Tìm theo
Megestrol acetate
Các tên gọi khác (30 ) :
  • 17-Acetoxy-6-methylpregna-4,6-diene-3,20-dione
  • 17-Hydroxy-6-methylpregna-4,6-diene-3,20-dione 17-acetate
  • 17alpha-Acetoxy-6-dehydro-6-methylprogesterone
  • 17alpha-Hydroxy-6-methylpregna-4,6-diene-3,20-dione acetate
  • 17α-Acetoxy-6-dehydro-6-methylprogesterone
  • 17α-Hydroxy-6-methylpregna-4,6-diene-3,20-dione acetate
  • 6-Dehydro-6-methyl-17alpha-acetoxyprogesterone
  • 6-Dehydro-6-methyl-17α-acetoxyprogesterone
  • 6-Methyl-17alpha-acetoxypregna-4,6-diene-3,20-dione
  • 6-Methyl-17alpha-hydroxy-delta(sup 6)-progesterone acetate
  • 6-Methyl-17α-acetoxypregna-4,6-diene-3,20-dione
  • 6-Methyl-17α-hydroxy-delta(sup 6)-progesterone acetate
  • 6-Methyl-6-dehydro-17alpha-acetoxyprogesterone
  • 6-Methyl-6-dehydro-17α-acetoxyprogesterone
  • 6-Methyl-delta(sup 4,6)-pregnadien-17alpha-ol-3,20-dione acetate
  • 6-Methyl-delta(sup 4,6)-pregnadien-17α-ol-3,20-dione acetate
  • 6-Methyl-delta(sup 6)-dehydro-17alpha-acetoxyprogesterone
  • 6-Methyl-delta(sup 6)-dehydro-17α-acetoxyprogesterone
  • Magestin
  • Maygace
  • Megace
  • Megeron
  • Megestat
  • Megestil
  • Megestin
  • MGA
  • Niagestin
  • Ovaban
  • Ovarid
  • Volidan
Thuốc điều trị ung thư
Thuốc Gốc
Small Molecule
CAS: 595-33-5
ATC: G03DB04, G03AC05, G03DB02, L02AB01
ĐG : Advanced Pharmaceutical Services Inc.
CTHH: C23H30O4
PTK: 370.4819
17-Hydroxy-6-methylpregna-3,6-diene-3,20-dione. A progestational hormone used most commonly as the acetate ester. As the acetate, it is more potent than progesterone both as a progestagen and as an ovulation inhibitor. It has also been used in the palliative treatment of breast cancer. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C23H30O4
Phân tử khối
370.4819
Monoisotopic mass
370.214409448
InChI
InChI=1S/C23H30O4/c1-14(24)23(27-15(2)25)12-9-20-18-6-5-16-13-17(26)7-10-21(16,3)19(18)8-11-22(20,23)4/h5-6,13,18-20H,7-12H2,1-4H3/t18-,19+,20+,21+,22+,23+/m1/s1
InChI Key
InChIKey=URXWVWVPMJSAJD-KOORYGTMSA-N
IUPAC Name
(1S,2R,10R,11S,14R,15S)-14-acetyl-2,15-dimethyl-5-oxotetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-6,8-dien-14-yl acetate
Traditional IUPAC Name
megestat
SMILES
[H][C@@]12CC[C@](OC(C)=O)(C(C)=O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])C=CC2=CC(=O)CC[C@]12C
Độ tan chảy
218.0-220.0 °C
Độ hòa tan
2 µg/mL (at 37 °C for the acetate salt)
logP
3.2
logS
-5
pKa (strongest acidic)
17.83
pKa (Strongest Basic)
-4.8
PSA
60.44 Å2
Refractivity
104.37 m3·mol-1
Polarizability
41.33 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
3
H Bond Donor Count
0
Physiological Charge
0
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Megestrol is a synthetic progestin and has the same physiologic effects as natural progesterone. These effects include induction of secretory changes in the endometrium, increase in basal body temperature, pituitary inhibition, and production of withdrawal bleeding in the presence of estrogen. Mestrogel has slight glucocorticoid activity and very slight mineralocorticoid activity. This drug has no estrogenic, androgenic, or anabolic activity. The precise mechanism of megestrol’s antianorexic and anticachetic effects is unknown. Initially developed as a contraceptive, it was first evaluated in breast cancer treatment in 1967.
