N-(2-phenylethyl)sulfamic acid | 138337-13-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-(2-phenylethyl)sulfamic acid
• 英文别名: phenethyl-amidosulfuric acid；Phenaethylsulfamidsaeure；Phenaethyl-amidoschwefelsaeure；(2-Phenylethyl)sulfamic acid；2-phenylethylsulfamic acid
• CAS: 138337-13-0
• 化学式: C₈H₁₁NO₃S
• 分子量: 201.246
• InChiKey: GUNQKELHNQVFCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  74.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-phenylethyl)sulfamic acid 在 五氯化磷 作用下， 以 苯 为溶剂， 反应 24.0h， 生成 2-phenylethylsulfamoyl chloride
  参考文献：
  名称：

  具有延长作用时间的口服活性异恶唑啉糖蛋白IIb / IIIa拮抗剂。

  摘要：

  异恶唑啉GPIIb / IIIa（αIIbbeta3）拮抗剂DMP 754（7）的α-氨基甲酸酯取代基的修饰导致了一系列α-磺酰胺和α-磺酰胺二氨基丙酸酯异恶唑啉基乙酰胺，被发现是体外血小板聚集的有效抑制剂。发现芳基和杂芳基-α-磺酰胺基团与（5R）-异恶唑啉（2S）-二氨基丙酸酯的立体化学相结合可在犬中显着延长抗血小板作用的持续时间，这可能是由于对未活化的血小板具有高亲和力。异恶唑基磺酰胺34b（DMP 802）是一种高度选择性的GPIIb / IIIa拮抗剂，在静脉和口服给药后表现出延长的作用时间，并且对静息和活化的血小板具有高亲和力。

  DOI：

  10.1021/jm980348t
• 作为产物：
  描述：

  2-苯乙胺 在 chlorosulphuric acid 、 氯仿 作用下， 生成 N-(2-phenylethyl)sulfamic acid
  参考文献：
  名称：

  AMINO ALCOHOLS. XIII. THE SYNTHESIS OF ALIPHATIC AMINO ALCOHOLS OF PHARMACOLOGICAL INTEREST (1)

  摘要：

  DOI：

  10.1021/jo01183a010

文献信息

• Novel sulfamides and their use as endothelin receptor antagonists
  申请人：——

  公开号：US20040077670A1

  公开（公告）日：2004-04-22

  The invention relates to novel sulfamides and their use as active ingredients in the preparation of pharmaceutical compositions. The invention also concerns related aspects including processes for the preparation of the compounds, pharmaceutical compositions containing one or more of those compounds and especially their use as endothelin receptor antagonists.

  本发明涉及新型磺酰胺及其在制备药物组合物中作为活性成分的应用。该发明还涉及相关方面，包括化合物的制备过程、含有其中一种或多种化合物的药物组合物，以及它们作为内皮素受体拮抗剂的应用。
• [EN] NOVEL SULFAMIDES AND THEIR USE AS ENDOTHELIN RECEPTOR ANTAGONISTS<br/>[FR] NOUVEAUX SULFAMIDES ET LEUR UTILISATION COMME ANTAGONISTES DU RECEPTEUR DE L'ENDOTHELINE
  申请人：ACTELION PHARMACEUTICALS LTD

  公开号：WO2002053557A1

  公开（公告）日：2002-07-11

  The invention relates to novel sulfamides of general formula (I) and their use as active ingredients in the preparation of pharmaceutical compositions. The invention also concerns related aspects including processes for the preparation of the compounds, pharmaceutical compositions containing one or more of those compounds and especially their use as endothelin receptor antagonists.

  本发明涉及一种新型一般式（I）的磺胺类化合物，以及它们在制备药物组合物的活性成分中的应用。本发明还涉及相关方面，包括化合物的制备过程，含有其中一种或多种化合物的药物组合物，特别是它们作为内皮素受体拮抗剂的用途。
• Novel Sulfamides and their use as endothelin receptor antagonists
  申请人：Actelion Pharmaceuticals Ltd.

