Tìm theo
Ergonovine
Các tên gọi khác (14 ) :
  • (6AR,9R)-7-methyl-4,6,6a,7,8,9-hexahydro-indolo[4,3-fg]quinoline-9-carboxylic acid ((S)-2-hydroxy-1-methyl-ethyl)-amide
  • [8beta(S)]-9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8-carboxamide
  • 9,10-Didehydro-N-(2-hydroxy-1-methylethyl)-6-methylergoline-8beta(S)-carboxamide
  • 9,10-Didehydro-N-(alpha-(hydroxymethyl)ethyl)-6-methylergoline-8-beta-carboxamide
  • D-Lysergic acid 1-hydroxymethylethylamide
  • D-Lysergic acid-L-propanolamide
  • Ergobasine
  • Ergometrina
  • Ergometrine
  • Ergometrinum
  • Ergonovine
  • Ergotrate maleate
  • N-(2-Hydroxy-1-methylethyl)-D(+)-lysergamide
  • N-(alpha-(Hydroxymethyl)ethyl)-D-lysergamide
oxytocics
Thuốc Gốc
Small Molecule
CAS: 60-79-7
ATC: G02AB03
ĐG : A-S Medication Solutions LLC , http://orders.a-smeds.com
CTHH: C19H23N3O2
PTK: 325.4048
An ergot alkaloid with uterine and vascular smooth muscle contractile properties. [PubChem]
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C19H23N3O2
Phân tử khối
325.4048
Monoisotopic mass
325.179026995
InChI
InChI=1S/C19H23N3O2/c1-11(10-23)21-19(24)13-6-15-14-4-3-5-16-18(14)12(8-20-16)7-17(15)22(2)9-13/h3-6,8,11,13,17,20,23H,7,9-10H2,1-2H3,(H,21,24)/t11-,13+,17+/m0/s1
InChI Key
InChIKey=WVVSZNPYNCNODU-XTQGRXLLSA-N
IUPAC Name
(4R,7R)-N-[(2S)-1-hydroxypropan-2-yl]-6-methyl-6,11-diazatetracyclo[7.6.1.0^{2,7}.0^{12,16}]hexadeca-1(16),2,9,12,14-pentaene-4-carboxamide
Traditional IUPAC Name
ergonovine
SMILES
[H][C@@]12CC3=CNC4=CC=CC(=C34)C1=C[C@H](CN2C)C(=O)N[C@@H](C)CO
Độ tan chảy
162 °C
Độ hòa tan
2.68 mg/mL at 25 °C
logP
0.9
logS
-3
pKa (strongest acidic)
15
pKa (Strongest Basic)
7.93
PSA
68.36 Å2
Refractivity
95.05 m3·mol-1
Polarizability
36.54 Å3
Rotatable Bond Count
3
H Bond Acceptor Count
3
H Bond Donor Count
3
Physiological Charge
1
Number of Rings
4
Bioavailability
1
Rule of Five
true
Ghose Filter
true
pKa
6.8
Dược Lực Học : Ergonovine belongs to the group of medicines known as ergot alkaloids. These medicines are usually given to stop excessive bleeding that sometimes occurs after abortion or a baby is delivered. They work by causing the muscle of the uterus to contract.
Cơ Chế Tác Dụng : An ergot alkaloid with uterine and vascular smooth muscle contractile properties. [PubChem] Ergonovine directly stimulates the uterine muscle to increase force and frequency of contractions. With usual doses, these contractions precede periods of relaxation; with larger doses, basal uterine tone is elevated and these relaxation periods will be decreased. Contraction of the uterine wall around bleeding vessels at the placental site produces hemostasis. Ergonovine also induces cervical contractions. The sensitivity of the uterus to the oxytocic effect is much greater toward the end of pregnancy. The oxytocic actions of ergonovine are greater than its vascular effects. Ergonovine, like other ergot alkaloids, produces arterial vasoconstriction by stimulation of alpha-adrenergic and serotonin receptors and inhibition of endothelial-derived relaxation factor release. It is a less potent vasoconstrictor than ergotamine. As a diagnostic aid (coronary vasospasm), ergonovine causes vasoconstriction of coronary arteries.
