Skip to Content
Merck
All Photos(2)

Documents

476994

Sigma-Aldrich

5-Bromoisatin

technical grade, 90%

Sign Into View Organizational & Contract Pricing
All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C8H4BrNO2
CAS Number:
87-48-9
Molecular Weight:
226.03
Beilstein:
383760
EC Number:
201-747-7
MDL number:
MFCD00005719
UNSPSC Code:
12352100
PubChem Substance ID:
24871320
NACRES:
NA.22

grade

technical grade

Assay

90%

impurities

<10% isatin

mp

247-252 °C (lit.)

SMILES string

Brc1ccc2NC(=O)C(=O)c2c1

InChI

1S/C8H4BrNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)

InChI key

MBVCESWADCIXJN-UHFFFAOYSA-N

Looking for similar products? Visit Product Comparison Guide

Related Categories

General description

5-Bromoisatin is a 5-haloisatin. One of the methods reported for its synthesis is by reacting N-halosaccharins with isatin in the presence of SiO2. Its inotropic activity has been studied on rhythmically stimulated papillary muscles of guinea pigs. It is reported to exhibit analgesic and sedative properties at a dose of 0.2g/kg in mice.

Application

5-Bromoisatin may be used in the synthesis of the following:
  • N-derivatives of 5-bromoisatin
  • N-substituted pyrroles
  • linear polyaryleneoxindoles
  • 5-bromodioxindole
  • cinchoninic acid derivatives
  • 3-hydroxyoxindole
  • S-benzyldithiocarbazate Schiff Bases
  • 5-bromooxindole
  • Morita-Baylis-Hillman adducts of isatin derivatives

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 1

1 of 1

7-Chloroisatin 97%

Sigma-Aldrich

675040

7-Chloroisatin

A facile one-pot method for the preparation of N-alkyl isatins under microwave irradiation.
Azizian J, et al.
Synthetic Communications, 33(5), 789-793 (2003)
Synthesis of isatin and 5-bromoisatin derivatives.
Mesropyan EG, et al.
Russ. J. Org. Chem., 37(10), 1476-1477 (2001)
Possible psychopharmacological agents. X. Synthesis of Some Fluorine Containing Indole-2, 3-dione Derivatives.
Joshi KC, et al.
J. Prakt. Chem., 322(2), 314-320 (1980)
V N Garalene et al.
Voprosy meditsinskoi khimii, 30(5), 56-59 (1984-09-01)
Effect of isatin and of three its derivatives on content of lactate, pyruvate and glycogen was studied in rat tissues. The substances studied, except of 5-butylisatin, decreased the content of lactic acid with simultaneous increase of glycogen content in liver
Synthesis, characterization and cytotoxic activity of S-benzyldithiocarbazate Schiff bases derived from 5-fluoroisatin, 5-chloroisatin, 5-bromoisatin and their crystal structures.
Manan MAFA, et al.
Journal of Chemical Crystallography, 41(11), 1630-1641 (2011)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service