1,5-dihydroxy-2(S)-benzyloxy-3-oxapentane | 136418-30-9

• 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: 1,5-dihydroxy-2(S)-benzyloxy-3-oxapentane
• 英文别名: (2S)-2-(2-hydroxyethoxy)-2-phenylmethoxyethanol
• CAS: 136418-30-9
• 化学式: C₁₁H₁₆O₄
• 分子量: 212.246
• InChiKey: WZOMEFALYDMUDO-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  58.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,5-dihydroxy-2(S)-benzyloxy-3-oxapentane 在 咪唑 、 碘 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 以61.3 %的产率得到1,5-diiodo-2(S)-benzyloxy-3-oxapentane
  参考文献：
  名称：

  ANTHRACYCLINS AND CONJUGATES THEREOF

  摘要：

  The invention concerns analogues of nemorubicin as well as PNU-159,682 with a range of substituents other than 2"-0Me on the morpholino ring that beneficially affected the toxicity of the toxin over the molecules with the 2"-0Me group. In addition, it was found that PNU variants with modified 2"-O-alkyl chain show enhanced tolerability in vivo. Thus, by modification of the 2"-O-alkyl group, ADCs were generated with carefully tailored potency and tolerability to improve the administered dose in patients. The invention thus concerns compounds according to structure (1) and conjugates therewith, as well as pharmaceutical compositions and methods of targeting tumour cells and treating cancer.

  公开号：

  WO2024038065A1
• 作为产物：
  描述：

  Benzyl 2,3,4-Tri-O-acetyl-α-D-arabinopyranoside 在 sodium periodate 、 sodium methylate 、 sodium acetate 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 生成 1,5-dihydroxy-2(S)-benzyloxy-3-oxapentane
  参考文献：
  名称：

  ANTHRACYCLINS AND CONJUGATES THEREOF

  摘要：

  The invention concerns analogues of nemorubicin as well as PNU-159,682 with a range of substituents other than 2"-0Me on the morpholino ring that beneficially affected the toxicity of the toxin over the molecules with the 2"-0Me group. In addition, it was found that PNU variants with modified 2"-O-alkyl chain show enhanced tolerability in vivo. Thus, by modification of the 2"-O-alkyl group, ADCs were generated with carefully tailored potency and tolerability to improve the administered dose in patients. The invention thus concerns compounds according to structure (1) and conjugates therewith, as well as pharmaceutical compositions and methods of targeting tumour cells and treating cancer.

  公开号：

  WO2024038065A1

文献信息

• Chiral 1,5-diiodo-2-methoxy or benzyloxy intermediates
  申请人：PHARMACIA S.p.A.

  公开号：EP0434960A1

  公开（公告）日：1991-07-03

  Morpholinyl derivatives of doxorubicin having the general formula A: wherein X represents a linear or branched C₁-c₆ alkyl group or a benzyl group -CH₂C₆H₅, and having (S) or (R) configuration at carbon atom C-2" of the morpholino ring, are antitumor agents.

  具有通式 A 的多柔比星的吗啉基衍生物： 其中 X 代表线性或支链 C₁-c₆烷基或苄基-CH₂C₆H₅，并在吗啉环的碳原子 C-2" 上具有 (S) 或 (R) 构型，是抗肿瘤药物。
• US5304687A
  申请人：——

  公开号：US5304687A

  公开（公告）日：1994-04-19
• [EN] MORPHOLINYL DERIVATIVES OF DOXORUBICIN AND PROCESS FOR THEIR PREPARATION
  申请人：FARMITALIA CARLO ERBA S.R.L.

  公开号：WO1991009046A1

  公开（公告）日：1991-06-27

  (EN) Morpholinyl derivatives of doxorubicin having formula (A), in which X represents a linear or branched C2-C6 alkyl group or a benzyl group -CH2C6H5 and which have (S) or (R) configuration at carbon atom C-2'' of the morpholino ring, are antitumor agents.(FR) L'invention se rapporte à des dérivés morpholinyles de doxorubicine, qui sont représentés par la formule (A), où X représente un groupe alkyle C2-C6 ou un groupe benzyle -CH2C6H5, et qui ont une configuration (S) ou (R) au niveau de l'atome de carbone C-2'' de la chaîne fermée morpholino, ces dérivés étant utilisables comme agents antitumoraux.