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外消旋安非他命盐酸盐溴化物 | 2706-50-5

中文名称
外消旋安非他命盐酸盐溴化物
中文别名
DL-安非他明盐酸盐;DL-安非他明 盐酸盐
英文名称
amphetamine hydrochloride
英文别名
amphetamine;D/L-amphetamine hydrochloride;1-phenyl-2-aminopropane hydrochloride;hydron;1-phenylpropan-2-amine;chloride
外消旋安非他命盐酸盐溴化物化学式
CAS
2706-50-5
化学式
C9H13N*ClH
mdl
——
分子量
171.67
InChiKey
SEVKYLYIYIKRSW-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

计算性质

  • 辛醇/水分配系数(LogP):
    2.0
  • 重原子数:
    11
  • 可旋转键数:
    2
  • 环数:
    1.0
  • sp3杂化的碳原子比例:
    0.33
  • 拓扑面积:
    26
  • 氢给体数:
    2
  • 氢受体数:
    1

ADMET

毒理性
  • 在妊娠和哺乳期间的影响
◉ 母乳喂养期间使用总结:在一些为医疗指征开具的剂量下,有证据表明安非他命对哺乳婴儿没有不利影响。安非他命在乳汁中对婴儿神经发育的影响尚未得到充分研究。大剂量的安非他命可能会干扰乳汁生产,尤其是在哺乳尚未建立的妇女中。通常不鼓励在积极滥用安非他命的的母亲中进行母乳喂养。一位专家建议,在哺乳母亲中不应将安非他命用于治疗目的。 ◉ 对哺乳婴儿的影响:一位母亲因治疗嗜睡症而服用消旋安非他命5毫克,每天四次,在哺乳期间(未指明时长)婴儿接触了乳汁中的药物。在生命的前两年内没有出现发育异常的迹象。 一位母亲在孕期和产后每天服用安非他命35毫克治疗嗜睡症,她的婴儿在出生后头六个月进行了纯母乳喂养。婴儿没有出现不良反应,并且正常成长。 ◉ 对泌乳和母乳的影响:在同一作者的两篇论文中,研究了20名在产后第2或3天具有正常生理性高催乳素血症的妇女。其中8人接受了右旋安非他命7.5毫克静脉注射,6人接受了15毫克静脉注射,6人作为对照组接受了静脉注射生理盐水。7.5毫克剂量使血清催乳素降低了25至32%,与对照组相比差异无统计学意义。15毫克剂量在输液后显著降低了血清催乳素30至37%。没有提供乳汁产量的评估。作者还引用了另一项研究的数据,显示20毫克口服剂量的右旋安非他命在产后妇女中产生了40%的血清催乳素持续抑制。在已经建立哺乳的母亲中,母体催乳素水平可能不会影响她的哺乳能力。 在一项回顾性澳大利亚研究中,使用静脉安非他命的母亲在出院时比使用其他药物的母亲更不可能在哺乳新生儿(27%对42%)。这种差异的原因尚未确定。 一位母亲在孕期和产后每天服用安非他命35毫克治疗嗜睡症。她纯母乳喂养婴儿6个月,没有证据表明对乳汁生产有不利影响。
◉ Summary of Use during Lactation:In dosages prescribed for medical indications, some evidence indicates that amphetamine does not affect nursing infants adversely. The effect of amphetamine in milk on the neurological development of the infant has not been well studied. Large dosages of amphetamine might interfere with milk production, especially in women whose lactation is not well established. Breastfeeding is generally discouraged in mothers who are actively abusing amphetamines. One expert recommends that amphetamine not be used therapeutically in nursing mothers. ◉ Effects in Breastfed Infants:One infant whose mother was being treated for narcolepsy with racemic amphetamine 5 mg 4 times daily was exposed to the drug in milk for the (unspecified) duration of breastfeeding. There were no signs of abnormal development during the first 2 years of life. The infant of a mother who was taking amphetamine 35 mg daily for narcolepsy during pregnancy and postpartum was exclusively breastfed for 6 months. The infant experienced no adverse reactions and grew normally. ◉ Effects on Lactation and Breastmilk:In 2 papers by the same authors, 20 women with normal physiologic hyperprolactinemia were studied on days 2 or 3 postpartum. Eight received dextroamphetamine 7.5 mg intravenously, 6 received 15 mg intravenously and 6 who served as controls received intravenous saline. The 7.5 mg dose reduced serum prolactin by 25 to 32% compared to control, but the difference was not statistically significant. The 15 mg dose significantly decreased serum prolactin by 30 to 37% at times after the infusion. No assessment of milk production was presented. The authors also quoted data from another study showing that a 20 mg oral dose of dextroamphetamine produced a sustained suppression of serum prolactin by 40% in postpartum women. The maternal prolactin level in a mother with established lactation may not affect her ability to breastfeed. In a retrospective Australian study, mothers who used intravenous amphetamines during pregnancy were less likely to be breastfeeding their newborn infants at discharge than mothers who abused other drugs (27% vs 42%). The cause of this difference was not determined. A mother took amphetamine 35 mg daily for narcolepsy during pregnancy and postpartum. She exclusively breastfed her infant for 6 months with no evidence of an adverse effect on milk production.
来源:Drugs and Lactation Database (LactMed)

