ChemicalBook > CAS DataBase List > C-(1H-INDOL-5-YL)-METHYLAMINE

C-(1H-INDOL-5-YL)-METHYLAMINE

Product Name
C-(1H-INDOL-5-YL)-METHYLAMINE
CAS No.
81881-74-5
Chemical Name
C-(1H-INDOL-5-YL)-METHYLAMINE
Synonyms
Indole-5-methanamine;INDOLE-5-METHYLAMINE;5-(AMINOMETHYL)INDOLE;5-(aminomethyl)-indol;1H-Indole-5-MethanaMine;((Indol-5-yl)Methyl)aMine;(1H-Indol-5-yl)methylamine;(1H-INDOL-5-YL)METHANAMINE;1-(1H-Indol-5-yl)MethanaMine;C-(1H-INDOL-5-YL)-METHYLAMINE
CBNumber
CB5271243
Molecular Formula
C9H10N2
Formula Weight
146.19
MOL File
81881-74-5.mol
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C-(1H-INDOL-5-YL)-METHYLAMINE Property

Melting point:
114-122 °C
Boiling point:
335.6±17.0 °C(Predicted)
Density 
1.199±0.06 g/cm3(Predicted)
storage temp. 
under inert gas (nitrogen or Argon) at 2–8 °C
form 
solid
pka
17.07±0.30(Predicted)
Appearance
Light yellow to brown Solid
InChI
InChI=1S/C9H10N2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-5,11H,6,10H2
InChIKey
UAYYSAPJTRVEQA-UHFFFAOYSA-N
SMILES
N1C2=C(C=C(CN)C=C2)C=C1
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Safety

Hazard Codes 
Xn
Risk Statements 
22-36/37/38
Safety Statements 
26-36
WGK Germany 
3
RTECS 
NL4461500
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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.

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

TRC
Product number
A616825
Product name
5-(Aminomethyl)indole
Packaging
250mg
Price
$130
Updated
2021/12/16
TRC
Product number
A616825
Product name
5-(Aminomethyl)indole
Packaging
2.5g
Price
$1055
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0115187
Product name
5-(AMINOMETHYL)INDOLE
Purity
95.00%
Packaging
2.5G
Price
$1771
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
CHM0115187
Product name
5-(AMINOMETHYL)INDOLE
Purity
95.00%
Packaging
250MG
Price
$716.1
Updated
2021/12/16
AK Scientific
Product number
2681AC
Product name
(1H-Indol-5-yl)methanamine
Packaging
1g
Price
$86
Updated
2021/12/16
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C-(1H-INDOL-5-YL)-METHYLAMINE Chemical Properties,Usage,Production

Uses

5-(Aminomethyl)indole is used in the synthesis of Vigabatrin (V253000) bioisosteres as inhibitors of γ-aminobutyric acid aminotransferase (GABA-AT) inhibitors.

Uses

Reactant for preparation of:

  • HIV-1 integrase inhibitors targeting the catalytic domain and its ability for interaction with LEDGF/p75
  • Inhibitors of Gli1-mediated transcription in the Hedgehog pathway
  • SCIO-469-like compounds for the inhibition of p38 MAP kinase
  • 4-(indol-5-ylamino)thieno[2,3-b]pyridine-5-carbonitriles as protein kinase c theta (PKC θ) inhibitors
  • Non-covalent thrombin inhibitors

Uses

5-(AMinoMethyl)indole has been used as reactant for preparation of:• and HIV-1 integrase inhibitors targeting the catalytic domain and its ability for interaction with LEDGF/p751•

Synthesis

15861-24-2

81881-74-5

The hydrogenation reaction was carried out using Raney Nickel as a catalyst in a methanol solution containing ammonia with 5-cyanoindole as starting material. After completion of the reaction, the reaction solution was concentrated under reduced pressure to give a light yellow solid product, C-(1H-indol-5-yl)-methylamine (5.25 g, quantitative yield).

References

[1] Patent: US2004/204455, 2004, A1. Location in patent: Page/Page column 18
[2] Chemistry - A European Journal, 2016, vol. 22, # 14, p. 4991 - 5002
[3] Patent: US2003/153596, 2003, A1
[4] Patent: WO2016/44770, 2016, A1. Location in patent: Page/Page column 584; 585
[5] Patent: WO2011/76784, 2011, A2. Location in patent: Page/Page column 66

C-(1H-INDOL-5-YL)-METHYLAMINE Preparation Products And Raw materials

Raw materials

Copper(I) Cyanide Ethylenediamine N-Methyl-2-pyrrolidone 5-Bromoindole Sodium cyanide Lithium Aluminum Hydride

Preparation Products

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C-(1H-INDOL-5-YL)-METHYLAMINE Suppliers

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View Lastest Price from C-(1H-INDOL-5-YL)-METHYLAMINE manufacturers

Shaanxi Dideu Medichem Co. Ltd
Product
C-(1H-INDOL-5-YL)-METHYLAMINE 81881-74-5
Price
US $1.00-0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10000KG
Release date
2019-12-30
Shaanxi Dideu Medichem Co. Ltd
Product
5-(Aminomethyl)indole 81881-74-5
Price
US $1.00-1.00/Kg/Drum
Min. Order
1KG
Purity
99%+
Supply Ability
100 tons
Release date
2019-12-26
Shaanxi Dideu Medichem Co. Ltd
Product
5-(Aminomethyl)indole 81881-74-5
Price
US $1.00-1.00/Kg/Drum
Min. Order
1KG
Purity
99%+
Supply Ability
100 tons
Release date
2019-12-26

81881-74-5, C-(1H-INDOL-5-YL)-METHYLAMINERelated Search:

Rizatriptan benzoate FROVATRIPTAN 1-(1-Methyl-1H-indol-4-yl)methylamine 97%,(1-METHYL-1H-INDOL-4-YL)METHYLAMINE,1-(1-METHYL-1H-INDOL-4-YL)METHYLAMINE,1-(1-METHYL-1H-INDOL-4-YL)METHYLAMINE 97 C-(1H-INDOL-4-YL)-METHYLAMINE C-(1H-INDOL-2-YL)-METHYLAMINE 5-Methoxygramine, N,N-Dimethyl-(5-methoxy-1H-indol-3-yl)methylamine STAUROSPORINE C-(6,7,8,9-TETRAHYDRO-5 H-CARBAZOL-3-YL)-METHYLAMINE GO 6976 CHEMBRDG-BB 5573168 K-252A 4'-demethylamino-4'-hydroxystaurosporine K-252C C-(2,3-DIMETHYL-1H-INDOL-5-YL)-METHYLAMINE (1-METHYL-1H-INDOL-6-YL)METHYLAMINE C-(2,3,5-TRIMETHYL-1H-INDOL-7-YL)-METHYLAMINE C-(2-METHYL-1H-INDOL-5-YL)-METHYLAMINE,(2-Methyl-1H-indol-5-yl)methylamine C-(1H-INDOL-7-YL)-METHYLAMINE,1H-INDOL-7-YL-METHYLAMINE

  • 5-(aminomethyl)-indol
  • INDOLE-5-METHYLAMINE
  • C-(1H-INDOL-5-YL)-METHYLAMINE
  • (1H-INDOL-5-YL)METHANAMINE
  • (1H-Indol-5-yl)methylamine
  • 5-(AMINOMETHYL)INDOLE
  • ((Indol-5-yl)Methyl)aMine
  • 1-(1H-Indol-5-yl)MethanaMine
  • 1H-Indole-5-MethanaMine
  • Indole-5-methanamine
  • 81881-74-5
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