Tìm theo
Metyrosine
Các tên gọi khác (14 ) :
  • (-)-alpha-Methyl-L-tyrosine
  • (S)-alpha-Methyltyrosine
  • alpha-Methyl-L-P-tyrosine
  • alpha-Methyl-P-tyrosine
  • alpha-Methyl-para-tyrosine
  • alpha-Methyltyrosine
  • L-alpha-Methyltyrosine
  • Methyltyrosine
  • Metirosin
  • Metirosina
  • Métirosine
  • Metirosine
  • Metirosinum
  • Metyrosine
enzyme inhibitors
Thuốc Gốc
Small Molecule
CAS: 672-87-7
ATC: C02KB01
ĐG : Aton Pharma Inc. , http://www.atonrx.com
CTHH: C10H13NO3
PTK: 195.2151
An inhibitor of the enzyme tyrosine 3-monooxygenase, and consequently of the synthesis of catecholamines. It is used to control the symptoms of excessive sympathetic stimulation in patients with pheochromocytoma. (Martindale, The Extra Pharmacopoeia, 30th ed)
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C10H13NO3
Phân tử khối
195.2151
Monoisotopic mass
195.089543287
InChI
InChI=1S/C10H13NO3/c1-10(11,9(13)14)6-7-2-4-8(12)5-3-7/h2-5,12H,6,11H2,1H3,(H,13,14)/t10-/m0/s1
InChI Key
InChIKey=NHTGHBARYWONDQ-JTQLQIEISA-N
IUPAC Name
(2S)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
Traditional IUPAC Name
metyrosine
SMILES
C[C@](N)(CC1=CC=C(O)C=C1)C(O)=O
Độ tan chảy
312.5 °C
Độ hòa tan
Very slightly soluble
logP
-1.7
logS
-1.9
pKa (strongest acidic)
2.06
pKa (Strongest Basic)
9.93
PSA
83.55 Å2
Refractivity
51.81 m3·mol-1
Polarizability
19.9 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
4
H Bond Donor Count
3
Physiological Charge
0
Number of Rings
1
Bioavailability
1
Rule of Five
true
Dược Lực Học : In patients with pheochromocytoma, who produce excessive amounts of norepinephrine and epinephrine, administration of one to four grams of metyrosine per day has reduced catecholamine biosynthesis from about 35 to 80 percent as measured by the total excretion of catecholamines and their metabolites (metanephrine and vanillylmandelic acid). The maximum biochemical effect usually occurs within two to three days, and the urinary concentration of catecholamines and their metabolites usually returns to pretreatment levels within three to four days after metyrosine is discontinued. Most patients with pheochromocytoma treated with metyrosine experience decreased frequency and severity of hypertensive attacks with their associated headache, nausea, sweating, and tachycardia. In patients who respond, blood pressure decreases progressively during the first two days of therapy with metyrosine; after withdrawal, blood pressure usually increases gradually to pretreatment values within two to three days.
Cơ Chế Tác Dụng : An inhibitor of the enzyme tyrosine 3-monooxygenase, and consequently of the synthesis of catecholamines. It is used to control the symptoms of excessive sympathetic stimulation in patients with pheochromocytoma. (Martindale, The Extra Pharmacopoeia, 30th ed) Metyrosine inhibits tyrosine hydroxylase, which catalyzes the first transformation in catecholamine biosynthesis, i.e., the conversion of tyrosine to dihydroxyphenylalanine (DOPA). Because the first step is also the rate-limiting step, blockade of tyrosine hydroxylase activity results in decreased endogenous levels of catecholamines and their synthesis. This consequently, depletes the levels of the catecholamines dopamine, adrenaline and noradrenaline in the body,usually measured as decreased urinary excretion of catecholamines and their metabolites. One main end result of the catecholamine depletion is a decrease in blood presure.
Dược Động Học :
▧ Absorption :
Well absorbed from the gastrointestinal tract.
▧ Metabolism :
Little biotransformation, with catechol metabolites accounting for less than 1% of the administered dose.
▧ Route of Elimination :
Because the first step is also the rate-limiting step, blockade of tyrosine hydroxylase activity results in decreased endogenous levels of catecholamines, usually measured as decreased urinary excretion of catecholamines and their metabolites.
▧ Half Life :
3.4 to 3.7 hours
Độc Tính : Signs of metyrosine overdosage include those central nervous system effects observed in some patients even at low dosages. At doses exceeding 2000 mg/day, some degree of sedation or feeling of fatigue may persist. Doses of 2000-4000 mg/day can result in anxiety or agitated depression, neuromuscular effects (including fine tremor of the hands, gross tremor of the trunk, tightening of the jaw with trismus), diarrhea, and decreased salivation with dry mouth. The acute toxicity of metyrosine was 442 mg/kg and 752 mg/kg in the female mouse and rat respectively.
Chỉ Định : For use in the treatment of patients with pheochromocytoma, for preoperative preparation of patients for surgery, management of patients when surgery is contraindicated, and chronic treatment of patients with malignant pheochromocytoma.
Tương Tác Thuốc :
  • Dihydrocodeine Concurrent use may enhance the sedative effect of Metyrosine. It is recommended to monitor therapy.
Liều Lượng & Cách Dùng : Capsule - Oral
Dữ Kiện Thương Mại
Giá thị trường
  • Biệt dược thương mại : Demser 250 mg capsule
    Giá bán buôn : USD >19.35
    Đơn vị tính : capsule
Nhà Sản Xuất
  • Công ty : ATON Pharma
    Sản phẩm biệt dược : Demser
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00765
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=441350
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506079
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07921
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00762
ChemSpider
http://www.chemspider.com/Chemical-Structure.390103.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0006-0690-68
PharmGKB
http://www.pharmgkb.org/drug/PA450487
RxList
http://www.rxlist.com/cgi/generic2/metyrosine.htm
Drugs.com
http://www.drugs.com/cdi/metyrosine.html
... loading
... loading