(3S,4S)-3-N-cyclopropylaminomethyl-4-fluoropyrrolidine | 604798-54-1

• 物质功能分类: 有机原料 - 杂环化合物
• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: (3S,4S)-3-N-cyclopropylaminomethyl-4-fluoropyrrolidine
• 英文别名: (3R,4S)-3-cyclopropylaminomethyl-4-fluoropyrrolidine；(3R,4S)-3-cyclopropylaminomethyl-4-fluoropyrolidine；N-[[(3R,4S)-4-fluoropyrrolidin-3-yl]methyl]cyclopropanamine
• CAS: 604798-54-1
• 化学式: C₈H₁₅FN₂
• 分子量: 158.219
• InChiKey: QZFXTAVCZYQMQZ-HTRCEHHLSA-N

物化性质

• 沸点：
  232.1±25.0 °C(Predicted)
• 密度：
  1.08±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3S,4S)-3-N-cyclopropylaminomethyl-4-fluoropyrrolidine 在 盐酸 作用下， 以 甲醇 为溶剂， 生成 (3R,4S)-3-((cyclopropylamino)methyl)-4-fluoropyrrolidine dihydrochloride
  参考文献：
  名称：

  PROCESS FOR PRODUCTION OF 3,4-DISUBSTITUTED PYRROLIDINE DERIVATIVE AND INTERMEDIATE FOR THE PRODUCTION

  摘要：

  公开号：

  EP1992613B1
• 作为产物：
  描述：

  (3R,4S)-3-cyclopropylaminomethyl-4-fluoropyrrolidine ditrifluoroacetate 在 sodium hydroxide 、 水 作用下， 生成 (3S,4S)-3-N-cyclopropylaminomethyl-4-fluoropyrrolidine
  参考文献：
  名称：

  7-(4-SUBSTITUTED 3- CYCLOPROPYLAMINOMETHYL-1- PYRROLIDINYL) Q UINOLONECARBOXYLIC ACID DERIVATIVE

  摘要：

  公开号：

  EP1666477B1

文献信息

• SOLID PHARMACEUTICAL COMPOSITION
  申请人：KYORIN PHARMACEUTICAL CO., LTD.

  公开号：US20160074330A1

  公开（公告）日：2016-03-17

  [Problem] To provide a novel pharmaceutical composition which contains a medically active component and which can suppress delays in the release of said component due to gelling. [Solution] This solid pharmaceutical composition contains a compound represented by general formula (1), or a salt thereof, a cellulosic excipient, and a salting-out agent.

  【问题】提供一种新型药物组合物，其中包含一种医学活性成分，并且可以通过凝胶化来抑制该成分释放的延迟。【解决方案】这种固体药物组合物包含一种由通式（1）表示的化合物或其盐、纤维素辅料和盐析剂。
• METHOD FOR PRODUCING 3-SUBSTITUTED-4-FLUOROPYRROLIDINE DERIVATIVE
  申请人：Suzuki Masashi

  公开号：US20130085282A1

  公开（公告）日：2013-04-04

  An inexpensive and industrially advantageous method for producing optically active syn-3-(N-substituted-aminomethyl)-4-fluoropyrrolidine which may be an intermediate for producing pharmaceuticals is provided. The present invention relates a method for producing a syn-1-protected-4-fluoro-3-(N-substituted-N-nitrobenzenesulfonyl)pyrrolidine derivative or it's enantiomer, or their salts comprising the process of fluorinating a compound represented by the general formula (6) (in the formula, PG 1 represents a protecting group for an amino group, R 1 represents a C1 to C6 alkyl group which may be substituted or a C3 to C8 cycloalkyl group which may be substituted, and Ns represents a 2-nitrobenzenesulfonyl group or a 4-nitrobenzenesulfonyl group) or it's enantiomer using a nucleophilic fluorinating agent and an organic base having an amidine or guanidine structure.

  提供了一种廉价且工业上优势的方法，用于生产光学活性的syn-3-(N-取代氨甲基)-4-氟吡咯烷，该化合物可能是生产药物的中间体。本发明涉及一种生产syn-1-保护的-4-氟-3-(N-取代-N-硝基苯磺酰基)吡咯烷衍生物或其对映体或其盐的方法，包括将通式（6）所代表的化合物（其中，PG1代表氨基的保护基，R1代表可取代的C1到C6烷基或可取代的C3到C8环烷基，Ns代表2-硝基苯磺酰基或4-硝基苯磺酰基）或其对映体使用亲核氟化试剂和具有酰胺或鸟嘌呤结构的有机碱进行氟化的过程。
• 10-(3-cyclopropylaminomethyl-1-pyrrolidinyl)pyridobenzoxazinecarboxylic acid derivative effective against resistant bacterium
  申请人：Asahina Yoshikazu

  公开号：US20050182052A1

  公开（公告）日：2005-08-18

  A compound as represented by the general formula (I) shown below exhibits high antibacterial activity against gram-positive bacteria, in particular, such drug-resistant bacteria as mRNA, PRSP and VRE: wherein R1 is a methyl group, a fluoromethyl group, a methoxymethyl group, an acetoxymethyl group, a hydroxymethyl group or a methylene; R2 is a hydrogen atom, a lower alkyl group having 1 to 3 carbon atoms, or a pharmaceutically acceptable cation and an ester of a prodrug; R3 is a hydrogen atom or a halogen atom; R4 is a hydrogen atom, a lower alkyl group having 1 to 3 carbon atoms, a fluoromethyl group, a trifluoromethyl group or a fluorine atom; and R5 is a hydrogen atom or a fluorine atom, with exceptions where R1 is a methyl group, R4 and R5 are at the same time a hydrogen atom, and R3 is a fluorine atom.

