6-(4-氨基-苯氧基)-己酸 | 100370-54-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 6-(4-氨基-苯氧基)-己酸
• 中文别名: 头孢硫脒
• 英文名称: 6-(4-amino-phenoxy)-hexanoic acid
• 英文别名: 6-(4-Amino-phenoxy)-hexansaeure；6-(p-Aminophenoxy)hexanoic acid；6-(4-aminophenoxy)hexanoic acid
• CAS: 100370-54-5
• 化学式: C₁₂H₁₇NO₃
• 分子量: 223.272
• InChiKey: KVAQTQDJYKKEJW-UHFFFAOYSA-N

物化性质

• 熔点：
  138 °C(Solv: water (7732-18-5))
• 沸点：
  435.7±25.0 °C(Predicted)
• 密度：
  1.157±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  72.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,4,5-三甲氧基肉桂酸 、 6-(4-氨基-苯氧基)-己酸 生成 6-{4-[(E)-3-(2,4,5-Trimethoxy-phenyl)-acryloylamino]-phenyl}-hexanoic acid
  参考文献：
  名称：

  FR2267764

  摘要：

  公开号：
• 作为产物：
  描述：

  6-(4-nitro-phenoxy)-hexanenitrile 在 sodium hydroxide 作用下， 生成 6-(4-氨基-苯氧基)-己酸
  参考文献：
  名称：

  Ashley et al., Journal of the Chemical Society, 1959, p. 897,901

  摘要：

  DOI：

文献信息

• FUNCTIONALIZED PHENOLIC COMPOUNDS AND POLYMERS THEREFROM
  申请人：Bezwada Rao S.

  公开号：US20090170927A1

  公开（公告）日：2009-07-02

  The present invention relates to compounds of formula I, which are functionalized phenolic compounds, and polymers formed from the same. Ar—[O—(X) p —R′] q I Polymers formed from the functionalized phenolics are expected to have controllable degradation profiles, enabling them to release an active component over a desired time range. The polymers are also expected to be useful in a variety of medical applications.

  本发明涉及公式I的化合物，这些化合物是官能化酚类化合物，以及由它们形成的聚合物。从官能化酚类化合物形成的聚合物预计具有可控的降解特性，使它们能够在所需的时间范围内释放活性成分。这些聚合物还预计在各种医疗应用中有用。
• BIOABSORBABLE AND BIOCOMPATIBLE POLYURETHANES AND POLYAMIDES FOR MEDICAL DEVICES
  申请人：Bezwada Rao S.

  公开号：US20120158127A1

  公开（公告）日：2012-06-21

  Absorbable polyurethanes, polyamides and polyester urethanes prepared from at least one compound selected from: or the corresponding diamines or diisocyanates thereof, wherein each X independently represents —CH 2 COO—, —CH(CH 3 )COO—, —CH 2 CH 2 OCH 2 COO—, —CH 2 CH 2 CH 2 CH 2 CH 2 COO—, —(CH 2 ) y COO— where y is 2 to 4 or 6 to 24, or —(CH 2 CH 2 O) z′ CH 2 COO— where z′ is 2 to 24; each Y represents —COCH 2 O—, —COCH(CH 3 )O—, —COCH 2 OCH 2 CH 2 O—, —COCH 2 CH 2 CH 2 CH 2 CH 2 O—, —CO(CH 2 ) m O— where m is 2 to 4 or 6 to 24, or —COCH 2 O(CH 2 CH 2 O) n — where n is 2 to 24; R′ is hydrogen, benzyl or straight-chained or branched alkyl; p is 1 to 4; and Rn represents one or more members selected from H, alkoxy, benzyloxy, aldehyde, halogen, carboxylic acid and —NO 2 , which is attached directly to an aromatic ring or attached through an aliphatic chain. Absorbable polymers prepared from these compounds are useful for drug delivery, tissue engineering, tissue adhesives, adhesion prevention and other implantable medical devices.

  可吸收的聚氨酯、聚酰胺和聚酯尿素是由至少一种选择自以下化合物或其相应的二胺或二异氰酸酯制备而成：其中每个X独立地表示-CH2COO-、-CH(CH3)COO-、-CH2CH2OCH2COO-、-CH2CH2CH2CH2CH2COO-、-(CH2)yCOO-，其中y为2至4或6至24，或-(CH2CH2O)z'CH2COO-，其中z'为2至24；每个Y表示-COCH2O-、-COCH(CH3)O-、-COCH2OCH2CH2O-、-COCH2CH2CH2CH2CH2O-、-CO(CH2)mO-，其中m为2至4或6至24，或-COCH2O(CH2CH2O)n-，其中n为2至24；R'为氢、苄基或直链或支链烷基；p为1至4；Rn表示选择自H、烷氧基、苄氧基、醛、卤素、羧酸和-NO2的一个或多个成员，它直接附着在芳香环上或通过脂肪链附着。从这些化合物制备的可吸收聚合物可用于药物输送、组织工程、组织粘合剂、粘着预防和其他可植入医疗器械。
• FUNCTIONALIZED DRUGS AND POLYMERS THEREFROM
  申请人：Bezwada Rao S.

