5-Aminoindole

Product Name: 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
Formula Weight: 132.16
MOL File: 5192-03-0.mol

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5-Aminoindole Property

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
InChIKey: ZCBIFHNDZBSCEP-UHFFFAOYSA-N
CAS DataBase Reference: 5192-03-0(CAS DataBase Reference)
NIST Chemistry Reference: 5-Aminoindole(5192-03-0)
EPA Substance Registry System: 5-Aminoindole (5192-03-0)

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Safety

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: Yes
HazardClass: AIR SENSITIVE, IRRITANT-HARMFUL, KEEP COLD
HS Code: 29339990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H311Toxic in contact with skin

H319Causes serious eye irritation

H400Very toxic to aquatic life

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P273Avoid release to the environment.

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: A59654
Product name: 5-Aminoindole
Purity: 97%
Packaging: 1g
Price: $25.46
Updated: 2025/07/31

Sigma-Aldrich

Product number: A59654
Product name: 5-Aminoindole
Purity: 97%
Packaging: 5g
Price: $57.57
Updated: 2025/07/31

TCI Chemical

Product number: A2071
Product name: 5-Aminoindole
Purity: >98.0%(GC)(T)
Packaging: 1g
Price: $60
Updated: 2025/07/31

TCI Chemical

Product number: A2071
Product name: 5-Aminoindole
Purity: >98.0%(GC)(T)
Packaging: 5g
Price: $193
Updated: 2025/07/31

TRC

Product number: A611710
Product name: 5-Aminoindole
Packaging: 50g
Price: $835
Updated: 2021/12/16

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5-Aminoindole Chemical Properties,Usage,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

Quinoline Ethanol Ethyl pyruvate Polyphosphoric acid Cupric oxide 4-Nitrophenylhydrazine Iron

Preparation Products

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5-Aminoindole Suppliers

Americas 1 Belgium 2 Canada 2 China 273 Czech Republic 2 Europe 3 France 1 Germany 5 India 14 Japan 4 Poland 1 Slovakia 1 Switzerland 5 Ukraine 3 United Kingdom 20 United States 48 Global 385

J & K SCIENTIFIC LTD.

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Meryer (Shanghai) Chemical Technology Co., Ltd.

Tel: 4006356688 18621169109
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3B Pharmachem (Wuhan) International Co.,Ltd.

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Alfa Aesar

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TCI (Shanghai) Development Co., Ltd.

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ShangHai DEMO Chemical Co.,Ltd

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Energy Chemical

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Capot Chemical Co., Ltd

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Beijing Ouhe Technology Co., Ltd

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JinYan Chemicals(ShangHai) Co.,Ltd.

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View Lastest Price from 5-Aminoindole manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 5-Aminoindole 5192-03-0
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-10

Zhuozhou Wenxi import and Export Co., Ltd

Product: 5-Aminoindole 5192-03-0
Price: US $15.00-10.00/KG
Min. Order: 1KG
Purity: 99%+ HPLC
Supply Ability: Monthly supply of 1 ton
Release date: 2021-08-11

Chemwill Asia Co.,Ltd.

Product: 5-Aminoindole in stock Factory 5192-03-0
Price: US $1.00/KG
Min. Order: 1KG
Purity: TOP 3 Factory in China
Supply Ability: Top 3 largest production capacity Factory
Release date: 2019-04-03

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5192-03-0

C8H8N2

AMINE

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