(R)-3-(acridin-9-ylamino)propane-1,2-diol | 1029683-03-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (R)-3-(acridin-9-ylamino)propane-1,2-diol
• 英文别名: (R)-3-(Acridin-9-ylamino)propane-1,2-diol；(2R)-3-(acridin-9-ylamino)propane-1,2-diol
• CAS: 1029683-03-1
• 化学式: C₁₆H₁₆N₂O₂
• 分子量: 268.315
• InChiKey: ATSOZDNBSGZVNS-LLVKDONJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  65.4
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (R)-3-(acridin-9-ylamino)propane-1,2-diol 、 4,4'-双甲氧基三苯甲基氯 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 反应 2.5h， 以38%的产率得到(R)-3-(acridin-9-ylamino)-1-(4,4'-dimethoxytrityl)oxypropane-2-ol
  参考文献：
  名称：

  Solid-phase synthesis of oligomers carrying several chromophore units linked by phosphodiester backbones

  摘要：

  A method for the preparation of oligomers by linking chromophore units is described. Specifically, the synthesis of chromophore units having a protected-hydroxyl group and a phosphoramidite function is described, along with a method to link several units using solid-phase phosphite-triester protocols. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.074
• 作为产物：
  描述：

  9-氯吖啶 、 (R)-3-氨基-1,2-丙二醇 以 乙二醇乙醚 为溶剂， 反应 0.5h， 以yielded the desired compound (0.9 g, 75%) as a yellow solid的产率得到(R)-3-(acridin-9-ylamino)propane-1,2-diol
  参考文献：
  名称：

  POLYMERS AND THEIR USE AS FLUORESCENT LABELS

  摘要：

  本发明涉及由两到十个式(I)单体组成的聚合物，以及其制备过程和作为荧光物质的用途，其中：X是式(II)的基团，其中—R5是电子对或(C1-C3)-烷基基团；—Ra和—Rb是独立选择自H、(C1-C4)-烷基、(C1-C4)-烷氧基、(C1-C4)-烷基氨基、苯基、F、Cl、Br、氨基、羟基和硝基的基团，或—Ra和—Rb与它们附着的碳原子融合形成式(III)的环，条件是(I)当—R5是电子对时，a是N═C双键，且Ra和Rb融合形成环(III)，所述环是从(IIIa)和(IIIb)中选择的双自由基，因此，基团(II)分别是(IIa)或(IIb)；当—R5是(C1-C3)-烷基基团时，a是N—C单键，Ra和Rb融合形成环(III)，所述环是一个双自由基(a)，因此，基团(II)为(IIc)。R1-R4和R7-R18表示基团，相同或不同，选择自H、(C1-C4)-烷基、(C1-C4)-烷基氨基、苯基、F、Cl、Br、氨基、羟基和硝基的基团；p是0到1的整数；R6是从—CO—、—CONH(CH2)mCO—和—CO[NHCHR″CO]m—中选择的双自由基，其中—R″是相应于天然氨基酸的侧链基团，m是1到3的整数；Z是式(IV)的三自由基，其中r是0到1的整数，v是0到1的整数，Z′是从—CH2—和氮中选择的三自由基，Z″是H，条件是：(a)当Z′是氮时，与R6形成酰胺键，则为氢且v是0到1的整数，(b)当Z″是—NH—时，与R6形成酰胺基，则Z1是—CH2且v=0，或者是式(V)的形式，其中Z″选择自—CH3和—CH2NH—，Z1选择自H和NH，Z选择自S和O原子，W是0到1的整数，条件是(c)当R6与Z′″结合时，Z′″是—CH2NH—，Z1是氢且w是0；(d)当Z1是—NH—，与R6形成酰胺键时，Z′″是—CH3且w是1；式(I)的单体通过三自由基Z连接形成酰胺或磷酸酯键。

