jnos |last2=Ganellin |first2=C. Robin |title=Analogue-based Drug Discovery |date=2006 |publisher=John Wiley & Sons |isbn=9783527607495 |page=455 |url=https://books.google.ca/books?id=FjKfqkaKkAAC&pg=PA455 |language=en}} 3. ^1 {{cite book|title=British national formulary : BNF 76|date=2018|publisher=Pharmaceutical Press|isbn=9780857113382|pages=768|edition=76}} 4. ^{{cite web |title=NADAC as of 2019-02-27 |url=https://data.medicaid.gov/Drug-Pricing-and-Payment/NADAC-as-of-2019-02-27/s7c9-pfa6 |website=Centers for Medicare and Medicaid Services |accessdate=3 March 2019 |language=en}} 5. ^[https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=d971811c-d327-4e63-808c-8d553ee471e7 Terazosin Hydrochloride Capsule, DailyMed, National Library of Medicine, National Institutes of Health] 6. ^M. Winn, J. Kyncl, D. A. Dunnigan, and P. H. Jones, {{USPatent|4,026,894}} (1977); Chem. Abstr., 87; 68411m (1977). 7 : Alpha blockers|Tetrahydrofurans|Piperazines|Quinazolines|Phenol ethers|Carboxamides|RTT |
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