  公开号：US20100152272A1

  公开（公告）日：2010-06-17

  Compounds selected from: where DRUG-OH, DRUG-COOH and DRUG-NH 2 are biologically active compounds; each X is independently selected from —CH 2 COO— (glycolic acid moiety), —CH(CH 3 )COO— (lactic acid moiety), —CH 2 CH 2 OCH 2 COO— (dioxanone moiety), —CH 2 CH 2 CH 2 CH 2 CH 2 COO— (caprolactone moiety), —(CH 2 ) y COO—, where y is 2-4 or 6-24 and —(CH 2 CH 2 O) z CH 2 COO—, where z is 2-24; each Y is independently selected from —COCH 2 O— (glycolic ester moiety), —COCH(CH 3 )O— (lactic ester moiety), —COCH 2 OCH 2 CH 2 O— (dioxanone ester moiety), —COCH 2 CH 2 CH 2 CH 2 CH 2 O— (caprolactone ester moiety), —CO(CH 2 ) m O—, where m is 2-4 or 6-24 and —COCH 2 O(CH 2 CH 2 O) n — where n is between 2-24; R′ is hydrogen, benzyl or an alkyl group, the alkyl group being either straight-chained or branched; and p is 1-6. Multi-functional compounds and drug dimers, oligomers and polymers are also disclosed.

  所选化合物包括：DRUG-OH，DRUG-COOH和DRUG-NH2是具有生物活性的化合物；每个X独立选择自—CH2COO—（乙二酸酯基），—CH(CH3)COO—（乳酸酯基），—CH2CH2OCH2COO—（二氧杂环己酮酯基），—CH2CH2CH2CH2CH2COO—（己内酯酯基），—（CH2）yCOO—，其中y为2-4或6-24和—（CH2CH2O）zCH2COO—，其中z为2-24；每个Y独立选择自—COCH2O—（乙二酸酯基），—COCH(CH3)O—（乳酸酯基），—COCH2OCH2CH2O—（二氧杂环己酮酯基），—COCH2CH2CH2CH2CH2O—（己内酯酯基），—CO（CH2）mO—，其中m为2-4或6-24和—COCH2O（CH2CH2O）n—，其中n为2-24；R'为氢，苄基或烷基，所述烷基可以是直链或支链；p为1-6。还公开了多功能化合物和药物二聚体、寡聚体和聚合物。
• FUNCTIONALIZED PHENOLIC ESTERS AND AMIDES AND POLYMERS THEREFROM
  申请人：Bezwada Rao S.

  公开号：US20110130448A1

  公开（公告）日：2011-06-02

  The present invention relates to a compound of the formula: R-AR—O—Y—R′ Wherein R represents one or more members selected from H, alkoxy, benzyloxy, aldehyde, halogen, carboxylic acid, —NO 2 , —NH 2 , —NHCOCH 3 , and —NH—Y—R′, which is attached directly to AR or attached through an aliphatic chain. The carboxylic acid moiety in R includes but is not limited to the following carboxylic acids: benzoic acids, cinnamic acids, ferulic acid, caffeic acid, syringic acid, salicyclic acid, vanillic acid, phenylacetic acids, phenylpropionic acids, and sinapinic acid. -AR—O— is a biologically active phenolic moiety comprising 1 to 6 substituted or unsubstituted aryl rings that are directly bonded to each other, fused together, or joined through a linking group. Y represents a member selected from: —COCH 2 O— (glycolic ester moiety) —COCH(CH 3 )O— (lactic ester moiety) —COCH 2 OCH 2 CH 2 O— (dioxanone ester moiety) —COCH 2 CH 2 CH 2 CH 2 CH 2 O— (caprolactone ester moiety) —CO(CH 2 ) m O— where m is an integer between 2-4 and 6-24 inclusive —COCH 2 —O—(CH 2 CH 2 O) n — where n is an integer between 2 and 24, inclusive; and R′ is either hydrogen or a benzyl or an alkyl group, the alkyl group being either straight-chained or branched. The resultant functionalized phenolic compounds, used singly or in combinations, and their polymers have controllable degradation profiles, releasing the active component over a desired time range. The polymers are useful for biomaterials and biomedical devices, wherein said biologically active phenolic moiety is a residue of a phenolic compound.

