ChemicalBook > CAS DataBase List > 4,6-DICHLORO-1H-INDOLE-2,3-DIONE

4,6-DICHLORO-1H-INDOLE-2,3-DIONE

Product Name
4,6-DICHLORO-1H-INDOLE-2,3-DIONE
CAS No.
18711-15-4
Chemical Name
4,6-DICHLORO-1H-INDOLE-2,3-DIONE
Synonyms
CFL-120;4,6-DICHLORO-1H-INDO;4,6- twoisatin chloride;4,6-Dichloroisatin, 95+%;4,6-Dichloroindole-2,3-dione;4,6-Dichloroindoline-2,3-dione;1H-Indole-2,3-dione, 4,6-dichloro-;4,6-dichloro-2,3-dihydro-1H-indole-2,3-dione;4,6-DICHLORO-1H-INDOLE-2,3-DIONE 97.0%(MIN)(HPLC);(3E)-3-[(4-propan-2-ylphenyl)methylidene]-2-pyrrolidinone
CBNumber
CB2511968
Molecular Formula
C8H3Cl2NO2
Formula Weight
216.02
MOL File
18711-15-4.mol
More
Less

4,6-DICHLORO-1H-INDOLE-2,3-DIONE Property

Melting point:
260.5-261℃
Density 
1.643±0.06 g/cm3 (20 ºC 760 Torr)
storage temp. 
Sealed in dry,Room Temperature
pka
8.59±0.20(Predicted)
form 
Solid
color 
Light yellow to yellow
InChI
InChI=1S/C8H3Cl2NO2/c9-3-1-4(10)6-5(2-3)11-8(13)7(6)12/h1-2H,(H,11,12,13)
InChIKey
CGCVHJCZBIYRQC-UHFFFAOYSA-N
SMILES
N1C2=C(C(Cl)=CC(Cl)=C2)C(=O)C1=O
More
Less

Safety

RIDADR 
UN2811
HazardClass 
6.1
More
Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H312Harmful in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P262Do not get in eyes, on skin, or on clothing.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

More
Less

N-Bromosuccinimide Price

TRC
Product number
D434800
Product name
4,6-Dichloro-1h-indole-2,3-dione
Packaging
1g
Price
$75
Updated
2021/12/16
TRC
Product number
D434800
Product name
4,6-Dichloro-1h-indole-2,3-dione
Packaging
100mg
Price
$45
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD70029
Product name
4,6-Dichloroisatin
Packaging
2g
Price
$55
Updated
2021/12/16
Biosynth Carbosynth
Product number
FD70029
Product name
4,6-Dichloroisatin
Packaging
25g
Price
$300
Updated
2021/12/16
AK Scientific
Product number
A935
Product name
4,6-Dichloro-1H-indole-2,3-dione
Packaging
5g
Price
$141
Updated
2021/12/16
More
Less

4,6-DICHLORO-1H-INDOLE-2,3-DIONE Chemical Properties,Usage,Production

Chemical Properties

Yellow powder

Uses

CFL-120 is a potent KRasG12C inhibitor. CFL-120 shows an antiproliferative effect. CFL-120 shows anticancer activity. CFL-120 has the potential for the research of lung cancer[1].

Synthesis

18711-11-0

18711-15-4

General procedure for the synthesis of 4,6-dichlorodihydroindole-2,3-dione from 2-hydroxyimino-N-(3,5-dichlorophenyl)-acetamide: 1. Preparation of intermediate I-2: Intermediate I-1 (10.0 g, 42.9 mmol) prepared above was slowly added to concentrated hydrochloric acid. Under ice bath conditions, sulfuric acid (50 mL) was added to ensure that the temperature of the reaction mixture was kept below 50 °C. 2. After the reaction was complete, the dark colored solution was heated at 90 °C for 10 min. 3. The reaction mixture was cooled to room temperature and then poured into 10 times the volume of ice and stirred vigorously for 1 hour. 4. The insoluble solid formed was collected, washed with water and dried under vacuum to give 4,6-dichlorodihydroindole-2,3-dione (8.90 g, 96% yield) as an orange solid. - TLC Rf = 0.4 (EtOAc:hexane=1:3) - Melting point: 228-230°C - 1H NMR (DMSO-d6) δ: 6.97 (d, J=1.8Hz, 1H, ArH), 7.32 (d, J=1.8Hz, 1H, ArH), 11.42 (br s, 1H, NH) - MS (EI) m/e: 216 [M+], 188 [M+-CO2], 160.

in vivo

CFL-120 (5 mg/kg, 5 treatments; 15 mg/kg, 5 treatments; 30 mg/kg, 3 treatments; i.p.) reduces tumor growth in subcutaneous H1792 (KRasG12C mutant) and LCLC-103H (KRasWT) human lung cancer-bearing mice[1].
Pharmacokinetic Parameters of CFL-120 in NOD-SCID female mice[1].

PK parametersCFL-137
Cmax (ng/mL)337 ± 123
Tmax (h)0.25
AUCt (ng/mL*h)169 ± 56
t1/2 (h)4.4 ± 0.6
Vd (mL)12,096 ± 4000
CL(mL/h)1895 ± 539
NOD-SCID female mice, 15 mg/kg IP[1].
Animal Model:NOD/SCID female mice (KRasWT (LCLC-103H) or KRasG12C (H1792) tumors)[1]
Dosage:5 mg/kg, 5 treatments; 15 mg/kg, 5 treatments; 30 mg/kg, 3 treatments
Administration:I.p.
Result:Reduced tumor growth compared to the control group in KRasG12C mutated model for 35.8%.

