Tìm theo
Dinoprostone
Các tên gọi khác (16 ) :
  • (15S)-Prostaglandin e2
  • (5Z,11alpha,13e,15S)-11,15-Dihydroxy-9-oxoprosta-5,13-dien-1-oic acid
  • (5Z,13e)-(15S)-11alpha,15-Dihydroxy-9-oxoprost-13-enoate
  • (5Z,13e)-(15S)-11alpha,15-Dihydroxy-9-oxoprosta-5,13-dienoate
  • (e,Z)-(1R,2R,3R)-7-(3-Hydroxy-2-((3S)-(3-hydroxy-1-octenyl))-5-oxocyclopentyl)-5-heptenoic acid
  • (Z)-7-((1R,2R,3R)-3-Hydroxy-2-((S,e)-3-hydroxyoct-1-enyl)-5-oxocyclopentyl)hept-5-enoic acid
  • Dinoproston
  • Dinoprostona
  • Dinoprostone
  • Dinoprostone Prostaglandin E2
  • Dinoprostonum
  • PGE2
  • Prepidil
  • Propess
  • Prostaglandin E2
  • Prostin e2
oxytocics, prostaglandins
Thuốc Gốc
Small Molecule
CAS: 363-24-6
ATC: G02AD02
ĐG : Controlled Therapeutics Ltd. , http://www.ctscotland.com
CTHH: C20H32O5
PTK: 352.4651
Dinoprostone is a naturally occurring prostaglandin E2 (PGE2). It has important effects in labour. It also stimulates osteoblasts to release factors which stimualtes bone resorption by osteoclasts. As a prescription drug it is used as a vaginal suppository, to prepare the cervix for labour and to induce labour.
Nhận Dạng Quốc Tế & Đặc Tính Hóa Học
Công thức hóa học
C20H32O5
Phân tử khối
352.4651
Monoisotopic mass
352.224974134
InChI
InChI=1S/C20H32O5/c1-2-3-6-9-15(21)12-13-17-16(18(22)14-19(17)23)10-7-4-5-8-11-20(24)25/h4,7,12-13,15-17,19,21,23H,2-3,5-6,8-11,14H2,1H3,(H,24,25)/b7-4-,13-12+/t15-,16+,17+,19+/m0/s1
InChI Key
InChIKey=XEYBRNLFEZDVAW-ARSRFYASSA-N
IUPAC Name
(5Z)-7-[(1R,2R,3R)-3-hydroxy-2-[(1E,3S)-3-hydroxyoct-1-en-1-yl]-5-oxocyclopentyl]hept-5-enoic acid
Traditional IUPAC Name
dinoprostone
SMILES
CCCCC[C@H](O)\C=C\[C@H]1[C@H](O)CC(=O)[C@@H]1C\C=C/CCCC(O)=O
Độ tan chảy
67 °C
Độ hòa tan
58.1 mg/L
logP
2.82
logS
-3.9
pKa (strongest acidic)
4.3
pKa (Strongest Basic)
-1.6
PSA
94.83 Å2
Refractivity
99.44 m3·mol-1
Polarizability
41 Å3
Rotatable Bond Count
12
H Bond Acceptor Count
5
H Bond Donor Count
3
Physiological Charge
-1
Number of Rings
1
Bioavailability
1
Rule of Five
true
Ghose Filter
true
Dược Lực Học : Dinoprostone is equivalent to prostaglandin E2 (PGE2). It stimulates labor and delivery by stimulating the uterine, and thus terminates pregnancy. Dinoprostone is also capable of stimulating the smooth muscle of the gastrointestinal tract of man. This activity may be responsible for the vomiting and/or diarrhea that is not uncommon when dinoprostone is used to terminate pregnancy.
