6-(4-Methoxyphenyl)pyridazin-3-amine

Base Information

• Chemical Name: 6-(4-Methoxyphenyl)pyridazin-3-amine
• CAS No.: 4776-87-8
• Molecular Formula: C11H11N3O
• Molecular Weight: 201.228
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30547973
• Nikkaji Number: J474.304K
• Wikidata: Q82426530
• Mol file: 4776-87-8.mol

Synonyms:6-(4-methoxyphenyl)pyridazin-3-amine;4776-87-8;3-Amino-6-(4-methoxyphenyl)pyridazine;6-(4-methoxyphenyl)-3-pyridazinamine;MFCD06801353;SCHEMBL433756;DTXSID30547973;PCPMUYYPWJFHEQ-UHFFFAOYSA-N;AKOS011485448;HY-W025443;PS-3786;6-(4-methoxyphenyl)pyridazin-3-ylamine;PD017641;SY283179;6-(4-methoxy-phenyl)-pyridazin-3-ylamine;CS-0061970;[6-(4-methoxyphenyl)-pyridazin-3-yl]-amine;F52723;A827337;J-518029

Chemical Property of 6-(4-Methoxyphenyl)pyridazin-3-amine

Chemical Property:

• Melting Point: 180 °C(Solv: water (7732-18-5))
• Refractive Index: 1.677
• Boiling Point: 432.957 °C at 760 mmHg
• PKA: 5.16±0.10(Predicted)
• Flash Point: 215.645 °C
• PSA: 61.03000
• Density: 1.202 g/cm³
• LogP: 2.31560
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: DMSO, Methanol
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 201.090211983
• Heavy Atom Count: 15
• Complexity: 192

Purity/Quality:

98%min ^*data from raw suppliers

6-(4-Methoxyphenyl)-3-pyridazinamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2=NN=C(C=C2)N
• Uses: An aminopyridazine derivative as selective GABA-A antagonist. Intermediate for the synthesis of the drug Gabazine. An aminopyridazine derivative as selective GABA-A antagonist.

Technology Process of 6-(4-Methoxyphenyl)pyridazin-3-amine

There total 6 articles about 6-(4-Methoxyphenyl)pyridazin-3-amine 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: 94.0%

6-chloro-pyridazin-3-ylamine (5469-69-2) + 4-methoxyphenylboronic acid (5720-07-0) → 3-amino-6-(4'-methoxyphenyl)pyridazine (4776-87-8)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; In ethanol; water; at 120 ℃; for 0.166667h; Inert atmosphere; Sealed vial; Microwave irradiation;

DOI:10.1039/c0ob00004c

Reference yield: 92.0%

4-methoxyphenylboronic acid (5720-07-0) + 6-iodopyridazine-3-amine (187973-60-0) → 3-amino-6-(4'-methoxyphenyl)pyridazine (4776-87-8)

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; for 5h; Heating;

DOI:10.1016/S0040-4020(00)00083-1

Reference yield: 84.0%

3-hydrazino-6-(p-methoxyphenyl)pyridazine (18772-76-4) → 3-amino-6-(4'-methoxyphenyl)pyridazine (4776-87-8)

Guidance literature:

With potassium hydroxide; aluminum nickel; In methanol; for 2h; Ambient temperature;

DOI:10.1021/jo00037a059

upstream raw materials:

3-hydrazino-6-(p-methoxyphenyl)pyridazine

6-chloro-pyridazin-3-ylamine

4-methoxyphenylboronic acid

6-iodopyridazine-3-amine

Downstream raw materials:

7-(4-methoxyphenyl)-4-(trifluoromethyl)-2H-pyrimido[1,2-b]pyridazin-2-one

3-aminopyridazine

BrH*C₁₄H₁₇N₃O₂

SR 95813

Refernces

• 1、 Kilic, Burcu,Gulcan, Hayrettin O.,Aksakal, Fatma,Ercetin, Tugba,Oruklu, Nihan,Umit Bagriacik,Dogruer, Deniz S.. "Design and synthesis of some new carboxamide and propanamide derivatives bearing phenylpyridazine as a core ring and the investigation of their inhibitory potential on in-vitro acetylcholinesterase and butyrylcholinesterase". . p. 235 - 249. Retrieved 2018/05/24.
• 2、 Petrignet, Julien,Thiery, Emilie,Silpa, Laurence,Abarbri, Mohamed. "Mild and direct access to 7-substituted-4-trifluoromethylpyrimido[1,2- b ]pyridazin-2-one systems". . p. 947 - 954. Retrieved 2014/04/03.