  公开号：

  US20100129800A1

文献信息

• POLYMERS AND THEIR USE AS FLUORESCENT LABELS
  申请人：Aymami Bofarull Juan

  公开号：US20100129800A1

  公开（公告）日：2010-05-27

  The present invention relates to a polymer composed by two to ten monomers of formula (I) as well as to a process for its preparation and its use as fluorophore wherein: X is a radical of formula (II) wherein —R 5 is an electron pair or a (C 1 -C 3 )-alkyl radical; —R a and —R b are radicals independently selected from the group consisting of H, (C 1 -C 4 )-alKyI, (C 1 -C 4 )-alkoxy, (C 1 -C 4 )-alkylamino, phenyl, F, Cl, Br, amino, hydroxy, and nitro or —R a and —R b are fused forming with the carbon atoms to which they are attached a ring of formula (III) with the condition that (I) when —R 5 is an electron pair, a is a N═C double bond, and R a and R b are fused forming the ring (III), said ring being a biradical selected from (IIIa) and (IIIb), thus, radical (II) is (IIa) or (IIb) respectively (II) when —R 5 is a (C 1 -C 3 )-alkyl radical, a is a N—C single bond and R a and R b are fused forming the ring (III), said ring being a biradical (a), thus, the radical (II) is (IIc) R 1 -R 4 and R 7 -R 18 represent radicals, same or different, selected for the group consisting of H 1 (C 1 -C 4 )-alkyl, (C 1 -C 4 )-alky-lamiπo, phenyl, F, Cl, Br, amino, hydroxy, and nitro; p is an integer from 0 to 1; R 6 is a biradical selected from the group consisting of —CO—; —CONH(CH 2 ) m CO—; and —CO[NHCHR″CO] m —, wherein —R″ are side chains radicals, same or different, corresponding to natural aminoacids; and m is an integer from 1 to 3; Z is a triradical of formula (IV) wherein r is an integer from 0 to 1; v is an integer from O to 1; Z′ is a triradical selected from —CH 2 — and nitrogen; Z″ is H, with the proviso that: (a) when Z′ is nitrogen, forming an amide bound with R 6 , then is hydrogen and v is an integer from O to 1, and (b) when Z″ is —NH—, forming an amide group with R 6 , then Z1 is —CH 2 and v=O or of formula (V) wherein Z″ is selected from —CH 3 and —CH 2 NH—, Z 1v is selected from H and NH, Z v is selected from S and O atom, W is an integer from 0 to 1, with the proviso that (c) when R 6 is bound to Z′″ then Z′″ is —CH 2 NH—, Z 1v is hydrogen and w is 0; and (d) when Z 1v is —NH— forming an amide bound with R 6 , Z′″ is —CH 3 and w is 1; and and wherein the monomers of formula (I) are linked through the triradical Z, forming an amide or phosphate bound.

  本发明涉及由式（I）的2至10个单体组成的聚合物，以及其制备过程和作为荧光物质的用途，其中： X是式（II）的基团，其中—R5是电子对或（C1-C3）烷基基团；—Ra和—Rb是从H，（C1-C4）-烷基，（C1-C4）-烷氧基，（C1-C4）-烷基氨基，苯基，F，Cl，Br，氨基，羟基和硝基中独立选择的基团，或—Ra和—Rb与它们附着的碳原子融合形成式（III）的环，条件是（I）当—R5为电子对时，a是N═C双键，而Ra和Rb融合形成环（III），所述环是从（IIIa）和（IIIb）中选择的双自由基，因此，基团（II）分别为（IIa）或（IIb）（II）当—R5是（C1-C3）烷基基团时，a是N—C单键，而Ra和Rb融合形成环（III），所述环是一个双自由基（a），因此，基团（II）是（IIc）R1-R4和R7-R18表示基团，相同或不同，选择自H1（C1-C4）-烷基，（C1-C4）-烷基氨基，苯基，F，Cl，Br，氨基，羟基和硝基的群；p是0至1的整数；R6是从—CO—，—CONH（CH2）mCO—和—CO[NHCHR″CO]m—中选择的双自由基，其中—R″是侧链基团，相同或不同，对应于天然氨基酸；m是1至3的整数；Z是式（IV）的三自由基，其中r是0至1的整数；v是0至1的整数；Z′是从—CH2—和氮中选择的三自由基；Z″是H，条件是：（a）当Z′是氮时，与R6形成酰胺键，然后是氢，v是0至1的整数，（b）当Z″是—NH—时，与R6形成酰胺基团，然后Z1为—CH2，v=0或式（V），其中Z″从—CH3和—CH2NH—中选择，Z1从H和NH中选择，Z从S和O原子中选择，W是0至1的整数，条件是（c）当R6与Z′″结合时，Z′″是—CH2NH—，Z1为氢，w为0；（d）当Z1为—NH—时，与R6形成酰胺键，Z′″为—CH3，w为1；而式（I）的单体通过三自由基Z连接，形成酰胺或磷酸酯键。
• Polymers and their use as fluorescent labels
  申请人：Crystax Pharmaceuticals S.L.

