5-({3-nitro-5-[N-(6-sulfonaphthyl)carbamoyl]phenyl}-carbonylamino)-naphthalene-2-sulfonic acid | 325981-31-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-({3-nitro-5-[N-(6-sulfonaphthyl)carbamoyl]phenyl}-carbonylamino)-naphthalene-2-sulfonic acid
• 英文别名: 5-({3-Nitro-5-[N-(6-sulfonaphthyl)carbamoyl]phenyl}carbonylamino)-naphthalene-2-sulfonic Acid；5-[[3-nitro-5-[(6-sulfonaphthalen-1-yl)carbamoyl]benzoyl]amino]naphthalene-2-sulfonic acid
• CAS: 325981-31-5
• 化学式: C₂₈H₁₉N₃O₁₀S₂
• 分子量: 621.605
• InChiKey: IUAWKQLUNJTHKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  43
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  230
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  5-({3-nitro-5-[N-(6-sulfonaphthyl)carbamoyl]phenyl}-carbonylamino)-naphthalene-2-sulfonic acid 在 盐酸 、 tin(ll) chloride 作用下， 以 水 为溶剂， 生成 5-({3-amino-5-[N-(6-sulfonaphthyl)carbamoyl]phenyl}carbonylamino)naphthalene-2-sulfonic acid
  参考文献：
  名称：

  5-Substituted isophthalamides as insulin receptor sensitizers

  摘要：

  A novel series of 5-substituted isophthalamides and their structure-activity relationship as insulin receptor sensitizers is discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.05.031
• 作为产物：
  描述：

  5-氨基-2-萘磺酸 、 5-硝基异酞酰氯 在 crude product 、 1,4-二氧六环 、 水 作用下， 以 吡啶 、 1,4-二氧六环 、 氯仿 为溶剂， 反应 2.5h， 以It yielded 16.2 g的产率得到5-({3-nitro-5-[N-(6-sulfonaphthyl)carbamoyl]phenyl}-carbonylamino)-naphthalene-2-sulfonic acid
  参考文献：
  名称：

  Naphthylsulfonic acids and related compounds as glucose uptake agonists

  摘要：

  使用新型萘磺酸和相关化合物治疗与高血糖有关的疾病，特别是2型糖尿病的方法。这些化合物，作为单一立体异构体或立体异构体混合物，或其药学上可接受的盐，在刺激胰岛素受体的激酶活性，增强胰岛素对胰岛素受体的激活以及刺激葡萄糖进入细胞的方法中很有用。还披露了各种抗糖尿病化合物和包含抗糖尿病化合物的制药组合物。

  公开号：

  US06653321B1

文献信息

• Naphthylsulfonic acids and related compounds as glucose uptake agonists
  申请人：Telik, Inc.

  公开号：US06653321B1

  公开（公告）日：2003-11-25

  Methods for treating conditions associated with hyperglycemia, especially Type II diabetes, with novel naphthylsulfonic acids and related compounds. These compounds, as single stereoisomers or mixtures of stereoisomers, or their pharmaceutically acceptable salts, are useful in methods of stimulating the kinase activity of the insulin receptor, enhancing the activation of the insulin receptor by insulin, and stimulating the uptake of glucose into cells. A variety of antidiabetic compounds and pharmaceutical compositions comprising the antidiabetic compounds are also disclosed.

  使用新型萘磺酸和相关化合物治疗与高血糖相关的疾病，特别是II型糖尿病的方法。这些化合物，作为单一立体异构体或立体异构体混合物，或它们的药用可接受盐，在刺激胰岛素受体的激酶活性、增强胰岛素对胰岛素受体的激活以及促进葡萄糖进入细胞的方法中具有用途。还披露了各种抗糖尿病化合物和包含这些抗糖尿病化合物的药物组合物。
• NAPHTHYLSULFONIC ACIDS AND RELATED COMPOUNDS AS GLUCOSE UPTAKE AGONISTS
  申请人：TELIK, INC.

  公开号：EP1200396A1

  公开（公告）日：2002-05-02
• US6653321B1
  申请人：——

  公开号：US6653321B1

  公开（公告）日：2003-11-25
• [EN] NOVEL NAPHTHYLSULFONIC ACIDS AND RELATED COMPOUNDS AS GLUCOSE UPTAKE AGONISTS<br/>[FR] NOUVEAUX ACIDES NAPHTYLSULFONIQUES ET COMPOSES APPARENTES UTILISES COMME AGONISTES DE CAPTAGE DU GLUCOSE
  申请人：TELIK INC

  公开号：WO2001012591A1

  公开（公告）日：2001-02-22

  Methods for treating conditions associated with hyperglycemia, especially Type II diabetes, with novel naphthylsulfonic acids and related compounds are provided. Compounds of formula (1) where: R?1 and R2¿ are, independently, hydrogen, alkyl, substituted alkyl, aryl, substituted aryl, R3 is a substituent on the B ring; and is -SO¿2OR?6, -C(O)OR6, -SO2NR62-C(O)NR62 or tetrazolyl; the linker -WY- between the naphthyl and phenyl intersects the A ring of the naphthyl and is, independently, -C(O)NR?7-, -NR7¿C(O)-, -C(O)O-, -OC(O)-, -CH=CH-, -NR7CH2-, -CH2NR?7-, -NR7C(O)NR7- -NR7¿C(O)O-, -OC(O)NR?7-, -NR7SO¿2O-, -OSO2NR7-, -OC(O)O-, -SO¿2?NR?7-, -NR7SO¿2-, -OSO2-, or -SO2O-; each R?6 and R7¿ is, independently, hydrogen or lower alkyl; optionally in the form of single stereoisomers or mixtures of stereoisomers, or the pharmaceutically acceptable salts thereof; are useful in methods of stimulating the kinase activity of the insulin receptor, enhancing the activation of the insulin receptor by insulin, and stimulating the uptake of glucose into cells. A variety of antidiabetic compounds and pharmaceutical compositions comprising the antidiabetic compounds are also disclosed.
• 5-Substituted isophthalamides as insulin receptor sensitizers
  作者：Louise Robinson、Sonia Bajjalieh、Nicholas Cairns、Robert T. Lum、Robert W. Macsata、Vara Prasad Manchem、Sophia J. Park、Sandhya Rao、Steven R. Schow、Songyuan Shi、Wayne R. Spevak

  DOI：10.1016/j.bmcl.2008.05.031

  日期：2008.6

  A novel series of 5-substituted isophthalamides and their structure-activity relationship as insulin receptor sensitizers is discussed. (C) 2008 Elsevier Ltd. All rights reserved.