Ethyl 5-nitroindole-2-carboxylate
- CAS No.
- 16732-57-3
- Chemical Name:
- Ethyl 5-nitroindole-2-carboxylate
- Synonyms
- ETHYL 5-NITRO-1H-INDOLE-2-CARBOXYLATE;OXALIC ACID MONO-(N-METHYL)-AMIDE;LABOTEST-BB LT00441291;5-Nitroindole-2-Carboxylic;5-Nitroindole-2-carboxylate;ETHYL 5-NITRO-2-CARBOXYLATE;Ethyl 5-Nitro Indole-2-Carbonate;ETHYL 5-NITROINDOLE-2-CARBOXYLATE;ethyl-5-nitro-1h-indole-carboxylate;2-(Ethoxycarbonyl)-5-nitro-1H-indole
- CBNumber:
- CB4160292
- Molecular Formula:
- C11H10N2O4
- Molecular Weight:
- 234.21
- MDL Number:
- MFCD00216477
- MOL File:
- 16732-57-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 220-225 °C |
|---|---|
| Boiling point | 376.52°C (rough estimate) |
| Density | 1.3240 (rough estimate) |
| refractive index | 1.5300 (estimate) |
| storage temp. | under inert gas (nitrogen or Argon) at 2–8 °C |
| form | Powder |
| pka | 13.26±0.30(Predicted) |
| color | Yellow to brown |
| Water Solubility | negligible |
| CAS DataBase Reference | 16732-57-3(CAS DataBase Reference) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Warning | |||||||||
| Hazard statements | H315-H319-H335 | |||||||||
| Precautionary statements | P261-P280a-P304+P340-P305+P351+P338-P405-P501a | |||||||||
| Hazard Codes | Xi | |||||||||
| Risk Statements | 36/37/38-41-36 | |||||||||
| Safety Statements | 24/25-39-26 | |||||||||
| HazardClass | IRRITANT | |||||||||
| HS Code | 29349990 | |||||||||
| NFPA 704 |
|
Ethyl 5-nitroindole-2-carboxylate price More Price(69)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| TCI Chemical | E1176 | Ethyl 5-Nitroindole-2-carboxylate | 16732-57-3 | 1G | $121 | 2026-04-30 | Buy |
| Usbiological | 449457 | Ethyl 5-Nitroindole-2-carboxylate | 16732-57-3 | 500mg | $319 | 2026-06-03 | Buy |
| Usbiological | 449457 | Ethyl 5-Nitroindole-2-carboxylate | 16732-57-3 | 1g | $403 | 2026-06-03 | Buy |
| Usbiological | 275828 | Ethyl 5-Nitroindole-2-Carboxylate Asreported | 16732-57-3 | 2g | $333 | 2026-06-03 | Buy |
| Usbiological | 275828 | Ethyl 5-Nitroindole-2-Carboxylate Asreported | 16732-57-3 | 5g | $503 | 2026-06-03 | Buy |
Ethyl 5-nitroindole-2-carboxylate Chemical Properties, Uses, Production
Uses
Ethyl 5-Nitroindole-2-carboxylate is used as a reagent in the synthesis of indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. Ethyl 5-Nitroindole-2-carboxylate is also a useful synthetic intermediate in the synthesis of Delavirdine which is a bisheteroarylpiperazine (BHAP) reverse transcriptase inhibitor.
Chemical Properties
yellow to brown powder
Uses
Ethyl 5-Nitroindole-2-carboxylate is used as a reagent in the synthesis of indol-2-yl ethanones as novel indoleamine 2,3-dioxygenase (IDO) inhibitors. Ethyl 5-Nitroindole-2-carboxylate is also a useful synthetic intermediate in the synthesis of Delavirdine (D230625) which is a bisheteroarylpiperazine (BHAP) reverse transcriptase inhibitor.
Synthesis
![ethyl (2E)-2-[(4-nitrophenyl)hydrazinylidene]propanoate](/CAS/GIF/73647-04-8.gif)
73647-04-8
16732-57-3
To a dry 500 mL three-necked flask, ethyl 2-[2-(4-nitrophenyl)hydrazinylidene]propionate (10 g, 0.042 mol) was added sequentially. Polyphosphoric acid (110 g) was slowly heated to 100 °C under mechanical stirring. The reaction was maintained at this temperature for 2 h. The progress of the reaction was monitored by thin layer chromatography (TLC). After confirming the completion of the reaction, the heating was stopped. The reaction mixture was cooled to room temperature and the reaction was quenched by slowly pouring it into a large amount of ice water. The precipitate was collected by filtration and the filter cake was washed with cold water. The resulting green solid product, ethyl 5-nitroindole-2-carboxylate, was dried in a vacuum drying oven to give 8.9 g in 90.2% yield.
References
[1] Patent: CN107739368, 2018, A. Location in patent: Paragraph 0036; 0038; 0040
[2] Synthesis, 1980, # 3, p. 222 - 223
[3] Patent: US9226970, 2016, B2. Location in patent: Page/Page column 39
[4] Journal of the American Chemical Society, 1958, vol. 80, p. 4621
[5] Farmaco, Edizione Scientifica, 1958, vol. 13, p. 105,109
Ethyl 5-nitroindole-2-carboxylate Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hefei Yule Pharmaceutical Technology Co., Ltd | 18756548891 15955174703 | 149498276@qq.com | China | 77 | 58 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| ChemFuture PharmaTech (Jiangsu) Ltd | 5108538618 | suger.wang@chemfuture.com | China | 832 | 65 |
| ShangHai DEMO Chemical Co.,Ltd | 400-021-7337 2355568890 | sales@demochem.com | China | 2569 | 57 |
| Wuhan Chemwish Technology Co., Ltd | 86-027-67849912 | sales@chemwish.com | China | 35884 | 56 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Beijing Ouhe Technology Co., Ltd | 13552068683 13522913783 | 2355560935@qq.com | China | 11777 | 60 |
| Shanghai Sinch Parmaceuticals Tech. Co. Ltd. | +86-21-54098501 | sales@sinch.com.cn | China | 11592 | 64 |
| Jia Xing Isenchem Co.,Ltd | 0573-85285100 18627885956 | isenchem@163.com | China | 9389 | 66 |
View Latest Price from Ethyl 5-nitroindole-2-carboxylate manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
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2025-04-04 | Ethyl 5-nitroindole-2-carboxylate
16732-57-3
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2020-06-02 | Ethyl 5-nitroindole-2-carboxylate in stock Factory
16732-57-3
|
$1.00 | 1KG | TOP 3 Factory in China | Chemwill Asia Co.,Ltd. | ||
|
|
2020-06-02 | Ethyl 5-nitroindole-2-carboxylate in stock Factory
16732-57-3
|
$1.00 | 1KG | TOP 3 Factory in China | Chemwill Asia Co.,Ltd. |
-
- Ethyl 5-nitroindole-2-carboxylate
16732-57-3
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- Ethyl 5-nitroindole-2-carboxylate in stock Factory
16732-57-3
- $1.00
- TOP 3 Factory in China
- Chemwill Asia Co.,Ltd.
-
- Ethyl 5-nitroindole-2-carboxylate in stock Factory
16732-57-3
- $1.00
- TOP 3 Factory in China
- Chemwill Asia Co.,Ltd.