Cơ Chế Tác Dụng : Dinoprostone is a naturally occurring prostaglandin E2 (PGE2). It has important effects in labour. It also stimulates osteoblasts to release factors which stimualtes bone resorption by osteoclasts. As a prescription drug it is used as a vaginal suppository, to prepare the cervix for labour and to induce labour. Dinoprostone administered intravaginally stimulates the myometrium of the gravid uterus to contract in a manner that is similar to the contractions seen in the term uterus during labor, resulting in the evacuation of the products of conception from the uterus. It is believed that dinoprostone exerts its uterine effects via direct myometrial stimulation, but the exact mechanism of action is unkown. Other suggested mechanisms include the regulation of cellular membrane calcium transport and of intracellular concentrations of cyclic 3',5'-adenosine monophosphate. Dinoprostone also appears to produce local cervical effects including softening, effacement, and dilation. The exact mechanism of action for this effect is also unknown, but it has been suggested that this effect may be associated with collagen degradation caused by secretion of the enzyme collagenase as a partial response to locally administered dinoprostone.
Dược Động Học :
▧ Absorption :
Absorbed at a rate of 0.3 mg per hour over 12 hours while the vaginal system is in place.
▧ Protein binding :
73%, to albumin
▧ Metabolism :
Rapid metabolism of dinoprostone occurs primarily in the local tissues; any systemic absorption of the medication is cleared mainly in the maternal lungs and, secondarily, at sites such as the liver and kidneys.
▧ Route of Elimination :
The major route of elimination of the products of PGE2 metabolism is the kidneys.
▧ Half Life :
Less than 5 minutes.
Độc Tính : Oral, mouse: LD50 = 750 mg/kg; Oral, rat: LD50 = 500 mg/kg.
Chỉ Định : For the termination of pregnancy during the second trimester (from the 12th through the 20th gestational week as calculated from the first day of the last normal menstrual period), as well as for evacuation of the uterine contents in the management of missed abortion or intrauterine fetal death up to 28 weeks of gestational age as calculated from the first day of the last normal menstrual period. Also used in the management of nonmetastatic gestational trophoblastic disease (benign hydatidiform mole). Other indications include improving the cervical inducibility (cervical "ripening") in pregnant women at or near term with a medical or obstetrical need for labor induction, and the management of postpartum hemorrhage.
Tương Tác Thuốc :
  • Carbetocin Dinoprostone may enhance the therapeutic effect of carbetocin. Avoid concomitant use of carbetocin with dinoprostone. The oxytocic activity of carbetocin (oxytocin analogue) may be augmented by agents used to promote cervical ripening (eg, dinoprostone, misoprostol). Dinoprostone (vaginal insert) prescribing information recommends waiting at least 30 minute following its removal before initiating treatment with oxytocic agents. A similar approach might be anticipated with misoprostol use.
  • Oxytocin Therapy modification should be considered because of enhanced oxytocic effects
Liều Lượng & Cách Dùng : Gel - Endocervical (intracervical)
Gel - Intravaginal
Insert - Intravaginal
Tablet - Oral
Dữ Kiện Thương Mại
Giá thị trường
Nhà Sản Xuất
  • Sản phẩm biệt dược : Cervidil
  • Công ty : Pfizer
    Sản phẩm biệt dược : Prepidil
  • Sản phẩm biệt dược : Propess
  • Công ty : DCPC
    Sản phẩm biệt dược : Prostarmon E
  • Công ty :
    Sản phẩm biệt dược : PROSTIN
  • Công ty : Pfizer Inc.
    Sản phẩm biệt dược : Prostin E2
Đóng gói
Tài Liệu Tham Khảo Thêm
drugbank
http://www.drugbank.ca/drugs/DB00917
PubChem Compound
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=5280360
PubChem Substance
http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46505549
KEGG Compound
http://www.genome.jp/dbget-bin/www_bget?cpd:C00584
KEGG Drug
http://www.genome.jp/dbget-bin/www_bget?drug:D00079
ChemSpider
http://www.chemspider.com/Chemical-Structure.4444059.html
BindingDB
http://www.bindingdb.org/bind/chemsearch/marvin/MolStructure.jsp?monomerid=35847
National Drug Code Directory
http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0009-3359-02
PharmGKB
http://www.pharmgkb.org/drug/PA449345
Wikipedia
http://en.wikipedia.org/wiki/Dinoprostone
RxList
http://www.rxlist.com/cgi/generic/dinoprostone.htm
Drugs.com
http://www.drugs.com/cdi/dinoprostone-gel.html
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