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357839

Sigma-Aldrich

1,5,6,7-四氢-4H-吲哚-4-酮

98%

别名:

4,5,6,7-Tetrahydro-4-oxoindole, NSC 131681

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About This Item

经验公式（希尔记法）:
C8H9NO
CAS号:
13754-86-4
分子量:
135.16
MDL號碼:
MFCD00075438
分類程式碼代碼:
12352100
PubChem物質ID:
24861947
NACRES:
NA.22

化驗

98%

mp

188-190 °C (lit.)

SMILES 字串

O=C1CCCc2[nH]ccc12

InChI

1S/C8H9NO/c10-8-3-1-2-7-6(8)4-5-9-7/h4-5,9H,1-3H2

InChI 密鑰

KASJZXHXXNEULX-UHFFFAOYSA-N

相关类别

一般說明

Iodination of 1,5,6,7-tetrahydro-4H-indol-4-one using 1-chloromethyl­-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane bis(tetra­fluoroborate) yields α-iodo derivative as the main product.

應用

1,5,6,7-Tetrahydro-4H-indol-4-one may be used in the preparation of:
  • 4-oxo-4,5,6,7-tetrahydro-1H-indole-2-carbonitrile
  • methyl 2-(4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl)acrylate
  • 3-(4-oxo-4,5,6,7-tetrahydro-1H-indol-1-yl)propanenitrile
  • potent and orally active 5-HT1A agonists, (R)-(+)- and (S)-(-)-1-formyl-6,7,8,9-tetrahydro-N,N-dipropyl-3H-benz[e]indol-8-amines
  • Reactant in synthesis of psammopemmin A as antitumor agent
  • Reactant in synthesis of a 1,3,4,5-tetrahydrobenzindole β-ketoesters and tricyclic tetrahydrobenzindoles via C-H insertion reactions
  • Reactant in preparation of tricyclic indole and dihydroindole derivatives as inhibitors of guanylate cyclase
  • Reactant in preparation of condensed pyrroloindoles via Pd-catalyzed intramolecular C-H bond functionalization of (halobenzyl)pyrroles
  • Reactant in enantioselective preparation of arylalkenyl indoles via asymmetric C-H insertion of rhodium carbenoids followed by Cope rearrangement-elimination

象形圖

Exclamation mark
GHS07

訊號詞

Warning

危險聲明

H315,H319,H335

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

儲存類別代碼

11 - Combustible Solids

水污染物質分類（WGK）

WGK 3

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

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DNA binders: 1. evaluation of DNA-interactive ability, design, and synthesis of novel intercalating agents
Sechi M, et al.
Letters in Drug Design & Discovery, 6(1), 56-62 (2009)
Synthesis of (R)-and (S)-1-formyl-6, 7, 8, 9-tetrahydro-N, N-(dipropyl)-3H-benz [e] indol-8-amines: potent and orally active 5-HT1A receptor agonists.
Lin C-H, et al.
Journal of Heterocyclic Chemistry, 31(1), 129-139 (1994)
Direct α-iodination of aryl alkyl ketones by elemental iodine activated by 1-chloromethyl-4-fluoro-1, 4-diazoniabicyclo [2.2. 2] octane bis (tetrafluoroborate).
Jereb M, et al.
Synthesis, 06, 0853-0858 (2003)
Synthesis of pyrrolo [1, 2-a] indole-1, 8 (5H)-diones as new synthons for developing novel tricyclic compounds of pharmaceutical interest.
Sechi M, et al.
ARKIVOC (Gainesville, FL, United States), 5, 97-106 (2004)

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