  公开号：EP2014698A1

  公开（公告）日：2009-01-14

  The present invention relates to a polymer composed by monomers of formula (I) as well as to a process for its preparation and its use as fluorophore. wherein: X is a radical of formula (II) wherein -R5 is an electron pair or a (C1-C3)-alkyl radical; -Ra and -Rb are radicals independently selected from the group consisting of H, (C1-C4)-alkyl, (C1-C4)-alkoxy, (C1-C4)-alkylamino, phenyl, F, Cl, Br, amino, hydroxy, and nitro or -Ra and -Rb are fused forming with the carbon atoms to which they are attached a ring of formula (III) with the condition that (i) when -R5 is an electron pair, a is a N=C double bond, and Ra and Rb are fused forming the ring said ring being a biradical selected from (IIIa) and (IIIb) thus, radical (II) is (IIa) or (IIb) respectively (ii) when -R5 is a (C1-C3)-alkyl radical, a is a N-C single bond and Ra and Rb are fused forming the ring said ring being a biradical thus, the radical (II) is (IIc); R1-R4 and R7-R18 represent radicals, same or different, selected from the group consisting of H, (C1-C4)-alkyl, (C1-C4)-alkoxy, (C1-C4)-alkylamino, phenyl, F, Cl, Br, amino, hydroxy, and nitro; p is an integer from 0 to 1; R6 is a biradical selected from the group consisting of -CO-; -CONH(CH2)mCO-; and -CO[NHCHR"CO]m-, wherein -R" are side chains radicals, same or different, corresponding to natural aminoacids; and m is an integer from 1 to 3; Z is a triradical of formula (IV) wherein r is an integer from 0 to 1; v is an integer from 0 to 1; Z' is a triradical selected from -CH2- and nitrogen; Z" is H or a -NH- biradical, with the previso that: (a) when Z' is nitrogen, forming an amide bound with R6, then Z" is hydrogen and v is an integer from 0 to 1, and (b) when Z" is -NH-, forming an amide group with R6, then Z' is -CH2- and v=0, or of formula (V): wherein Z''' is selected from -CH3 and -CH2NH-, Ziv is selected from H and NH, Zv is selected from S and O atom, W is an integer from 0 to 1, with the previso that (c) when R6 is bound to Z''', then Z''' is -CH2NH-, Ziv is hydrogen and w is 0; and (d) when Ziv is -NH- forming an amide bound with R6, Z''' is -CH3- and w is 1; and wherein the monomers of formula (I) are linked through the triradical Z, forming an amide or phosphate bound.

  本发明涉及一种由式（I）单体组成的聚合物及其制备工艺和荧光体用途。 其中 X 是式 (II) 的基团 其中 -R5是电子对或(C1-C3)-烷基； -Ra和-Rb是独立选自由 H、(C1-C4)-烷基、(C1-C4)-烷氧基、(C1-C4)-烷基氨基、苯基、F、Cl、Br、氨基、羟基和硝基组成的基团，或 -Ra 和 -Rb 与它们所连接的碳原子融合形成式 (III) 的环 条件是 (i) 当-R5 为电子对、a 为 N=C 双键且 Ra 和 Rb 融合形成环时 所述环为选自 (IIIa) 和 (IIIb) 的双十二烷环 因此，基 (II) 分别为 (IIa) 或 (IIb) (ii) 当-R5 为(C1-C3)-烷基，a 为 N-C 单键，且 Ra 和 Rb 融合形成环时 所述环为双环状 因此，基 (II) 为 (IIc)； R1-R4 和 R7-R18 代表相同或不同的基，选自由 H、(C1-C4)-烷基、(C1-C4)-烷氧基、(C1-C4)-烷基氨基、苯基、F、Cl、Br、氨基、羟基和硝基组成的组； p 是 0 到 1 的整数； R6 是选自由 -CO-；-CONH(CH2)mCO-；和 -CO[NHCHR "CO]m- 组成的双链，其中 -R" 是与天然氨基酸相对应的侧链基，相同或不同；和 m 是 1 至 3 的整数； Z 是式 (IV) 的三裂烷 其中 r 是 0 至 1 的整数； v 是 0 至 1 的整数； Z' 是选自-CH2-和氮的三链烷； Z "是 H 或 -NH- 双链、 前提是 (a) 当 Z'是氮，与 R6 形成酰胺结合时，则 Z "是氢，v 是 0 至 1 的整数，以及 (b) 当 Z "为-NH-，与 R6 形成酰胺基时，则 Z'为-CH2-，v=0、 或式 (V)： 其中 Z''' 选自-CH3 和-CH2NH-、 Ziv 选自 H 和 NH、 Zv 选自 S 原子和 O 原子、 W 是 0 到 1 的整数、 前提是 (c) 当 R6 与 Z'''结合时，Z'''为-CH2NH-，Ziv 为氢，W 为 0；以及 (d) 当 Ziv 为-NH-，与 R6 形成酰胺结合时，Z'''为-CH3-，w 为 1；以及 其中，式（I）的单体通过三辐射体 Z 连接，形成酰胺或磷酸结合。
• [EN] NEW POLYMERS AND THEIR USE AS FLUORESCENT LABELS<br/>[FR] NOUVEAUX POLYMÈRES ET LEUR UTILISATION COMME MARQUEURS FLUORESCENTS
  申请人：CRYSTAX PHARMACEUTICALS S L

