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Merck

57410

Sigma-Aldrich

吲哚-3-丙酸

≥97.0% (T)

别名:

NSC 3252, NSC 47831, 3-(3-吲哚基)丙酸, IPA

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About This Item

经验公式(希尔记法):
C11H11NO2
CAS号:
分子量:
189.21
Beilstein:
147733
EC號碼:
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:
NACRES:
NA.22

化驗

≥97.0% (T)

形狀

solid

官能基

carboxylic acid

SMILES 字串

OC(=O)CCc1c[nH]c2ccccc12

InChI

1S/C11H11NO2/c13-11(14)6-5-8-7-12-10-4-2-1-3-9(8)10/h1-4,7,12H,5-6H2,(H,13,14)

InChI 密鑰

GOLXRNDWAUTYKT-UHFFFAOYSA-N

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一般說明

吲哚-3-丙酸可以通过脱氨反应从色氨酸获得。

應用

反应物用于制备:
  • 独脚金内酯的荧光类似物
  • 抗肿瘤剂
  • 黑皮质素受体配体
  • 免疫抑制剂
  • 丙肝病毒抑制剂
  • 组胺H4受体激动剂
  • NR2B/NMDA受体拮抗剂
  • 治疗肥胖的 CB1 拮抗剂
  • 抗细菌剂
  • TGF-β受体结合抑制剂
吲哚-3-丙酸可通过与N-溴琥珀酰亚胺在乙酸中反应,然后用H2/Pd催化剂处理,用于合成吲哚-3-丙酸。

生化/生理作用

被研究作为改善肝移植后灌注的辅助手段。

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Wanguo Wei et al.
Bioorganic & medicinal chemistry letters, 19(24), 6926-6930 (2009-11-10)
New small molecule inhibitors of HCV were discovered by screening a small library of indoline alkaloid-type compounds. An automated assay format was employed which allowed identification of dimerization inhibitors of core, the capsid protein of the virus. These compounds were
Francis Giraud et al.
Bioorganic & medicinal chemistry letters, 20(17), 5203-5206 (2010-07-27)
N-aryl-3-(indol-3-yl)propanamides were synthesized and their immunosuppressive activities were evaluated. This study highlighted the promising potency of 3-[1-(4-chlorobenzyl)-1H-indol-3-yl]-N-(4-nitrophenyl)propanamide 15 which exhibited a significant inhibitory activity on murine splenocytes proliferation assay in vitro and on mice delayed-type hypersensitivity (DTH) assay in vivo.
Ragan, J. A.; et al.
Organic Process Research & Development, 13, 186-186 (2009)
Peng Xu et al.
Bioorganic & medicinal chemistry letters, 17(12), 3330-3334 (2007-04-27)
A series of novel acylide derivatives have been synthesized from erythromycin A via a facile procedure. By applying this procedure, cyclic carbonation to C-11,12 position, acylation to C-3 hydroxyl, and deprotection provided the desired acylides. These compounds showed antibacterial activity
Rosaria Gitto et al.
Bioorganic & medicinal chemistry, 17(4), 1640-1647 (2009-01-23)
A combined ligand-based and structure-based approach has previously allowed us to identify NR2B/NMDA receptor antagonists containing indole scaffold. In order to further explore the main structure activity relationships of this class of derivatives we herein report the design, synthesis and

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