3-氨基-4-(1H-咪唑-4-基)-丁烷-2-酮二盐酸盐 | 24579-23-5

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 3-氨基-4-(1H-咪唑-4-基)-丁烷-2-酮二盐酸盐
• 英文名称: 3-amino-4-(1(3)H-imidazol-4-yl)-butan-2-one
• 英文别名: 3-Amino-4-(1(3)H-imidazol-4-yl)-butan-2-on；3-amino-4-(1H-imidazol-5-yl)butan-2-one
• CAS: 24579-23-5
• 化学式: C₇H₁₁N₃O
• 分子量: 153.184
• InChiKey: BLKFEXKSMJLHDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  71.8
• 氢给体数：
  2
• 氢受体数：
  3

安全信息

• 海关编码：
  2933290090

反应信息

• 作为反应物：
  描述：

  3-氨基-4-(1H-咪唑-4-基)-丁烷-2-酮二盐酸盐 在 吡啶 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  Modulating the Serotonin Receptor Spectrum of Pulicatin Natural Products

  摘要：

  Serotonin (5-HT) receptors are important in health and disease, but the existence of 14 subtypes necessitates selective ligands. Previously, the pulicatins were identified as ligands that specifically bound to the subtype 5-HT2B in the 500 nM to 10 mu M range and that exhibited in vitro effects on cultured mouse neurons. Here, we examined the structure activity relationship of 30 synthetic and natural pulicatin derivatives using binding, receptor functionality, and in vivo assays. The results reveal the 2-arylthiazoline scaffold as a tunable serotonin receptor-targeting pharmacophore. Tests in mice show potential antiseizure and antinociceptive activities at high doses without motor impairment.

  DOI：

  10.1021/acs.jnatprod.7b00317
• 作为产物：
  描述：

  3-acetylamino-4-(1(3)H-imidazol-4-yl)-butan-2-one 在 盐酸 、 水 作用下， 反应 12.0h， 以99%的产率得到3-氨基-4-(1H-咪唑-4-基)-丁烷-2-酮二盐酸盐
  参考文献：
  名称：

  Modulating the Serotonin Receptor Spectrum of Pulicatin Natural Products

  摘要：

  Serotonin (5-HT) receptors are important in health and disease, but the existence of 14 subtypes necessitates selective ligands. Previously, the pulicatins were identified as ligands that specifically bound to the subtype 5-HT2B in the 500 nM to 10 mu M range and that exhibited in vitro effects on cultured mouse neurons. Here, we examined the structure activity relationship of 30 synthetic and natural pulicatin derivatives using binding, receptor functionality, and in vivo assays. The results reveal the 2-arylthiazoline scaffold as a tunable serotonin receptor-targeting pharmacophore. Tests in mice show potential antiseizure and antinociceptive activities at high doses without motor impairment.

  DOI：

  10.1021/acs.jnatprod.7b00317

文献信息

• [EN] COMPOUNDS USEFUL FOR THE TREATMENT AND/OR CARE OF THE SKIN, HAIR, NAILS AND/OR MUCOUS MEMBRANES<br/>[FR] COMPOSÉS UTILES DANS LE TRAITEMENT ET/OU LES SOINS DE LA PEAU, DES CHEVEUX, DES ONGLES ET/OU DES MUQUEUSES
  申请人：LUBRIZOL ADVANCED MAT INC

  公开号：WO2019008452A1

  公开（公告）日：2019-01-10

  A compound of formula (I) R1-Wm-Xn-AA1-AA2-AA3-AA4-AA5-AA6-AA7-AA8-AA9-Yp-Zq-R2 wherein AA1 is Phe; AA2 is Trp; AA3 is selected from the group consisting of Met, Leu and lie; AA4 is selected from the group consisting of Lys, Arg and Gin; AA5 is Arg; AA6 is Lys; AA7 is selected from the group consisting of Arg, Lys and His; AA8 is selected from the group consisting of Val, lie, Leu and Met; and AA9 is Pro, useful in the treatment and/or care of the skin, hair, nails and/or mucous membranes, in particular for improving the barrier function of the skin, for energising the skin and as an anti- aging agent.

  一种具有以下结构的化合物（I）R1-Wm-Xn-AA1-AA2-AA3-AA4-AA5-AA6-AA7-AA8-AA9-Yp-Zq-R2，其中AA1为Phe；AA2为Trp；AA3选自Met、Leu和Ile组成的群体；AA4选自Lys、Arg和Gln组成的群体；AA5为Arg；AA6为Lys；AA7选自Arg、Lys和His组成的群体；AA8选自Val、Ile、Leu和Met组成的群体；AA9为Pro。该化合物在治疗和/或护理皮肤、头发、指甲和/或粘膜方面具有用途，特别用于改善皮肤的屏障功能，激活皮肤并作为抗衰老剂。
• [EN] NOVEL PEPTIDE DERIVATIVES AND USES THEREOF<br/>[FR] NOUVEAUX DÉRIVÉS PEPTIDIQUES ET LEURS UTILISATIONS
  申请人：NOSOPHARM

  公开号：WO2016046409A1

  公开（公告）日：2016-03-31

  The invention provides for novel peptide derivatives and compositions comprising the same. The invention further provides methods of treatment comprising administering novel peptide derivatives and/or compositions comprising the same.