IC 50

KRAS(G12C)

References

[1] Orgován Z, et al. Covalent fragment mapping of KRasG12C revealed novel chemotypes with in vivo potency. Eur J Med Chem. 2023 Mar 15;250:115212. DOI:10.1016/j.ejmech.2023.115212

4,6-DICHLORO-1H-INDOLE-2,3-DIONE Preparation Products And Raw materials

Raw materials

Preparation Products

More
Less

4,6-DICHLORO-1H-INDOLE-2,3-DIONE Suppliers

China 81 Germany 1 India 2 Switzerland 1 United Kingdom 2 United States 11 Global 98
Beijing Ouhe Technology Co., Ltd
Tel
010-010-82967028 13522913783
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12000
Advantage
60
Shanghai Hanhong Scientific Co.,Ltd.
Tel
021-54306202 13764082696
Email
info@hanhongsci.com
Country
China
ProdList
42934
Advantage
64
Hangzhou Yuhao Chemical Technology Co., Ltd
Tel
0571-82693216
Fax
+86-571-82880190
Email
info@yuhaochemical.com
Country
China
ProdList
6387
Advantage
52
Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097
Email
info@topbiochem.com
Country
China
ProdList
9510
Advantage
58
Cantotech Chemicals, Ltd.
Tel
86-0755-86635001
Fax
86-0755-22642228
Email
cantotech@126.com
Country
China
ProdList
4566
Advantage
55
Shanghai Witofly Chemical Co.,Ltd
Tel
Email
sales@witofly.com
Country
China
ProdList
2864
Advantage
52
Bide Pharmatech Ltd.
Tel
400-164-7117 13681763483
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
39966
Advantage
60
Zhengzhou HongSheng Pharmaceutical Co., Ltd.
Tel
0371-0371-13526885213 15637198702
Fax
0371-63709726
Email
hsyykjchem@163.com
Country
China
ProdList
3853
Advantage
58
Chengdu HuaXia Chemical Reagent Co. Ltd
Tel
400-1166-196 13458535857
Fax
QQ：800101999
Email
cdhxsj@163.com
Country
China
ProdList
13350
Advantage
58
Modachem Shanghai Co., Ltd
Tel
+86 (0)21 51320687 51371369 1744605818
Fax
+86 (0)21 51371369
Country
China
ProdList
1578
Advantage
58
More
Less

View Lastest Price from 4,6-DICHLORO-1H-INDOLE-2,3-DIONE manufacturers

ZHENGZHOU JIUYI TIME NEW MATERIALS CO,.LTD
Product
4,6-Dichloroisatin 18711-15-4
Price
US $2.20-8.80/kg
Min. Order
1kg
Purity
99%min
Supply Ability
100kg
Release date
2025-08-29
Hefei Lbao Physical & Chemical Science Co.,Ltd
Product
4,6-Dichloroisatin 18711-15-4
Price
US $0.00/kg
Min. Order
1kg
Purity
98%
Supply Ability
Customise
Release date
2025-08-20
Shaanxi Dideu Medichem Co. Ltd
Product
4,6-DICHLORO-1H-INDOLE-2,3-DIONE 18711-15-4
Price
US $0.10/KG
Min. Order
1KG
Purity
99.0%
Supply Ability
1000 tons
Release date
2020-04-24

18711-15-4, 4,6-DICHLORO-1H-INDOLE-2,3-DIONERelated Search:

4-Fluoroindoline-2,3-dione 7-Fluoroisatin 4,6-DIFLUOROINDOLINE-2,3-DIONE 4-CHLOROISATIN 6-CHLORO-2,3-DIHYDRO-1H-INDOLE HYDROCHLORIDE 4,6-DICHLORO-1H-INDOLE-2,3-DIONE 6-Chlorooxindole 4-Chloroindoline 2-Amino-2',4'-dichloroacetophenone 4-CHLORO-1,3-DIHYDRO-INDOL-2-ONE 6-Chloroisatin 2-Amino-2'-chloroacetophenone 5,7-Dichloro-1H-indole-2,3-dione 4,7-Dichloroisatin 2-amino-1-(2-chlorophenyl)ethan-1-one hydrochloride (4-CHLORO-PHENYL)-OXO-ACETALDEHYDE 6-CHLORO-2,3-DIHYDRO-1H-INDOLE 1-ACETYL-4,6-DICHLORO-1H-INDOLE-2,3-DIONE

  • (3E)-3-[(4-propan-2-ylphenyl)methylidene]-2-pyrrolidinone
  • 4,6-DICHLORO-1H-INDOLE-2,3-DIONE 97.0%(MIN)(HPLC)
  • 4,6-Dichloroindoline-2,3-dione
  • 4,6-DICHLORO-1H-INDO
  • 4,6-dichloro-2,3-dihydro-1H-indole-2,3-dione
  • 4,6- twoisatin chloride
  • 4,6-Dichloroisatin, 95+%
  • 4,6-Dichloroindole-2,3-dione
  • 1H-Indole-2,3-dione, 4,6-dichloro-
  • CFL-120
  • 18711-15-4