猫尿胺酸 | 471-09-0

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 猫尿胺酸
• 中文别名: 貓尿胺酸
• 英文名称: L-felinine
• 英文别名: S-(3-hydroxy-1,1-dimethylpropyl)-L-custeine；felinine；L-Felinin；L-Felinin, S-(3-Hydroxy-1,1-dimethyl-propyl)-cystein；L-S-(3-Hydroxy-1,1-dimethyl-propyl)-cystein；Felinine zwitterion；(2R)-2-azaniumyl-3-(4-hydroxy-2-methylbutan-2-yl)sulfanylpropanoate
• CAS: 471-09-0
• 化学式: C₈H₁₇NO₃S
• 分子量: 207.294
• InChiKey: IFERABFGYYJODC-LURJTMIESA-N

物化性质

• 熔点：
  162-164°C
• 比旋光度：
  D25 -11.5° (c = 2.81 in water)
• 溶解度：
  甲醇（微溶）、水（微溶）

计算性质

• 辛醇/水分配系数(LogP)：
  -2.4
• 重原子数：
  13
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  S-(4-羟基-2-甲基-2-丁炔基)-N-{[(2-甲基-2-丙基)氧基]羰基}-L-半胱氨酸 在 盐酸 作用下， 以750 mg的产率得到猫尿胺酸
  参考文献：
  名称：

  Volatile Organic Sulfur-Containing Constituents in Poncirus trifoliata (L.) Raf. (Rutaceae)

  摘要：

  During our screening of plant materials to find new natural fragrance and flavor ingredients, we discovered two series of 3-sulfanylalkyl alkanoates in a peel extract of fruits of wild-growing Poncirus trifoliata (L.) Raf. (Rutaceae), a species closely related to Citrus. The two series belong to alkanoates of 3-methyl-3-sulfanylbutan-1-ol and 3-sulfanylhexan-1-ol, respectively, and thus are members of a family of natural molecules having in common a 1,3-positioned O,S moiety. The alkanoate residues comprise all even-numbered saturated fatty acids from C2 (acetate) to C18 (octadecanoate). Among the 20 sulfur-containing compounds identified, 14 are described for the first time as naturally occurring in a botanical species. Several cysteine-S-conjugates were synthesized as hypothetical precursors of the new volatile sulfur-containing constituents, where after S-(3-hydroxy-1,1-dimethylpropyl)-L-cysteine, S-[3-(acetyloxy)-1,1-dimethylpropyl]-L-cysteine, and S-[1-(2-hydroxyethyl)butyl]-L-cysteine were identified in the fruit peel. No cysteine-S-conjugates were detected in the fruit juice.

  DOI：

  10.1021/jf063453h

文献信息

• TRICYCLIC COMPOUNDS AS MATRIX METALLOPROTEINASE INHIBITORS
  申请人：LI Wei

  公开号：US20100227859A1

  公开（公告）日：2010-09-09

  The present teachings relate to compounds of formula I: and pharmaceutically acceptable salts and esters thereof, wherein R1, R2, R3, R4, X, and Y are as defined herein. The present teachings also provide methods of making the compounds of formula I and methods of inhibiting matrix metalloproteinases, in particular, MMP-12, that may be involved in pathological disorders found in mammals, including a human.

  目前的教导与式I的化合物有关：及其药用盐和酯，其中R1、R2、R3、R4、X和Y如本文所定义。目前的教导还提供了制备式I化合物的方法以及抑制基质金属蛋白酶的方法，特别是可能参与哺乳动物中发现的病理性疾病，包括人类。
• [EN] PRODRUG COMPOSITIONS AND METHODS OF TREATMENT<br/>[FR] COMPOSITIONS DE PROMÉDICAMENT ET PROCÉDÉS DE TRAITEMENT
  申请人：AQUESTIVE THERAPEUTICS INC

  公开号：WO2021087359A1

  公开（公告）日：2021-05-06

  Pharmaceutical compositions include a prodrug of epinephrine are described.

  药物组合物包括表述的肾上腺素前药。
• Methods for treating of skin conditions with retinoid double conjugate compounds
  申请人：US COSMECEUTECHS LLC

  公开号：US10123960B2

  公开（公告）日：2018-11-13

  A double conjugate molecule made of a retinoid, an organic acid, particularly an a-hydroxy acid, and an alcohol or acyl group, is provided which is useful in treating skin conditions, particularly aging. The retinoid, organic acid, and alcohol/acyl group are preferably linked via ester bonds.

