5-Nitroindole 98% | Sigma-Aldrich

Properties

Related Categories	Building Blocks, C7 to C9, Chemical Synthesis, Heterocyclic Building Blocks, Indoles, Materials Science, NLO Chromophores and Intermediates, Non-Linear Optical (NLO) Materials, Organic and Printed Electronics, Photonic and Optical Materials More...
assay	98%
mp	140-142 °C(lit.)

Description

Packaging

25 g in poly bottle

5 g in glass bottle

Application

Reactant for preparation of:
• Pharmaceutically active 2-oxo-1-pyrrolidine analogues¹
• Tryptophan dioxygenase inhibitors pyridyl-ethenyl-indoles as potential anticancer immunomodulators²
• Protein Kinase Inhibitors and antiproliferative agents³
• Positive Allosteric Modulators of Metabotropic Glutamate Receptor 4 (mGlu4)⁴
• Antifungal agents⁵
• Cannabinoid receptor type 1 (CB1) antagonists⁶
• Potential anticancer agents⁷
• Potential antivascular agents⁸
• Selective Anti-leukemic agents⁹
• Anti human immunodeficiency virus subtype 1 (HIV-1) agents¹⁰

Price and Availability

Related Papers

1. Direct alkylation of indoles and amines by tert-enamides: facile access to pharmaceutically active 2-oxo-1-pyrrolidine analogues. Jiang, R.; et al. Org. Biomol. Chem. 9, 5659, (2011)

Documents

Certificate of Analysis

FT-IR Condensed Phase

FT-IR Raman

Safety Information

Symbol	GHS05, GHS07
Signal word	Danger
Hazard statements	H302-H318
Precautionary statements	P280-P305 + P351 + P338
Personal Protective Equipment	dust mask type N95 (US), Eyeshields, Faceshields, Gloves
Hazard Codes (Europe)	Xn
Risk Statements (Europe)	22-41
Safety Statements (Europe)	26-39
WGK Germany	3
RTECS	NM1168200

Technical information & documentation associated with this product is available in the Safety & Documentation tab.

Articles

Indoles

Sigma-Aldrich is proud to offer a new series of ChemFiles—called Privileged Structures, to our Drug Discovery and Organic Synthesis customers. Each piece will highlight a specific motif, selected app...
Chemfiles Volume 4 Article 8
Keywords: Building blocks, Cardiovascular, Diabetes, Diseases, Drug discovery, Medicinal chemistry, Organic synthesis, Respiratory

Papers

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1. Direct alkylation of indoles and amines by tert-enamides: facile access to pharmaceutically active 2-oxo-1-pyrrolidine analogues. Jiang, R.; et al. Org. Biomol. Chem. 9, 5659, (2011)

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2. Tryptophan 2,3-dioxygenase (TDO) inhibitors. 3-(2-(pyridyl)ethenyl)indoles as potential anticancer immunomodulators. Dolusic, E.; et al. J. Med. Chem. 54, 5320, (2011)

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3. Synthesis, Protein Kinase Inhibitory Potencies, and in Vitro Antiproliferative Activities of Meridianin Derivatives Giraud, F.; et al. J. Med. Chem. 54, 4474, (2011)

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4. Discovery, synthesis, and structure-activity relationship development of a series of N-(4-acetamido)phenylpicolinamides as positive allosteric modulators of metabotropic glutamate receptor 4 (mGlu(4)) with CNS exposure in rats. Engers, D. W.; et al. J. Med. Chem. 54, 1106, (2011)

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5. Na, Y. M. Bull. Korean Chem. Soc. 31, 3467, (2010)

6. Identification and hit-to-lead optimization of a novel class of CB1 antagonists. Letourneau, J. J.; et al. Bioorg. Med. Chem. Lett. 20, 5449, (2010)

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7. Synthesis of 3,3-diindolyl oxyindoles efficiently catalysed by FeCl3 and their in vitro evaluation for anticancer activity. Kamal, A.; et al. Bioorg. Med. Chem. Lett. 20, 5229, (2010)

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8. Structure-activity relationships of indole compounds derived from combretastatin A4: synthesis and biological screening of 5-phenylpyrrolo[3,4-a]carbazole-1,3-diones as potential antivascular agents. Ty, N.; e al. Eur. J. Med. Chem. 45, 3726, (2010)

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9. Synthesis and in vitro evaluation of 3h-pyrrolo[3,2-f]-quinolin-9-one derivatives that show potent and selective anti-leukemic activity. Ferlin, M. G.; et al. ChemMedChem 5, 1373, (2010)

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10. Anti HIV-1 agents 5: synthesis and anti-HIV-1 activity of some N-arylsulfonyl-3-acetylindoles in vitro. Ran, J.-Q.; et al. Bioorg. Med. Chem. Lett. 20, 3534, (2010)

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Beil. 20,V,7,41

FT-IR 2 (3), 3586:A / FT-IR 1 (2), 665:B / IR-Spectra (2), 1086:E / IR-Spectra (3), 1250:D / NMR-Reference 2 (2), 524:C / RegBook 1 (2), 2409:J / Sax 6, 2029 / Sigma FT-IR 1 (2), 785:C / Structure Index 1, 382:C:4