6-Methyl-1H-pyrazolo[3,4-b]quinolin-3-ylamine

Base Information

• Chemical Name: 6-Methyl-1H-pyrazolo[3,4-b]quinolin-3-ylamine
• CAS No.: 462067-00-1
• Molecular Formula: C₁₁H₁₀N₄
• Molecular Weight: 198.227
• DSSTox Substance ID: DTXSID501263931
• ChEMBL ID: CHEMBL15221
• Mol file: 462067-00-1.mol

Synonyms:6-Methyl-1H-pyrazolo[3,4-b]quinolin-3-ylamine;6-methyl-1H-pyrazolo[3,4-b]quinolin-3-amine;462067-00-1;6-methyl-2H-pyrazolo[3,4-b]quinolin-3-amine;CHEMBL15221;Oprea1_803443;Oprea1_835674;DTXSID501263931;BDBM50125770;AKOS000300427;6-Methyl-2H-pyrazolo[3,4-b]quinolin-3-ylamine

Chemical Property of 6-Methyl-1H-pyrazolo[3,4-b]quinolin-3-ylamine

Chemical Property:

• Melting Point: 279-281 °C(Solv: water (7732-18-5))
• Boiling Point: 364.2±52.0 °C(Predicted)
• PKA: 6.21±0.20(Predicted)
• Density: 1.47±0.1 g/cm3(Predicted)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 198.090546336
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

98%min ^*data from raw suppliers

6-Methyl-1H-pyrazolo[3,4-b]quinolin-3-ylamine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC2=CC3=C(NN=C3N=C2C=C1)N
• Uses: 6-Methyl-1H-pyrazolo[3,4-b]quinolin-3-ylamine can be used to inhibit the growth of colon cancer cells via apoptosis and sub G1 cell cycle arrest.

Technology Process of 6-Methyl-1H-pyrazolo[3,4-b]quinolin-3-ylamine

There total 4 articles about 6-Methyl-1H-pyrazolo[3,4-b]quinolin-3-ylamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 88.0%

2-chloro-6-methylquinoline-3-carbonitrile (483287-37-2) → 6-methyl-1H-pyrazolo[3,4-b]quinolin-3-amine (512782-62-6,462067-00-1)

Guidance literature:

With hydrazine hydrate; for 0.25h; Heating;

Reference yield:

2-chloro-6-methylquinoline-3-carbaldehyde (73568-27-1) → 6-methyl-1H-pyrazolo[3,4-b]quinolin-3-amine (512782-62-6,462067-00-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / aq. ammonia; cerium(IV) ammonium nitrate / 0 °C

2: 88 percent / hydrazine hydrate / 0.25 h / Heating

With ammonium hydroxide; ammonium cerium(IV) nitrate; hydrazine hydrate;

Reference yield:

4-Methylacetanilide (103-89-9) → 6-methyl-1H-pyrazolo[3,4-b]quinolin-3-amine (512782-62-6,462067-00-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / POCl₃ / 80 - 90 °C

2: 89 percent / aq. ammonia; cerium(IV) ammonium nitrate / 0 °C

3: 88 percent / hydrazine hydrate / 0.25 h / Heating

With ammonium hydroxide; ammonium cerium(IV) nitrate; hydrazine hydrate; trichlorophosphate;

upstream raw materials:

2-chloro-6-methylquinoline-3-carbonitrile

2-chloro-6-methylquinoline-3-carbaldehyde

p-toluidine

4-Methylacetanilide