38314-91-9

Basic information

• Product Name: 1-Methyl-6-nitro-9H-pyrido[3,4-b]indole
• Synonyms: 1-Methyl-6-nitro-9H-pyrido[3,4-b]indole;6-Nitroharman
• CAS NO: 38314-91-9
• Molecular Formula: C₁₂H₉N₃O₂
• Molecular Weight: 227.2188
• Mol File: 38314-91-9.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 476.7°Cat760mmHg
• Flash Point: 242.1°C
• Appearance: /
• Density: 1.444g/cm³
• Vapor Pressure: 8.61E-09mmHg at 25°C
• Refractive Index: 1.777
• CAS DataBase Reference: 1-Methyl-6-nitro-9H-pyrido[3,4-b]indole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Methyl-6-nitro-9H-pyrido[3,4-b]indole(38314-91-9)
• EPA Substance Registry System: 1-Methyl-6-nitro-9H-pyrido[3,4-b]indole(38314-91-9)

Safety Data

• Hazardous Substances Data: 38314-91-9(Hazardous Substances Data)

Usage

Chemical Class

Nitro compounds

Derivative

Nitro derivative of 9H-pyrido[3,4-b]indole

Substitution

Methyl group attached at the 1-position of the pyridine ring

Potential Activities

Anticancer agent, inhibition of cancer cell growth

Value in Synthesis

Valuable building block for the synthesis of other complex chemical compounds

Safety Precautions

Handle and store with care due to potential explosive properties

InChI:InChI=1/C12H9N3O2/c1-7-12-9(4-5-13-7)10-6-8(15(16)17)2-3-11(10)14-12/h2-6,14H,1H3

Upstream product

• 486-84-0 harmane 
• 2506-10-7 eleagnine 
• 61-54-1 tryptamine 
• 487-89-8 Indole-3-carboxaldehyde 
• 120-72-9 indole 
• 3156-51-2 3-[(E)-2-nitroeth-1-enyl]-1H-indole 
• 73-22-3 L-Tryptophan 

Downstream Products

• 102206-91-7 1-methyl-9H-β-carbolin-6-ylamine 
• 18813-71-3 6-bromo-1-methyl-9H-pyrido[3,4-b]indole 

Relevant articles and documents

-

-

?-CARBOLINE, DIHYDRO-?-CARBOLINE AND TETRAHYDRO-?-CARBOLINE ALKALOID DERIVATIVES AND PREPARATION METHODS SAME AND USE IN ASPECTS OF PREVENTING AND TREATING PLANT VIRUSES, FUNGICIDES AND INSECTICIDES

The present invention relates to β-carboline, dihydro-β-carboline and tetrahydro-β-carboline alkaloid derivatives (I) and a method for preparing same and the use in the aspects of preventing and treating plant viruses, fungicides and insecticides. For the meaning of each group in formula (I) see the description. The β-carboline, dihydro-β-carboline and tetrahydro-β-carboline alkaloid derivatives of the present invention show a particularly ourstanding anti-plant virus activity, and also have fungicidal and insecticidal activities.

Synthesis and antiviral and fungicidal activity evaluation of β-carboline, dihydro-β-carboline, tetrahydro-β-carboline alkaloids, and their derivatives

Six known β-carboline, dihydro-β-carboline, and tetrahydro-β-carboline alkaloids and a series of their derivatives were designed, synthesized, and evaluated for their anti-tobacco mosaic virus (TMV) and fungicidal activities for the first time. All of the alkaloids and some of their derivatives (compounds 3, 4, 14, and 19) exhibited higher anti-TMV activity than the commercial antiviral agent Ribavirin both in vitro and in vivo. Especially, the inactivation, curative, and protection activities of alkaloids Harmalan (62.3, 55.1, and 60.3% at 500 μg/mL) and tetrahydroharmane (64.2, 57.2, and 59.5% at 500 μg/mL) in vivo were much higher than those of Ribavirin (37.4, 36.2, and 38.5% at 500 μg/mL). A new derivative, 14, with optimized physicochemical properties, obviously exhibited higher activities in vivo (50.4, 43.9, and 47.9% at 500 μg/mL) than Ribavirin and other derivatives; therefore, 14 can be used as a new lead structure for the development of anti-TMV drugs. Moreover, most of these compounds exhibited good fungicidal activity against 14 kinds of fungi, especially compounds 4, 7, and 11.