5-Aminoindole
- CAS No.
- 5192-03-0
- Chemical Name:
- 5-Aminoindole
- Synonyms
- 1H-INDOL-5-AMINE;indolin-5-amine;5-AMINO-1H-INDOLE;NSC 61452;AKOS 91148;5-INDOLAMINE;5-AMINOINDOLE;5-INDOLYLAMINE;INDOLE-5-AMINE;indol-5-ylamine
- CBNumber:
- CB1123588
- Molecular Formula:
- C8H8N2
- Molecular Weight:
- 132.16
- MDL Number:
- MFCD00005679
- MOL File:
- 5192-03-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 131-133 °C (dec.) (lit.) |
|---|---|
| Boiling point | 190 °C / 6mmHg |
| Density | 1.1083 (rough estimate) |
| refractive index | 1.6013 (estimate) |
| storage temp. | Keep in dark place,Inert atmosphere,Room temperature |
| solubility | DMSO, Methanol |
| pka | 17.39±0.30(Predicted) |
| form | Crystalline Powder |
| color | Off-white to gray-brown |
| Water Solubility | insoluble |
| Sensitive | Air & Light Sensitive |
| BRN | 112348 |
| InChI | 1S/C8H8N2/c9-7-1-2-8-6(5-7)3-4-10-8/h1-5,10H,9H2 |
| InChIKey | ZCBIFHNDZBSCEP-UHFFFAOYSA-N |
| SMILES | Nc1ccc2[nH]ccc2c1 |
| CAS DataBase Reference | 5192-03-0(CAS DataBase Reference) |
| FDA UNII | Q732PG0Y16 |
| NIST Chemistry Reference | 5-Aminoindole(5192-03-0) |
| EPA Substance Registry System | 5-Aminoindole (5192-03-0) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS06,GHS09 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302-H311-H319-H400 | |||||||||
| Precautionary statements | P264-P273-P280-P301+P312-P302+P352+P312-P305+P351+P338 | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| Hazard Codes | Xn,Xi | |||||||||
| Risk Statements | 22-36/37/38-68 | |||||||||
| Safety Statements | 26-45-36/37 | |||||||||
| WGK Germany | 3 | |||||||||
| F | 10 | |||||||||
| Hazard Note | Irritant | |||||||||
| TSCA | TSCA listed | |||||||||
| HazardClass | AIR SENSITIVE, IRRITANT-HARMFUL, KEEP COLD | |||||||||
| HS Code | 29339990 | |||||||||
| Storage Class | 6.1C - Combustible acute toxic Cat.3 toxic compounds or compounds which causing chronic effects |
|||||||||
| Hazard Classifications | Acute Tox. 3 Dermal Acute Tox. 4 Oral Aquatic Acute 1 Eye Irrit. 2 |
|||||||||
| NFPA 704 |
|
5-Aminoindole price More Price(78)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A59654 | 5-Aminoindole 97% | 5192-03-0 | 1g | $28.5 | 2026-04-30 | Buy |
| Sigma-Aldrich | A59654 | 5-Aminoindole 97% | 5192-03-0 | 5g | $64.5 | 2026-04-30 | Buy |
| TCI Chemical | A2071 | 5-Aminoindole >98.0%(GC)(T) | 5192-03-0 | 1g | $60 | 2026-04-30 | Buy |
| TCI Chemical | A2071 | 5-Aminoindole >98.0%(GC)(T) | 5192-03-0 | 5g | $193 | 2026-04-30 | Buy |
| Usbiological | A1378-28 | 5-Aminoindole | 100mg | $319 | 2026-06-03 | Buy |
5-Aminoindole Chemical Properties, Uses, Production
Chemical Properties
Grey Crystals
Uses
Reactant for preparation of:
- Smac mimetics that bind to the BIR2 domain of the anti-apoptotic protein XIAP
- Cytotoxic and antimitotic agents
- Insulin-like growth factor 1 receptor inhibitors
- Antitumoral agents
- Factor Xa inhibitor
- Potential antivascular agents
- Gli1-mediated transcription in the Hedgehog pathway
- Inhibitors of receptor tyrosine kinase with antiangiogenic effects
- PKCθ inhibitors
- HIV protease inhibitors
Uses
5-Aminoindole functions as a ligand for hydrophobic charge induction chromatography. A reagent for synthetic elaboration.
Definition
ChEBI: An indolamine carrying an amino group at position 5.
Synthesis
6146-52-7
5192-03-0
In Example 1, 5-nitroindole was substituted for m-nitroacetophenone as a raw material, maintaining a molar ratio of 1:1. The reaction was carried out at 80 °C for 24 h under hydrogen pressure of 4.0 MPa. Other conditions were consistent with Example 1, and 5-aminoindole was finally obtained in 98% yield. This was done as follows: 16.44 mg (0.04 mmol) of silver 4,4'-dimethoxy-2,2'-bipyridine, 11.22 mg (0.1 mmol) of potassium tert-butanolate and 1 ml of 1,4-dioxane solution were added to an autoclave. After thorough stirring, 165.15 mg (1 mmol) of m-nitroacetophenone was added and the mixture was stirred and reacted at 80 °C for 8 hours. Upon completion of the reaction, the reaction solution was extracted with deionized water and dichloromethane and the organic phase was collected. The organic phase was dried over anhydrous Na2SO4 and then subjected to filtration, rotary evaporation and chromatographic separation to afford 3-acetanilide as a yellow solid in 96% yield.
References
[1] Synthetic Communications, 2012, vol. 42, # 2, p. 213 - 222
[2] Bioorganic and Medicinal Chemistry, 2000, vol. 8, # 6, p. 1415 - 1422
[3] Organic Letters, 2014, vol. 16, # 1, p. 98 - 101
[4] ACS Catalysis, 2015, vol. 5, # 6, p. 3457 - 3462
[5] Patent: CN106748834, 2017, A. Location in patent: Paragraph 0016; 0029; 0032
5-Aminoindole Preparation Products And Raw materials
Raw materials
1of2
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| 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 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 18930552037 | 3bsc@sina.com | China | 15813 | 69 |
| Alfa Aesar | 400-6106006 | saleschina@alfa-asia.com | China | 30103 | 84 |
| TCI (Shanghai) Development Co., Ltd. | 021-67121386 | Sales-CN@TCIchemicals.com | China | 24512 | 81 |
| ShangHai DEMO Chemical Co.,Ltd | 400-021-7337 2355568890 | sales@demochem.com | China | 2569 | 57 |
| Energy Chemical | 400-0056266 | sales8178@energy-chemical.com | China | 44850 | 61 |
| 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 |
| JinYan Chemicals(ShangHai) Co.,Ltd. | 13817811078 | sales@jingyan-chemical.com | China | 9963 | 60 |
View Latest Price from 5-Aminoindole manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2025-04-04 | 5-Aminoindole
5192-03-0
|
1kg | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd. | ||
 |
2021-08-12 | 5-Aminoindole
5192-03-0
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd | ||
 |
2020-06-02 | 5-Aminoindole in stock Factory
5192-03-0
|
$1.00 | 1KG | TOP 3 Factory in China | Chemwill Asia Co.,Ltd. |
-
- 5-Aminoindole
5192-03-0
- 98%
- Henan Aochuang Chemical Co.,Ltd.
-
- 5-Aminoindole
5192-03-0
- $10.00-15.00
- 99%+ HPLC
- Zhuozhou Wenxi import and Export Co., Ltd
-
- 5-Aminoindole in stock Factory
5192-03-0
- $1.00
- TOP 3 Factory in China
- Chemwill Asia Co.,Ltd.
