ChemicalBook > CAS DataBase List > 6-Aminoindole

6-Aminoindole

Product Name
6-Aminoindole
CAS No.
5318-27-4
Chemical Name
6-Aminoindole
Synonyms
NSC 82379;6-Indolamine;6-AMINOINDOLE;INDOLE-6-AMINE;6-AMINOINDOLINE;indolin-6-amine;Indol-6-ylamine;1H-INDOL-6-AMINE;6-AMINO-1H-INDOLE;6-Aminoindole >
CBNumber
CB8257417
Molecular Formula
C8H8N2
Formula Weight
132.16
MOL File
5318-27-4.mol
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6-Aminoindole Property

Melting point:
75-79 °C
Boiling point:
161-166°C 2mm
Density 
1.268±0.06 g/cm3(Predicted)
Flash point:
161-166°C/2mm
storage temp. 
-20°C
solubility 
soluble in Methanol
pka
18.23±0.30(Predicted)
form 
Crystalline Powder
color 
White to brown
Sensitive 
Air Sensitive
BRN 
112190
InChI
InChI=1S/C8H8N2/c9-7-2-1-6-3-4-10-8(6)5-7/h1-5,10H,9H2
InChIKey
MIMYTSWNVBMNRH-UHFFFAOYSA-N
SMILES
N1C2=C(C=CC(N)=C2)C=C1
CAS DataBase Reference
5318-27-4(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn,Xi
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
Hazard Note 
Harmful
HazardClass 
IRRITANT-HARMFUL, KEEP COLD
PackingGroup 
III
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

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

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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
630721
Product name
6-Aminoindole
Purity
97%
Packaging
1g
Price
$81
Updated
2025/07/31
Sigma-Aldrich
Product number
630721
Product name
6-Aminoindole
Purity
97%
Packaging
5g
Price
$352
Updated
2025/07/31
TCI Chemical
Product number
A2067
Product name
6-Aminoindole
Purity
>98.0%(GC)(T)
Packaging
1g
Price
$137
Updated
2025/07/31
TRC
Product number
A612673
Product name
6-Aminoindole
Packaging
50mg
Price
$45
Updated
2021/12/16
TRC
Product number
A612673
Product name
6-Aminoindole
Packaging
100mg
Price
$60
Updated
2021/12/16
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6-Aminoindole Chemical Properties,Usage,Production

Chemical Properties

Solid

Uses

Reactant for preparation of:

  • Inhibitors of mammalian target of rapamycin (mTOR ) protein
  • Inhibitors of the AcrAB-TolC efflux pump
  • Inhibitors of Gli1-mediated transcription in the Hedgehog pathway
  • Potent DNA-topoisomerase II poisons and anti-MDR agents
  • Protein kinase C θ (PKCθ) inhibitors
  • Piperidine carboxamide as transient receptor potential cation channel subfamily V member 1 (TRPV1) antagonists
  • Potent and selective blockers of the Nav1.8 sodium channel as potential analgesics for the treatment of neuropathic and inflammatory pain
  • 5,6-fused heteroaromatic ureas as TRPV1 antagonists
  • Allosteric enhancers of the A3 adenosine receptor
  • Human liver glycogen phosphorylase (HLGP) inhibitors for the treatment of type 2 diabetes

Synthesis

4769-96-4

5318-27-4

In Example 1, 6-nitroindole was used as a raw material and reacted at 4.0 MPa hydrogen pressure and 80°C for 48 hours to carry out a hydrogenation reduction reaction. Other steps were the same as in Example 1, and 6-aminoindole was finally obtained in 94% yield. The specific operation was as follows: 16.44 mg (0.04 mmol) of silver 4,4'-dimethoxy-2,2'-bipyridine and 11.22 mg (0.1 mmol) of potassium tert-butoxide were dissolved in 1 mL of 1,4-dioxane and added to an autoclave. After stirring well, 165.15 mg (1 mmol) of m-nitroacetophenone was added and the reaction was stirred at 80 °C for 8 hours. At the end of the reaction, the reaction solution was extracted with water and dichloromethane to separate the organic phase. The organic phase was dried over anhydrous Na2SO4, and then subjected to filtration, rotary evaporation and chromatographic separation to obtain a yellow solid 3-acetanilide in 96% yield.

References

[1] Journal of Medicinal Chemistry, 1990, vol. 33, # 9, p. 2437 - 2451
[2] Patent: US2005/70534, 2005, A1. Location in patent: Page/Page column 14
[3] Patent: CN106748834, 2017, A. Location in patent: Paragraph 0016; 0033; 0036
[4] Molecules, 2014, vol. 19, # 1, p. 925 - 939
[5] Catalysis Communications, 2016, vol. 84, p. 25 - 29

6-Aminoindole Preparation Products And Raw materials

Raw materials

tert-Butyl methyl ether Trichloroisocyanuric acid Nickel Indoline DBU Potassium nitrate

Preparation Products

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6-Aminoindole Suppliers

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View Lastest Price from 6-Aminoindole manufacturers

Chemwill Asia Co.,Ltd.
Product
6-Aminoindole in stock Factory 5318-27-4
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
Career Henan Chemical Co
Product
6-Aminoindole 5318-27-4
Price
US $1.00/KG
Min. Order
1KG
Purity
95-99%
Supply Ability
100kg/week
Release date
2019-08-05

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