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6-methyl-9,10-didehydro-ergoline-8-carboxylic acid 2-hydroxy-1-methyl-ethylamide | 60-79-7

中文名称
——
中文别名
——
英文名称
6-methyl-9,10-didehydro-ergoline-8-carboxylic acid 2-hydroxy-1-methyl-ethylamide
英文别名
Ergometrin, Ergobasin, Ergonovin;Ergometrinin;Ergobasinin;Ergometrine;Ergometrin;Ergobasin;N-(1-hydroxypropan-2-yl)-7-methyl-6,6a,8,9-tetrahydro-4H-indolo[4,3-fg]quinoline-9-carboxamide
6-methyl-9,10-didehydro-ergoline-8-carboxylic acid 2-hydroxy-1-methyl-ethylamide化学式
CAS
60-79-7;479-00-5;10238-36-5;50485-10-4;53110-14-8;111322-13-5
化学式
C19H23N3O2
mdl
——
分子量
325.411
InChiKey
WVVSZNPYNCNODU-UHFFFAOYSA-N
BEILSTEIN
——
EINECS
——
  • 物化性质
  • 计算性质
  • ADMET
  • 安全信息
  • SDS
  • 制备方法与用途
  • 上下游信息
  • 反应信息
  • 文献信息
  • 表征谱图
  • 同类化合物
  • 相关功能分类
  • 相关结构分类

物化性质

  • 熔点:
    195-197℃ (decomposition)
  • 比旋光度:
    D20 +416° (c = 0.45 in chloroform)
  • 沸点:
    463.59°C (rough estimate)
  • 密度:
    1.1611 (rough estimate)

计算性质

  • 辛醇/水分配系数(LogP):
    1.8
  • 重原子数:
    24
  • 可旋转键数:
    3
  • 环数:
    4.0
  • sp3杂化的碳原子比例:
    0.42
  • 拓扑面积:
    68.4
  • 氢给体数:
    3
  • 氢受体数:
    3

ADMET

毒理性
  • 在妊娠和哺乳期间的影响
◉ 母乳喂养期间的总结:分娩后立即使用麦角新碱会降低血清基础催乳素平,可能会减少吸吮诱导的催乳素增加。它似乎也会降低母乳喂养的频率。对于希望哺乳的母亲来说,最好避免使用麦角新碱,而依靠吸吮诱导的催产素释放来加速子宫复旧。对于已经建立母乳喂养的母亲,催乳素平可能不会影响她的哺乳能力。 ◉ 对母乳喂养婴儿的影响:截至修订日期,没有找到相关的已发布信息。 ◉ 对泌乳和母乳的影响:在一项研究中,12名非哺乳妇女在分娩后第3天口服单剂量的麦角新碱马来酸盐0.2毫克,在服用剂量后0.5至2.5小时内平均血清催乳素平下降了10至20%。作者表示担忧,重复剂量的麦角新碱可能会抑制泌乳。[1] 在另一项研究中,从分娩后第1天到第7天,每天三次给予10名妇女0.2毫克的麦角新碱,与未接受药物的6名妇女进行比较。这些妇女都没有给她们的婴儿哺乳。到分娩后第2天,接受治疗的妇女的血清催乳素平显著降低,并在研究的7天内持续降低。在接受治疗的10名妇女中,有7人乳房充血并发生乳汁排出,3人泌乳逐渐受到抑制。另外两名正在哺乳的妇女,静脉注射单剂量0.2毫克的麦角新碱减弱了吸吮对血清催乳素的反应。[2] 在一项非随机研究中,11名正常分娩的妇女被肌肉注射了5单位的催产素加0.5毫克的麦角新碱(n = 5)或单独5单位的催产素(n = 6)。在服用麦角新碱的妇女中,血清催乳素平在0.5至2.5小时内较低。[3] 在一项随机但非盲法的对照试验中,被认为产后出血风险较低的妇女在婴儿出生后给予了0.5毫克静脉注射麦角新碱(n = 197)或未给予药物(n = 135)。在分娩后48至72小时内获得的血清催乳素平在两组之间没有差异,但在分娩后4周仍在哺乳的妇女中,接受麦角新碱的人数比未接受的人少。[4] 在一项回顾性研究中,对威尔士18,165名分娩母亲的产科记录进行了回顾,发现分娩第三阶段使用静脉或肌肉注射麦角新碱作为子宫收缩药,减少了母亲在分娩后48小时哺乳的可能性。在整体样本中,这种减少的比例为36%,对于初产妇为49%。[5]
◉ Summary of Use during Lactation:Ergonovine given in the immediate postpartum period lowers serum basal prolactin and possibly suckling-induced prolactin increases. It also appears to decrease the rate of breastfeeding. Ergonovine is probably best avoided in mothers who wish to nurse, relying instead on suckling-induced oxytocin release to hasten uterine involution. The prolactin level in a mother with established lactation may not affect her ability to breastfeed. ◉ Effects in Breastfed Infants:Relevant published information was not found as of the revision date. ◉ Effects on Lactation and Breastmilk:In one study, a single oral dose of ergonovine maleate 0.2 mg in 12 nonbreastfeeding women on day 3 postpartum caused a 10 to 20% drop in average serum prolactin levels between 0.5 and 2.5 hours after the dose. The authors expressed concern that repeated doses of ergonovine could suppress lactation.[1] Ten women who were given ergonovine 0.2 mg 3 times daily from day 1 to 7 postpartum were compared to 6 women who did not receive the drug. None of the women breastfed their infants. Serum prolactin levels were significantly lower in the treated women by day 2 postpartum and persisted through the 7 days of the study. Seven of the 10 treated women developed breast engorgement and had milk letdown and 3 had progressive inhibition of lactation. In 2 additional women who were nursing their infants, a single dose of 0.2 mg of ergonovine intravenously blunted the response of serum prolactin to suckling.[2] In a nonrandomized study, 11 women with normal deliveries were given an intramuscular injection of either oxytocin 5 units plus ergonovine 0.5 mg (n = 5) or 5 units of oxytocin alone (n = 6). Serum prolactin levels were lower in the women given ergonovine from 0.5 to 2.5 hours.[3] In a randomized, but nonblinded, controlled trial, women thought to be at low risk of postpartum hemorrhage were given either ergonovine 0.5 mg intravenously following birth of the infant (n = 197) or no drug (n = 135). Serum prolactin levels obtained in the period of 48 to 72 hours postpartum did not differ between the groups, but fewer of those who received ergonovine were still breastfeeding at 4 weeks postpartum than those who did not.[4] In a randomized, but nonblinded, controlled trial, women thought to be at low risk of postpartum hemorrhage were given either ergonovine 0.5 mg intravenously following birth of the infant (n = 197) or no drug (n = 135). Serum prolactin levels obtained in the period of 48 to 72 hours postpartum did not differ between the groups, but fewer of those who received ergonovine were still breastfeeding at 4 weeks postpartum than those who did not.[4] A retrospective review of obstetrical records of 18,165 records of mothers giving birth in Wales found that use of intravenous or intramuscular ergonovine during the third stage of labor as a uterotonic reduced the odds of the mother breastfeeding at 48 hours postpartum. The reduction was 36% in the overall sample and 49% for primiparous mothers.[5]
来源:Drugs and Lactation Database (LactMed)

安全信息

  • 危险等级:
    6.1(b)
  • 安全说明:
    S36/37/39,S45
  • 危险类别码:
    R23/24/25
  • 危险品运输编号:
    UN 1544

SDS

SDS:508625fccd7e3f5a37553277fb1faa4f
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