trans-1-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ol | 54414-38-9

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: trans-1-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ol
• 英文别名: trans-5-ammino-6,7,8,9-tetraidro-5H-benzocicloepten-6-olo；trans-5-amino-6,7,8,9-tetrahydro-5H-benzo[7]annulen-6-ol；1,2-trans-1-amino-2-hydroxybenzosuberan；(5S,6S)-5-amino-6,7,8,9-tetrahydro-5H-benzo[7]annulen-6-ol
• CAS: 54414-38-9；89140-85-2
• 化学式: C₁₁H₁₅NO
• 分子量: 177.246
• InChiKey: BTRCHTMVMNPPSF-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  trans-1-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ol 在 盐酸 、 lithium aluminium tetrahydride 、 sodium hydride 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 3.5h， 生成 2,3,4a,6,7,11b-esaidro-1H,5H-benzo<5,6>cicloept<1,2-b><1,4>ossazina cloridrato
  参考文献：
  名称：

  Bianchi; Butti; Pfeiffer, Farmaco, Edizione Scientifica, 1986, vol. 41, # 3, p. 229 - 256

  摘要：

  DOI：
• 作为产物：
  描述：

  1,2-trans-1-azido-2-hydroxybenzosuberan 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 3.0h， 以84%的产率得到trans-1-amino-6,7,8,9-tetrahydro-5H-benzocyclohepten-2-ol
  参考文献：
  名称：

  Substitution reactions under NH3 chemical ionization conditions incis-/trans-1,2-dihydroxybenzosuberans

  摘要：

  AbstractThe nucleophilic substitution reaction under NH3 chemical ionization (CI) conditions in cis‐ and trans‐1,2‐dihydroxybenzosuberans (1–4) has been studied with the help of ND3 CI and metastable data. The results indicate that in the parent diols 1 (cis) and 2 (trans), the substitution ion [MsH]+, is produced mainly by the loss of H2O from the [MNH4]+ ion (SNi reaction) while in their 7‐methoxy derivatives 3 and 4, the ion‐molecule reaction between [MOH]+ and NH3 seems to be the major pathway for the formation of [MsH]+. The substitution ion from 1 and 2 and the [MH]+ ion from trans‐1‐amino‐2‐hydroxybenzosuberan give similar collision‐induced dissociation mass‐analysed ion kinetic energy spectra. Interestingly, their diacetates do not undergo the substitution reaction.

  DOI：

  10.1002/oms.1210201107

文献信息

• Sulfonamide-substituted fused 7-membered ring compounds, their use as a medicament, and pharmaceutical preparations comprising them
  申请人：Aventis Pharma Deutschland GmbH

  公开号：US06333349B1

  公开（公告）日：2001-12-25

  The present invention relates to compounds of formula I, in which X1, X2, X3, X4, Y1, Y2, Y3, Y4, R(3), R(4) and R(5) have the meanings mentioned in the specification, their preparation and their use, in particular in pharmaceuticals. The compounds effect the potassium channel or the IKs channel opened by cyclic adenosine monophosphate (cAMP) and are outstandingly suitable as pharmaceutical active compounds, for example for the prophylaxis and therapy of cardiovascular disorders, in particular arrhythmias, for the treatment of ulcers of the gastrointestinal region or for the treatment of diarrheal disorders.

  本发明涉及式I的化合物，其中X1、X2、X3、X4、Y1、Y2、Y3、Y4、R（3）、R（4）和R（5）具有规范中提到的含义，它们的制备和使用，尤其是在制药方面的应用。这些化合物影响由环磷酸腺苷（cAMP）打开的钾通道或IKs通道，并且非常适合作为药物活性化合物，例如用于心血管疾病的预防和治疗，尤其是心律失常，用于胃肠道溃疡的治疗或用于腹泻疾病的治疗。
• Bicyclic urea, thiourea, guanidine and cyanoguanidine compounds useful for the treatment of pain
  申请人：Array BioPharma Inc.

  公开号：US10351575B2

  公开（公告）日：2019-07-16

  Compounds of Formula I: or stereoisomers, tautomers, or pharmaceutically acceptable salts, solvates or prodrugs thereof, wherein Ring A, Ring C and X are as defined herein, are inhibitors of TrkA kinase and are useful in the treatment of diseases which can be treated with a TrkA kinase inhibitor such as pain, cancer, inflammation/inflammatory diseases, neurodegenerative diseases, certain infectious diseases, Sjogren's syndrome, endometriosis, diabetic peripheral neuropathy, prostatitis and pelvic pain syndrome.

  式 I 的化合物或其立体异构体、同系物或药学上可接受的盐、溶液剂或原药，其中环 A、环 C 和 X 如本文所定义，是 TrkA 激酶的抑制剂，可用于治疗可使用 TrkA 激酶抑制剂治疗的疾病，如疼痛、癌症、炎症/炎症性疾病、神经退行性疾病、某些传染性疾病、Sjogren 综合征、子宫内膜异位症、糖尿病周围神经病变、前列腺炎和盆腔疼痛综合征。
• Barkworth, Peter M. R.; Crabb, Trevor A.; Robinson, Paul, Journal of the Chemical Society. Perkin transactions I, 1983, # 11, p. 2807 - 2810
  作者：Barkworth, Peter M. R.、Crabb, Trevor A.、Robinson, Paul

  DOI：——

  日期：——
• BICYCLIC UREA, THIOUREA, GUANIDINE AND CYANOGUANIDINE COMPOUNDS USEFUL FOR THE TREATMENT OF PAIN
  申请人：Array Biopharma, Inc.

  公开号：EP2920166B1

  公开（公告）日：2016-11-02
• US6333349B1
  申请人：——

  公开号：US6333349B1

  公开（公告）日：2001-12-25