  公开号：EP1693372A1

  公开（公告）日：2006-08-23

  The invention relates to novel sulfamides of the general formula (I) and their use as active ingredients in the preparation of pharmaceutical compositions. The invention also concerns related aspects including processes for the preparation of the compounds, pharmaceutical compositions containing one or more of those compounds and especially their use as endothelin receptor antagonists.

  本发明涉及通式（I）的新型氨基磺酸盐及其在制备药物组合物中作为活性成分的用途。本发明还涉及相关方面，包括制备这些化合物的工艺、含有一种或多种这些化合物的药物组合物，特别是它们作为内皮素受体拮抗剂的用途。
• [EN] NOVEL SULFAMATE COMPOUND CONTAINING CARBAMOYL GROUP<br/>[FR] NOUVEAU COMPOSE DE SULFAMATE CONTENANT UN GROUPE CARBAMOYLE
  申请人：YUKONG LIMITED

  公开号：WO1997016417A1

  公开（公告）日：1997-05-09

  (EN) 3-O-Carbamoyl-2-phenyl-1,3-propanediol sulfamate racemate, represented by structural formula (I) and its (R)- and (S)-optical isomers, which are very effective for prophylaxis and the treatment of central nervous system disorders including nervous muscular pain, epilepsy and minimal brain dysfunctions, are disclosed. They are prepared from 2-phenyl-1,3-propanediol monocarbamate and its optical isomers, respectively.(FR) Cette invention concerne le racémate de 3-O-carbamoyl-2-phényl-1,3-propanediol sulfamate, représenté par la formule générale (I) ainsi que ses isomères optiques (R) ou (S) qui s'avèrent très efficaces dans la prophylaxie et le traitement des troubles du système nerveux central, tels que la myalgie nerveuse, l'épilepsie et les dysfonctionnements cérébraux minimes. On prépare ces composés respectivement à partir de 2-phényl-1,3-propanediol monocarbamate et de ses isomères optiques.

  该发明涉及3- опас基团-2-苯基-1,3-丙二醇硫胺酸酯的 racemate，以及用结构式 (I) 表示的 optical isomers（即对 (+) 和 (-) 型有机体来说的光学异构体）。这些成分非常有效，可被用于预防和治疗中枢神经系统疾病，如神经肌肉疼痛、癫痫和轻微脑功能障碍。这些成分是通过从单质二醇的 1-取代和相应的 opt Jean-Claude isomers 酯化物中制备的。
• Alkyldiazonium ion pairs and deamination. 46. N-nitrososulfamates: sources of carbonium ions in aqueous media and substrates in solid-state decompositions
  作者：Emil H. White、Min Li、Shanzheng Lu

  DOI：10.1021/jo00030a037

  日期：1992.2

  Potassium N-nitrososulfamates of benzylamine, 2-phenylethylamine, and cyclohexylamine 2a-c were synthesized and examined as sources of carbonium ions in aqueous media. The nitrososulfamates are crystalline compounds which decompose readily at low pHs (approximately 2) under conditions where the parent amines are relatively stable to nitrous acid. In water solutions they produce the corresponding alcohols, principally, along with small percentages of the corresponding esters of potassium bisulfate. The decomposition of the benzyl analogue 2b in the presence of sodium thiocyanate produced, principally, benzyl alcohol, but also benzyl thiocyanate and benzyl isothiocyanate in a ratio of 4.4/1, indicating a muted role for nucleophilicity in this carbonium ion reaction. In sulfate buffers they decompose by psuedo-first-order kinetics (rate constants are reported). In acetic acid they produce principally the corresponding acetate esters. A reaction mechanism is proposed in which the slow step involves the production of diazohydroxide rather than a direct formation of a carbonium ion. The benzyl analogue 2b is an inhibitor of the enzyme pepsin; it also undergoes a photoelimination reaction on irradiation. The nitrososulfamates are perfectly stable when dry, but they undergo a relatively rapid solid-state decomposition (T1/2 almost-equal-to 2-5 days) when exposed to normal atmospheric humidity; surprisingly, the external appearance of the crystals does not change during the decompositions. The products are, principally, the esters of sulfuric acid and potassium bisulfate.