5094-12-2

Basic information

• Product Name: 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
• Synonyms: 1,2,3,4-Tetrahydro-2-methyl-5H-pyrido[4,3-b]indole;2,3,4,5-Tetrahydro-2-methyl-1H-pyrido[4,3-b]indole;1H-Pyrido(4,3-b)indole, 2,3,4,5-tetrahydro-2-methyl-;1H-pyrido[4,3-b]indole, 2,3,4,5-tetrahydro-2-methyl-;2-methyl-1,3,4,5-tetrahydropyrido[4,3-b]indole;3-Methyl-1,2,3,4-tetrahydro-.gamma.-carboline;2-Methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole;2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole
• CAS NO: 5094-12-2
• Molecular Formula: C₁₂H₁₄N₂
• Molecular Weight: 186.26
• Mol File: 5094-12-2.mol
• Article Data: 18

Chemical Properties

• Melting Point: 170.0 to 174.0 °C
• Boiling Point: 326.4°C at 760 mmHg
• Flash Point: 151.2°C
• Appearance: /
• Density: 1.165g/cm³
• Vapor Pressure: 0.000217mmHg at 25°C
• Refractive Index: 1.66
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 17.42±0.20(Predicted)
• CAS DataBase Reference: 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole(CAS DataBase Reference)
• NIST Chemistry Reference: 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole(5094-12-2)
• EPA Substance Registry System: 2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole(5094-12-2)

Safety Data

• RTECS: UV0830000
• HazardClass: IRRITANT
• Hazardous Substances Data: 5094-12-2(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 327, 1971 DOI: 10.1055/s-1971-21736

InChI:InChI=1/C12H14N2/c1-14-7-6-12-10(8-14)9-4-2-3-5-11(9)13-12/h2-5,13H,6-8H2,1H3

Upstream product

• 99893-05-7 1-methyl-piperidin-4-one-phenylhydrazone 
• 59-88-1 phenylhydrazine hydrochloride 
• 34737-83-2 1-methylpiperidin-4-one hydrochloride 
• 1445-73-4 1-Methyl-4-piperidone 
• 100-63-0 phenylhydrazine 
• 177202-83-4 2-(pyridin-3-yl)phenylamine 
• 1296770-81-4 1-methyl-3-(2-azidophenyl)pyridinium triflate 
• 1296771-08-8 CF₃O₃S^(1-)*C₁₂H₁₁N₂⁽¹⁺⁾ 
• 856849-78-0 3-(2-azidophenyl)pyridine 
• 108-42-9 3-chloro-aniline 
• 1346446-46-5 (3-chlorophenyl)-(1-methylpiperidin-4-ylidene)amine 
• 615-36-1 2-bromoaniline 
• 1692-25-7 3-pyridylboronic acid 
• 129303-82-8 1-phenyl-1H-[1,2,3]triazolo[4,5-c]pyridine 

Downstream Products

• 81375-18-0 2-methyl-2-methylamino-2,3,4,5-tetrahydro-1H-pyrido<4,3-b>indol-2-ium toluene-p-sulphonate 
• 87879-80-9 2-ethylamino-2-methyl-2,3,4,5-tetrahydro-1H-pyrido<4,3-b>indol-2-ium toluene-p-sulphonate 
• 1147893-06-8 2,3,4,5-tetrahydro-2-methyl-5-(2-(pyridin-4-yl)ethyl)-1H-pyrido[4,3-b]indole trifluoroacetate 
• 1147893-17-1 rac-2-(1,2,3,4-tetrahydro-2-methylpyrido[4,3-b]indol-5-yl)-1-p-tolylethanol trifluoroacetate 
• 1147892-94-1 2,3,4,5-tetrahydro-2-methyl-5-(4-methylphenethyl)-1H-pyrido[4,3-b]indole 
• 28683-45-6 2-methyl-5-[2-(pyridin-4-yl)ethyl]2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 1061352-24-6 cis-2-methyl-5-(2-phenylethenyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 1061352-26-8 trans-2-methyl-5-(2-phenylethenyl)-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole 
• 1441786-45-3 methyl 4-((2-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]indol-5-yl)thio)benzoate 
• 1441784-08-2 N-hydroxy-4-((2-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]indol-5-yl)thio)benzamide 
• 1441784-14-0 N-hydroxy-4-((2-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]indol-5-yl)methyl)benzamide 
• 1441786-60-2 methyl 4-(2-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]indole-5-carbonyl)benzoate 
• 1441786-65-7 4-(2-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]indole-5-carbonyl)benzoic acid 
• 1441784-17-3 N-hydroxy-4-(2-methyl-1,2,3,4-tetrahydropyrimido[1,6-a]indole-5-carbonyl)benzamide 

Relevant articles and documents

-

-

Thiapyran[4,3-b] indole compound and preparing method and application thereof

The invention discloses a thiapyran[4,3-b] indole compound and a preparing method and application thereof. The structure of the compound is shown in the formula 1, wherein the formula 1 is shown in the description, and R1-R5 are not all hydrogen. The compound has excellent activities of inhibiting mycelial growth, protecting detached leaves, protecting living bodies and treating the living bodiesfor rhizoctonia solani, the effects of the compound are even superior to those of positive control drugs, and the compound has an important application value in preventing and/or treating rice sheathblight.

Halogen bonding enhances activity in a series of dual 5-HT6/D2 ligands designed in a hybrid bioisostere generation/virtual screening protocol

A novel hybrid bioisostere generation/virtual screening method combined with narrowing of chemical space through similarity to compounds that are active at the second target was successfully applied for the development of structurally new dual 5-HT6/D2 receptor ligands. Consequently, a series of derivatives of the found hit 1d (N-[2-(dimethylamino)ethyl]-N-(2-phenylethyl)aniline) was synthesized. The most active 5-HT6/D2 ligands also showed affinity for 5-HT7R and 5-HT2AR. The para-chloroaniline derivative was identified as a potent dual 5-HT6/5-HT7 receptor antagonist (Ki = 24 nM and Kb = 30 nM, Ki = 4 nM and Kb = 1.4 nM, respectively). In the case of halogen-containing compounds, interesting structure-activity relationships were observed at 5-HT6, D2 and 5-HT7 receptors, and the ligand-receptor complexes were subsequently examined using a molecular modelling approach that combined quantum-polarized ligand docking (QPLD) and Molecular-Mechanics-Generalized-Born/Surface Area (MM/GBSA) free-energy calculation, which permitted the identification of putative halogen binding pockets.