5-Bromoisatin (HCID 6889)

Overview

5-Bromoisatin is a member of indoles. It has a role as an anticoronaviral agent.

Names & identifiers

Preferred name: 5-Bromoisatin
IUPAC: 5-bromo-1H-indole-2,3-dione
English name: 5-Bromoisatin
Molecular formula: C8H4BrNO2
Molecular weight: 226.03

Names & synonyms

5-Bromoisatin87-48-95-Bromo-1H-indole-2,3-dione5-Bromoindole-2,3-dioneIsatin, 5-bromo-5-Bromisatin1H-Indole-2,3-dione, 5-bromo-NSC-4980DZU75P8VY8DTXSID30236037RefChem:534061DTXCID30158528

Show more names

BromoIsatin5-BROMO-3-CHLORO-2-METHYLPYRIDINENSC 4980AKOS B0289345-bromo-isatiAKOS BBS-00000997

201-747-75-Bromoindoline-2,3-dione5-bromo-2,3-dihydro-1H-indole-2,3-dione5-bromo-isatin5-bromo-2-hydroxy-3H-indol-3-oneMFCD00005719INDOLE-2,3-DIONE, 5-BROMO-5-Bromo-2,3-indolinedione

Database identifiers

CAS: 87-48-9
PubChem CID: 6889
DTXSID: DTXSID30236037
ChEMBL: CHEMBL115897
ChEBI: CHEBI:149786
UNII: DZU75P8VY8
EC Number: 201-747-7
Nikkaji: J3.901B

Properties

Computed structural properties

XLogP: 1.3
Topological polar surface area: 46.2 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 12
Formal charge: 0
Complexity: 241

Experimental & physicochemical properties

SpringerMaterials PropertiesChemical shift

Physicochemical properties

Melting point: 247 · 247-252 °C (lit.)
Density: 1.7498 · 1.7498 (rough estimate)
refractive index: 1.612 · 1.6120 (estimate)
storage temp.: Sealed in dry,Room Temperature
solubility: Soluble in N,N dimethylformamide.
pka: 8.74 · 8.74±0.20(Predicted)
form: Crystalline Powder
color: Orange
BRN: 383760 · 383760
InChI: InChI=1S/C8H4BrNO2/c9-4-1-2-6-5(3-4)7(11)8(12)10-6/h1-3H,(H,10,11,12)
InChIKey: MBVCESWADCIXJN-UHFFFAOYSA-N
SMILES: N1C2=C(C=C(Br)C=C2)C(=O)C1=O
CAS DataBase Reference: 87 · 87-48-9(CAS DataBase Reference)
UNSPSC Code: 12352100 · 12352100
NACRES: 22 · NA.22
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 315 · H315-H319-H335
Precautionary statements: 261 · P261-P264-P271-P280-P302+P352-P305+P351+P338
target organs: Respiratory system
PPE: 95 · dust mask type N95 (US), Eyeshields, Gloves
Hazard Codes: Xi
Risk Statements: 37 · 37/38-41
Safety Statements: 26 · 26-36/39-37/39-36
RIDADR: 2811 · 2811
WGK Germany: 2 · 2
RTECS: 7875000 · NL7875000
Hazard Note: Irritant
HS Code: 29337900 · 29337900
Storage Class: 11 · 11 - Combustible Solids
Hazard Classifications: 2 Skin · Eye Irrit. 2Skin Irrit. 2STOT SE 3

Safety & regulation

GHS classification

GHS Classification · 4 items

Danger

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P354+P338, P317, P319, P321, P332+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 47 reports by companies from 6 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 2
rtecs: NL7875000
ridadr: 2811
hs_code: 29337900
risk_code: 37/38-41
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
hazard_note: Irritant
safety_code: 26-36/39-37/39-36
Storage Class: 11 - Combustible Solids
target organs: Respiratory system
Hazard statements: H315-H319-H335
Hazard Classifications: Eye Irrit. 2Skin Irrit. 2STOT SE 3
Precautionary statements: P261-P264-P271-P280-P302+P352-P305+P351+P338

Chemistry & industry

Applications · 2 items

Uses5-Bromoisatin is used in the synthesis of N-derivatives of 5-bromoisatin, N-substituted pyrroles, linear polyaryleneoxindoles, 5-bromodioxindole, cinchoninic acid derivatives, 3-hydroxyoxindole, S-benzyldithiocarbazate Schiff Bases, 5-bromooxindole and Morita-Baylis-Hillman adducts of isatin derivatives. It is an indole derivative.

General Description5-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.

Upstream & downstream products

Downstream products

5-Bromoisatoic anhydride 6-BROMO-3-HYDROXYQUINOLINE 5-NITROISATOIC ANHYDRIDE 6-Bromoisatinic anhydride 5-(4,4,5,5-TETRAMETHYL-1,3,2-DIOXABOROLAN-2-YL) INDOLIN-2-ONE 5-BROMO-1H-INDAZOLE-3-CARBALDEHYDE 6-BROMO-2-(4-BROMO-PHENYL)-QUINOLINE-4-CARBOXYLIC ACID 7-BROMO-1,2,3,4-TETRAHYDRO-ACRIDINE-9-CARBOXYLIC ACID 4-Quinolinecarboxylic acid, 6-bromo-2-(2-fluoro-5-methylphenyl)-4-Quinolinecarboxylic acid, 6-bromo-2-(4-fluoro-2-methylphenyl)-Hydrazinecarbothioamide, 2-(5-bromo-1,2-dihydro-2-oxo-3H-indol-3-ylidene)-5-BROMO-1H-INDAZOLE-3-CARBOXYLIC ACID

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]

INTATRADE GmbH+49 3493/605464 · [email protected]

爱斯特（成都）生物制药股份有限公司+86-28-85122536 85324413 · [email protected]

Additional notes

DefinitionChEBI: 5-Bromoisatin is a member of indoles. It has a role as an anticoronaviral agent.

Related reactions

100 records

New reaction record

HRID 6988As reactantuspto-grants-2006_08

HRID 6991As reactantuspto-grants-2006_08

HRID 71030As reactantuspto-grants-2014_09

HRID 110827As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 117628As reactantTraining data from https://doi.org/10.1039/C8SC04228D (2/10)

HRID 131540As reactantuspto-grants-2008_06

HRID 142306As reactantTraining data from https://doi.org/10.1039/C8SC04228D (9/10)

HRID 176939As reactantTraining data from https://doi.org/10.1039/C8SC04228D (6/10)

Linked notes

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Basic information