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

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CAS:81881-74-5
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C-(1H-INDOL-5-YL)-METHYLAMINE manufacturers

  • 5-(Aminomethyl)indole
  • 5-(Aminomethyl)indole pictures
  • $1.00 / 1Kg/Bag
  • 2020-02-26
  • CAS: 81881-74-5
  • Min. Order: 1KG
  • Purity: 99%+
  • Supply Ability: 100 tons
  • 5-(Aminomethyl)indole
  • 5-(Aminomethyl)indole pictures
  • $1.00 / 1Kg/Bag
  • 2020-02-26
  • CAS: 81881-74-5
  • Min. Order: 1KG
  • Purity: 99%+
  • Supply Ability: 100 tons
C-(1H-INDOL-5-YL)-METHYLAMINE Basic information
Product Name:C-(1H-INDOL-5-YL)-METHYLAMINE
Synonyms:(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;5-(aminomethyl)-indol;INDOLE-5-METHYLAMINE
CAS:81881-74-5
MF:C9H10N2
MW:146.19
EINECS:
Product Categories:Amines;Aromatics;Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;pharmacetical;Building Blocks;Heterocyclic Building Blocks;Indoles;Building Blocks;C7 to C9;Chemical Synthesis;Heterocyclic Building Blocks
Mol File:81881-74-5.mol
C-(1H-INDOL-5-YL)-METHYLAMINE Structure
C-(1H-INDOL-5-YL)-METHYLAMINE Chemical Properties
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
pka17.07±0.30(Predicted)
AppearanceLight yellow to brown Solid
InChIInChI=1S/C9H10N2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-5,11H,6,10H2
InChIKeyUAYYSAPJTRVEQA-UHFFFAOYSA-N
SMILESN1C2=C(C=C(CN)C=C2)C=C1
Safety Information
Hazard Codes Xn
Risk Statements 22-36/37/38
Safety Statements 26-36
WGK Germany 3
RTECS NL4461500
Storage Class11 - Combustible Solids
Hazard ClassificationsAcute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
MSDS Information
ProviderLanguage
SigmaAldrich English
C-(1H-INDOL-5-YL)-METHYLAMINE Usage And Synthesis
Uses5-(Aminomethyl)indole is used in the synthesis of Vigabatrin (V253000) bioisosteres as inhibitors of γ-aminobutyric acid aminotransferase (GABA-AT) inhibitors.
UsesReactant 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
Uses5-(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
5-Cyanoindole

15861-24-2

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

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 materialsLithium Aluminum Hydride-->Sodium cyanide-->Ethylenediamine-->Copper(I) Cyanide-->N-Methyl-2-pyrrolidone-->5-Bromoindole-->5-Cyanoindole-->Ammonia-->Methanol-->Hydrogen
Preparation Products5-Cyanoindole
Tag:C-(1H-INDOL-5-YL)-METHYLAMINE(81881-74-5) Related Product Information
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