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127485

Sigma-Aldrich

5-Chloro-2-oxindole

98%

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Synonym(s):
5-Chlorooxindole
Empirical Formula (Hill Notation):
C8H6ClNO
CAS Number:
Molecular Weight:
167.59
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

Assay

98%

form

solid

mp

194-197 °C (lit.)

solubility

methanol: soluble 2.5 mL, clear

SMILES string

Clc1ccc2NC(=O)Cc2c1

InChI

1S/C8H6ClNO/c9-6-1-2-7-5(3-6)4-8(11)10-7/h1-3H,4H2,(H,10,11)

InChI key

WWJLCYHYLZZXBE-UHFFFAOYSA-N

General description

5-Chloro-2-oxindole (5-Chlorooxindole) is a starting material for tenidap sodium, a pharmaceutical drug candidate.

Application

5-Chloro-2-oxindole was used for the quantitation of 5-chloro-2-oxindole, concomitantly with all of its potential positional isomers using a single, highly specific, normal-phase chromatographic system.

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Chronic 3 - Repr. 2 - Skin Sens. 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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S T Colgan et al.
Journal of pharmaceutical and biomedical analysis, 14(7), 825-833 (1996-05-01)
5-Chlorooxindole (5-CO) is a starting material for tenidap sodium, a pharmaceutical drug candidate produced by Pfizer. To insure potency and purity of the drug substance, it is necessary to demonstrate that commercial supplies of 5-CO are free from elevated levels
Boris Letribot et al.
Molecules (Basel, Switzerland), 23(6) (2018-06-13)
Alkylidene oxindoles are important functional moieties and building blocks in pharmaceutical and synthetic chemistry. Our interest in biologically active compounds focused our studies on the synthesis of novel oxindoles, bearing on the exocyclic double bond at the C8, CN, and
Ayman M Saleh et al.
Molecules (Basel, Switzerland), 19(9), 13076-13092 (2014-08-27)
A selected set of substituted pyridone-annelated isoindigos 3a-f has been synthesized via interaction of 5- and 6-substituted oxindoles 2a-f with 6-ethyl-1,2,9-trioxopyrrolo[3,2-f]quinoline-8-carboxylic acid (1) in acetic acid at reflux. Among these isoindigos, the 5'-chloro and 5'-bromo derivatives 3b and 3d show

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