  公开号：WO2009007397A1

  公开（公告）日：2009-01-15

  The present invention relates to a polymer composed by two to ten monomers of formula (I) as well as to a process for its preparation and its use as fluorophore. wherein: X is a radical of formula (II) wherein -R5 is an electron pair or a (C1-C3)-alkyl radical; -Ra and -Rb are radicals independently selected from the group consisting of H, (C1-C4)-alKyI, (C1-C4)-alkoxy, (C1-C4)-alkylamιno, phenyl, F, Cl, Br, amino, hydroxy, and nitro or -Ra and -Rb are fused forming with the carbon atoms to which they are attached a ring of formula (III) with the condition that (I) when -R5 is an electron pair, a is a N=C double bond, and Ra and Rb are fused forming the ring (III), said ring being a biradical selected from (IIIa) and (IIIb). thus, radical (II) is (IIa) or (IIb) respectively (II) when -R5 is a (C1-C3)-alkyl radical, ais a N-C single bond and Ra and Rb are fused forming the ring (III), said ring being a biradical (a), thus, the radical (II) is (IIc) R1-R4 and R7-R18 represent radicals, same or different, selected fro the group consisting of H1 (C1-C4)-alkyl,, (C1-C4)-alkylamiπo, phenyl, F, Cl, Br, amino, hydroxy, and nitro; p is an integer from 0 to 1; R6 is a biradical selected from the group consisting of -CO-; -CONH(CH2)mCO-; and -CO[NHCHR''CO]m-, wherein -R' are side chains radicals, same or different, corresponding to natural aminoacids; and m is an integer from 1 to 3; Z is a triradical of formula (IV) wherein r is an integer from O to 1; v is an integer from O to 1; Z' is a triradical selected from -CH2- and nitrogen; Z' is H, with the proviso that: (a) when Z' is nitrogen, forming an amide bound with R6, then is hydrogen and v is an integer from O to 1, and (b) when Z' is -NH-, forming an amide group with R6, then Z1 is -CH2 - and v= O or of formula (V) wherein Z' is selected from -CH3 and -CH2NH-, Zlv is selected from H and NH, Zv is selected from S and O atom, W is an integer from 0 to 1, with the proviso that (c) when R6 is bound to Z'' then Z'' is -CH2NH-, Zιv is hydrogen and w is 0; and (d) when Zιv is -NH- forming an amide bound with R6, Z'' is - CH3 and w is 1; and and wherein the monomers of formula (I) are linked through the triradical Z, forming an amide or phosphate bound.
• Solid-phase synthesis of oligomers carrying several chromophore units linked by phosphodiester backbones
  作者：Anna Aviñó、Isabel Navarro、Josep Farrera-Sinfreu、Miriam Royo、Juan Aymamí、Antonio Delgado、Amadeu Llebaria、Fernando Albericio、Ramon Eritja

  DOI：10.1016/j.bmcl.2008.02.074

  日期：2008.4

  A method for the preparation of oligomers by linking chromophore units is described. Specifically, the synthesis of chromophore units having a protected-hydroxyl group and a phosphoramidite function is described, along with a method to link several units using solid-phase phosphite-triester protocols. (C) 2008 Elsevier Ltd. All rights reserved.