  提供一种由视黄醇、有机酸（特别是α-羟基酸）和醇或酰基组成的双共轭分子，可用于治疗皮肤状况，特别是衰老。视黄醇、有机酸和醇/酰基组最好通过酯键连接。
• Improvements in or relating to repellent compositions
  申请人：DALGETY U.K. LIMITED

  公开号：EP0280443A2

  公开（公告）日：1988-08-31

  A repellent composition e.g. for repelling deer comprises a synthetic blend of components which are characteristic of the acid fraction obtained by a Soxhlet extraction of lion faeces followed by separation into basic, neutral and acid fractions; and felinine. The composition may comprise saturated alkanoic acids with carbon atoms in the range of 3-20; saturated aliphatic alcohols with carbon atoms in the range 14-16; various compounds containing primary or secondary amino groups and having carbon atoms in the range 3-9; a fermented egg product; a bittering agent and an adhesive agent.

  一种驱避剂组合物，例如用于驱赶鹿的组合物，由多种成分合成混合而成，这些成分的特征是通过对狮子粪便进行索氏提取，然后分离成碱性、中性和酸性馏分而得到的酸性馏分；以及猫科动物碱。 该组合物可包括碳原子范围在 3-20 之间的饱和烷酸；碳原子范围在 14-16 之间的饱和脂肪醇；含有伯氨基或仲氨基且碳原子范围在 3-9 之间的各种化合物；一种发酵蛋制品；一种苦味剂和一种粘合剂。
• NMR imaging with Mn(II) coordination compositions
  申请人：SALUTAR, INC.

  公开号：EP0308983A2

  公开（公告）日：1989-03-29

  Enhanced T₁ and T₂ relaxation in NMRI is obtained with solutions of non-chelate coordination compounds of the formula: [Mn(II)(H₂O)mA1nA2oA3pA4q]+a(Y,Zr)-a In the formula, A1, A2, A3 and A4 are the same of different amino-substituted carboxylic acid groups having from 2 to 18 carbons; Y and Z are each the same or a different anion of a pharmaceutically acceptable inorganic acid or an organic carboxylic acid having from 2 to 18 carbons; a is valence of the ions; m, n, o, p, and q are each 1 or 0, (m + n + o + p + q) = 4, and (n + o + p + q) is preferably from 1 to 3; and r is 1, and if Y is a multivalent anion, r is 0 or 1. The solution has a pH within the range of from 4 to 9.5, preferably from 5 to 7, and optimally from 5 to 6.5, and for parenteral administration, a coordination compound concentration of from 0.5 to 4.0 wt%. Preferably, n is from 1 to 3, optimally from 2-4, and most optimally from 2 to 3, and Y and Z are monovalent. For example Y is preferably an anion of an aliphatic carboxylic acid having from 2 to 6 carbons such as acetic, propionic, n-butyric acid, isobutyric acid, valeric acid, isovaleric acid, pivalic acid or gluconic acid, and Z is an inorganic anion such as chloride or sulfate. A1, A2, A3 and A4 are preferably α-amino acids having from 2 to 6 carbons such as glycine.

  利用式中的非螯合物配位化合物溶液，可以增强 NMRI 中的 T₁ 和 T₂ 弛豫： [Mn(II)(H₂O)mA1nA2oA3pA4q]+a(Y,Zr)-a 式中 A1、A2、A3 和 A4 是具有 2 至 18 个碳原子的相同或不同的氨基取代的羧酸基团； Y 和 Z 分别是相同或不同的药学上可接受的无机酸阴离子或具有 2 至 18 个碳原子的有机羧酸阴离子； a 是离子的化合价； m、n、o、p 和 q 各为 1 或 0，（m + n + o + p + q）= 4，（n + o + p + q）最好为 1 至 3；以及 r 为 1，如果 Y 是多价阴离子，则 r 为 0 或 1。 溶液的 pH 值范围为 4 至 9.5，优选 5 至 7，最佳为 5 至 6.5，对于肠外给药，配位化合物的浓度为 0.5 至 4.0 wt%。n 最好为 1 至 3，最佳为 2 至 4，最理想为 2 至 3，Y 和 Z 为一价。例如，Y 最好是具有 2 至 6 个碳原子的脂肪族羧酸的阴离子，如乙酸、丙酸、正丁酸、异丁酸、戊酸、异戊酸、特戊酸或葡萄糖酸，Z 是无机阴离子，如氯化物或硫酸盐。A1、A2、A3 和 A4 最好是具有 2 至 6 个碳原子的 α-氨基酸，如甘氨酸。