Dược Động Học :
▧ Absorption :
Absorption is rapid and complete after oral or intramuscular administration.
▧ Metabolism :
Hepatic.
▧ Route of Elimination :
Thought to be eliminated by non-renal mechanisms (i.e. hepatic metabolism, excretion in feces)
▧ Half Life :
t1/2 α=10 minutes; t1/2 β=2 hours
Độc Tính : The principal symptoms of overdose are convulsions and gangrene. Other symptoms include bradycardia, confusion, diarrhoea, dizziness, dyspnoea, drowsiness, fast and/or weak pulse, miosis, hypercoagulability, loss of consciousness, nausea and vomiting, numbness and coldness of the extremities, pain in the chest, peripheral vasoconstriction, respiratory depression, rise or fall in blood pressure, severe cramping of the uterus, tachycardia, tingling, and unusual thirst.
Chỉ Định : Used to treat postpartum haemorrhage and postabortion haemorrhage in patients with uterine atony.
Tương Tác Thuốc :
  • Acebutolol Ischemia with risk of gangrene
  • Almotriptan Possible severe and prolonged vasoconstriction
  • Atenolol Ischmeia with risk of gangrene
  • Bisoprolol Ischemia with risk of gangrene
  • Carvedilol Ischemia with risk of gangrene
  • Delavirdine The antiretroviral agent may increase the ergot derivative toxicity
  • Desvenlafaxine Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Efalizumab The antiretroviral agent may increase the ergot derivative
  • Eletriptan Possible severe and prolonged vasoconstriction
  • Epinephrine Possible marked increase of arterial pressure
  • Erythromycin Possible ergotism and severe ischemia with this combination
  • Esmolol Ischemia with risk of gangrene
  • Frovatriptan Possible severe and prolonged vasoconstriction
  • Isosorbide Dinitrate Possible antagonism of action
  • Isosorbide Mononitrate Possible antagonism of action
  • Labetalol Ischemia with risk of gangrene
  • Metoprolol Ischemia with risk of gangrene
  • Nadolol Ischemia with risk of gangrene
  • Naratriptan Possible severe and prolonged vasocontriction
  • Nitroglycerin Possible antagonism of action
  • Oxprenolol Ischemia with risk of gangrene
  • Pentaerythritol Tetranitrate Possible antagonism of action
  • Phenylephrine Possible marked increase of arterial pressure
  • Pindolol Ischemia with risk of gangrene
  • Propranolol Ischemia with risk of gangrene
  • Telithromycin Telithromycin may reduce clearance of Ergonovine. Consider alternate therapy or monitor for changes in the therapeutic/adverse effects of Ergonivine if Telithromycin is initiated, discontinued or dose changed.
  • Timolol Ischemia with risk of gangrene
  • Tipranavir Tipranavir, co-administered with Ritonavir, may increase the plasma concentration of Ergonovine. Concomitant therapy is contraindicated.
  • Tramadol Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Tranylcypromine Increased risk of serotonin syndrome. Use caution during concomitant therapy and monitor for symptoms of serotonin syndrome.
  • Trazodone Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Trimipramine Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Venlafaxine Increased risk of serotonin syndrome. Monitor for symptoms of serotonin syndrome.
  • Voriconazole Voriconazole, a strong CYP3A4 inhibitor, may increase the serum concentration of ergonovine by decreasing its metabolism. Concomitant therapy is contraindicated.
  • Zolmitriptan Concomitant use of the serotonin 5-HT1D receptor agonist, zolmitriptan, and the ergot derivative, ergonovine, may result in additive vasoconstrictive effects. Concomitant use within 24 hours is contraindicated.
Liều Lượng & Cách Dùng : Solution - Intramuscular - 0.2 mg/ml
Solution - Intramuscular - 0.25 mg/ml
Tablet - Oral - 0.2 mg
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Công ty :
    Sản phẩm biệt dược : Ergotrate
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB01253
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=443884
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506922
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C07543
ChemSpider
http://www.chemspider.com/Chemical-Structure.391970.html
PharmGKB
http://www.pharmgkb.org/drug/PA449487
Wikipedia
http://en.wikipedia.org/wiki/Ergonovine
Drugs.com
http://www.drugs.com/cdi/ergonovine.html
... loading
... loading