Cơ Chế Tác Dụng : 17-Hydroxy-6-methylpregna-3,6-diene-3,20-dione. A progestational hormone used most commonly as the acetate ester. As the acetate, it is more potent than progesterone both as a progestagen and as an ovulation inhibitor. It has also been used in the palliative treatment of breast cancer. [PubChem] The precise mechanism by which megestrol acetate produces effects in anorexia and cachexia is unknown at the present time, but its progestin antitumour activity may involve suppression of luteinizing hormone by inhibition of pituitary function. Studies also suggest that the megestrol's weight gain effect is related to its appetite-stimulant or metabolic effects rather than its glucocorticoid-like effects or the production of edema. It has also been suggested that megestrol may alter metabolic pathyways via interferences with the production or action of mediators such as cachectin, a hormone that inhibits adipocyte lipogenic enzymes.
Dược Động Học :
▧ Absorption :
Variable, but well absorbed orally.
▧ Metabolism :
Primarily hepatic. Megestrol metabolites which were identified in urine constituted 5% to 8% of the dose administered. Respiratory excretion as labeled carbon dioxide and fat storage may have accounted for at least part of the radioactivity not found in urine and feces. No active metabolites have been identified.
▧ Route of Elimination :
The major route of drug elimination in humans is urine. Respiratory excretion as labeled carbon dioxide and fat storage may have accounted for at least part of the radioactivity not found in urine and feces.
▧ Half Life :
34 hours
Độc Tính : No serious unexpected side effects have resulted from studies involving megestrol acetate oral suspension administered in dosages as high as 1200 mg/day. Treatment with megestrol acetate, an orexigenic agent, has also resulted in iatrogenic adrenal suppression. The mechanism is presumably related to the glucocorticoid properties of megestrol acetate [PMID: 12872362].
Chỉ Định : For the treatment of anorexia, cachexia, or an unexplained, significant weight loss in patients with a diagnosis of acquired immunodeficiency syndrome (AIDS). Also used for the palliative management of recurrent, inoperable, or metastatic breast cancer, endometrial cancer, and prostate cancer in Canada and some other countries.
Tương Tác Thuốc :
  • Amobarbital The enzyme inducer, amobarbital, decreases the effect of the hormone agent, megestrol.
  • Aprobarbital The enzyme inducer, aprobarbital, decreases the effect of the hormone agent, megestrol.
  • Butabarbital The enzyme inducer, butabarbital, decreases the effect of the hormone agent, megestrol.
  • Butalbital The enzyme inducer, butalbital, decreases the effect of the hormone agent, megestrol.
  • Butethal The enzyme inducer, butethal, decreases the effect of the hormone agent, megestrol.
  • Ethotoin The enzyme inducer, ethotoin, decreases the effect of the hormone agent, megestrol.
  • Fosphenytoin The enzyme inducer, fosphenytoin, may decrease the effect of the hormone, megestrol.
  • Griseofulvin The enzyme inducer, griseofulvin, may decrease the effect of the hormone, megestrol.
  • Heptabarbital The enzyme inducer, heptabarbital, decreases the effect of the hormone agent, megestrol.
  • Hexobarbital The enzyme inducer, hexobarbital, decreases the effect of the hormone agent, megestrol.
  • Mephenytoin The enzyme inducer, mephenytoin, decreases the effect of the hormone agent, megestrol.
  • Methohexital The enzyme inducer, methohexital, decreases the effect of the hormone agent, megestrol.
  • Methylphenobarbital The enzyme inducer, methylphenobarbital, decreases the effect of the hormone agent, megestrol.
  • Pentobarbital The enzyme inducer, pentobarbital, decreases the effect of the hormone agent, megestrol.
  • Phenobarbital The enzyme inducer, phenobarbital, may decrease the effect of the hormone, megestrol.
  • Phenytoin The enzyme inducer, phenytoin, may decrease the effect of megestrol.
  • Primidone The enzyme inducer, primidone, may decrease the effect of the hormone, megestrol.
  • Secobarbital The enzyme inducer, secobarbital, decreases the effect of the hormone agent, megestrol.
  • Talbutal The enzyme inducer, talbutal, decreases the effect of the hormone agent, megestrol.
Liều Lượng & Cách Dùng : Suspension - Oral
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Maygace
  • Công ty :
    Sản phẩm biệt dược : Megace
  • Công ty :
    Sản phẩm biệt dược : Megace ES
  • Công ty :
    Sản phẩm biệt dược : Megestil
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00351
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C08151
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00952
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0054-3542-58
PharmGKB
http://www.pharmgkb.org/drug/PA450351
Wikipedia
http://en.wikipedia.org/wiki/Megestrol
RxList
http://www.rxlist.com/cgi/generic4/megace_es.htm
Drugs.com
http://www.drugs.com/cdi/megestrol.html
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