  下列通式（I）所代表的化合物对革兰氏阳性细菌表现出高度的抗菌活性，特别是对那些耐药菌如mRNA、PRSP和VRE： 其中，R1是甲基、氟甲基、甲氧甲基、乙酰氧甲基、羟甲基或亚甲基；R2是氢原子、具有1至3个碳原子的低烷基或药学上可接受的阳离子和前药的酯；R3是氢原子或卤素原子；R4是氢原子、具有1至3个碳原子的低烷基、氟甲基、三氟甲基或氟原子；R5是氢原子或氟原子，除非R1是甲基、R4和R5同时为氢原子，且R3是氟原子的情况。
• Process for Producing 3,4-Disubstituted Pyrrolidine Derivative and Production Intermediate Thereof
  申请人：Gotoh Takayuki

  公开号：US20090023935A1

  公开（公告）日：2009-01-22

  An industrially advantageous process for the production of (3R,4S)-3-cyclopropylaminomethyl-4-fluoropyrrolidine or an enantiomer thereof that is useful as an intermediate for the production of novel antimicrobial agents 10-(3-cyclopropylaminomethyl-4-fluoropyrrolidinyl)pyridobenzoxazine carboxylic acid derivatives. Highly stereoselective asymmetric hydrogenation of 1-protected-4-alkoxycarbonyl-3-oxopyrrolidine, followed by ester hydrolysis, followed by amidation with cyclopropylamine gives crude crystals. The crude crystals are purified by recrystallization to give a novel compound (3R,4S)-1-protected-3-cyclopropylcarbamoyl-4-hydroxypyrrolidine or an enantiomer thereof at high optical purity. The use of these intermediates enables industrial production of high-quality products of (3R,4S)-3-cyclopropylaminomethyl-4-fluoropyrrolidine or an enantiomer thereof. The process is highly simple and can produce the desired products at high purity and stable yields.

  这是一种工业上优越的过程，用于生产(3R,4S)-3-环丙氨基甲基-4-氟吡咯烷或其对映体，该对映体可用作新型抗微生物剂10-(3-环丙氨基甲基-4-氟吡咯烷基)吡啶并苯并噁嗪羧酸衍生物的中间体。高度立体选择性的不对称氢化1-保护的4-烷氧羰基-3-氧代吡咯烷，随后进行酯水解，然后与环丙氨基酰胺反应，得到粗晶体。通过重结晶纯化粗晶体，得到一种新化合物(3R,4S)-1-保护的3-环丙氨基甲酰基-4-羟基吡咯烷或其对映体，其光学纯度高。使用这些中间体能够工业化生产高质量的(3R,4S)-3-环丙氨基甲基-4-氟吡咯烷或其对映体。该过程非常简单，能够以高纯度和稳定的产率生产所需的产品。
• 7-(4-Substituted-3-cyclopropylaminomethyl-1 pyrrolidinyl) quinolonecarboxylic acid derivative
  申请人：Asahina Yoshikazu

  公开号：US20060281779A1

  公开（公告）日：2006-12-14

  OBJECT To provide novel quinolonecarboxylic acid compounds serving as safe, strong antibacterial agents that are effective against drug-resistant bacteria that are less susceptible to conventional antibacterial agents. SOLVING MEANS There are provided 7-(4-substituted-3-cyclopropylaminomethylpyrrolidinyl)quinolonecarboxylic acid derivatives (such as 1-cyclopropyl-7-[(3S,4S)-3-cyclopropylaminomethyl-4-fluoro-1-pyrrolidinyl]-6-fluoro-1,4-dihydro-8-methoxy-4-oxo-3-quinolinecarboxylic acid) that exhibit strong antibacterial activity against gram-positive bacteria, such as MRSA, PRSP and VRE, while being safe. The compounds are shown by the following general formula (I):

  目的：提供新型喹诺酮羧酸化合物，作为安全、强效的抗菌剂，对耐药菌有良好的抗菌效果，而且对传统抗菌剂的抗性较低。 解决方法：提供7-(4-取代的3-环丙氨甲基吡咯烷基)喹诺酮羧酸衍生物（例如1-环丙基-7-[(3S,4S)-3-环丙氨甲基-4-氟-1-吡咯烷基]-6-氟-1,4-二氢-8-甲氧基-4-氧代-3-喹啉羧酸），对革兰氏阳性菌（如MRSA、PRSP和VRE）表现出强效的抗菌活性，同时具有安全性。这些化合物的通用式如下（I）：