ジノプロスト(551-11-1)

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ジノプロスト 製品概要
化学名:ジノプロスト
英語化学名:Prostaglandin F2a
别名:9ALPHA,11ALPHA,15S-TRIHYDROXY-PROSTA-5Z,13E-DIEN-1-OIC ACID;cyclosin;dinolytic;enzaprost;enzaprostf;glandin;l-pgf2-alpha;l-prostaglandinf2-alpha
CAS番号:551-11-1
分子式:C20H34O5
分子量:354.49
EINECS:215-355-9
カテゴリ情報:Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Prostaglandins
Mol File:551-11-1.mol
ジノプロスト
ジノプロスト 物理性質
融点 25-35°
比旋光度 D25 +23.5° (c = 1 in tetrahydrofuran)
沸点 407.69°C (rough estimate)
比重(密度) 1.0458 (rough estimate)
屈折率 1.6120 (estimate)
貯蔵温度 Store at -20°C
溶解性DMSO:100.0(Max Conc. mg/mL);282.1(Max Conc. mM)
Water:100.0(Max Conc. mg/mL);282.1(Max Conc. mM)
酸解離定数(Pka)pKa 4.90(H2O,t=25±2,I=0.0,c<0.01,N2) (Uncertain)
外見 Low melting white solid or colorless oil.
InChIKeyPXGPLTODNUVGFL-JPYXJAOSNA-N
SMILESC([C@H]1[C@H](C[C@@H](O)[C@@H]1/C=C/[C@@H](O)CCCCC)O)/C=C\CCCC(=O)O |&1:1,2,4,6,9,r|
CAS データベース551-11-1(CAS DataBase Reference)
安全性情報
有毒物質データの551-11-1(Hazardous Substances Data)
毒性LD50 in rabbits (mg/kg): 2.5-5.0 i.v.; 2.5-5.0 i.m. (Fujita)
MSDS Information
ジノプロスト Usage And Synthesis
外観無色~ほとんど無色透明液体
効能分娩誘発薬, プロスタグランジンF受容体作動薬
商品名プロスタルモン (丸石製薬)
説明Prostaglandin F2α (PGF2α) is present in numerous species and has a widespread distribution. It can cause smooth muscle contraction in the vascular, bronchial, intestinal, and myometrial regions, and has potent luteolytic activity. PGF2α exerts its physiological effects through receptor mediation, with maximal ovine myometrial contraction being achieved at 125 nM PGF2α in vitro, and its receptor-mediated activity is most potent at 50-100 nM. Studies have also shown that PGF2α inhibits nitric oxide production in uterine tissue, enhances uterine contractility, and exhibits potent luteolytic activity. Furthermore, PGF2α functions as an activator of PGF2αR.
来歴Prostaglandins (PGs) are a class of important endogenous products with a wide range of physiological activities. PGs were first discovered and named by American scholar Von Eluer in 1930. In 1962, Bergstorm extracted two pure PGs (PGF1 and PGF2) and determined their chemical structures. In 1969, Willis first proposed that PGs are an inflammatory mediator in the body. Subsequently, various physiological and pharmacological activities of PGs have been intensively studied.
使用Prostaglandin F2α is one of the most biologically studied of the primary prostaglandins. Closely related to Prostaglandin E2 (PGE2) in that both prostaglandins are biosynthesized from the same precursors and that PGF2 is the synthetic reduction product of PGE2.
定義ChEBI: Prostaglandin F2α is a prostaglandins Falpha that is prosta-5,13-dien-1-oic acid substituted by hydroxy groups at positions 9, 11 and 15. It is a naturally occurring prostaglandin used to induce labor.
薬物動態学Dinoprost is a natural prostaglandin F2α (PGF2α), which can directly act on the myometrium, stimulate the pregnant uterus to contract the uterine muscle, and can soften and dilate the cervix, so it can be used for induced abortion and late labor induction. However, due to the instability of dinoprost at room temperature, inconvenient storage and transportation, complex synthesis process and high cost, the application of dinoprost is difficult to popularize.
安全性プロファイルPoison by subcutaneous, intravenous, and intramuscular routes. Moderately toxic by ingestion. Human and experimental teratogenic and experimental reproductive effects. Human reproductive effects by subcutaneous, intravenous, intramuscular, intraperitoneal, intravaginal, and intraplacental routes: postpartum depression and other maternal effects, abortion, and changes in measures of ferulity. Human teratogenic effects by intraplacental route: extra embryonic structures. Human systemic effects by intravenous route: hypermoulity, diarrhea, nausea or vomiting. Human mutation data reported. When heated to decomposition it emits acrid smoke and fumes
Mode of actionProstaglandin F2α (PGF2α) stimulates myometrial activity, relaxes the cervix, inhibits corpus luteal steroidogenesis, and induces luteolysis by direct action on the corpus luteum. In pregnancy, PGF2α is medically used to sustain contracture and provoke myometrial ischemia to accelerate labor and prevent significant blood loss in labor.
Tags:551-11-1