  本发明涉及以下式的化合物：R-AR-O-Y-R′其中R代表从H、烷氧基、苯甲氧基、醛基、卤素、羧酸、-NO2、-NH2、-NHCOCH3和-NH-Y-R′中选择的一个或多个成员，它们直接连接到AR或通过脂肪链连接。R中的羧酸基团包括但不限于以下羧酸：苯甲酸、肉桂酸、香豆酸、咖啡酸、槲皮酸、水杨酸、香草酸、苯乙酸、苯丙酸和芥子酸。-AR-O-是一个生物活性酚基团，包括1至6个取代或未取代的芳环，它们直接连接在一起，融合在一起或通过连接基团连接在一起。Y代表从以下成员中选择：-COCH2O-（乙二醇酯基团）、-COCH（CH3）O-（乳酸酯基团）、-COCH2OCH2CH2O-（二氧杂环酮酯基团）、-COCH2CH2CH2CH2CH2O-（己内酯酯基团）、-CO（CH2）mO-其中m是2-4和6-24之间的整数，-COCH2-O-（CH2CH2O）n-其中n是2至24之间的整数；以及R′是氢或苄基或烷基，烷基可以是直链或支链。所得的功能化酚化合物，单独或组合使用，及其聚合物具有可控的降解特性，可以在所需的时间范围内释放活性成分。这些聚合物对于生物材料和生物医学器件非常有用，其中所述的生物活性酚基团是酚化合物的残基。
• Bioabsorbable and biocompatible polyurethanes and polyamides for medical devices
  申请人：Bezwada Biomedical LLC

  公开号：EP2298235A1

  公开（公告）日：2011-03-23

  Abstract: Absorbable polyurethanes, polyamides and polyester urethanes prepared from at least one compound selected from: Rn .C00-(X)P-R' Rn O-(X)p-R' W. .O- (X)p-R' OCN Rn Rn NH-(Y)P-R' "COO-(X)P-R' V^. ^0-(Y)P-RI OCN H2N or the diamines and diisocyanates thereof, wherein each X represents a member independently selected from -CH2COO- (glycolic acid moiety), -CH(CH3)COO- (lactic acid moiety), -CH2CH2OCH2COO- (dioxanone), -CH2CH2CH2CH2CH2COO- (caprolactone moiety), -(CH2)yCOO- where y is one of the numbers 2,3,4 or 6- 24 inclusive, and -(CH2CH2O)Z CH2COO- where z' is an integer between 2 and 24, inclusive; each Y represents a member independently selected from -COCH2O- (glycolic ester moiety), -COCH(CH3)O- (lactic ester moiety), -COCH2OCH2CH2O- (dioxanone ester), -COCH2CH2CH2CH2CH2O- (caprolactone ester), -CO(CH2)mO- where m is an integer between 2, 3, 4 or 6 - 24 inclusive, -COCH2O(CH2CH2O)n- where n is an integer between 2 and 24, inclusive; R' is hydrogen, benzyl or an alkyl group, the alkyl group being either straight-chained or branched; p is an integer between 1 and 4, inclusive; and Rn represents one or more members selected from H, alkoxy, benzyloxy, aldehyde, halogen, carboxylic acid and -NO2, which is attached directly to an aromatic ring or attached through an aliphatic chain. Absorbable poly- mers prepared from these compounds are useful for drug delivery, tissue engineering, tissue adhesives, adhesion prevention and other implantable medical devices.

  摘要：可吸收聚氨酯、聚酰胺和聚酯聚氨酯由至少一种选自以下的化合物制备而成：Rn .C00-(X)P-R' Rn O-(X)p-R' W. .O-(X)p-R' OCN Rn Rn NH-(Y)P-R' "COO-(X)P-R' V^.^0-(Y)P-RI OCN H2N 或其二胺和二异氰酸酯，其中每个 X 代表独立选自 -CH2COO-（乙醇酸分子）、-CH(CH3)COO-（乳酸分子）的成员、-CH2CH2OCH2COO-（二噁烷酮），-CH2CH2CH2CH2CH2COO-（己内酯分子），-(CH2)yCOO-（其中 y 是 2、3、4 或 6-24 个数字中的一个），以及-(CH2CH2O)Z CH2COO-（其中 z' 是 2-24 个数字中的一个整数）；每个 Y 代表独立选自-COCH2O-（乙醇酯分子）、-COCH(CH3)O-（乳酸 酯分子）、-COCH2OCH2CH2O-（二噁烷酮酯分子）的成员、-COCH2CH2CH2CH2CH2O-（己内酯），-CO(CH2)mO- 其中 m 为 2、3、4 或 6-24 之间的整数，-COCH2O(CH2CH2O)n- 其中 n 为 2-24 之间的整数；R'是氢、苄基或烷基，烷基可以是直链烷基或支链烷基；p 是介于 1 和 4 之间（包括 4）的整数；Rn 代表一个或多个选自 H、烷氧基、苄氧基、醛、卤素、羧酸和 -NO2 的成员，它们直接连接到芳香环上或通过脂族链连接。由这些化合物制备的可吸收聚合物可用于药物输送、组织工程、组织粘合剂、防粘连和其他植入式医疗设备。