6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE
- Product Name
- 6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE
- CAS No.
- 6639-79-8
- Chemical Name
- 6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE
- Synonyms
- 6-CHLOROQUINOXALINE-2,3-DIOL;6-CHLOROQUINOXAZALONE;6-Chloro-2,3-dihydroxyqunoxaline;2,3-DIHYDROXY-6-CHLOROQUINOXALINE;6-Chloro-2,3-dihydroxyquinoxaline;1-(2-chloroethoxy)-2-phenylbenzene;2,3-Dihydroxy-6-chloroquinoxaline ,97%;6-chloro-1,4-dihydro-3-quinoxalinedione;6-chloro-1,4-dihydroquinoxaline-2,3-dione;6-CHLORO-1,4-DIHYDRO-2,3-QUINOXALINEDIONE
- CBNumber
- CB6148463
- Molecular Formula
- C8H5ClN2O2
- Formula Weight
- 196.59
- MOL File
- 6639-79-8.mol
6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE Property
- Melting point:
- >350 °C(Solv: ethanol (64-17-5))
- Density
- 1.475±0.06 g/cm3(Predicted)
- storage temp.
- 2-8°C
- pka
- 9.59±0.20(Predicted)
- form
- Solid
- Appearance
- Brown to dark brown Solid
- InChI
- InChI=1S/C8H5ClN2O2/c9-4-1-2-5-6(3-4)11-8(13)7(12)10-5/h1-3H,(H,10,12)(H,11,13)
- InChIKey
- RNOLFZACEWWIHP-UHFFFAOYSA-N
- SMILES
- N1C2=C(C=C(Cl)C=C2)NC(=O)C1=O
- EPA Substance Registry System
- 2,3-Quinoxalinedione, 6-chloro-1,4-dihydro- (6639-79-8)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P302+P352IF ON SKIN: wash with plenty of soap and water.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- AA00FA87
- Product name
- 6-Chloroquinoxaline-2,3-diol
- Purity
- 98%
- Packaging
- 1g
- Price
- $35
- Updated
- 2026/05/28
- Product number
- AA00FA87
- Product name
- 6-Chloroquinoxaline-2,3-diol
- Purity
- ≥95%
- Packaging
- 5g
- Price
- $70
- Updated
- 2026/05/28
- Product number
- AA00FA87
- Product name
- 6-Chloroquinoxaline-2,3-diol
- Purity
- 98%
- Packaging
- 25g
- Price
- $318
- Updated
- 2026/05/28
- Product number
- AA00FA87
- Product name
- 6-Chloroquinoxaline-2,3-diol
- Purity
- 98%
- Packaging
- 100g
- Price
- $940
- Updated
- 2026/05/28
- Product number
- P51549
- Product name
- 6-chloroquinoxaline-2,3-diol
- Purity
- 95%
- Packaging
- 5G
- Price
- $110
- Updated
- 2026/05/27
6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE Chemical Properties,Usage,Production
Chemical Properties
Off-white solid
Uses
6-Chloroquinoxaline-2,3-diol can be used as glycine receptor antagonists to use as analgesics, anticonvulsants, neuroprotectants, and sedative-hypnotics.
Synthesis
95-83-0
95-92-1
6639-79-8
Step 1: Synthesis of 6-chloroquinoxaline-2,3(1H,4H)-dione To a 100 mL round bottom flask was added 4-chloro-1,2-phenylenediamine (5.3 g, 37 mmol) and diethyl oxalate (31 mL). The reaction mixture was stirred under reflux conditions overnight. The reaction progress was monitored by thin layer chromatography (TLC, spreading agent ratio ethyl acetate/petroleum ether = 1:10). Upon completion of the reaction, the precipitate was collected by filtration, washed with ethanol (20 mL) and dried to give 7.0 g of light yellow solid product in 96% yield. The product was characterized as follows: 1H NMR (300 MHz, DMSO-d6) δ: 11.96 (br, 2H), 7.11 (m, 3H); MS m/z: 195 (M-H+).
References
[1] Journal of Medicinal Chemistry, 1990, vol. 33, # 8, p. 2240 - 2254
[2] Patent: US2010/120741, 2010, A1. Location in patent: Page/Page column 17
[3] Patent: WO2011/112731, 2011, A2. Location in patent: Page/Page column 66
[4] Journal of Organic Chemistry, 2017, vol. 82, # 19, p. 10077 - 10091
[5] Synthetic Communications, 2004, vol. 34, # 8, p. 1349 - 1357
6-CHLORO-2,3-DIOXO-1,2,3,4-TETRAHYDROQUINOXALINE Preparation Products And Raw materials
Raw materials
Preparation Products
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