Tìm theo
Metyrapone
Các tên gọi khác (5 ) :
  • Metirapona
  • Metopiron
  • Metopirone
  • Metyrapone
  • Metyraponum
enzyme inhibitors, antimetabolites
Thuốc Gốc
Small Molecule
CAS: 54-36-4
ATC: V04CD01
ĐG : Novartis AG , http://www.novartis.com
CTHH: C14H14N2O
PTK: 226.2738
An inhibitor of the enzyme steroid 11-beta-monooxygenase. It is used as a test of the feedback hypothalamic-pituitary mechanism in the diagnosis of cushing syndrome. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C14H14N2O
Phân tử khối
226.2738
Monoisotopic mass
226.11061308
InChI
InChI=1S/C14H14N2O/c1-14(2,12-6-4-8-16-10-12)13(17)11-5-3-7-15-9-11/h3-10H,1-2H3
InChI Key
InChIKey=FJLBFSROUSIWMA-UHFFFAOYSA-N
IUPAC Name
2-methyl-1,2-bis(pyridin-3-yl)propan-1-one
Traditional IUPAC Name
metyrapone
SMILES
CC(C)(C(=O)C1=CN=CC=C1)C1=CN=CC=C1
Độ tan chảy
50.5 °C
Độ hòa tan
Sparingly soluble
logP
1.8
logS
-2.7
pKa (Strongest Basic)
4.87
PSA
42.85 Å2
Refractivity
65.94 m3·mol-1
Polarizability
23.98 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
3
H Bond Donor Count
0
Physiological Charge
0
Number of Rings
2
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Metopirone is an inhibitor of endogenous adrenal corticosteroid synthesis.
Cơ Chế Tác Dụng : An inhibitor of the enzyme steroid 11-beta-monooxygenase. It is used as a test of the feedback hypothalamic-pituitary mechanism in the diagnosis of cushing syndrome. [PubChem] The pharmacological effect of Metopirone is to reduce cortisol and corticosterone production by inhibiting the 11-ß-hydroxylation reaction in the adrenal cortex. Removal of the strong inhibitory feedback mechanism exerted by cortisol results in an increase in adrenocorticotropic hormone (ACTH) production by the pituitary. With continued blockade of the enzymatic steps leading to production of cortisol and corticosterone, there is a marked increase in adrenocortical secretion of their immediate precursors, 11-desoxycortisol and desoxycorticosterone, which are weak suppressors of ACTH release, and a corresponding elevation of these steroids in the plasma and of their metabolites in the urine. These metabolites are readily determined by measuring urinary 17-hydroxycorticosteroids (17-OHCS) or 17-ketogenic steroids (17-KGS). Because of these actions, metopirone is used as a diagnostic test, with urinary 17-OHCS measured as an index of pituitary ACTH responsiveness. Metopirone may also suppress biosynthesis of aldosterone, resulting in a mild natriuresis.
Dược Động Học :
▧ Absorption :
Absorbed rapidly and well when administered orally. Peak plasma concentrations are usually reached 1 hour after administration.
▧ Metabolism :
Hepatic. The major biotransformation is reduction of the ketone to metyrapol, an active alcohol metabolite. Metyrapone and metyrapol are both conjugated with glucuronide.
▧ Route of Elimination :
After administration of 4.5 g metyrapone (750 mg every 4 hours), an average of 5.3% of the dose was excreted in the urine in the form of metyrapone (9.2% free and 90.8% as glucuronide) and 38.5% in the form of metyrapol (8.1% free and 91.9% as glucuronide) within 72 hours after the first dose was given.
▧ Half Life :
1.9 ±0.7 hours.
Độc Tính : Oral LD50 in rats is 521 mg/kg. One case has been recorded in which a 6-year-old girl died after two doses of Metopirone, 2 g. Symptoms of overdose include cardiac arrhythmias, hypotension, dehydration, anxiety, confusion, weakness, impairment of consciousness, nausea, vomiting, epigastric pain, and diarrhea.
Chỉ Định : Used as a diagnostic drug for testing hypothalamic-pituitary ACTH function. Occasionally used in Cushing's syndrome.
Tương Tác Thuốc :
Liều Lượng & Cách Dùng : Capsule - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Metopiron
  • Công ty :
    Sản phẩm biệt dược : Metopirone
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01011
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=4174
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46504862
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07205
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00410
ChemSpider
http://www.chemspider.com/Chemical-Structure.4030.html
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0078-0455-17
PharmGKB
http://www.pharmgkb.org/drug/PA450486
Wikipedia
http://en.wikipedia.org/wiki/Metyrapone
RxList
http://www.rxlist.com/cgi/generic3/metopirone.htm
Drugs.com
http://www.drugs.com/cdi/metyrapone.html
... loading
... loading