安全信息

  • 储存条件:
    控物质,-20°C冷冻保存,置于惰性气体保护下

反应信息

  • 作为反应物:
    描述:
    外消旋安非他命盐酸盐溴化物 在 sodium hydride 、 三乙胺 作用下, 以 二氯甲烷N,N-二甲基甲酰胺 为溶剂, 反应 0.25h, 生成 (E)-N'-(2,6-dimethoxybenzylidene)-4-methyl-N-(1-phenylpropan-2-yl)benzenesulfonohydrazide
    参考文献:
    名称:
    基于Hy的脂族胺βC H氧化的外向导向策略
    摘要:
    描述了一种新的基于based的外向基团(DG)策略,该策略用于脂族胺的未活化伯C-H键的功能化。protected DGs可以方便地从受保护的伯胺合成,并通过五元的exo - palladacycles选择性地促进β-乙酰氧基化和甲苯磺酰化。可以耐受具有广泛骨架和官能团的胺。此外,DG可以很容易地去除,并且还发现了一个一锅的CH乙酰氧基化/ DG去除方案。
    DOI:
    10.1002/anie.201600912
  • 作为产物:
    描述:
    右旋苯丙胺盐酸 作用下, 以 甲苯 为溶剂, 反应 3.0h, 生成 外消旋安非他命盐酸盐溴化物
    参考文献:
    名称:
    α-手性胺与 D2O 的立体保留氘化
    摘要:
    我们展示了使用 Ru-bMepi (bMepi = 1,3-(6'-methyl-2'-pyridylimino)isoindolate) 配合物和 D2O 对伯胺进行直接和立体保留的氘化。高氘掺入发生在 α-碳 (70-99%)。对于 α-手性胺,使用缺电子 Ru 催化剂时可完全保留立体化学。对映体纯度的保持归因于亚胺中间体与钌的高结合亲和力,以及相对于配体解离的快速 H/D 交换。
    DOI:
    10.1021/jacs.6b07879
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文献信息