  该发明提供了新型肽衍生物和包含这些肽衍生物的组合物。该发明还提供了治疗方法，包括给予新型肽衍生物和/或包含这些肽衍生物的组合物。
• [EN] COMPOUNDS USEFUL IN THE TREATMENT AND/OR CARE OF THE SKIN, HAIR, NAILS, AND/OR MUCOUS MEMBRANES<br/>[FR] COMPOSÉS UTILES DANS LE TRAITEMENT ET/OU LE SOIN DE LA PEAU, DES CHEVEUX, DES ONGLES ET/OU DES MEMBRANES MUQUEUSES
  申请人：LUBRIZOL ADVANCED MAT INC

  公开号：WO2017100421A1

  公开（公告）日：2017-06-15

  Compounds of general formula (I): R1-Wm-Xn-AA1-AA2-AA3-AA4-AA5-AA6-Yp-Zq-R2 (I) their stereoisomers, mixtures thereof and/or their cosmetically or pharmaceutically acceptable salts, cosmetic and/or pharmaceutical compositions which contain them and their use in medicine, and in processes of treatment and/or care of the skin, hair and/or mucous membranes, in particular in the aging and photoaging of the skin.

  通式（I）的化合物：R1-Wm-Xn-AA1-AA2-AA3-AA4-AA5-AA6-Yp-Zq-R2（I），它们的立体异构体、混合物和/或其在化妆品或药用上可接受的盐，含有它们的化妆品和/或药用组合物，以及它们在医学中的使用，以及在皮肤、头发和/或黏膜的治疗和/或护理过程中的使用，特别是在皮肤的衰老和光老化方面。
• Preparation of prodrugs for selective drug delivery
  申请人：Mills L. Randell

  公开号：US20050080260A1

  公开（公告）日：2005-04-14

  Synthesis of a chemical compound having the formula A-B-C that may serve for applications such as drug delivery where A is a chemiluminescent, moiety, B is a photochromic moiety, and C is a biologically active moiety where A-B-C may serve as a prodrug. Novel synthetic methods of the present invention to form the prodrug comprised the steps of (1) forming a benzophenone, (2) forming a diaryl ethylene, (3) attaching a phthalimide moiety to at least one of the aryl groups of the ethylene to form a phthalimide-ethylene conjugate, (4) condensing two ethylene-phthalimide conjugates to form a phthalimide-pentadiene conjugate, (5) converting the phthalimide to the phthalhydrazide by reaction with hydrazine to form a carrier compound according to the present invention, and (6) reacting the carrier compound with an nucleophilic moiety of the drug to form the corresponding prodrug. Alternatively the carrier can be prepared by using the halo-substituted diaryl ethylene to make the corresponding cationic leuco dye-like compound with known methods. The cationic compound then is protected by reacting with a nucleophile and coupled with the aminophathalimide by palladium-catalyzed amination to form the protected phthalimide-pentadiene conjugate. The latter is refluxed with hydrazine to convert its phthalimide to the phthalhydrazide and acidified to give the carrier. An additional aspect of the present invention relates to the use of these compounds as antiviral agents for the treatment of viral infections such as HIV and as anticancer agents for the treatment of cancers such as bowel, lung, and breast cancer.

  合成具有A-B-C化学式的化合物，可用于药物传递等应用，其中A是化学发光基团，B是光致变色基团，C是生物活性基团，其中A-B-C可作为前药。本发明的新型合成方法用于形成前药，包括以下步骤：(1)形成苯酮，(2)形成二芳基乙烯，(3)将邻苯二甲酰亚胺基团连接到乙烯的至少一个芳基上，形成邻苯二甲酰亚胺-乙烯共轭物，(4)缩合两个乙烯-邻苯二甲酰亚胺共轭物，形成邻苯二甲酰亚胺-戊二烯共轭物，(5)通过与肼反应将邻苯二甲酰亚胺转化为邻苯二酰肼，形成本发明的载体化合物，(6)将载体化合物与药物的亲核基团反应，形成相应的前药。另外，可以通过使用卤代二芳基乙烯制备相应的阳离子类似的类似类似染料化合物。然后，通过与亲核试剂反应保护阳离子类似化合物，并通过钯催化的胺化与氨基邻苯二甲酰亚胺偶联，形成保护的邻苯二甲酰亚胺-戊二烯共轭物。后者与肼回流，将其邻苯二甲酰亚胺转化为邻苯二酰肼，并酸化以得到载体。本发明的另一个方面涉及将这些化合物用作抗病毒剂，用于治疗病毒感染，如HIV，以及用作抗癌剂，用于治疗结肠癌、肺癌和乳腺癌等癌症。
• [EN] AMPHIPHILIC MONOMERS BASED NANOVECTORS AND THEIR USE FOR SIRNA DELIVERY<br/>[FR] NANOVECTEURS À BASE DE MONOMÈRES AMPHIPHILES ET LEUR UTILISATION POUR L'ADMINISTRATION D'ANRSI
  申请人：UNIV STRASBOURG

  公开号：WO2017167929A1

  公开（公告）日：2017-10-05

  Amphiphilic monomer of formula (I); wherein L1 is CH3(CH2)m, with m being an integer from 1 to 24, L2 is -CH2(CH2)n- CONH-, with n being an integer from 1 to 24, X is -(CH2yO-(CH2CH2O)P(CH2)r- NH-, with t and t' being independently from each other 2 or 3 and p being an integer from 2 to 500 and Z is H or a positively charged group selected from natural or non natural amino acid residues, carboxylated polyamines residues, and peptides comprising from 2 to 5 amino acids, at least one of said amino-acids being an histidine residue, their physiologically acceptable salts and their use in transfection and delivery methods.

  公式（I）的两性单体；其中L1为CH3(CH2)m，其中m为1到24的整数，L2为-CH2(CH2)n-CONH-，其中n为1到24的整数，X为-(CH2yO-(CH2CH2O)P(CH2)r-NH-，其中t和t'独立地为2或3，p为2到500的整数，Z为H或从天然或非天然氨基酸残基、羧化聚胺残基和包含2到5个氨基酸的肽中选择的带正电的基团，至少其中一种氨基酸为组氨酸残基，它们的生理上可接受的盐以及它们在转染和传递方法中的用途。