  • SUBSTITUTED 2-ACETAMIDO-5-ARYL-1,2,4-TRIAZOLONES AND USE THEREOF
    申请人:Brüggemeier Ulf
    公开号:US20100261771A1
    公开(公告)日:2010-10-14
    The present application relates to new, substituted 2-acetamido-5-aryl-1,2,4-triazolones, to processes for preparing them, to their use alone or in combinations for the treatment and/or prevention of diseases and also to their use for the production of medicaments for the treatment and/or prevention of diseases, more particularly for the treatment and/or prevention of cardiovascular disorders.
    本申请涉及新的、取代的2-乙酰胺基-5-芳基-1,2,4-三唑酮,以及制备它们的方法,它们单独或组合用于治疗和/或预防疾病,以及它们用于生产用于治疗和/或预防疾病的药物,更具体地用于治疗和/或预防心血管疾病。
  • PROCESS FOR PREPARING TAPINAROF
    申请人:Dermavant Sciences GmbH
    公开号:US20190144367A1
    公开(公告)日:2019-05-16
    The present invention provides processes for the preparation of 3, 5-Dihydroxy-4-isopropyl-trans-stilbene or a salt or solvate thereof and novel intermediates used therein. In some embodiments the 3, 5-Dihydroxy-4-isopropyl-trans-stilbene is prepared from (E)-2-chloro-2-isopropyl-5-styrylcyclohexane-1,3-dione. Also disclosed are crystal forms of 3, 5-Dihydroxy-4-isopropyl-trans-stilbene or a salt or solvate thereof and pharmaceutical compositions comprising same.
    本发明提供了制备3,5-二羟基-4-异丙基-反-芪或其盐或溶剂化物的方法以及在其中使用的新颖中间体。在某些实施例中,3,5-二羟基-4-异丙基-反-芪是从(E)-2-氯-2-异丙基-5-苯乙烯基环己烷-1,3-二酮制备的。还公开了3,5-二羟基-4-异丙基-反-芪或其盐或溶剂化物的晶体形式以及包含相同的药物组合物。
  • PYRIDO [4,3-d] PYRIMIDIN-4 (3H) -ONE DERIVATIVES AS CALCIUM RECEPTOR ANTAGONISTS
    申请人:Didiuk T. Mary
    公开号:US20080085887A1
    公开(公告)日:2008-04-10
    The present invention is directed to novel pyrido[4,3-d]pyrimidin-4(3H)-one derivatives and pharmaceutically acceptable salts thereof of structural formula I wherein the variables R 1 , R 2 , R 3 , R 4 and R 5 are as described herein. Also provided are pharmaceutical compositions comprising the compounds of formula I as well as methods of treatment employing compounds of formula I to treat a disease or disorder characterized by abnormal bone or mineral homeostasis such as hypoparathyroidism, osteoporosis, osteopenia, periodontal disease, Paget's disease, bone fracture, osteoarthritis, rheumatoid arthritis, and humoral hypercalcemia of malignancy.
    本发明涉及新型的吡啶[4,3-d]嘧啶-4(3H)-酮衍生物及其药用可接受的盐,其结构公式为I,其中变量R1、R2、R3、R4和R5如本文所述。还提供了包含公式I化合物的药物组合物,以及使用公式I化合物治疗由异常骨骼或矿物质稳态特征性疾病或失调的方法,例如低甲状旁腺功能症、骨质疏松症、骨量减少、牙周病、佩吉特病、骨折、骨关节炎、类风湿性关节炎和恶性体液性高钙血症。
  • [EN] 2,3,5 TRISUBSTITUTED ARYL AND HETEROARYL AMINO DERIVATIVES, COMPOSITIONS, AND METHODS OF USE<br/>[FR] DÉRIVÉS AMINÉS D'HÉTÉROARYLE ET D'ARYLE 2,3,5 TRISUBSTITUÉS, COMPOSITIONS ET PROCÉDÉS D'UTILISATION ASSOCIÉS
    申请人:NEUROTHERAPEUTICS PHARMA INC
    公开号:WO2013059648A1
    公开(公告)日:2013-04-25
    Compounds are disclosed that have a formula represented by the following:(I) wherein Cy, L1 R1, R2a, R2b, R3, R4, n, and L2 are as described herein. These compounds may be prepared as a pharmaceutical composition, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example addictive disorders, Alzheimer's Disease, anxiety disorders, ascites, autism, bipolar disorder, cancer, depression, endothelial corneal dystrophy, edema, epilepsy, glaucoma, Huntington's Disease, inflammatory pain, insomnia, ischemia, migraine, migraine with aura, migraine without aura, neuropathic pain, nociceptive neuralgia, nociceptive pain, ocular diseases, pain, itch, excessive itch, Pruritis, neuropathic pruritis, Parkinson's disease, personality disorders, postherpetic neuralgia, psychosis, schizophrenia, seizure disorders, tinnitus, and withdrawal syndromes.
    已披露具有以下表示的化合物的公式:(I),其中Cy、L1、R1、R2a、R2b、R3、R4、n和L2如本文所述。这些化合物可以制备为药物组合物,并可用于预防和治疗包括人类在内的哺乳动物的各种疾病,例如成瘾障碍、阿尔茨海默病、焦虑障碍、腹水、自闭症、躁郁症、癌症、抑郁症、内皮角膜营养不良、水肿、癫痫、青光眼、亨廷顿病、炎症性疼痛、失眠、缺血、偏头痛、伴有先兆的偏头痛、无先兆的偏头痛、神经病性疼痛、伤害性神经痛、伤害性疼痛、眼部疾病、疼痛、瘙痒、过度瘙痒、瘙痒、神经性瘙痒、帕金森病、人格障碍、带状疱疹后神经痛、精神病、精神分裂症、癫痫障碍、耳鸣和戒断综合症等。
  • Catalytic Staudinger Reduction at Room Temperature
    作者:Danny C. Lenstra、Joris J. Wolf、Jasmin Mecinović
    DOI:10.1021/acs.joc.9b00831
    日期:2019.5.17
    catalytic Staudinger reduction at room temperature that enables the preparation of a structurally diverse set of amines from azides in excellent yields. The reaction is based on the use of catalytic amounts of triphenylphosphine as a phosphine source and diphenyldisiloxane as a reducing agent. Our catalytic Staudinger reduction exhibits a high chemoselectivity, as exemplified by reduction of azides
    我们报道了在室温下有效的Staudinger催化还原反应,该反应能够以优异的收率从叠氮化物制备结构多样的胺。该反应基于催化量的三苯基膦作为膦源和二苯基二硅氧烷作为还原剂的使用。我们的Staudinger催化还原具有很高的化学选择性,例如叠氮化物相对于其他常见官能团(包括腈,烯烃,炔烃,酯和酮)的还原。
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